Are there nonstop flights from Santo Domingo (SDQ) to Chicago (MDW)?

No. The fastest connection is via Atlanta, about 4h 45m of total flying time.

What is the fastest connection from Santo Domingo (SDQ) to Chicago (MDW)?

via Atlanta ≈ 4h 45m, via Orlando ≈ 4h 48m, via Fort Lauderdale ≈ 4h 50m (estimated flying time, excluding layovers).

Las Américas International Airport (SDQ) to Chicago Midway International Airport (MDW)・3,111 km

No nonstop flights. The fastest connection is via Atlanta (ATL), about 4h 45m of flying time (layover not included).

None.

10 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.