$128+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Aug 21 — Aug 281
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
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 July 22, 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 July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:10 am
PHX
- ORD
1 stop28h 49m
Frontier
Tue 8/258:45 am
ORD
- PHX
2 stops16h 39m
Frontier
Deal found 7/21![Frontier logo]()
$244
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Sat 7/257:00 am
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Sat 8/112:58 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$244
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Sat 9/56:20 am
PHX
- ORD
Nonstop3h 39m
United Airlines
Sat 9/199:12 am
ORD
- PHX
Nonstop3h 56m
United Airlines
Deal found 7/21![United Airlines logo]()
$245
This Southwest deal was found by Cheapflights users on 7/17. 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 9/53:00 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Fri 9/117:10 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/17![Southwest logo]()
$245
This American Airlines deal was found by Cheapflights users on 7/17. 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.
Sat 9/512:09 pm
PHX
- ORD
Nonstop3h 52m
American Airlines
Fri 9/115:00 am
ORD
- PHX
Nonstop3h 45m
American Airlines
Deal found 7/17![American Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 7/17. 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
Thu 9/2412:03 pm
MDW
- PHX
1 stop11h 36m
Frontier
Deal found 7/17![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 9/1512:47 pm
PHX
- ORD
1 stop6h 48m
Frontier
Wed 9/232:46 pm
ORD
- PHX
1 stop9h 58m
Frontier
Deal found 7/20![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 7/18. 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 10/1011:31 pm
PHX
- MDW
1 stop9h 27m
Frontier
Wed 10/141:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/18![Frontier logo]()
$247
This CheapOair deal was found by Cheapflights users on 7/20. 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 8/173:25 pm
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Mon 8/241:13 pm
RFD
- AZA
Nonstop3h 20m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 10/612:47 pm
PHX
- ORD
1 stop6h 48m
Frontier
Fri 10/94:00 pm
ORD
- PHX
Nonstop3h 59m
Frontier
Deal found 7/18![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 7/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Sat 9/191:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/21![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/179:04 am
PHX
- ORD
1 stop28h 55m
Frontier
Mon 8/242:41 pm
ORD
- PHX
1 stop8h 47m
Frontier
Deal found 7/20![Frontier logo]()
$249
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 July 22, 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 July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 9/308:10 am
AZA
- RFD
Nonstop3h 07m
Allegiant Air
Wed 10/72:07 pm
RFD
- AZA
Nonstop3h 31m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$249
This Southwest deal was found by Cheapflights users on 7/21. 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 8/208:00 am
PHX
- MDW
1 stop4h 35m
Southwest
Thu 8/277:10 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/21![Southwest logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/279:03 am
PHX
- RFD
1 stop9h 42m
Multiple Airlines
Sun 8/309:35 pm
RFD
- PHX
1 stop17h 13m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$252
This Alaska Airlines deal was found by Cheapflights users on 7/19. 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 9/103:15 pm
PHX
- ORD
1 stop6h 44m
Alaska Airlines
Tue 9/152:18 pm
ORD
- PHX
1 stop6h 49m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Sat 9/127:10 am
PHX
- ORD
Nonstop3h 39m
United Airlines
Tue 9/1512:45 pm
ORD
- PHX
1 stop6h 23m
United Airlines
Deal found 7/21![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/21. 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.
Thu 9/1011:05 pm
PHX
- MDW
1 stop8h 02m
Delta
Tue 9/152:00 pm
MDW
- PHX
1 stop8h 14m
Delta
Deal found 7/21![Delta logo]()
$275
This CheapOair deal was found by Cheapflights users on 7/16. 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 8/217:10 am
AZA
- RFD
Nonstop3h 13m
Allegiant Air
Mon 8/241:13 pm
RFD
- AZA
Nonstop3h 20m
Allegiant Air
Deal found 7/16![Allegiant Air logo]()
$249
This Alaska Airlines deal was found by Cheapflights users on 7/19. 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 11/1111:20 am
PHX
- ORD
1 stop6h 40m
Alaska Airlines
Sat 11/142:25 pm
ORD
- PHX
1 stop10h 01m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 7/21. 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.
