Are there nonstop flights from Chicago (MDW) to Regina (YQR)?

No. The fastest connection is via Minneapolis, about 2h 54m of total flying time.

What is the fastest connection from Chicago (MDW) to Regina (YQR)?

via Minneapolis ≈ 2h 54m, via Denver ≈ 4h 4m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to Regina International Airport (YQR)・1,613 km

No nonstop flights. The fastest connection is via Minneapolis (MSP), about 2h 54m of flying time (layover not included).

None.

2 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.