$129+ Cheap flights from Phoenix 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Jul 26 — Aug 21
Round-trip
1 adult, Economy
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Find cheap flights from Phoenix 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 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 Phoenix to Chicago
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Best
Last-minute
One-way
Cheapest flights from Phoenix to ChicagoExplore the most affordable flight options available from Phoenix to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2026.
Explore the most affordable flight options available from Phoenix to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2026.
This Travelocity deal was found by Cheapflights users on 6/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Sat 9/191:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 6/21![Frontier logo]()
$253
This United Airlines deal was found by Cheapflights users on 6/22. 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 8/51:28 pm
PHX
- ORD
Nonstop3h 42m
United Airlines
Wed 8/125:55 am
ORD
- PHX
1 stop6h 42m
United Airlines
Deal found 6/22![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 6/23. 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 7/186:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Sat 7/254:50 pm
MDW
- PHX
1 stop6h 05m
Southwest
Deal found 6/23![Southwest logo]()
$255
This CheapOair deal was found by Cheapflights users on 6/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:04 pm
PHX
- ORD
Nonstop3h 29m
Frontier
Sun 10/2511:06 am
ORD
- PHX
1 stop26h 01m
Frontier
Deal found 6/24![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 6/23. 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 7/215:45 pm
PHX
- MDW
Nonstop3h 25m
Southwest
Tue 7/2810:00 am
MDW
- PHX
2 stops7h 20m
Southwest
Deal found 6/23![Southwest logo]()
$256
This CheapOair deal was found by Cheapflights users on 6/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Mon 7/139:13 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/25![Allegiant Air logo]()
$256
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/135:05 am
PHX
- ORD
Nonstop3h 47m
American Airlines
Sat 8/155:00 am
ORD
- PHX
Nonstop3h 33m
American Airlines
Deal found 6/24![American Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 6/22. 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 8/133:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Sat 8/155:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/22![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 8/194:48 pm
PHX
- ORD
1 stop18h 48m
Frontier
Wed 8/262:41 pm
ORD
- PHX
2 stops19h 17m
Frontier
Deal found 6/25![Frontier logo]()
$258
This Super.com deal was found by Cheapflights users on 6/24. 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 7/2411:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Mon 7/2712:11 pm
MDW
- PHX
1 stop9h 33m
Frontier
Deal found 6/24![Frontier logo]()
$258
This Expedia deal was found by Cheapflights users on 6/24. 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.
Thu 10/227:36 am
PHX
- ORD
1 stop9h 17m
Multiple Airlines
Sun 10/254:00 pm
ORD
- PHX
Nonstop3h 59m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$259
This Frontier deal was found by Cheapflights users on 6/24. 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.
Mon 9/1410:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Mon 9/2112:03 pm
MDW
- PHX
1 stop11h 36m
Frontier
Deal found 6/24![Frontier logo]()
$259
Best flights from Phoenix to ChicagoDiscover carefully curated flight deals from Phoenix to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2026.
Discover carefully curated flight deals from Phoenix to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 7/117:05 am
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Mon 7/139:13 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/21![Allegiant Air logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 6/24. 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.
Sat 8/83:13 pm
PHX
- ORD
1 stop20h 08m
Alaska Airlines
Sat 8/156:20 am
ORD
- PHX
1 stop8h 03m
Alaska Airlines
Deal found 6/24![Alaska Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 6/25. 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 7/224:12 pm
PHX
- ORD
1 stop6h 33m
United Airlines
Sat 7/259:02 am
ORD
- PHX
Nonstop4h 01m
United Airlines
Deal found 6/25![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 6/21. 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 8/274:00 pm
PHX
- MDW
1 stop5h 45m
Southwest
Tue 9/15:15 pm
MDW
- PHX
Nonstop3h 40m
Southwest
Deal found 6/21![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 6/21. 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 7/1411:04 pm
PHX
- ORD
1 stop6h 55m
Delta
Tue 7/216:30 am
ORD
- PHX
1 stop8h 16m
Delta
Deal found 6/21![Delta logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/299:58 pm
PHX
- RFD
1 stop12h 26m
Multiple Airlines
Mon 8/37:50 pm
RFD
- PHX
1 stop16h 40m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$279
This Alaska Airlines deal was found by Cheapflights users on 6/25. 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 9/157:49 pm
PHX
- ORD
1 stop15h 33m
Alaska Airlines
Sat 9/267:20 am
ORD
- PHX
1 stop9h 13m
Alaska Airlines
