Are there nonstop flights from Denver (DEN) to Chicago (MDW)?

Yes. Southwest Airlines, Frontier Airlines fly this route. Flight time is about 2h 11m.

What is the fastest connection from Denver (DEN) to Chicago (MDW)?

via Omaha ≈ 2h 42m, via Des Moines ≈ 2h 42m, via Kansas City ≈ 2h 46m (estimated flying time, excluding layovers).

Denver International Airport (DEN) to Chicago Midway International Airport (MDW)・1,437 km

Nonstop flights available (2 airlines). Flight time about 2h 11m. Nonstop return flights also operate.

46 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.