Are there nonstop flights from Chicago (MDW) to Guayaquil (GYE)?

No. The fastest connection is via Miami, about 6h 53m of total flying time.

What is the fastest connection from Chicago (MDW) to Guayaquil (GYE)?

via Miami ≈ 6h 53m, via Fort Lauderdale ≈ 6h 55m, via Punta Cana ≈ 7h 49m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to José Joaquín de Olmedo International Airport (GYE)・4,950 km

No nonstop flights. The fastest connection is via Miami (MIA), about 6h 53m of flying time (layover not included).

None.

3 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.