Deal found 6/25![Alaska Airlines logo]()
$255
This CheapOair deal was found by Cheapflights users on 6/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Mon 7/139:13 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/25![Allegiant Air logo]()
$256
This Delta deal was found by Cheapflights users on 6/24. 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 7/257:15 am
PHX
- ORD
1 stop9h 31m
Delta
Tue 7/287:45 am
ORD
- PHX
1 stop6h 27m
Delta
Deal found 6/24![Delta logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/129:58 pm
PHX
- RFD
1 stop12h 36m
Multiple Airlines
Sun 8/169:21 am
RFD
- PHX
2 stops15h 44m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/133:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Wed 7/158:49 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/23![Allegiant Air logo]()
$259
This Southwest deal was found by Cheapflights users on 6/24. 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 8/28:00 am
PHX
- MDW
1 stop4h 40m
Southwest
Tue 8/48:00 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/24![Southwest logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/24. 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 7/224:25 pm
PHX
- ORD
1 stop6h 19m
United Airlines
Mon 7/278:30 pm
ORD
- PHX
Nonstop3h 57m
United Airlines
Deal found 6/24![United Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 6/21. 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 8/89:42 am
PHX
- ORD
1 stop5h 59m
Delta
Wed 8/197:44 pm
ORD
- PHX
1 stop5h 57m
Delta
Deal found 6/21![Delta logo]()
$265
This Mytrip deal was found by Cheapflights users on 6/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:51 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Sat 7/111:03 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/21![Allegiant Air logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 7/299:58 pm
PHX
- RFD
1 stop12h 26m
Multiple Airlines
Fri 7/317:50 pm
RFD
- PHX
1 stop16h 40m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 6/23. 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 8/248:00 am
PHX
- MDW
1 stop4h 35m
Southwest
Mon 9/75:30 am
MDW
- PHX
1 stop5h 25m
Southwest
Deal found 6/23![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 6/22. 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 8/2711:05 pm
PHX
- ORD
1 stop6h 51m
Delta
Mon 8/317:48 am
ORD
- PHX
1 stop6h 18m
Delta
Deal found 6/22![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/133:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Sat 7/1812:58 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/24![Allegiant Air logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/59:58 pm
PHX
- RFD
1 stop12h 36m
Multiple Airlines
Sun 8/91:24 pm
RFD
- PHX
1 stop24h 03m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 6/22. 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.
Fri 8/284:49 pm
PHX
- ORD
1 stop5h 10m
United Airlines
Sun 8/3011:00 am
ORD
- PHX
Nonstop3h 56m
United Airlines
Deal found 6/22![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 6/24. 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 7/226:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Mon 7/275:20 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/24![Southwest logo]()
$321
This Booking.com deal was found by Cheapflights users on 6/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:51 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Wed 7/158:49 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/25![Allegiant Air logo]()
$272
This Delta deal was found by Cheapflights users on 6/21. 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 8/286:02 am
PHX
- ORD
1 stop9h 38m
Delta
Tue 9/86:40 am
ORD
- PHX
1 stop7h 43m
Delta
Deal found 6/21![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 6/21. 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 9/1012:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Fri 9/188:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 6/21![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 6/21. 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 8/134:26 pm
PHX
- ORD
Nonstop3h 39m
United Airlines
Mon 8/174:20 pm
ORD
- PHX
Nonstop3h 53m
United Airlines
Deal found 6/21![United Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Thu 10/226:30 am
PHX
- RFD
1 stop11h 00m
Multiple Airlines
Sun 10/258:53 pm
RFD
- PHX
1 stop15h 20m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$331
This CheapOair deal was found by Cheapflights users on 6/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:10 am
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Mon 9/71:39 pm
RFD
- AZA
Nonstop3h 25m
Allegiant Air
Deal found 6/25![Allegiant Air logo]()
$275
This Delta deal was found by Cheapflights users on 6/25. 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.
Mon 8/1711:05 pm
PHX
- MDW
1 stop8h 12m
Delta
Fri 8/219:24 am
MDW
- PHX
1 stop6h 26m
Delta
Deal found 6/25![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 6/21. 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 9/184:05 pm
PHX
- MDW
1 stop5h 15m
Southwest
Sun 9/205:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/21![Southwest logo]()
$327
Last-minute flights from Phoenix to ChicagoDiscover last-minute flight deals from Phoenix to Chicago. Data last updated June 26, 2026 and is based on user searches.
