$154+ Cheap flights from Tucson (TUS) 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
TUS — CHI
Jun 26 — Jul 31
Round-trip
1 adult, Economy
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Find cheap flights from Tucson 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 Tucson to Chicago are usually found in August or February, booked 76 days in advance, depart on a Thursday or Saturday and return on a Tuesday
Cheap flight deals from Tucson to Chicago
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Cheapest flights from Tucson to ChicagoExplore the most affordable flight options available from Tucson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 27, 2026.
Explore the most affordable flight options available from Tucson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 27, 2026.
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:25 am
TUS
- MDW
2 stops7h 45m
Southwest
Wed 8/194:40 pm
MDW
- TUS
2 stops7h 15m
Southwest
Deal found 5/26![Southwest logo]()
$339
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/1012:29 pm
TUS
- ORD
Nonstop3h 41m
American Airlines
Wed 6/179:09 pm
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/27![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:35 am
TUS
- MDW
Nonstop3h 10m
Southwest
Tue 10/2012:55 pm
MDW
- TUS
1 stop6h 00m
Southwest
Deal found 5/25![Southwest logo]()
$349
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:29 pm
TUS
- ORD
Nonstop3h 47m
American Airlines
Wed 6/249:09 pm
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/26![American Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:55 pm
TUS
- MDW
1 stop5h 15m
Southwest
Tue 7/145:30 am
MDW
- TUS
1 stop5h 45m
Southwest
Deal found 5/25![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/62:25 pm
TUS
- MDW
1 stop8h 15m
Southwest
Wed 7/1510:10 am
MDW
- TUS
2 stops9h 55m
Southwest
Deal found 5/26![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Tue 7/147:20 am
TUS
- ORD
Nonstop3h 45m
United Airlines
Sat 7/187:45 pm
ORD
- TUS
Nonstop4h 26m
United Airlines
Deal found 5/23![United Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:27 pm
TUS
- ORD
Nonstop3h 51m
American Airlines
Tue 9/299:45 am
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/26![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:25 pm
TUS
- ORD
1 stop8h 34m
Delta
Wed 6/241:46 pm
ORD
- TUS
1 stop9h 56m
Delta
Deal found 5/26![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 5/22. 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.
Sat 10/108:05 am
TUS
- MDW
Nonstop3h 15m
Southwest
Tue 10/139:05 am
MDW
- TUS
1 stop6h 30m
Southwest
Deal found 5/22![Southwest logo]()
$379
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 9/112:04 pm
TUS
- ORD
1 stop7h 39m
American Airlines
Sun 9/139:45 am
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/27![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:29 pm
TUS
- ORD
1 stop6h 23m
United Airlines
Tue 10/135:00 am
ORD
- TUS
1 stop5h 43m
United Airlines
Deal found 5/26![United Airlines logo]()
$380
Best flights from Tucson to ChicagoDiscover carefully curated flight deals from Tucson to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
Discover carefully curated flight deals from Tucson to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:25 am
TUS
- MDW
2 stops7h 45m
Southwest
Wed 8/194:40 pm
MDW
- TUS
2 stops7h 15m
Southwest
Deal found 5/26![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:29 am
TUS
- ORD
2 stops9h 50m
Delta
Wed 8/191:59 pm
ORD
- TUS
2 stops9h 00m
Delta
Deal found 5/26![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Mon 7/201:30 pm
TUS
- ORD
1 stop7h 49m
United Airlines
Thu 7/307:45 pm
ORD
- TUS
Nonstop4h 26m
United Airlines
Deal found 5/22![United Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:45 pm
TUS
- MDW
1 stop7h 55m
Southwest
Wed 7/295:30 am
MDW
- TUS
1 stop5h 45m
Southwest
Deal found 5/25![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:25 pm
TUS
- MDW
1 stop8h 15m
Southwest
Tue 8/43:50 pm
MDW
- TUS
1 stop8h 05m
Southwest
Deal found 5/25![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 5/22. 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 10/112:40 pm
TUS
- MDW
1 stop7h 06m
Delta
Tue 10/66:00 am
MDW
- TUS
1 stop7h 59m
Delta
Deal found 5/22![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 5/25. 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.