Wed 8/1910:35 am
PHX
- MDW
1 stop4h 35m
Southwest
Mon 8/248:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 7/21![Southwest logo]()
$256
This Booking.com deal was found by Cheapflights users on 7/19. 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.
Mon 9/282:45 pm
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Fri 10/212:17 pm
RFD
- AZA
Nonstop3h 31m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$250
This United Airlines deal was found by Cheapflights users on 7/17. 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 12/54:30 pm
PHX
- ORD
1 stop5h 49m
United Airlines
Wed 12/97:45 pm
ORD
- PHX
Nonstop3h 59m
United Airlines
Deal found 7/17![United Airlines logo]()
$275
This Alaska Airlines deal was found by Cheapflights users on 7/18. 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 11/1711:20 am
PHX
- ORD
1 stop6h 40m
Alaska Airlines
Wed 11/182:25 pm
ORD
- PHX
1 stop10h 01m
Alaska Airlines
Deal found 7/18![Alaska Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/18. 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 9/159:36 am
PHX
- MDW
1 stop6h 43m
Delta
Sat 9/261:19 pm
MDW
- PHX
1 stop7h 56m
Delta
Deal found 7/18![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/2610:09 pm
PHX
- RFD
1 stop20h 36m
Multiple Airlines
Sun 8/309:35 pm
RFD
- PHX
1 stop17h 13m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 7/17. 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 8/86:10 am
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 8/107:10 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/17![Southwest logo]()
$269
This United Airlines deal was found by Cheapflights users on 7/21. 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 12/236:32 pm
PHX
- ORD
Nonstop3h 34m
United Airlines
Wed 12/306:00 am
ORD
- PHX
Nonstop4h 02m
United Airlines
Deal found 7/21![United Airlines logo]()
$275
This CheapOair deal was found by Cheapflights users on 7/20. 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 7/313:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Mon 8/39:13 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$251
This Alaska Airlines deal was found by Cheapflights users on 7/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:13 pm
PHX
- ORD
1 stop23h 09m
Alaska Airlines
Sat 9/56:01 am
ORD
- PHX
1 stop7h 30m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 7/20. 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 10/175:50 am
PHX
- MDW
1 stop5h 15m
Southwest
Mon 10/197:00 am
MDW
- PHX
1 stop6h 35m
Southwest
Deal found 7/20![Southwest logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 7/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:15 pm
PHX
- ORD
1 stop20h 07m
Alaska Airlines
Sat 9/267:20 am
ORD
- PHX
1 stop9h 13m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/21. 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 9/411:05 pm
PHX
- MDW
1 stop8h 12m
Delta
Sun 9/69:24 am
MDW
- PHX
1 stop6h 26m
Delta
Deal found 7/21![Delta logo]()
$311
This CheapOair deal was found by Cheapflights users on 7/20. 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 8/173:25 pm
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Mon 8/241:13 pm
RFD
- AZA
Nonstop3h 20m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 10/86:30 am
PHX
- RFD
1 stop11h 43m
Multiple Airlines
Sun 10/119:33 pm
RFD
- PHX
1 stop14h 40m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 7/20. 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 8/281:18 pm
PHX
- MDW
1 stop7h 18m
Delta
Tue 9/82:00 pm
MDW
- PHX
1 stop8h 14m
Delta
Deal found 7/20![Delta logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Thu 9/39:03 am
PHX
- RFD
1 stop9h 36m
Multiple Airlines
Sun 9/69:29 pm
RFD
- PHX
1 stop27h 55m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 10/78:10 am
AZA
- RFD
Nonstop3h 07m
Allegiant Air
Fri 10/912:17 pm
RFD
- AZA
Nonstop3h 31m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 7/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:15 pm
PHX
- ORD
1 stop6h 44m
Alaska Airlines
Mon 8/242:18 pm
ORD
- PHX
1 stop6h 49m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$265
This Southwest deal was found by Cheapflights users on 7/17. 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 9/173:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 9/217:10 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/17![Southwest logo]()
$293
This Mytrip deal was found by Cheapflights users on 7/19. 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.