Discover last-minute flight deals from Phoenix to Chicago. Data last updated June 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/47:05 am
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Wed 7/88:49 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 6/22![Allegiant Air logo]()
$259
This Southwest deal was found by Cheapflights users on 6/23. 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 7/186:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Sat 7/254:50 pm
MDW
- PHX
1 stop6h 05m
Southwest
Deal found 6/23![Southwest logo]()
$255
This Frontier deal was found by Cheapflights users on 6/22. 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 7/189:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Fri 7/246:17 pm
MDW
- PHX
1 stop6h 42m
Frontier
Deal found 6/22![Frontier logo]()
$259
This Alaska Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 7/183:13 pm
PHX
- ORD
1 stop20h 08m
Alaska Airlines
Sat 7/256:20 am
ORD
- PHX
1 stop8h 03m
Alaska Airlines
Deal found 6/25![Alaska Airlines logo]()
$260
This Southwest deal was found by Cheapflights users on 6/23. 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 7/186:50 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Wed 7/225:25 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/23![Southwest logo]()
$260
This Trip.com deal was found by Cheapflights users on 6/21. 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 7/189:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Sat 7/256:41 pm
MDW
- PHX
1 stop6h 18m
Frontier
Deal found 6/21![Frontier logo]()
$263
This Southwest deal was found by Cheapflights users on 6/23. 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 7/215:45 pm
PHX
- MDW
Nonstop3h 25m
Southwest
Tue 7/2810:00 am
MDW
- PHX
2 stops7h 20m
Southwest
Deal found 6/23![Southwest logo]()
$256
This Alaska Airlines deal was found by Cheapflights users on 6/22. 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 7/221:05 pm
PHX
- ORD
1 stop8h 31m
Alaska Airlines
Tue 7/286:20 am
ORD
- PHX
1 stop8h 03m
Alaska Airlines
Deal found 6/22![Alaska Airlines logo]()
$255
This Super.com deal was found by Cheapflights users on 6/24. 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 7/2411:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Mon 7/2712:11 pm
MDW
- PHX
1 stop9h 33m
Frontier
Deal found 6/24![Frontier logo]()
$258
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Tue 7/285:14 am
PHX
- ORD
Nonstop3h 46m
American Airlines
Mon 8/3110:35 pm
ORD
- PHX
Nonstop3h 39m
American Airlines
Deal found 6/21![American Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 7/282:04 pm
PHX
- ORD
1 stop13h 33m
Frontier
Wed 8/192:41 pm
ORD
- PHX
2 stops19h 17m
Frontier
Deal found 6/23![Frontier logo]()
$261
This Southwest deal was found by Cheapflights users on 6/23. 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
Wed 8/58:20 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 6/23![Southwest logo]()
$257
One-way flights from Phoenix to ChicagoSearch for one-way flight options from Phoenix to Chicago. Find affordable one-way fares based on user searches. Data last updated June 26, 2026.
Search for one-way flight options from Phoenix to Chicago. Find affordable one-way fares based on user searches. Data last updated June 26, 2026.
This Priceline deal was found by Cheapflights users on 6/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:23 pm
PHX
- MDW
1 stop8h 28m
Frontier
Deal found 6/21![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 9/217:00 pm
PHX
- ORD
1 stop24h 35m
Frontier
Deal found 6/21![Frontier logo]()
$132
This United Airlines deal was found by Cheapflights users on 6/21. 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 8/199:23 am
PHX
- ORD
1 stop7h 09m
United Airlines
Deal found 6/21![United Airlines logo]()
$133
This Delta deal was found by Cheapflights users on 6/22. 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 7/1811:04 pm
PHX
- MDW
1 stop8h 09m
Delta
Deal found 6/22![Delta logo]()
$133
This American Airlines deal was found by Cheapflights users on 6/21. 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 6/21![American Airlines logo]()
$135
This Expedia deal was found by Cheapflights users on 6/21. 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.
Sun 8/26:24 am
PHX
- MDW
1 stop12h 08m
Frontier
Deal found 6/21![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 8/246:57 pm
PHX
- ORD
1 stop16h 39m
Frontier
Deal found 6/24![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 8/104:48 pm
PHX
- ORD
1 stop26h 04m
Frontier
Deal found 6/25![Frontier logo]()
$137
This Super.com deal was found by Cheapflights users on 6/22. 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 9/412:19 pm
PHX
- MDW
1 stop8h 28m
Frontier
Deal found 6/22![Frontier logo]()
$137
This United Airlines deal was found by Cheapflights users on 6/23. 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.
