$89+ Cheap flights from Tulsa (TUL) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — CHI
Sep 25 — Oct 21
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
Last-minute
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 August 26, 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 August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 11/55:00 am -
Nonstop1h 45m
Sat 11/146:20 pm -
Nonstop2h 00m
Deal found 8/25![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:08 am -
Nonstop2h 12m
Thu 10/2910:15 pm -
Nonstop2h 07m
Deal found 8/25![American Airlines logo]()
$177
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/177:25 pm -
Nonstop2h 19m
Mon 9/2110:30 pm -
Nonstop2h 01m
Deal found 8/26![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 8/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:34 pm -
Nonstop2h 06m
Tue 10/138:00 am -
Nonstop2h 07m
Deal found 8/22![American Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:28 am -
Nonstop2h 18m
Tue 9/221:20 pm -
Nonstop2h 03m
Deal found 8/24![American Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 8/25. 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 11/35:30 am -
Nonstop1h 45m
Wed 11/187:05 am -
1 stop4h 10m
Deal found 8/25![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:00 am -
1 stop8h 20m
Mon 9/148:55 pm -
Nonstop1h 55m
Deal found 8/21![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/183:25 pm -
Nonstop1h 40m
Mon 9/218:55 pm -
Nonstop1h 55m
Deal found 8/24![Southwest logo]()
$195
This American Airlines deal was found by Cheapflights users on 8/25. 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 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 8/25![American Airlines logo]()
$195
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:55 pm -
1 stop4h 55m
Thu 9/175:55 am -
1 stop3h 55m
Deal found 8/21![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 8/25. 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.
Tue 10/2012:49 pm -
1 stop6h 22m
Tue 11/35:05 pm -
1 stop5h 34m
Deal found 8/25![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 8/24. 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.
Sat 11/147:35 am -
2 stops9h 45m
Tue 11/177:05 am -
1 stop4h 10m
Deal found 8/24![Southwest logo]()
$203
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 August 26, 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 August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/23. 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.
Thu 11/55:00 am -
Nonstop1h 45m
Sat 11/146:20 pm -
Nonstop2h 00m
Deal found 8/23![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
Nonstop2h 06m
Mon 11/99:29 pm -
Nonstop2h 07m
Deal found 8/21![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 8/23. 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 11/65:30 pm -
1 stop6h 27m
Sat 11/1410:32 am -
1 stop5h 57m
Deal found 8/23![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:15 pm -
Nonstop1h 40m
Mon 11/99:25 pm -
Nonstop2h 00m
Deal found 8/21![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 8/22. 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.
Mon 9/216:55 pm -
1 stop4h 55m
Mon 9/288:55 pm -
Nonstop1h 55m
Deal found 8/22![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 8/26. 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 11/136:53 pm -
1 stop5h 01m
Sat 11/146:49 am -
1 stop5h 24m
Deal found 8/26![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:30 pm -
Nonstop1h 40m
Wed 10/72:45 pm -
2 stops7h 30m
Deal found 8/21![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 8/22. 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 9/1211:00 am -
1 stop8h 20m
Mon 9/148:55 pm -
Nonstop1h 55m
Deal found 8/22![Southwest logo]()
$193
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 9/126:23 pm -
Nonstop2h 17m
Mon 9/149:20 pm -
Nonstop2h 02m
Deal found 8/22![United Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 8/24. 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.
Sat 9/197:40 am -
2 stops5h 40m
Mon 9/218:55 pm -
Nonstop1h 55m
Deal found 8/24![Southwest logo]()
$244
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:40 pm -
Nonstop2h 08m
Mon 9/149:20 pm -
Nonstop2h 02m
Deal found 8/21![United Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:23 pm -
Nonstop2h 17m
Tue 9/158:45 am -
Nonstop2h 18m
Deal found 8/24![United Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1411:44 am -
1 stop8h 38m
Sat 10/178:45 am -
Nonstop2h 18m
Deal found 8/21![United Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 8/22. 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 9/910:05 am -
2 stops10h 25m
Sat 9/125:30 am -
1 stop6h 30m
Deal found 8/22![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 8/25. 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.
Tue 9/225:30 pm -
1 stop6h 29m
Tue 9/291:55 pm -
2 stops9h 59m
Deal found 8/25![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 8/24. 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.
Thu 12/36:00 am -
1 stop6h 20m
Mon 12/72:44 pm -
2 stops9h 11m
Deal found 8/24![Delta logo]()
$483
Last-minute flights from Tulsa to ChicagoDiscover last-minute flight deals from Tulsa to Chicago. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Tulsa to Chicago. Data last updated August 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:00 am -
1 stop8h 20m
Mon 9/148:55 pm -
Nonstop1h 55m
Deal found 8/21![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 8/22. 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.
