Are there nonstop flights from Montréal (YUL) to Chicago (MDW)?

No. The fastest connection is via Detroit, about 2h 26m of total flying time.

What is the fastest connection from Montréal (YUL) to Chicago (MDW)?

via Detroit ≈ 2h 26m, via Cleveland ≈ 2h 31m, via Pittsburgh ≈ 2h 40m (estimated flying time, excluding layovers).

Montreal / Pierre Elliott Trudeau International Airport (YUL) to Chicago Midway International Airport (MDW)・1,198 km

No nonstop flights. The fastest connection is via Detroit (DTW), about 2h 26m of flying time (layover not included).

None.

16 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.