
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 November 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (Southwest) |
One-way from | $149 (Southwest) |
Popular in | November |
Cheapest in | April |
Average price | $568 |
Good round-trip deal | $321 or less |
Good one-way deal | $182 or less |
Fly from
Fly to
Route
Depart
Return
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 11/24
4:05 pm-5:50 pm
Nonstop1h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 12/17
4:10 pm-5:55 pm
Nonstop1h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Fri 12/25
3:05 pm-5:00 pm
Nonstop1h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 12/10
10:12 am-4:16 pm
1 stop6h 04m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 12/10
4:20 pm-10:45 pm
2 stops6h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Fri 3/26
7:20 am-1:20 pm
1 stop6h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Fri 12/11
4:10 pm-5:55 pm
Nonstop1h 45m
Chicago Midway
Mon 12/14
10:25 am-12:25 pm
Nonstop2h 00m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 12/3
5:30 am-7:15 am
Nonstop1h 45m
Chicago Midway
Thu 12/10
7:05 am-11:15 am
1 stop4h 10m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Thu 12/3
10:12 am-4:16 pm
1 stop6h 04m
Chicago Midway
Mon 12/7
6:00 am-12:13 pm
1 stop6h 13m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Fri 2/12
6:05 am-3:20 pm
1 stop9h 15m
Chicago Midway
Mon 2/15
7:40 am-7:35 pm
2 stops11h 55m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Everything you need to know about your flight from Tulsa to Chicago Midway Airport
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$231 | Average$381 | FlexibilityNo cancel fee | On-time63% |