Chicago (MDW) to Denver (DEN) flights
One airline flies nonstop from Chicago (MDW) to Denver (DEN): Southwest Airlines. The two airports are 894 miles (1,439 km) apart. There are also 31 ways to fly it with one stop, through Omaha, Des Moines and Kansas City and more.
Airlines flying nonstop from MDW to DEN
- Southwest AirlinesNot in an allianceWho books it

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




- Via Des Moines (DSM)Southwest Airlines the whole way




- Via Kansas City (MCI)Southwest Airlines the whole way


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- Via Milwaukee (MKE)Southwest Airlines the whole way



- Via Colorado Springs (COS)Southwest Airlines the whole way



- Via Wichita (ICT)Southwest Airlines the whole way



- Via Saint Louis (STL)Southwest Airlines the whole way




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



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- Via Tulsa (TUL)Southwest Airlines the whole way



- Via Indianapolis (IND)Southwest Airlines the whole way




- Via Grand Rapids (GRR)Southwest Airlines the whole way




- Via Oklahoma City (OKC)Southwest Airlines the whole way




- Via Louisville (SDF)Southwest Airlines the whole way



- Via Cincinnati (CVG)Southwest Airlines the whole way




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



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MDW to DEN: common questions
Which airlines fly nonstop from MDW to DEN?
Southwest Airlines flies nonstop from Chicago (MDW) to Denver (DEN).
How far is Chicago from Denver by plane?
Chicago (MDW) and Denver (DEN) are 894 miles (1,439 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to DEN cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to DEN with taxes and fees.
Where can I connect between Chicago and Denver?
The most direct connections are through Omaha (OMA), Des Moines (DSM), Kansas City (MCI), Milwaukee (MKE) and Colorado Springs (COS). On 31 of them the same airline flies both flights, for example Southwest Airlines through Omaha.
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.