$158+ Cheap flights from Tulsa (TUL) 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — CHI
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Tulsa 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 Tulsa to Chicago are usually found in October or September, booked 44 days in advance, depart on a Wednesday or Friday and return on a Wednesday
Cheap flight deals from Tulsa to Chicago
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Best
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One-way
Cheapest flights from Tulsa to ChicagoExplore the most affordable flight options available from Tulsa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
Explore the most affordable flight options available from Tulsa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/285:10 am -
Nonstop1h 45m
Sat 10/314:05 pm -
Nonstop1h 50m
Deal found 9/3![Southwest logo]()
$315
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Mon 10/267:34 pm -
Nonstop2h 06m
Thu 10/294:43 pm -
Nonstop2h 17m
Deal found 9/3![American Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 12/35:30 am -
Nonstop1h 45m
Tue 12/87:05 am -
1 stop4h 10m
Deal found 9/3![Southwest logo]()
$321
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/65:43 pm -
Nonstop2h 22m
Mon 11/94:45 pm -
Nonstop2h 13m
Deal found 9/3![American Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/164:48 pm -
1 stop6h 06m
Wed 11/186:00 am -
1 stop6h 13m
Deal found 9/8![Delta logo]()
$335
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/2612:49 pm -
1 stop7h 49m
Thu 10/295:27 am -
1 stop6h 37m
Deal found 9/3![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/215:05 am -
Nonstop1h 45m
Tue 11/249:30 pm -
Nonstop2h 00m
Deal found 9/3![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/36:00 am -
2 stops10h 14m
Sat 10/107:00 am -
2 stops9h 45m
Deal found 9/3![Delta logo]()
$345
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/610:47 am -
1 stop5h 13m
Sat 11/141:44 pm -
1 stop5h 39m
Deal found 9/3![American Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/2111:06 am -
Nonstop2h 04m
Tue 11/247:15 pm -
Nonstop2h 15m
Deal found 9/3![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/66:25 pm -
1 stop6h 40m
Sat 11/141:25 pm -
2 stops8h 20m
Deal found 9/3![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/65:30 pm -
1 stop6h 27m
Sat 11/146:23 am -
2 stops10h 06m
Deal found 9/3![Delta logo]()
$355
Best flights from Tulsa to ChicagoDiscover carefully curated flight deals from Tulsa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Tulsa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/55:15 am -
Nonstop1h 45m
Mon 10/129:30 pm -
Nonstop1h 55m
Deal found 9/3![Southwest logo]()
$315
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/56:15 pm -
Nonstop2h 11m
Mon 10/128:00 pm -
Nonstop1h 59m
Deal found 9/3![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/1612:59 pm -
1 stop6h 06m
Wed 11/186:49 am -
1 stop5h 24m
Deal found 9/8![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 12/35:30 am -
Nonstop1h 45m
Tue 12/87:05 am -
1 stop4h 10m
Deal found 9/3![Southwest logo]()
$321
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/2612:49 pm -
1 stop7h 49m
Thu 10/295:27 am -
1 stop6h 37m
Deal found 9/3![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/292:21 pm -
Nonstop2h 09m
Sat 1/23:35 pm -
Nonstop2h 20m
Deal found 9/7![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 12/36:00 am -
1 stop6h 20m
Tue 12/82:44 pm -
2 stops9h 11m
Deal found 9/3![Delta logo]()
$340
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/275:10 am -
Nonstop1h 45m
Tue 10/2710:10 am -
Nonstop1h 50m
Deal found 9/6![Southwest logo]()
$361
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/23:05 pm -
Nonstop1h 50m
Sun 12/69:25 pm -
Nonstop2h 00m
Deal found 9/7![Southwest logo]()
$363
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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.
