Are there nonstop flights from San Francisco (SFO) to Chicago (MDW)?

Yes. Southwest Airlines fly this route. Flight time is about 4h.

What is the fastest connection from San Francisco (SFO) to Chicago (MDW)?

via Provo ≈ 4h 30m, via Omaha ≈ 4h 30m, via Salt Lake City ≈ 4h 31m (estimated flying time, excluding layovers).

San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)・2,977 km

Nonstop flights available (1 airline). Flight time about 4h. Nonstop return flights also operate.

55 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.