Nonstop flights from Chicago to Jacksonville
Southwest Airlines flies this route daily.
MDWChicago Midway International
850 mi · 7 flights a week
JAXJacksonville International
When they leave
Chicago time12:45p6:45pFirst departure 12:45 PM, last 6:45 PM
Two in the afternoon, 12:45 PM to 1:40 PM, then two in the evening, 5:55 PM to 6:45 PM.
Every flight
Earliest first
Schedules last checked Sep 19, 2026. Times are local.
Flying from Chicago to Jacksonville
Southwest Airlines is the only airline flying nonstop from Chicago to Jacksonville, daily on the Boeing 737 and Boeing 737 MAX 8.
The first arrival in Jacksonville is at 4:00 PM and the last at 10:00 PM. The flight covers 850 miles.
Flying back, Jacksonville to Chicago has 7 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Jacksonville, 48 a week.
Return flights
Every Chicago airport
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Schedules as of Oct 9, 2026.