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Direct flights from Jacksonville to Chicago

Airlines Schedules

JAX - MDW route map All flights from JAX to MDW non-stop. There are direct flights from Jacksonville International (JAX), Florida, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 7 weekly departures are currently scheduled on this route. Departure times range from 06:50 to 19:55 depending on the schedule period. The flight distance is 854 miles (1374 km). Flight time ranges from 2 hours and 20 minutes to 2 hours and 35 minutes.

JAX
Jacksonville
USAJacksonville , USA
MDW
Chicago Midway
USAChicago , USA
JAX
Jacksonville
USAJacksonville , USA
Chicago Midway
USAChicago , USA
MDW
Flight time 2h 20min to 2h 35min
Updated Oct 5, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 06:50 and 19:55
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
7 flights/week
7 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Jacksonville to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Nov 2
Tue
Nov 3
Wed
Nov 4
Thu
Nov 5
Fri
Nov 6
Sat
Nov 7
Sun
Nov 8
WN4169
07:20
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----
07:20
07:20
----
07:20
WN1979
----
13:30
13:30
----
----
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WN2264
19:05
----
----
19:05
19:05
----
19:05

The timetable & schedule information was updated at 2026-10-05

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Jacksonville to Chicago scheduled departures

Select a date to see every published non-stop departure between JAX and MDW.

Wednesday
Wed
Nov 04
1 flights(1)
Thursday
Thu
Nov 05
2 flights(2)
Friday
Fri
Nov 06
2 flights(2)
Saturday
Sat
Nov 07
0 flights(0)
Sunday
Sun
Nov 08
2 flights(2)
Monday
Mon
Nov 09
2 flights(2)
Tuesday
Tue
Nov 10
1 flights(1)
Time
Airline
Flight
13:30
Southwest Airlines Southwest Airlines
WN1979
07:20
Southwest Airlines Southwest Airlines
WN4169
19:05
Southwest Airlines Southwest Airlines
WN2264
07:20
Southwest Airlines Southwest Airlines
WN4169
19:05
Southwest Airlines Southwest Airlines
WN2264
07:20
Southwest Airlines Southwest Airlines
WN4169
19:05
Southwest Airlines Southwest Airlines
WN2264
07:20
Southwest Airlines Southwest Airlines
WN4169
19:05
Southwest Airlines Southwest Airlines
WN2264
13:30
Southwest Airlines Southwest Airlines
WN1979
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JAX-MDW flight route
Route map from Jacksonville, JAX to Chicago, MDW. The distance is 854 miles or 1374 km.
Jacksonville - Chicago direct flight map
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JAX - MDW route facts

  • Distance
    854 miles (1374 km)
  • Flight time
    2 hours and 20 minutes to 2 hours and 35 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Aircraft
    Boeing 737MAX 8 Passenger, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737-800 (winglets) Passenger/BBJ2

Route FAQ

Southwest Airlines operates non-stop flights from JAX to MDW with 7 weekly departures.

Scheduled flight time from JAX to MDW ranges from 2 hours and 20 minutes to 2 hours and 35 minutes. The route covers 854 miles (1374 km).

7 weekly departures are currently scheduled on this route, with published departure times ranging from 06:50 to 19:55 depending on the schedule period.

Economy are currently scheduled on non-stop flights for this route.
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