Tulsa (TUL) to Chicago (MDW) flights
One airline flies nonstop from Tulsa (TUL) to Chicago (MDW): Southwest Airlines. The two airports are 583 miles (939 km) apart. There are also 9 ways to fly it with one stop, through Nashville, Dallas and Dallas and more.
Airlines flying nonstop from TUL to MDW
- Southwest AirlinesNot in an allianceWho books it
TUL to MDW with one stop
9 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Dallas (DAL)Southwest Airlines the whole way
- Via Dallas (DFW)American Airlines, then Frontier Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Houston (HOU)Southwest Airlines the whole way
- Via Austin (AUS)Southwest Airlines the whole way
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
- Via Denver (DEN)Southwest Airlines the whole way
- Via Fort Walton Beach (VPS)Allegiant Air the whole way
TUL to MDW: common questions
Which airlines fly nonstop from TUL to MDW?
Southwest Airlines flies nonstop from Tulsa (TUL) to Chicago (MDW).
How far is Tulsa from Chicago by plane?
Tulsa (TUL) and Chicago (MDW) are 583 miles (939 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does TUL to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for TUL to MDW with taxes and fees.
Where can I connect between Tulsa and Chicago?
The most direct connections are through Nashville (BNA), Dallas (DAL), Dallas (DFW), Atlanta (ATL) and Houston (HOU). On 7 of them the same airline flies both flights, for example Southwest Airlines through Nashville.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.