$127+ Cheap flights from Sky Harbor Intl (PHX) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Oct 17 — Oct 241
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 39 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 September 17, 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 September 17, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:32 pm -
Nonstop3h 27m
Thu 10/158:01 pm -
1 stop22h 16m
Deal found 9/13![Frontier logo]()
$205
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:45 pm -
1 stop5h 55m
Mon 10/267:15 pm -
Nonstop3h 45m
Deal found 9/16![Southwest logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Mon 10/512:04 pm -
1 stop7h 35m
Tue 10/66:30 am -
2 stops10h 53m
Deal found 9/17![Frontier logo]()
$242
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
1 stop5h 55m
Tue 10/276:55 am -
Nonstop3h 50m
Deal found 9/16![Southwest logo]()
$242
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:32 pm -
Nonstop3h 27m
Sun 11/16:30 am -
1 stop27h 34m
Deal found 9/16![Frontier logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:32 pm -
Nonstop3h 27m
Sun 10/254:20 pm -
Nonstop4h 07m
Deal found 9/12![Frontier logo]()
$244
This Southwest deal was found by Cheapflights users on 9/14. 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 11/181:35 am -
Nonstop3h 10m
Tue 12/16:05 am -
1 stop6h 10m
Deal found 9/14![Southwest logo]()
$244
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:45 pm -
1 stop9h 14m
Mon 11/22:15 pm -
1 stop10h 12m
Deal found 9/14![Alaska Airlines logo]()
$245
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:55 pm -
Nonstop3h 20m
Thu 10/226:00 pm -
1 stop5h 20m
Deal found 9/15![Southwest logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:32 pm -
Nonstop3h 27m
Sun 10/186:30 am -
1 stop27h 40m
Deal found 9/13![Frontier logo]()
$246
This Southwest deal was found by Cheapflights users on 9/14. 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 10/96:55 pm -
Nonstop3h 20m
Wed 10/146:05 am -
1 stop6h 10m
Deal found 9/14![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:49 pm -
Nonstop3h 39m
Wed 10/145:00 am -
1 stop6h 07m
Deal found 9/16![United Airlines logo]()
$247
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 September 17, 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 September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:55 pm -
Nonstop3h 20m
Wed 10/214:45 pm -
1 stop5h 40m
Deal found 9/15![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3112:59 am -
1 stop7h 26m
Wed 1/133:00 pm -
1 stop10h 06m
Deal found 9/16![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/611:52 pm -
Nonstop3h 28m
Wed 10/145:00 pm -
Nonstop3h 53m
Deal found 9/16![United Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:21 pm -
1 stop23h 41m
Sun 11/158:37 pm -
1 stop17h 53m
Deal found 9/16![Multiple Airlines logo]()
$293
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:42 pm -
1 stop6h 17m
Sat 10/317:00 am -
1 stop10h 10m
Deal found 9/16![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:35 am -
Nonstop3h 10m
Sat 12/56:25 pm -
Nonstop3h 55m
Deal found 9/16![Southwest logo]()
$266
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/137:00 am -
1 stop5h 21m
Wed 5/59:25 am -
Nonstop4h 06m
Deal found 9/16![United Airlines logo]()
$276
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 11/301:35 am -
Nonstop3h 10m
Tue 12/18:50 pm -
Nonstop3h 50m
Deal found 9/17![Southwest logo]()
$266
This Alaska Airlines deal was found by Cheapflights users on 9/12. 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.
Sat 10/248:02 am -
1 stop8h 18m
Sat 10/319:00 am -
1 stop9h 34m
Deal found 9/12![Alaska Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 11/128:30 am -
1 stop10h 32m
Sun 11/158:37 pm -
1 stop17h 53m
Deal found 9/15![Multiple Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:31 pm -
1 stop5h 15m
Mon 11/22:10 pm -
Nonstop4h 02m
Deal found 9/16![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:25 pm -
Nonstop3h 20m
Sun 11/19:45 pm -
Nonstop3h 50m
Deal found 9/16![Southwest logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 9/13. 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 12/91:55 pm -
1 stop9h 04m
Mon 12/146:00 am -
1 stop8h 49m
Deal found 9/13![Alaska Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/149:20 pm -
1 stop20h 53m
Sun 10/189:33 pm -
1 stop23h 00m
Deal found 9/14![Multiple Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:55 am -
Nonstop3h 34m
Sun 11/19:15 am -
Nonstop4h 09m
Deal found 9/15![United Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
1 stop5h 55m
Mon 10/266:05 am -
1 stop5h 35m
Deal found 9/16![Southwest logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/177:05 am -
1 stop8h 56m
Sat 2/206:00 am -
2 stops15h 12m
Deal found 9/15![Alaska Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Tue 12/18:00 am -
Nonstop3h 39m
Tue 12/18:30 pm -
Nonstop4h 04m
Deal found 9/12![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:00 am -
1 stop4h 45m
Thu 10/226:00 pm -
1 stop5h 20m
Deal found 9/15![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:00 am -
Nonstop3h 44m
Mon 10/262:00 pm -
1 stop8h 25m
Deal found 9/15![United Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:16 am -
1 stop9h 14m
Sun 10/258:53 pm -
1 stop17h 24m
Deal found 9/16![Multiple Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:45 am -
Nonstop3h 10m
Fri 11/275:10 am -
Nonstop3h 55m
Deal found 9/16![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/143:30 pm -
1 stop5h 16m
Tue 10/203:40 pm -
Nonstop3h 55m
Deal found 9/14![United Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/49:59 pm -
2 stops21h 03m
Sun 11/88:37 pm -
1 stop17h 53m
Deal found 9/14![Multiple Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 9/12. 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.
