Jacksonville to Chicago (JAX–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.
JAX–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 850 miles in approximately 2h 25m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 16 | 737, 73H, 7M8, 7S7 | 2h20-2h25 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Jacksonville
| Metric | JAX→MDW | UST→MDW | BQK→MDW |
|---|---|---|---|
| Distance from JAX | – | 42 mi | 55 mi |
| Nonstop airlines | 1 | 3 | 1 |
| Weekly flights | 16 | 1 | 1 |
| Flight time | 2h 25m | 2h 39m | 2h 13m |
| Departure OTP | 40% | – | – |
Travel Essentials
JAX: EDT · MDW: CDT
When it's 6:00 PM in Jacksonville, it's 5:00 PM in Chicago.
JAX–MDW Quick Facts
Frequently Asked Questions
Flights from JAX to MDW
Jacksonville International Airport (JAX) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 16 weekly departures, this is a well served route.
JAX to MDW Flight Duration and Schedule
Nonstop flight time from JAX to MDW is about 2 hours 25 minutes gate to gate. The route covers a distance of 850 miles (1,368 km). There are approximately 16 weekly flights outbound and 18 return, totaling 34 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Nashville, Hartsfield Jackson Atlanta and John Glenn Columbus. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include St Augustine (UST), Brunswick (BQK) and Savannah (SAV).