Fri 9/46:10 am
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Mon 9/71:39 pm
RFD
- AZA
Nonstop3h 25m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$265
This Southwest deal was found by Cheapflights users on 7/18. 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 8/199:30 am
PHX
- MDW
Nonstop3h 15m
Southwest
Sun 8/235:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/18![Southwest logo]()
$293
Last-minute flights from Phoenix to ChicagoDiscover last-minute flight deals from Phoenix to Chicago. Data last updated July 22, 2026 and is based on user searches.
Discover last-minute flight deals from Phoenix to Chicago. Data last updated July 22, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Sat 7/257:00 am
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Sat 8/112:58 pm
RFD
- AZA
Nonstop3h 22m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/33:15 pm
AZA
- RFD
Nonstop3h 08m
Allegiant Air
Wed 8/58:58 pm
RFD
- AZA
Nonstop3h 35m
Allegiant Air
Deal found 7/21![Allegiant Air logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/89:04 am
PHX
- ORD
1 stop13h 29m
Frontier
Sat 8/292:41 pm
ORD
- PHX
1 stop8h 47m
Frontier
Deal found 7/18![Frontier logo]()
$248
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/136:47 pm
PHX
- ORD
Nonstop3h 41m
American Airlines
Tue 8/255:00 am
ORD
- PHX
Nonstop3h 33m
American Airlines
Deal found 7/21![American Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/136:47 pm
PHX
- ORD
Nonstop3h 41m
American Airlines
Wed 8/197:40 pm
ORD
- PHX
Nonstop3h 42m
American Airlines
Deal found 7/21![American Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/159:04 am
PHX
- ORD
1 stop13h 29m
Frontier
Sat 8/222:41 pm
ORD
- PHX
1 stop8h 47m
Frontier
Deal found 7/17![Frontier logo]()
$247
This CheapOair deal was found by Cheapflights users on 7/20. 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 8/173:25 pm
AZA
- RFD
Nonstop3h 09m
Allegiant Air
Mon 8/241:13 pm
RFD
- AZA
Nonstop3h 20m
Allegiant Air
Deal found 7/20![Allegiant Air logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/179:04 am
PHX
- ORD
1 stop28h 55m
Frontier
Mon 8/242:41 pm
ORD
- PHX
1 stop8h 47m
Frontier
Deal found 7/20![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:10 am
PHX
- ORD
1 stop28h 49m
Frontier
Tue 8/258:45 am
ORD
- PHX
2 stops16h 39m
Frontier
Deal found 7/21![Frontier logo]()
$244
This Southwest deal was found by Cheapflights users on 7/21. 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.
Wed 8/193:50 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 8/2611:00 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/21![Southwest logo]()
$245
This Frontier deal was found by Cheapflights users on 7/17. 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 8/1912:19 pm
PHX
- MDW
1 stop8h 28m
Frontier
Sat 8/2211:45 am
MDW
- PHX
1 stop8h 46m
Frontier
Deal found 7/17![Frontier logo]()
$246
This Priceline deal was found by Cheapflights users on 7/21. 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 8/2812:19 pm
PHX
- MDW
1 stop8h 28m
Frontier
Sat 8/2911:45 am
MDW
- PHX
1 stop8h 46m
Frontier
Deal found 7/21![Frontier logo]()
$248
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 July 22, 2026.
Search for one-way flight options from Phoenix to Chicago. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Wed 10/77:38 am
PHX
- ORD
1 stop9h 15m
Alaska Airlines
Deal found 7/20![Alaska Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 7/21. 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.
Tue 8/1111:35 am
PHX
- MDW
1 stop5h 25m
Southwest
Deal found 7/21![Southwest logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/192:04 pm
PHX
- RFD
1 stop28h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$129
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Deal found 7/21![Frontier logo]()
$129
This Super.com deal was found by Cheapflights users on 7/20. 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.
Mon 8/1011:23 pm
PHX
- MDW
1 stop8h 28m
Frontier
Deal found 7/20![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 7/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:00 am
PHX
- MDW
1 stop12h 31m
Frontier
Deal found 7/21![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:10 am
PHX
- ORD
1 stop28h 49m
Frontier
Deal found 7/21![Frontier logo]()
$132
This Delta deal was found by Cheapflights users on 7/20. 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 9/57:05 am
PHX
- ORD
1 stop7h 46m
Delta
Deal found 7/20![Delta logo]()
$133
This Southwest deal was found by Cheapflights users on 7/21. 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.
