Colorado Springs (COS) to Chicago (MDW) flights
One airline flies nonstop from Colorado Springs (COS) to Chicago (MDW): Southwest Airlines. The two airports are 915 miles (1,473 km) apart. There are also 8 ways to fly it with one stop, through Denver, Minneapolis and Dallas and more.
Airlines flying nonstop from COS to MDW
- Southwest AirlinesNot in an allianceWho books it
COS to MDW with one stop
8 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Denver (DEN)Southwest Airlines the whole way
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Dallas (DFW)American Airlines, then Frontier Airlines
- Via Dallas (DAL)Southwest Airlines the whole way
- Via Salt Lake City (SLC)Delta Air Lines, then Southwest Airlines
- Via Houston (HOU)Southwest Airlines the whole way
- Via San Antonio (SAT)Southwest Airlines the whole way
- Via Atlanta (ATL)Delta Air Lines the whole way
COS to MDW: common questions
Which airlines fly nonstop from COS to MDW?
Southwest Airlines flies nonstop from Colorado Springs (COS) to Chicago (MDW).
How far is Colorado Springs from Chicago by plane?
Colorado Springs (COS) and Chicago (MDW) are 915 miles (1,473 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does COS 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 COS to MDW with taxes and fees.
Where can I connect between Colorado Springs and Chicago?
The most direct connections are through Denver (DEN), Minneapolis (MSP), Dallas (DFW), Dallas (DAL) and Salt Lake City (SLC). On 6 of them the same airline flies both flights, for example Southwest Airlines through Denver.
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.