Oklahoma City (OKC) to Chicago (MDW) flights
One airline flies nonstop from Oklahoma City (OKC) to Chicago (MDW): Southwest Airlines. The two airports are 691 miles (1,112 km) apart. There are also 12 ways to fly it with one stop, through Memphis, Louisville and Dallas and more.
Airlines flying nonstop from OKC to MDW
- Southwest AirlinesNot in an allianceWho books it
OKC to MDW with one stop
12 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Memphis (MEM)American Airlines, then Southwest Airlines
- Via Louisville (SDF)Southwest Airlines the whole way
- Via Dallas (DFW)American Airlines, then Frontier Airlines
- Via Dallas (DAL)Southwest Airlines the whole way
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Austin (AUS)Southwest Airlines the whole way
- Via Atlanta (ATL)Delta Air Lines and Southwest Airlines the whole way
- Via Houston (HOU)Southwest Airlines the whole way
- Via Denver (DEN)Southwest Airlines the whole way
- Via Fort Walton Beach (VPS)Allegiant Air the whole way
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
OKC to MDW: common questions
Which airlines fly nonstop from OKC to MDW?
Southwest Airlines flies nonstop from Oklahoma City (OKC) to Chicago (MDW).
How far is Oklahoma City from Chicago by plane?
Oklahoma City (OKC) and Chicago (MDW) are 691 miles (1,112 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does OKC 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 OKC to MDW with taxes and fees.
Where can I connect between Oklahoma City and Chicago?
The most direct connections are through Memphis (MEM), Louisville (SDF), Dallas (DFW), Dallas (DAL) and Nashville (BNA). On 9 of them the same airline flies both flights, for example Southwest Airlines through Louisville.
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.