$128+ Cheap flights from Sky Harbor Intl (PHX) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Find cheap flights from Sky Harbor Intl to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago are usually found in February or January, booked 41 days in advance, depart on a Thursday or Friday and return on a Saturday
Cheap flight deals from Sky Harbor Intl to Chicago
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Cheapest flights from Sky Harbor Intl to ChicagoExplore the most affordable flight options available from Sky Harbor Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
Explore the most affordable flight options available from Sky Harbor Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am
PHX
- ORD
1 stop6h 41m
Multiple Airlines
Sun 10/254:00 pm
ORD
- PHX
Nonstop3h 59m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:05 am
PHX
- MDW
Nonstop3h 15m
Southwest
Thu 8/138:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 6/11![Southwest logo]()
$251
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:04 pm
PHX
- ORD
Nonstop3h 29m
Frontier
Mon 10/199:20 am
ORD
- PHX
1 stop14h 19m
Frontier
Deal found 6/10![Frontier logo]()
$252
This Trip.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:50 pm
PHX
- MDW
1 stop10h 01m
Frontier
Tue 8/115:46 pm
MDW
- PHX
1 stop7h 34m
Frontier
Deal found 6/11![Frontier logo]()
$252
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:05 pm
PHX
- ORD
1 stop8h 31m
Alaska Airlines
Wed 8/196:01 am
ORD
- PHX
1 stop7h 30m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Tue 8/1110:10 am
MDW
- PHX
1 stop4h 50m
Southwest
Deal found 6/11![Southwest logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:13 pm
PHX
- ORD
1 stop6h 23m
Alaska Airlines
Wed 8/56:20 am
ORD
- PHX
1 stop8h 03m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$254
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Tue 7/215:46 pm
MDW
- PHX
1 stop7h 13m
Frontier
Deal found 6/10![Frontier logo]()
$254
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/153:13 pm
PHX
- ORD
1 stop6h 23m
Alaska Airlines
Sat 7/185:59 pm
ORD
- PHX
1 stop7h 24m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:40 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 9/238:20 am
MDW
- PHX
1 stop6h 10m
Southwest
Deal found 6/12![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:15 pm
PHX
- ORD
1 stop9h 33m
Delta
Mon 8/177:44 pm
ORD
- PHX
1 stop6h 28m
Delta
Deal found 6/10![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:10 pm
PHX
- MDW
1 stop7h 35m
Delta
Mon 10/265:35 pm
MDW
- PHX
1 stop7h 39m
Delta
Deal found 6/11![Delta logo]()
$256
Best flights from Sky Harbor Intl to ChicagoDiscover carefully curated flight deals from Sky Harbor Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
Discover carefully curated flight deals from Sky Harbor Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:08 am
PHX
- ORD
1 stop10h 13m
Alaska Airlines
Sat 9/267:20 am
ORD
- PHX
1 stop9h 13m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/284:25 pm
PHX
- ORD
1 stop6h 19m
United Airlines
Tue 8/410:25 am
ORD
- PHX
Nonstop4h 01m
United Airlines
Deal found 6/14![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:10 am
PHX
- MDW
Nonstop3h 20m
Southwest
Tue 8/48:20 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/13![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:05 pm
PHX
- ORD
1 stop6h 51m
Delta
Mon 8/247:44 pm
ORD
- PHX
1 stop6h 28m
Delta
Deal found 6/14![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:58 pm
PHX
- RFD
1 stop12h 26m
Multiple Airlines
Sun 7/199:19 am
RFD
- PHX
2 stops28h 08m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/153:13 pm
PHX
- ORD
1 stop6h 23m
Alaska Airlines
Tue 7/217:59 pm
ORD
- PHX
1 stop18h 24m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:00 am
PHX
- ORD
Nonstop3h 43m
United Airlines
Wed 9/210:40 am
ORD
- PHX
1 stop6h 36m
United Airlines
Deal found 6/12![United Airlines logo]()
$255
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/143:13 pm
