$120+ Cheap flights from Tulsa (TUL) to Midway (MDW)
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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — MDW
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Find cheap flights from Tulsa to Midway 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Tulsa to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Tulsa to MidwayExplore the most affordable flight options available from Tulsa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Tulsa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:00 pm -
Nonstop1h 45m
Wed 10/2810:10 am -
Nonstop1h 50m
Deal found 9/15![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:10 am -
Nonstop1h 45m
Tue 10/278:50 pm -
Nonstop1h 50m
Deal found 9/14![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:15 am -
Nonstop1h 45m
Tue 10/68:50 pm -
Nonstop1h 50m
Deal found 9/15![Southwest logo]()
$257
Best flights from Tulsa to MidwayDiscover carefully curated flight deals from Tulsa to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Tulsa to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:00 pm -
Nonstop1h 45m
Thu 10/89:30 pm -
Nonstop1h 55m
Deal found 9/14![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:48 pm -
1 stop6h 06m
Wed 11/186:00 am -
1 stop6h 13m
Deal found 9/15![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:15 am -
Nonstop1h 45m
Wed 10/145:40 am -
1 stop5h 15m
Deal found 9/15![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
2 stops7h 25m
Tue 10/271:05 pm -
2 stops7h 35m
Deal found 9/14![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/710:05 am -
2 stops8h 32m
Sun 1/105:25 pm -
1 stop4h 56m
Deal found 9/15![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:10 am -
2 stops6h 25m
Sat 11/146:20 pm -
Nonstop2h 05m
Deal found 9/14![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/710:50 am -
1 stop9h 30m
Sun 1/101:45 pm -
2 stops7h 05m
Deal found 9/13![Southwest logo]()
$396
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 12/24:20 pm -
2 stops6h 25m
Sat 12/52:55 pm -
1 stop6h 30m
Deal found 9/11![Southwest logo]()
$402
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/202:45 pm -
Nonstop1h 40m
Tue 2/2312:50 pm -
1 stop8h 35m
Deal found 9/12![Southwest logo]()
$410
Last-minute flights from Tulsa to MidwayDiscover last-minute flight deals from Tulsa to Midway. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Tulsa to Midway. Data last updated September 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:15 am -
Nonstop1h 45m
Tue 10/68:50 pm -
Nonstop1h 50m
Deal found 9/15![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:10 am -
Nonstop1h 45m
Tue 10/278:50 pm -
Nonstop1h 50m
Deal found 9/14![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:00 pm -
Nonstop1h 45m
Wed 10/2810:10 am -
Nonstop1h 50m
Deal found 9/15![Southwest logo]()
$239
One-way flights from Tulsa to MidwaySearch for one-way flight options from Tulsa to Midway. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Tulsa to Midway. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:00 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$120
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/124:00 pm -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$130
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1510:30 am -
2 stops6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:15 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$138
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:00 am -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$148
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/144:20 pm -
2 stops6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$153
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:10 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$155
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:31 pm -
1 stop6h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:35 pm -
2 stops46h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:00 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$176
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:05 pm -
Nonstop1h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$189
Find flight deals from Tulsa to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Tulsa (TUL) to Midway (MDW). 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 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Southwest) |
One-way from | $120 (Southwest) |
Popular in | September |
Cheapest in | January |
Average price | $482 |
Good round-trip deal | $338 or less |
Good one-way deal | $249 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Tulsa to Midway 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 16, 2026.
Use the filters below to find and compare flights from Tulsa to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 12/15
10:11 am-6:01 pm
2 stops7h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Mon 12/14
6:05 am-11:00 am
1 stop4h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$148
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 11/11
3:05 pm-5:00 pm
Nonstop1h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
Quickest round-trip
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 10/13
3:00 pm-4:45 pm
Nonstop1h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$191
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 12/8
10:11 am-4:17 pm
1 stop6h 06m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$201
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 11/10
10:04 am-4:18 pm
1 stop6h 14m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$201
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 3/10
10:05 am-4:25 pm
1 stop6h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$201
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 3/9
10:05 am-6:37 pm
2 stops8h 32m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 11/12
6:00 am-11:59 am
1 stop5h 59m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 10/6
3:00 pm-4:45 pm
Nonstop1h 45m
Chicago Midway
Thu 10/8
9:30 pm-11:25 pm
Nonstop1h 55m
$257
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Tulsa to Midway
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 Midway 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 Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tulsa-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tulsa-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Tulsa-Chicago Midway Airport 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 Midway Airport 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 Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Tulsa with our price prediction graph.
TUL-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 Tulsa to Chicago Midway Airport
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated September 16, 2026.
See what other customers who have flown with Southwest from Tulsa to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
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 Midway. 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 Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Tulsa to Midway
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Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Tulsa to Midway by cabin class
Find flights from Tulsa to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 16, 2026.
Tulsa and Midway flights
Browse other Tulsa and Midway flight options. Last updated on September 16, 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 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Tulsa to Midway
Discover the top airline that operate flights from Tulsa to Midway. 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 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$231 | Average$381 | FlexibilityNo cancel fee | On-time63% |