Sat 2/135:20 pm -
1 stop5h 35m
Tue 2/1610:25 am -
1 stop5h 15m
Deal found 9/12![Southwest logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/307:37 am -
2 stops23h 03m
Sun 10/49:36 pm -
1 stop20h 42m
Deal found 9/15![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/158:16 am -
1 stop9h 57m
Sun 10/189:33 pm -
1 stop27h 45m
Deal found 9/13![Multiple Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:25 pm -
Nonstop3h 20m
Wed 10/1412:05 pm -
1 stop5h 00m
Deal found 9/16![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:35 am -
Nonstop3h 10m
Sun 12/69:45 pm -
Nonstop3h 50m
Deal found 9/16![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:45 pm -
1 stop5h 55m
Mon 10/263:55 pm -
2 stops8h 05m
Deal found 9/15![Southwest logo]()
$373
Last-minute flights from Sky Harbor Intl to ChicagoDiscover last-minute flight deals from Sky Harbor Intl to Chicago. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Sky Harbor Intl to Chicago. Data last updated September 17, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:49 pm -
1 stop15h 33m
Tue 10/62:21 pm -
1 stop8h 20m
Deal found 9/15![Alaska Airlines logo]()
$314
This Expedia deal was found by Cheapflights users on 9/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:56 pm -
1 stop25h 27m
Wed 10/76:30 am -
1 stop15h 21m
Deal found 9/14![Frontier logo]()
$320
This Southwest deal was found by Cheapflights users on 9/14. 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 10/96:55 pm -
Nonstop3h 20m
Wed 10/146:05 am -
1 stop6h 10m
Deal found 9/14![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/14. 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 10/136:35 pm -
Nonstop3h 20m
Tue 10/208:45 pm -
Nonstop3h 50m
Deal found 9/14![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:55 pm -
Nonstop3h 20m
Thu 10/226:00 pm -
1 stop5h 20m
Deal found 9/15![Southwest logo]()
$245
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:01 am -
1 stop7h 34m
Mon 10/191:12 pm -
1 stop11h 47m
Deal found 9/15![Frontier logo]()
$248
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:45 pm -
1 stop5h 55m
Mon 10/267:15 pm -
Nonstop3h 45m
Deal found 9/16![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 9/14. 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 10/208:20 am -
1 stop5h 40m
Thu 10/2210:55 pm -
Nonstop3h 50m
Deal found 9/14![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:45 pm -
1 stop5h 55m
Sat 10/243:00 pm -
1 stop5h 35m
Deal found 9/16![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
1 stop5h 55m
Tue 10/276:55 am -
Nonstop3h 50m
Deal found 9/16![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 10/2611:32 pm -
1 stop8h 31m
Mon 11/21:27 pm -
1 stop7h 51m
Deal found 9/15![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:25 pm -
Nonstop3h 20m
Fri 10/302:40 pm -
Nonstop3h 45m
Deal found 9/16![Southwest logo]()
$253
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 September 17, 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 September 17, 2026.
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:21 am -
2 stops20h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$127
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 12/2111:33 am -
1 stop8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$128
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:50 am -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$128
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:59 pm -
1 stop25h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:45 pm -
2 stops17h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 11/99:59 pm -
1 stop25h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$131
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:59 pm -
1 stop25h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$132
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:33 pm -
Nonstop3h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:55 pm -
Nonstop3h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/208:21 am -
2 stops20h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 11/117:21 pm -
2 stops15h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$134
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 1/138:00 pm -
Nonstop3h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![American Airlines logo]()
$135
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Cheapflightsfares) |
One-way from | $127 (Mytrip) |
Popular in | June |
Cheapest in | February |
Average price | $320 |
Good round-trip deal | $328 or less |
Good one-way deal | $217 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 7,457,451 searches. Data last updated September 17, 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 Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Mon 11/16
11:35 pm-9:22 am
1 stop8h 47m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Mon 11/16
11:35 pm-9:42 am
1 stop9h 07m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Mon 10/19
6:55 pm-12:15 am
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
Quickest round-trip
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Fri 1/15
5:25 pm-9:40 pm
Nonstop3h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Tue 10/6
5:25 pm-10:45 pm
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Thu 10/29
3:45 pm-9:00 pm
Nonstop3h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
PhoenixChicago
PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Fri 1/15
2:20 pm-9:53 pm
1 stop6h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Fri 11/13
3:00 pm-10:54 pm
1 stop6h 54m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Fri 10/9
5:05 pm-12:30 am
1 stop5h 25m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Tue 10/13
5:25 pm-10:45 pm
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$163
Showing 1-10 of 59 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 September.
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | 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, January is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $215). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $367). 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 September 17, 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 18% 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 September 17, 2026.
The most flights from PHX to CHI are scheduled on a Wednesday (64 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (45 on average).
How much does it cost to fly round-trip from Phoenix Sky Harbor Intl Airport to Chicago?
Airfare is below average for this route at the moment.
Phoenix Sky Harbor Intl Airport to Chicago flights typically cost between $265 and $383 in October.The cheapest round-trip price found within the last 5 days was $205 on Frontier (Oct 9-Oct 15).
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 67% 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 153 minutes.
What is the most punctual flight time for Phoenix to Chicago flights?
Historically, flights departing at night 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 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 September 12, 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 September 17, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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.
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
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 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.
Traveling to a place near Chicago?
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Sky Harbor Intl and Chicago flights
Browse other Sky Harbor Intl and Chicago flight options. Last updated on September 17, 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 September 17, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Sky Harbor Intl to Chicago
Discover the top 6 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$200 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$293 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$173 | Average$259 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$350 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$193 | Average$337 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$382 | FlexibilityNo cancel fee | On-time71% |