PHX
- ORD
1 stop6h 23m
Alaska Airlines
Sat 7/185:59 pm
ORD
- PHX
1 stop7h 24m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/912:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 8/106:15 pm
MDW
- PHX
Nonstop3h 40m
Southwest
Deal found 6/11![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:05 pm
PHX
- MDW
1 stop8h 12m
Delta
Mon 8/241:51 pm
MDW
- PHX
1 stop8h 15m
Delta
Deal found 6/14![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:49 pm
PHX
- ORD
1 stop5h 10m
United Airlines
Mon 9/147:37 pm
ORD
- PHX
Nonstop3h 52m
United Airlines
Deal found 6/11![United Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 8/178:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 6/14![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:26 pm
PHX
- ORD
Nonstop3h 39m
United Airlines
Sat 9/125:30 am
ORD
- PHX
1 stop6h 52m
United Airlines
Deal found 6/14![United Airlines logo]()
$279
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:51 pm
PHX
- ORD
1 stop15h 32m
Alaska Airlines
Sun 11/157:56 pm
ORD
- PHX
1 stop15h 42m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:10 pm
PHX
- MDW
1 stop5h 05m
Southwest
Thu 8/67:55 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/14![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:28 pm
PHX
- ORD
Nonstop3h 42m
United Airlines
Wed 7/298:30 pm
ORD
- PHX
Nonstop3h 57m
United Airlines
Deal found 6/13![United Airlines logo]()
$281
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:00 am
PHX
- ORD
1 stop10h 00m
Alaska Airlines
Sun 11/157:00 am
ORD
- PHX
1 stop9h 55m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:58 pm
PHX
- RFD
1 stop12h 26m
Multiple Airlines
Sun 7/129:19 am
RFD
- PHX
2 stops28h 08m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Sat 8/15:25 am
MDW
- PHX
1 stop5h 20m
Southwest
Deal found 6/10![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:26 pm
PHX
- ORD
Nonstop3h 39m
United Airlines
Sun 9/65:52 pm
ORD
- PHX
1 stop7h 07m
United Airlines
Deal found 6/14![United Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:55 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Wed 7/295:25 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/13![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Sun 8/305:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/14![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:40 am
PHX
- MDW
Nonstop3h 15m
Southwest
Tue 7/1411:45 am
MDW
- PHX
1 stop4h 50m
Southwest
Deal found 6/12![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:32 pm
PHX
- RFD
1 stop11h 52m
Multiple Airlines
Sun 7/51:14 pm
RFD
- PHX
1 stop11h 51m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$570
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:40 am
PHX
- MDW
Nonstop3h 15m
Southwest
Fri 7/246:20 pm
MDW
- PHX
1 stop5h 40m
Southwest
Deal found 6/11![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:00 am
PHX
- MDW
1 stop4h 35m
Southwest
Sun 8/2310:40 am
MDW
- PHX
1 stop4h 55m
Southwest
Deal found 6/14![Southwest logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:58 pm
PHX
- RFD
1 stop12h 26m
Multiple Airlines
Sun 7/199:19 am
RFD
- PHX
2 stops15h 46m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$624
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:50 pm
PHX
- MDW
1 stop5h 15m
Southwest
Sat 7/41:20 pm
MDW
- PHX
Nonstop3h 40m
Southwest
Deal found 6/11![Southwest logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:35 am
PHX
- RFD
1 stop30h 38m
Multiple Airlines
Mon 7/68:39 am
RFD
- PHX
2 stops15h 52m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$702
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:32 pm
PHX
- RFD
1 stop11h 51m
Multiple Airlines
Sun 7/51:14 pm
RFD
- PHX
1 stop24h 13m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$717
Last-minute flights from Sky Harbor Intl to ChicagoDiscover last-minute flight deals from Sky Harbor Intl to Chicago. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Sky Harbor Intl to Chicago. Data last updated June 15, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:40 pm