Sun 11/15:01 pm -
1 stop5h 45m
Mon 11/29:29 pm -
Nonstop2h 07m
Deal found 9/4![United Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 1/710:05 am -
2 stops10h 32m
Sun 1/101:35 pm -
2 stops8h 46m
Deal found 9/7![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/215:00 pm -
1 stop6h 50m
Wed 10/2810:10 am -
Nonstop1h 50m
Deal found 9/6![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/206:00 am -
1 stop6h 13m
Tue 11/312:30 pm -
2 stops10h 09m
Deal found 9/5![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/31:30 pm -
Nonstop1h 40m
Sat 10/107:10 pm -
Nonstop1h 50m
Deal found 9/5![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/171:30 pm -
Nonstop1h 40m
Mon 10/199:30 pm -
Nonstop1h 55m
Deal found 9/4![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/212:55 pm -
1 stop7h 54m
Sun 12/67:05 am -
2 stops9h 00m
Deal found 9/7![Delta logo]()
$417
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/295:05 am -
Nonstop1h 45m
Sat 1/29:25 pm -
Nonstop2h 00m
Deal found 9/7![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 11/135:00 am -
Nonstop1h 45m
Sun 11/159:25 pm -
Nonstop2h 00m
Deal found 9/7![Southwest logo]()
$394
Last-minute flights from Tulsa to ChicagoDiscover last-minute flight deals from Tulsa to Chicago. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Tulsa to Chicago. Data last updated September 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/244:40 pm -
1 stop6h 45m
Mon 9/285:25 am -
2 stops6h 55m
Deal found 9/3![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/286:55 pm -
1 stop5h 04m
Mon 10/51:55 pm -
2 stops9h 59m
Deal found 9/3![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/36:00 am -
2 stops10h 14m
Sat 10/107:00 am -
2 stops9h 45m
Deal found 9/3![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/154:05 pm -
Nonstop1h 45m
Sun 10/259:25 pm -
Nonstop1h 50m
Deal found 9/7![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/165:47 pm -
Nonstop2h 13m
Tue 10/208:00 am -
Nonstop2h 07m
Deal found 9/3![American Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/2010:08 am -
2 stops10h 22m
Tue 10/276:30 am -
1 stop5h 34m
Deal found 9/3![Delta logo]()
$360
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:36 pm -
Nonstop2h 13m
Tue 11/38:10 am -
Nonstop2h 10m
Deal found 9/4![American Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/215:10 am -
Nonstop1h 45m
Wed 10/2810:10 am -
Nonstop1h 50m
Deal found 9/6![Southwest logo]()
$361
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/217:34 pm -
Nonstop2h 06m
Wed 10/288:00 am -
Nonstop2h 07m
Deal found 9/6![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Mon 10/267:34 pm -
Nonstop2h 06m
Thu 10/294:43 pm -
Nonstop2h 17m
Deal found 9/3![American Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/2612:49 pm -
1 stop7h 49m
Thu 10/295:27 am -
1 stop6h 37m
Deal found 9/3![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/285:10 am -
Nonstop1h 45m
Sat 10/314:05 pm -
Nonstop1h 50m
Deal found 9/3![Southwest logo]()
$315
One-way flights from Tulsa to ChicagoSearch for one-way flight options from Tulsa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Tulsa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/31:30 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$158
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/13:56 pm -
Nonstop2h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/35:30 pm -
1 stop5h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$168
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/16:55 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$168
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/410:08 am -
2 stops7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$173
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/256:00 am -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![United Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/510:34 am -
2 stops31h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Fri 10/28:59 am -
2 stops33h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$176
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/305:30 pm -
1 stop6h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 11/35:30 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$181
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/77:34 pm -
Nonstop2h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/65:30 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$182
Find flight deals from Tulsa to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Tulsa (TUL) 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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (Southwest) |
One-way from | $158 (Southwest) |
Popular in | July |
Cheapest in | October |
Average price | $303 |
Good round-trip deal | $278 or less |
Good one-way deal | $275 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Tulsa 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 8, 2026.
Use the filters below to find and compare flights from Tulsa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Mon 11/2
4:15 pm-5:55 pm
Nonstop1h 40m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$158
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Thu 11/19
6:09 am-8:20 am
Nonstop2h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$158
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 11/4
10:08 am-3:17 pm
1 stop5h 09m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 9/29
5:30 pm-10:44 pm
1 stop5h 14m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Sat 12/5
10:11 am-3:05 pm
1 stop4h 54m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Mon 11/9
4:48 pm-10:54 pm
1 stop6h 06m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 3/3
6:00 am-1:20 pm
1 stop7h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Mon 9/28
6:55 pm-11:59 pm
1 stop5h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Sat 10/31
10:08 am-6:00 pm
2 stops7h 52m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 12/9
6:00 am-4:50 pm
2 stops10h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Tulsa 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 Tulsa to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Tulsa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tulsa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tulsa-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Tulsa-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 Tulsa-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 Tulsa to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Tulsa with our price prediction graph.
TUL-CHI
TUL-MDW
TUL-ORD
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 Tulsa to Chicago
TUL-CHI
TUL-MDW
TUL-ORD
What is the cheapest month to book a flight from Tulsa to Chicago?
Currently, October is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $266). Flying from Tulsa to Chicago in March is currently the most expensive (average of $431). 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 TUL to CHI?
Find hourly flight availability from Tulsa 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 8, 2026.
One of the essential ways to save on airfare from Tulsa 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 morning could potentially save you up to 23% on airfare.
Weekly flight availability from Tulsa to Chicago
Explore weekly flight availability from Tulsa 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 8, 2026.
The most flights from TUL to CHI are scheduled on a Monday (31 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Tulsa to Chicago?
Airfare is typical for this route at the moment.
Tulsa to Chicago flights typically cost between $278 and $347 in October.The cheapest round-trip price found within the last 5 days was $315 on Southwest (Oct 28-Oct 31).
How far ahead should I book a flight from Tulsa to Chicago?
The price you pay for your flight from Tulsa to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 79 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 Tulsa to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Tulsa to Chicago. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Tulsa to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 8, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Tulsa 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.
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
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 Tulsa 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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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 September 8, 2026.
Complete your trip
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Tulsa and Chicago flights
Browse other Tulsa and Chicago flight options. Last updated on September 8, 2026.
Other flights from Tulsa
Browse through other flights departing from Tulsa. Flights are based on user searches made on Cheapflights and were last updated on September 8, 2026.
Popular flight searches
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Top 3 airlines flying from Tulsa to Chicago
Discover the top 3 airlines that operate flights from Tulsa 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$384 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$195 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$381 | FlexibilityNo cancel fee | On-time63% |