Wed 10/78:20 am
PHX
- MDW
1 stop5h 40m
Southwest
Deal found 7/21![Southwest logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/89:04 am
PHX
- ORD
1 stop13h 29m
Frontier
Deal found 7/18![Frontier logo]()
$134
This Trip.com deal was found by Cheapflights users on 7/18. 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
Deal found 7/18![Frontier logo]()
$134
This United Airlines deal was found by Cheapflights users on 7/20. 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 9/162:26 pm
PHX
- ORD
Nonstop3h 39m
United Airlines
Deal found 7/20![United Airlines logo]()
$135
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 July 22, 2026.
Round-trip from | $244 (Kiwi.com) |
|---|---|
One-way from | $128 (CheapOair) |
Popular in | June |
Cheapest in | February |
Average price | $337 |
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 July 22, 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
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Wed 9/30
8:10 am-1:17 pm
Nonstop3h 07m
Chicago Greater Rockford
Wed 10/7
2:07 pm-3:38 pm
Nonstop3h 31m
$249
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Fri 8/21
7:10 am-12:23 pm
Nonstop3h 13m
Chicago Greater Rockford
Mon 8/24
1:13 pm-2:33 pm
Nonstop3h 20m
$249
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Mon 9/28
2:45 pm-7:54 pm
Nonstop3h 09m
Chicago Greater Rockford
Fri 10/2
12:17 pm-1:48 pm
Nonstop3h 31m
$250
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Thu 8/20
8:00 am-2:35 pm
1 stop4h 35m
Chicago Midway
Thu 8/27
7:10 am-8:45 am
Nonstop3h 35m
$251
PhoenixChicago
AZA - RFD
AZARFD
Phoenix-Mesa Gateway
Fri 7/31
3:15 pm-8:23 pm
Nonstop3h 08m
Chicago Greater Rockford
Mon 8/3
9:13 pm-10:35 pm
Nonstop3h 22m
$251
PhoenixChicago
PHX - RFD
PHXRFD
Phoenix Sky Harbor Intl
Thu 8/27
9:03 am-8:45 pm
1 stop9h 42m
Chicago Greater Rockford
Sun 8/30
9:35 pm-12:48 pm
1 stop17h 13m
$252
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Thu 9/10
3:15 pm-11:59 pm
1 stop6h 44m
Chicago O'Hare Intl
Tue 9/15
2:18 pm-7:07 pm
1 stop6h 49m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Sat 9/12
7:10 am-12:49 pm
Nonstop3h 39m
Chicago O'Hare Intl
Tue 9/15
12:45 pm-5:08 pm
1 stop6h 23m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Wed 11/11
11:20 am-7:00 pm
1 stop6h 40m
Chicago O'Hare Intl
Sat 11/14
2:25 pm-11:26 pm
1 stop10h 01m
$255
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Tue 11/17
11:20 am-7:00 pm
1 stop6h 40m
Chicago O'Hare Intl
Wed 11/18
2:25 pm-11:26 pm
1 stop10h 01m
$255
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
PHX-MDW
PHX-ORD
AZA-RFD
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
PHX-MDW
PHX-ORD
AZA-RFD
PHX-RFD
What is the cheapest month to book a flight from Phoenix to Chicago?
Currently, January is the cheapest month in which you can book a flight from Phoenix to Chicago (average of $213). Flying from Phoenix to Chicago in June is currently the most expensive (average of $363). 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 July 22, 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 23% 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 July 22, 2026.
The most flights from PH1 to CHI are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 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 10% of weekly flights between Phoenix and Chicago have experienced delays in the past year, with the average delay time being 158 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?
Tuesday 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 July 18, 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. Sunday at noon 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 July 22, 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.
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
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
Valparaiso
Hammond
Saint Joseph
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.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
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 July 22, 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 July 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Phoenix to Chicago
Discover the top 7 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 July 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$286 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$136 | Average$202 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$173 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$342 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$192 | Average$334 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$377 | FlexibilityNo cancel fee | On-time71% |