Flights from Chicago/Midway (MDW) to Jacksonville (JAX)

Flight Midway(MDW) to Jacksonville(JAX)
CHANGE DIRECTION

Chicago Midway International Airport Jacksonville International Airport
MDW : Chicago , United States JAX : Jacksonville , United States
UTC-5(DST) UTC-4(DST)

Chicago/Midway to Jacksonville Flights

Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Chicago/Midway (MDW) to Jacksonville (JAX).

Change Direction(JAX to MDW)

Flight Schedules Midway to Jacksonville

This route is operated by Southwest Airlines. This is the first direct flight from Chicago/Midway to Jacksonville.

Change Direction(JAX to MDW)

Flight Duration: Approximately 2 hours 10 minutes to 2 hours 20 minutes (Direct Flights)

Flight No. Departure Time Arrival Time Duration Airfare
WN1558 10:30 13:45 2h15m Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Flight schedules as of September 01, 2025, 06:10 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

The last direct flight from Midway to Jacksonville is the final flight at 17:55 by Southwest Airlines WN3768.

From Chicago/Midway (MDW) to Jacksonville (JAX) Flights Info

Duration(Flight time)

From Midway to Jacksonville
2 hours 10 minutes to 2 hours 20 minutes
From Jacksonville to Midway
2 hours 20 minutes to 2 hours 30 minutes

Distance

From Jacksonville to Midway
Approx. 850 miles
Approx. 1,370 Km
This is different from mileage credits in airline loyalty programs.

Chicago to Jacksonville Map

Chicago Midway International Airport Chicago Midway International Airport
Jacksonville International Airport Jacksonville International Airport

Type of aircrafts (MDW to JAX)

Below is a list of the aircraft types and airlines operating on this route. (Direct flights only)

* All links below lead to Japanese pages.

Transfer / Cities with One-Stop Flights

This list shows cities where you can connect for one-stop flights between Chicago and Jacksonville. Direct flights operate on each segment, with the shortest flight durations listed. This is a great resource for travelers planning multi-city itineraries.

Indianapolis (IND)
MDW 55分 IND 1h55m JAX
55分 2h0m
Knoxville (TYS)
MDW 1h24m TYS 1h16m JAX
1h32m 1h18m
Atlanta (ATL)
MDW 1h50m ATL 1h4m JAX
1h45m 1h7m
Cincinnati (CVG)
MDW 1h5m CVG 1h44m JAX
1h5m 1h46m
Nashville (BNA)
MDW 1h20m BNA 1h30m JAX
1h30m 1h35m
Chicago (ORD)
MDW 45分 ORD 2h10m JAX
45分 2h30m
Charlotte (CLT)
MDW 1h50m CLT 1h10m JAX
1h55m 1h24m
Columbus (CMH)
MDW 1h10m CMH 1h58m JAX
1h10m 1h56m
St. Louis (STL)
MDW 1h10m STL 1h55m JAX
1h5m 2h10m
Grand Rapids (GRR)
MDW 50分 GRR 2h14m JAX
55分 2h17m

FAQ : Chicago/Midway to Jacksonville

How far is it from Chicago to Jacksonville?
The distance between Chicago/Midway (MDW) to Jacksonville (JAX) is approximately 850 miles(1,370km) by air.
Which airlines operate at from Midway(MDW) to Jacksonville(JAX)?
Currently, this route is served by Southwest Airlines (Japanese). You can check flight schedules for this route at Midway to Jacksonville Flight Schedules and Jacksonville to Midway Flight Schedules
What aircraft types are flying on the Chicago/Midway (MDW) to Jacksonville (JAX) route?
The Midway – Jacksonville route is operated by Boeing 737-700 , Boeing 737-800 , Boeing 737 MAX 8 aircraft types.
What is the time difference between Chicago to Jacksonville?
The time difference between Chicago Midway International Airport(Chicago) and Jacksonville International Airport(Jacksonville) is +1 hour. Jacksonville is 1 hour ahead of Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Jacksonville is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.