Wed 7/296:00 am
TUS
- MDW
1 stop8h 15m
Delta
Wed 8/56:05 am
MDW
- TUS
1 stop8h 13m
Delta
Deal found 5/25![Delta logo]()
$414
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:25 pm
TUS
- MDW
1 stop7h 25m
Southwest
Tue 10/137:20 am
MDW
- TUS
2 stops8h 15m
Southwest
Deal found 5/26![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 5/25. 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.
Sat 7/412:27 pm
TUS
- ORD
1 stop9h 32m
Delta
Sat 7/117:45 am
ORD
- TUS
2 stops10h 05m
Delta
Deal found 5/25![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:40 am
TUS
- MDW
2 stops6h 55m
Southwest
Tue 7/1410:10 am
MDW
- TUS
2 stops9h 55m
Southwest
Deal found 5/25![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:00 am
TUS
- ORD
2 stops10h 29m
Delta
Wed 7/152:02 pm
ORD
- TUS
2 stops8h 57m
Delta
Deal found 5/26![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:45 pm
TUS
- MDW
1 stop7h 55m
Southwest
Fri 6/196:40 pm
MDW
- TUS
1 stop7h 00m
Southwest
Deal found 5/26![Southwest logo]()
$419
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:20 am
TUS
- ORD
2 stops10h 37m
Delta
Tue 8/46:25 am
ORD
- TUS
2 stops11h 26m
Delta
Deal found 5/26![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/22. 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 6/253:15 pm
TUS
- MDW
1 stop6h 55m
Southwest
Mon 6/295:15 am
MDW
- TUS
1 stop5h 45m
Southwest
Deal found 5/22![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 5/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:29 am
TUS
- ORD
2 stops11h 53m
Delta
Mon 9/216:15 am
ORD
- TUS
2 stops11h 36m
Delta
Deal found 5/23![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 pm
TUS
- MDW
1 stop7h 40m
Southwest
Mon 8/35:45 am
MDW
- TUS
1 stop6h 20m
Southwest
Deal found 5/25![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:29 am
TUS
- ORD
2 stops13h 18m
Delta
Tue 10/611:10 am
ORD
- TUS
2 stops13h 03m
Delta
Deal found 5/26![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/197:00 pm
TUS
- MDW
1 stop7h 40m
Southwest
Fri 6/266:50 am
MDW
- TUS
2 stops9h 00m
Southwest
Deal found 5/22![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 5/22. 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.
Fri 7/3112:30 pm
TUS
- ORD
1 stop8h 48m
Delta
Mon 8/35:28 am
ORD
- TUS
1 stop8h 50m
Delta
Deal found 5/22![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 5/24. 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.
Sun 6/141:29 pm
TUS
- ORD
1 stop8h 30m
Delta
Wed 6/171:46 pm
ORD
- TUS
1 stop9h 56m
Delta
Deal found 5/24![Delta logo]()
$484
Last-minute flights from Tucson to ChicagoDiscover last-minute flight deals from Tucson to Chicago. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Tucson to Chicago. Data last updated May 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:29 pm
TUS
- ORD
Nonstop3h 47m
American Airlines
Wed 6/249:09 pm
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/26![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:25 pm
TUS
- ORD
1 stop8h 34m
Delta
Wed 6/241:46 pm
ORD
- TUS
1 stop9h 56m
Delta
Deal found 5/26![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:05 pm
TUS
- MDW
1 stop8h 30m
Southwest
Wed 6/105:30 am
MDW
- TUS
1 stop5h 45m
Southwest
Deal found 5/25![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 5/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:18 pm
TUS
- ORD
Nonstop3h 41m
American Airlines
Mon 6/89:48 am
ORD
- TUS
Nonstop3h 51m
American Airlines
Deal found 5/23![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 5/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:49 pm
TUS
- ORD
1 stop7h 11m
American Airlines
Wed 6/109:48 am
ORD
- TUS
Nonstop3h 51m
American Airlines
Deal found 5/23![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 5/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:04 am
TUS
- ORD
1 stop8h 46m
Delta
Tue 6/95:30 am
ORD
- TUS
1 stop8h 49m
Delta
Deal found 5/23![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 5/23. 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 6/97:25 pm
TUS
- MDW
1 stop8h 00m
Southwest
Thu 6/115:15 am
MDW
- TUS
1 stop5h 45m
Southwest
Deal found 5/23![Southwest logo]()
$389
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/1012:29 pm
TUS
- ORD
Nonstop3h 41m
American Airlines
Wed 6/179:09 pm
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/27![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 5/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2012:18 pm
TUS
- ORD
Nonstop3h 41m
American Airlines
Sat 6/279:09 pm
ORD
- TUS
Nonstop3h 52m
American Airlines
Deal found 5/23![American Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 5/24. 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.