Sat 7/41:28 pm
PHX
- ORD
Nonstop3h 42m
United Airlines
Deal found 6/23![United Airlines logo]()
$138
This Trip.com deal was found by Cheapflights users on 6/23. 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.
Thu 7/306:24 am
PHX
- MDW
1 stop12h 08m
Frontier
Deal found 6/23![Frontier logo]()
$138
This Trip.com deal was found by Cheapflights users on 6/23. 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 7/189:50 pm
PHX
- MDW
1 stop11h 17m
Frontier
Deal found 6/23![Frontier logo]()
$139
Find flight deals from Phoenix to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Phoenix (PH1) 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 26, 2026.
Round-trip from | $253 (Travelocity) |
|---|---|
One-way from | $129 (Priceline) |
Popular in | June |
Cheapest in | February |
Average price | $338 |
Cheapflights Fare Finder
Customize your flight search to find flights from Phoenix 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 26, 2026.
Use the filters below to find and compare flights from Phoenix to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Sat 7/11
7:05 am-12:13 pm
Nonstop3h 08m
Chicago Greater Rockford
Mon 7/13
9:13 pm-10:35 pm
Nonstop3h 22m
$253
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Sat 8/8
3:13 pm-1:21 pm
1 stop20h 08m
Chicago O'Hare Intl
Sat 8/15
6:20 am-12:23 pm
1 stop8h 03m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Wed 7/22
4:12 pm-12:45 am
1 stop6h 33m
Chicago O'Hare Intl
Sat 7/25
9:02 am-11:03 am
Nonstop4h 01m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 9/15
7:49 pm-1:22 pm
1 stop15h 33m
Chicago O'Hare Intl
Sat 9/26
7:20 am-2:33 pm
1 stop9h 13m
$255
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Fri 7/10
3:15 pm-8:23 pm
Nonstop3h 08m
Chicago Greater Rockford
Mon 7/13
9:13 pm-10:35 pm
Nonstop3h 22m
$256
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Mon 7/13
3:15 pm-8:23 pm
Nonstop3h 08m
Chicago Greater Rockford
Wed 7/15
8:49 pm-10:11 pm
Nonstop3h 22m
$259
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Wed 7/8
2:51 pm-7:59 pm
Nonstop3h 08m
Chicago Greater Rockford
Sat 7/11
1:03 pm-2:25 pm
Nonstop3h 22m
$259
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Thu 8/27
4:00 pm-11:45 pm
1 stop5h 45m
Chicago Midway
Tue 9/1
5:15 pm-6:55 pm
Nonstop3h 40m
$263
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 7/14
11:04 pm-7:59 am
1 stop6h 55m
Chicago O'Hare Intl
Tue 7/21
6:30 am-12:46 pm
1 stop8h 16m
$265
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Sat 7/25
7:15 am-6:46 pm
1 stop9h 31m
Chicago O'Hare Intl
Tue 7/28
7:45 am-12:12 pm
1 stop6h 27m
$265
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Phoenix to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Phoenix with our price prediction graph.
PH1-CHI
AZA-RFD
PHX-ORD
PHX-MDW
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 to Chicago
PH1-CHI
AZA-RFD
PHX-ORD
PHX-MDW
PHX-RFD
What is the cheapest month to book a flight from Phoenix to Chicago?
Currently, September is the cheapest month in which you can book a flight from Phoenix to Chicago (average of $261). Flying from Phoenix to Chicago in January is currently the most expensive (average of $683). 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 Phoenix 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 26, 2026.
One of the essential ways to save on airfare from Phoenix to Chicago is to remain as flexible as possible. Flights that are in the evening 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 to Chicago
Explore weekly flight availability from Phoenix 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 26, 2026.
The most flights from PH1 to CHI are scheduled on a Monday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 on average).
How much does it cost to fly round-trip from Phoenix to Chicago?
How often are flights from Phoenix to Chicago delayed?
About 11% 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 to Chicago?
Booking 38 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix 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 to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Phoenix to Chicago. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Phoenix to Chicago flight should consider departing on Sunday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 26, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Phoenix to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Phoenix to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Phoenix to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 26, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Phoenix to Chicago by cabin class
Find flights from Phoenix to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Phoenix and Chicago flights
Browse other Phoenix and Chicago flight options. Last updated on June 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Phoenix to Chicago
Discover the top 6 airlines that operate flights from Phoenix 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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$202 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$158 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$334 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$188 | Average$325 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$373 | FlexibilityNo cancel fee | On-time71% |