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Cheap Flights from Chicago to Jacksonville (MDW - JAX)

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1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
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Best fares from MDW to JAX (Found by others)

Sun Mon Tue Wed Thu Fri Sat
        1 $359 2 $335 3 $296
4 $296 5 $296 6 $296 7 $296 8 $296 9 $296 10 $296
11 $296 12 $296 13 $296 14 $296 15 $296 16 $296 17 $296
18 $296 19 $296 20 $306 21 $306 22 $312 23 $374 24 $309
25 $316 26 $340 27 $296 28 $296 29 $306 30 $306 31 $306
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Here's how it works. Search KAYAK for a flight ticket from Chicago to Jacksonville. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Select an airline:  Southwest
Direct flights MDW to JAX on Southwest
Flight # Depart MDW Arrive JAX Sun Mon Tue Wed Thu Fri Sat Valid Between
1887 3:40 pm 6:55 pm Apr 13 - May 23
1731 3:45 pm 7:05 pm Apr 12 - May 17
1731 3:50 pm 7:05 pm May 24 - May 24