Are there nonstop flights from Chicago (MDW) to New York (JFK)?

No. The fastest connection is via Cleveland, about 2h 23m of total flying time.

What is the fastest connection from Chicago (MDW) to New York (JFK)?

via Cleveland ≈ 2h 23m, via Detroit ≈ 2h 24m, via Pittsburgh ≈ 2h 24m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to John F. Kennedy International Airport (JFK)・1,174 km

No nonstop flights. The fastest connection is via Cleveland (CLE), about 2h 23m of flying time (layover not included).

None.

25 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.