Are there nonstop flights from St Louis (STL) to Chicago (MDW)?

Yes. Southwest Airlines fly this route. Flight time is about 59m.

What is the fastest connection from St Louis (STL) to Chicago (MDW)?

via Milwaukee ≈ 1h 45m, via Kansas City ≈ 2h 13m, via Nashville ≈ 2h 16m (estimated flying time, excluding layovers).

St. Louis Lambert International Airport (STL) to Chicago Midway International Airport (MDW)・404 km

Nonstop flights available (1 airline). Flight time about 59m. Nonstop return flights also operate.

8 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.