PHX
- MDW
1 stop9h 32m
Frontier
Sat 7/411:59 am
MDW
- PHX
1 stop12h 21m
Frontier
Deal found 6/10![Frontier logo]()
$257
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Wed 7/85:30 am
MDW
- PHX
1 stop6h 10m
Southwest
Deal found 6/14![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:04 pm
PHX
- MDW
1 stop8h 09m
Delta
Tue 8/186:05 am
MDW
- PHX
1 stop8h 03m
Delta
Deal found 6/10![Delta logo]()
$258
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Sat 7/116:41 pm
MDW
- PHX
1 stop6h 18m
Frontier
Deal found 6/10![Frontier logo]()
$263
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Tue 7/215:46 pm
MDW
- PHX
1 stop7h 13m
Frontier
Deal found 6/10![Frontier logo]()
$254
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1111:04 pm
PHX
- MDW
1 stop8h 09m
Delta
Tue 8/186:05 am
MDW
- PHX
1 stop8h 03m
Delta
Deal found 6/10![Delta logo]()
$256
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Tue 7/215:25 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/11![Southwest logo]()
$260
This Expedia deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Wed 7/2212:11 pm
MDW
- PHX
1 stop9h 33m
Frontier
Deal found 6/12![Frontier logo]()
$259
This Frontier deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/259:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Mon 7/2712:11 pm
MDW
- PHX
1 stop9h 33m
Frontier
Deal found 6/12![Frontier logo]()
$262
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:15 pm
PHX
- MDW
1 stop7h 00m
Delta
Wed 8/51:51 pm
MDW
- PHX
1 stop8h 15m
Delta
Deal found 6/15![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:10 am
PHX
- MDW
Nonstop3h 20m
Southwest
Tue 8/42:00 pm
MDW
- PHX
1 stop6h 15m
Southwest
Deal found 6/13![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Thu 8/68:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 6/11![Southwest logo]()
$266
One-way flights from Sky Harbor Intl to ChicagoSearch for one-way flight options from Sky Harbor Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Sky Harbor Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:13 pm
PHX
- ORD
1 stop6h 23m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:00 am
PHX
- MDW
1 stop4h 35m
Southwest
Deal found 6/14![Southwest logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/52:04 pm
PHX
- RFD
1 stop20h 30m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$128
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Deal found 6/10![Frontier logo]()
$129
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:05 pm
PHX
- ORD
1 stop8h 31m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$130
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:04 pm
PHX
- ORD
1 stop6h 55m
Delta
Deal found 6/12![Delta logo]()
$133
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:04 pm
PHX
- MDW
1 stop8h 09m
Delta
Deal found 6/14![Delta logo]()
$133
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:45 am
PHX
- ORD
Nonstop3h 43m
United Airlines
Deal found 6/11![United Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:45 pm
PHX
- ORD
Nonstop3h 39m
American Airlines
Deal found 6/15![American Airlines logo]()
$135
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:24 am
PHX
- MDW
1 stop12h 08m
Frontier
Deal found 6/10![Frontier logo]()
$135
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:45 am
PHX
- ORD
1 stop6h 45m
Delta
Deal found 6/11![Delta logo]()
$136
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:10 am
PHX
- MDW
1 stop6h 55m
Delta
Deal found 6/11![Delta logo]()
$136
Find flight deals from Sky Harbor Intl to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Sky Harbor Intl (PHX) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Kiwi.com) |
One-way from | $128 (Alaska Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $326 |
Good round-trip deal | $343 or less |
Good one-way deal | $184 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Sky Harbor Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 15, 2026.