Sun 9/135:30 am -
Nonstop1h 40m
Sat 9/196:05 pm -
Nonstop1h 55m
Deal found 8/22![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:55 pm -
1 stop4h 55m
Thu 9/175:55 am -
1 stop3h 55m
Deal found 8/21![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
Nonstop2h 03m
Mon 9/219:20 pm -
Nonstop2h 02m
Deal found 8/25![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/175:35 am -
Nonstop1h 40m
Tue 9/2210:30 am -
Nonstop1h 45m
Deal found 8/24![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/177:25 pm -
Nonstop2h 19m
Mon 9/2110:30 pm -
Nonstop2h 01m
Deal found 8/26![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:28 am -
Nonstop2h 18m
Tue 9/221:20 pm -
Nonstop2h 03m
Deal found 8/24![American Airlines logo]()
$181
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:28 am -
Nonstop2h 18m
Sun 9/208:12 am -
Nonstop2h 05m
Deal found 8/25![American Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/183:25 pm -
Nonstop1h 40m
Mon 9/218:55 pm -
Nonstop1h 55m
Deal found 8/24![Southwest logo]()
$195
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Fri 9/183:56 pm -
Nonstop2h 17m
Fri 9/1810:30 pm -
Nonstop2h 01m
Deal found 8/23![American Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 8/24. 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 9/221:10 pm -
2 stops7h 00m
Tue 9/298:45 pm -
Nonstop1h 55m
Deal found 8/24![Southwest logo]()
$192
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:25 pm -
Nonstop2h 19m
Mon 9/281:20 pm -
Nonstop2h 03m
Deal found 8/25![American Airlines logo]()
$195
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 August 26, 2026.
Search for one-way flight options from Tulsa to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/175:35 am -
Nonstop1h 40m
Deal found 8/24![Southwest logo]()
$89
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:41 pm -
Nonstop2h 15m
Deal found 8/25![American Airlines logo]()
$89
This Delta deal was found by Cheapflights users on 8/25. 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 9/235:30 pm -
1 stop5h 14m
Deal found 8/25![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:53 pm -
1 stop7h 06m
Deal found 8/25![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 8/23. 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 9/221:10 pm -
2 stops7h 00m
Deal found 8/23![Southwest logo]()
$104
This Southwest deal was found by Cheapflights users on 8/26. 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.
Fri 9/255:35 am -
Nonstop1h 40m
Deal found 8/26![Southwest logo]()
$107
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/256:28 am -
Nonstop2h 18m
Deal found 8/26![American Airlines logo]()
$107
This Delta deal was found by Cheapflights users on 8/26. 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 10/234:31 pm -
1 stop6h 02m
Deal found 8/26![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 8/25. 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.
Fri 10/234:31 pm -
1 stop7h 26m
Deal found 8/25![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/22. 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 9/212:40 pm -
Nonstop2h 08m
Deal found 8/22![United Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sun 9/275:30 am -
Nonstop1h 40m
Deal found 8/25![Southwest logo]()
$141
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:47 pm -
Nonstop2h 13m
Deal found 8/25![American Airlines logo]()
$147
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 August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Southwest) |
One-way from | $89 (Southwest) |
Popular in | July |
Cheapest in | October |
Average price | $381 |
Good round-trip deal | $254 or less |
Good one-way deal | $258 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 August 26, 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
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 11/5
5:00 am-6:45 am
Nonstop1h 45m
Chicago Midway
Sat 11/14
6:20 pm-8:20 pm
Nonstop2h 00m
$177
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Thu 11/5
7:00 am-9:06 am
Nonstop2h 06m
Chicago O'Hare Intl
Mon 11/9
9:29 pm-11:36 pm
Nonstop2h 07m
$177
Quickest round-trip
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 11/5
4:15 pm-5:55 pm
Nonstop1h 40m
Chicago Midway
Mon 11/9
9:25 pm-11:25 pm
Nonstop2h 00m
$177
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Mon 9/21
6:55 pm-11:50 pm
1 stop4h 55m
Chicago Midway
Mon 9/28
8:55 pm-10:50 pm
Nonstop1h 55m
$187
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Sat 10/3
1:30 pm-3:10 pm
Nonstop1h 40m
Chicago Midway
Wed 10/7
2:45 pm-10:15 pm
2 stops7h 30m
$192
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Sat 9/12
11:00 am-7:20 pm
1 stop8h 20m
Chicago Midway
Mon 9/14
8:55 pm-10:50 pm
Nonstop1h 55m
$193
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Fri 11/6
5:30 pm-11:57 pm
1 stop6h 27m
Chicago O'Hare Intl
Sat 11/14
10:32 am-4:29 pm
1 stop5h 57m
$215
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Fri 11/13
6:53 pm-11:54 pm
1 stop5h 01m
Chicago O'Hare Intl
Sat 11/14
6:49 am-12:13 pm
1 stop5h 24m
$215
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Sat 9/19
7:40 am-1:20 pm
2 stops5h 40m
Chicago Midway
Mon 9/21
8:55 pm-10:50 pm
Nonstop1h 55m
$244
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Sat 9/12
6:23 pm-8:40 pm
Nonstop2h 17m
Chicago O'Hare Intl
Mon 9/14
9:20 pm-11:22 pm
Nonstop2h 02m
$258
Showing 1-10 of 33 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 August.
| 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 $285). 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 August 26, 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 August 26, 2026.
The most flights from TUL to CHI are scheduled on a Tuesday (32 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).
How much does it cost to fly round-trip from Tulsa to Chicago?
Airfare is below average for this route at the moment.
Tulsa to Chicago flights typically cost between $300 and $392 in November.The cheapest round-trip price found within the last 5 days was $177 on Southwest (Nov 5-Nov 14).
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 80 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 August 22, 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 August 26, 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.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
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
Lansing
Merrillville
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 August 26, 2026.
Complete your trip
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Tulsa and Chicago flights
Browse other Tulsa and Chicago flight options. Last updated on August 26, 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 August 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$387 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$381 | FlexibilityNo cancel fee | On-time63% |