Direct flights from Jacksonville to Chicago
13 nonstop flights a week on 1 airline. Zero layovers — one hop from JAX to MDW.
Flight time: about 1h57m nonstop
Which days does it fly?
When does it fly?
Departure times in Jacksonville local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA1384 | 7:33a | 1h57m | Wed |
| Southwest SWA1384 | 7:36a | 1h57m | Tue |
| Southwest SWA1384 | 7:51a | 1h58m | Mon, Thu, Fri |
| Southwest SWA1384 | 7:55a | 1h54m | Sun |
| Southwest SWA1384 | 11:32a | 1h50m | Sat |
| Southwest SWA2164 | 6:19p | 2h3m | Sun |
| Southwest SWA2164 | 7:10p | 2h4m | Tue |
| Southwest SWA2164 | 7:32p | 1h59m | Mon |
| Southwest SWA2164 | 7:38p | 1h53m | Wed |
| Southwest SWA2164 | 8:22p | 1h57m | Fri |
| Southwest SWA2164 | 8:33p | 1h53m | Thu |
Southwest
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The route
One hop: JAX → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Jacksonville (JAX) to Chicago (MDW)
Jacksonville International Airport (JAX) has 13 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of JAX and you're there.
This route flies every day of the week, so any travel day works. Route data updated July 2026 from observed departures.
Route data updated July 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Jacksonville to Chicago?
The nonstop flight from Jacksonville (JAX) to Chicago (MDW) takes about 1h57m in the air, based on recently observed nonstop departures.
How long does it take to drive from Jacksonville to Chicago?
Driving from Jacksonville to Chicago takes about 15h 53m behind the wheel — roughly 1,065 miles, or about 2 days of real driving. The nonstop flight takes about 1h57m.