Direct flights from Chicago to Jacksonville
All flights from MDW to JAX non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to Jacksonville International (JAX), Florida, USA with Southwest Airlines. 13 weekly departures are currently scheduled on this route. Departure times range from 07:50 to 21:10 depending on the schedule period. The flight distance is 854 miles (1374 km). Flight time ranges from 2 hours and 15 minutes to 2 hours and 25 minutes.
Chicago
, USA
Flight schedule from Chicago to Jacksonville 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
The timetable & schedule information was updated at 2026-07-12
Chicago to Jacksonville scheduled departures
Select a date to see every published non-stop departure between MDW and JAX.
MDW - JAX route facts
-
Distance854 miles (1374 km)
-
Flight time2 hours and 15 minutes to 2 hours and 25 minutes
-
Airline Southwest
-
Airline alliancesLow-cost carrier
-
CabinsEconomy
-
AircraftBoeing 737-800 (winglets) Passenger/BBJ2, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737MAX 8 Passenger
Route FAQ
Direct flights from Chicago to FL, USA
From Chicago to Miami
MIA Miami International
From Chicago to Fort Lauderdale
FLL Fort Lauderdale Hollywood International
From Chicago to Punta Gorda
PGD Charlotte County-Punta Gorda Airport
From Chicago to Fort Myers
RSW Southwest Florida International Airport
From Chicago to Orlando
MCO Orlando International
From Chicago to Sarasota
SRQ Sarasota Bradenton International Airport
From Chicago to Tampa
TPA Tampa International
From Chicago to Fort Walton Beach
VPS Eglin Afb
From Chicago to Pensacola
PNS Pensacola Rgnl
From Chicago to Panama City
ECP Panama City-NW Florida Bea.