Tue 6/237:25 pm
TUS
- MDW
1 stop8h 00m
Southwest
Tue 6/304:40 pm
MDW
- TUS
2 stops8h 05m
Southwest
Deal found 5/24![Southwest logo]()
$394
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2512:29 pm
TUS
- ORD
Nonstop3h 41m
American Airlines
Wed 7/19:48 am
ORD
- TUS
Nonstop3h 51m
American Airlines
Deal found 5/26![American Airlines logo]()
$388
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:15 pm
TUS
- MDW
1 stop6h 55m
Southwest
Wed 7/15:25 pm
MDW
- TUS
1 stop7h 05m
Southwest
Deal found 5/26![Southwest logo]()
$393
One-way flights from Tucson to ChicagoSearch for one-way flight options from Tucson to Chicago. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
Search for one-way flight options from Tucson to Chicago. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Priceline deal was found by Cheapflights users on 5/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:45 pm
TUS
- ORD
1 stop7h 50m
Frontier
Deal found 5/24![Frontier logo]()
$154
This Southwest deal was found by Cheapflights users on 5/23. 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 10/67:25 am
TUS
- MDW
Nonstop3h 15m
Southwest
Deal found 5/23![Southwest logo]()
$155
This Delta deal was found by Cheapflights users on 5/22. 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.
Tue 8/181:28 pm
TUS
- MDW
1 stop7h 08m
Delta
Deal found 5/22![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1612:30 pm
TUS
- ORD
1 stop8h 48m
Delta
Deal found 5/26![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:20 am
TUS
- ORD
1 stop14h 58m
Delta
Deal found 5/26![Delta logo]()
$169
This Delta deal was found by Cheapflights users on 5/22. 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.
Wed 8/196:29 am
TUS
- MDW
2 stops10h 04m
Delta
Deal found 5/22![Delta logo]()
$170
This Delta deal was found by Cheapflights users on 5/25. 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.
Sun 7/196:20 am
TUS
- ORD
2 stops13h 28m
Delta
Deal found 5/25![Delta logo]()
$170
This Alaska Airlines deal was found by Cheapflights users on 5/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:12 pm
TUS
- ORD
1 stop13h 08m
Alaska Airlines
Deal found 5/26![Alaska Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 7/216:20 am
TUS
- MDW
2 stops24h 17m
Delta
Deal found 5/24![Delta logo]()
$184
This Southwest deal was found by Cheapflights users on 5/23. 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 10/108:05 am
TUS
- MDW
Nonstop3h 15m
Southwest
Deal found 5/23![Southwest logo]()
$185
This Booking.com deal was found by Cheapflights users on 5/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:25 pm
TUS
- ORD
1 stop16h 36m
Frontier
Deal found 5/23![Frontier logo]()
$187
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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.
Sun 8/306:12 am
TUS
- ORD
Nonstop3h 48m
American Airlines
Deal found 5/27![American Airlines logo]()
$189
Find flight deals from Tucson to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Tucson (TUS) 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 May 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $339 (Southwest) |
One-way from | $154 (Priceline) |
Popular in | April |
Cheapest in | August |
Average price | $493 |
Good round-trip deal | $429 or less |
Good one-way deal | $277 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Tucson 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 May 27, 2026.
