Are there nonstop flights from Chicago (MDW) to Singapore (SIN)?

No. The fastest connection is via Seattle, about 19h 32m of total flying time.

What is the fastest connection from Chicago (MDW) to Singapore (SIN)?

via Seattle ≈ 19h 32m, via Newark ≈ 20h 24m, via San Francisco ≈ 20h 29m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to Singapore Changi Airport (SIN)・15,075 km

No nonstop flights. The fastest connection is via Seattle (SEA), about 19h 32m of flying time (layover not included).

None.

4 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.