New York to Chicago (JFK–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
JFK–MDW had nonstop service from Delta Air Lines, last on the schedule in June 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 730 miles in 1h 52m.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| DL Delta Air Lines | 1 | – | – | SkyTeam | – |
Connection Landscape
On-Time Performance
Other ways to reach Chicago from New York
| Metric | JFK→MDW | LGA→MDW | TEB→MDW |
|---|---|---|---|
| Distance from JFK | – | 11 mi | 21 mi |
| Nonstop airlines | – | 4 | 27 |
| Weekly flights | – | 50 | 9 |
| Flight time | 1h 52m | 2h 10m | 1h 35m |
| Departure OTP | 31% | – | – |
Travel Essentials
JFK: EDT · MDW: CDT
When it's 6:00 PM in New York, it's 5:00 PM in Chicago.
The AirTrain connects JFK to the NYC subway and Long Island Rail Road at Jamaica Station (Howard Beach is the other connection point). Subway fare plus AirTrain totals $9.25 from midtown Manhattan; allow 60–75 minutes. LIRR from Penn Station takes 25–30 minutes to Jamaica, then 8–10 minutes on AirTrain; total fare around $10–15 depending on time of day.Taxis from Manhattan to JFK are a flat rate of $70 plus tolls and tip ($85–95 all-in). Ride-shares cost $45–80 depending on traffic and time of day. A dedicated express rail (JFK Connect) has been proposed but does not exist yet.
JFK–MDW Quick Facts
Frequently Asked Questions
Flights from JFK to MDW
John F. Kennedy International Airport (JFK) and Chicago Midway International Airport (MDW) had nonstop service from Delta Air Lines, last on the schedule in June 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.
JFK to MDW Flight Duration and Schedule
Nonstop flight time from JFK to MDW is about 1 hours 52 minutes gate to gate. The route covers a distance of 730 miles (1,174 km).
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Cleveland Hopkins, Buffalo Niagara and LaGuardia. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include New York (LGA), Teterboro (TEB) and Newark (EWR).