Direct flights from Chicago to Jacksonville
All flights from MDW to JAX non-stop. There are direct flights from Chicago Midway International, Illinois, USA to Jacksonville International (JAX), Florida, USA every day of the week with Southwest Airlines. The flight distance is 854 miles and the trip usually takes about 2 hours and 15 minutes.
Airlines with non-stop routes:

Southwest Airlines
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 2025-03-15
Chicago to Jacksonville flight departures
Select a date to see all scheduled flight departures between MDW to JAX.
MDW - JAX information
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Distance854 miles (1374 km)
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Flight time2 hours and 15 minutes
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Airlines
Southwest
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AlliancesOne WorldSky TeamStar Alliance
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ClassesEconomyBusinessFirst Class
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Southwest AircraftBoeing 737 Passenger
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.