Use the filters below to find and compare flights from Phoenix Sky Harbor Intl Airport to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 9/15
7:08 am-7:21 pm
1 stop10h 13m
Chicago O'Hare Intl
Sat 9/26
7:20 am-2:33 pm
1 stop9h 13m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 7/28
4:25 pm-12:44 am
1 stop6h 19m
Chicago O'Hare Intl
Tue 8/4
10:25 am-12:26 pm
Nonstop4h 01m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Wed 7/15
3:13 pm-11:36 pm
1 stop6h 23m
Chicago O'Hare Intl
Tue 7/21
7:59 pm-12:23 pm
1 stop18h 24m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Wed 8/26
9:00 am-2:43 pm
Nonstop3h 43m
Chicago O'Hare Intl
Wed 9/2
10:40 am-3:16 pm
1 stop6h 36m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 7/14
3:13 pm-11:36 pm
1 stop6h 23m
Chicago O'Hare Intl
Sat 7/18
5:59 pm-11:23 pm
1 stop7h 24m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 9/8
4:49 pm-11:59 pm
1 stop5h 10m
Chicago O'Hare Intl
Mon 9/14
7:37 pm-9:29 pm
Nonstop3h 52m
$263
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Thu 9/3
4:26 pm-10:05 pm
Nonstop3h 39m
Chicago O'Hare Intl
Sat 9/12
5:30 am-10:22 am
1 stop6h 52m
$279
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 7/28
7:10 am-12:30 pm
Nonstop3h 20m
Chicago Midway
Tue 8/4
8:20 pm-9:55 pm
Nonstop3h 35m
$281
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Sun 8/9
12:35 am-5:50 am
Nonstop3h 15m
Chicago Midway
Mon 8/10
6:15 pm-7:55 pm
Nonstop3h 40m
$281
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Thu 11/12
8:51 pm-1:23 pm
1 stop15h 32m
Chicago O'Hare Intl
Sun 11/15
7:56 pm-10:38 am
1 stop15h 42m
$281
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Sky Harbor Intl to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sky Harbor Intl to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Phoenix Sky Harbor Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Phoenix Sky Harbor Intl Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Phoenix Sky Harbor Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Sky Harbor Intl to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Sky Harbor Intl with our price prediction graph.
PHX-CHI
PHX-MDW
PHX-ORD
PHX-RFD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Phoenix Sky Harbor Intl Airport to Chicago
PHX-CHI
PHX-MDW
PHX-ORD
PHX-RFD
What is the cheapest month to book a flight from Phoenix Sky Harbor Intl Airport to Chicago?
Currently, September is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $263). Flying from Phoenix Sky Harbor Intl Airport to Chicago in January is currently the most expensive (average of $701). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PHX to CHI?
Find hourly flight availability from Sky Harbor Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 15, 2026.
One of the essential ways to save on airfare from Phoenix Sky Harbor Intl Airport to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 24% on airfare.
Weekly flight availability from Phoenix Sky Harbor Intl Airport to Chicago
Explore weekly flight availability from Sky Harbor Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 15, 2026.
The most flights from PHX to CHI are scheduled on a Friday (68 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (39 on average).
How much does it cost to fly round-trip from Phoenix Sky Harbor Intl Airport to Chicago?
What’s the top layover airport for flights from Phoenix Sky Harbor Intl Airport to Chicago?
Share of 1-stop round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Atlanta (ATL) – chosen by Cheapflights users on 50% of 1-stop itineraries from Phoenix Sky Harbor Intl Airport to Chicago on Cheapflights.
What’s the cheapest layover airport for flights from Phoenix Sky Harbor Intl Airport to Chicago?
Average round-trip fare for 1-stop flights from Phoenix Sky Harbor Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $138.
What’s the fastest layover option from Phoenix Sky Harbor Intl Airport to Chicago?
Shortest average travel time for 1-stop one-way flights from Phoenix Sky Harbor Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 5h 22m.
Which airport typically offers the quickest layover for flights from Phoenix Sky Harbor Intl Airport to Chicago?
Average layover duration for 1-stop one-way flights from Phoenix Sky Harbor Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 4h 13m.
How often are flights from Phoenix to Chicago delayed?
About 10% of weekly flights between Phoenix and Chicago have experienced delays in the past year, with the average delay time being 156 minutes.
What is the most punctual flight time for Phoenix to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Phoenix to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 7% of flights being delayed.
How far ahead should I book a flight from Phoenix Sky Harbor Intl Airport to Chicago?
Booking 38 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Phoenix Sky Harbor Intl Airport to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Sky Harbor Intl to Chicago. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Phoenix Sky Harbor Intl Airport to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 15, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Phoenix Sky Harbor Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Sky Harbor Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Sky Harbor Intl and Chicago flights
Browse other Sky Harbor Intl and Chicago flight options. Last updated on June 15, 2026.
Other flights from Sky Harbor Intl
Browse through other flights departing from Sky Harbor Intl. Flights are based on user searches made on Cheapflights and were last updated on June 15, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Sky Harbor Intl to Chicago
Discover the top 5 airlines that operate flights from Sky Harbor Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$329 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$189 | Average$326 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$372 | FlexibilityNo cancel fee | On-time71% |