Use the filters below to find and compare flights from Tucson to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Wed 8/12
7:25 am-5:10 pm
2 stops7h 45m
Chicago Midway
Wed 8/19
4:40 pm-9:55 pm
2 stops7h 15m
$339
TucsonChicago
TUS - ORD
TUSORD
Tucson
Wed 8/12
6:29 am-6:19 pm
2 stops9h 50m
Chicago O'Hare Intl
Wed 8/19
1:59 pm-8:59 pm
2 stops9h 00m
$339
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Tue 7/21
6:45 pm-4:40 am
1 stop7h 55m
Chicago Midway
Wed 7/29
5:30 am-9:15 am
1 stop5h 45m
$359
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Fri 7/31
2:25 pm-12:40 am
1 stop8h 15m
Chicago Midway
Tue 8/4
3:50 pm-9:55 pm
1 stop8h 05m
$359
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Tue 10/6
12:25 pm-9:50 pm
1 stop7h 25m
Chicago Midway
Tue 10/13
7:20 am-1:35 pm
2 stops8h 15m
$394
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Wed 7/8
5:40 am-2:35 pm
2 stops6h 55m
Chicago Midway
Tue 7/14
10:10 am-6:05 pm
2 stops9h 55m
$399
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Thu 10/1
12:40 pm-9:46 pm
1 stop7h 06m
Chicago Midway
Tue 10/6
6:00 am-11:59 am
1 stop7h 59m
$414
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Wed 7/29
6:00 am-4:15 pm
1 stop8h 15m
Chicago Midway
Wed 8/5
6:05 am-12:18 pm
1 stop8h 13m
$414
TucsonChicago
TUS - ORD
TUSORD
Tucson
Sat 7/4
12:27 pm-11:59 pm
1 stop9h 32m
Chicago O'Hare Intl
Sat 7/11
7:45 am-3:50 pm
2 stops10h 05m
$419
TucsonChicago
TUS - MDW
TUSMDW
Tucson
Tue 6/16
6:45 pm-4:40 am
1 stop7h 55m
Chicago Midway
Fri 6/19
6:40 pm-11:40 pm
1 stop7h 00m
$419
Showing 1-10 of 38 resultsSorted by cheapest first
Compare providers for flights from Tucson 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 Tucson to Chicago in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Tucson-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tucson-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tucson-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Tucson-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 Tucson-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 Tucson to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Tucson with our price prediction graph.
TUS-CHI
TUS-ORD
TUS-MDW
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 Tucson to Chicago
TUS-CHI
TUS-ORD
TUS-MDW
What is the cheapest month to book a flight from Tucson to Chicago?
Currently, July is the cheapest month in which you can book a flight from Tucson to Chicago (average of $115). Flying from Tucson to Chicago in April is currently the most expensive (average of $307). 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 TUS to CHI?
Find hourly flight availability from Tucson 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 May 27, 2026.
One of the essential ways to save on airfare from Tucson to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 49% on airfare.
Weekly flight availability from Tucson to Chicago
Explore weekly flight availability from Tucson 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 May 27, 2026.
The most flights from TUS to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Tucson to Chicago?
How far ahead should I book a flight from Tucson to Chicago?
The price you pay for your flight from Tucson to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 38 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Tucson to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Tucson to Chicago. Price data was last updated on May 23, 2026.
Travelers seeking maximum savings on their Tucson to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Tucson 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 Tucson 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 May 27, 2026.
Read through reviews of airlines operating flights from Tucson to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Tucson 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
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Other flights to Chicago
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Complete your trip
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Tucson and Chicago flights
Browse other Tucson and Chicago flight options. Last updated on May 27, 2026.
Other flights from Tucson
Browse through other flights departing from Tucson. Flights are based on user searches made on Cheapflights and were last updated on May 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Tucson to Chicago
Discover the top 4 airlines that operate flights from Tucson 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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$254 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$434 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$300 | Average$425 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$311 | Average$489 | FlexibilityNo cancel fee | On-time69% |