Omaha (OMA) to Chicago (MDW) flights
One airline flies nonstop from Omaha (OMA) to Chicago (MDW): Southwest Airlines. The two airports are 423 miles (681 km) apart. There are also 6 ways to fly it with one stop, through Saint Louis, Minneapolis and Indianapolis and more.
Airlines flying nonstop from OMA to MDW
- Southwest AirlinesNot in an allianceWho books it

OMA to MDW with one stop
6 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Saint Louis (STL)Southwest Airlines the whole way


- Via Minneapolis (MSP)Delta Air Lines the whole way



- Via Indianapolis (IND)Delta Air Lines, then Southwest Airlines


- Via Detroit (DTW)Delta Air Lines the whole way



- Via Columbus (CMH)Southwest Airlines the whole way


- Via Nashville (BNA)Southwest Airlines the whole way


OMA to MDW: common questions
Which airlines fly nonstop from OMA to MDW?
Southwest Airlines flies nonstop from Omaha (OMA) to Chicago (MDW).
How far is Omaha from Chicago by plane?
Omaha (OMA) and Chicago (MDW) are 423 miles (681 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does OMA 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 OMA to MDW with taxes and fees.
Where can I connect between Omaha and Chicago?
The most direct connections are through Saint Louis (STL), Minneapolis (MSP), Indianapolis (IND), Detroit (DTW) and Columbus (CMH). On 5 of them the same airline flies both flights, for example Southwest Airlines through Saint Louis.
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.