Are there nonstop flights from Chicago (MDW) to Matanzas (VRA)?

No. The fastest connection is via Miami, about 3h 37m of total flying time.

What is the fastest connection from Chicago (MDW) to Matanzas (VRA)?

via Miami ≈ 3h 37m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to Juan Gualberto Gomez International Airport (VRA)・2,166 km

No nonstop flights. The fastest connection is via Miami (MIA), about 3h 37m of flying time (layover not included).

None.

1 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.