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Cheap Flights from Orlando to Chicago (ORL - MDW)

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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 ORL to MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $374 2 $374 3 $374 4 $374
5 $336 6 $309 7 $309 8 $309 9 $309 10 $359 11 $309
12 $395 13 $404 14 $318 15 $265 16 $265 17 $339 18 $359
19 $404 20 $339 21 $265 22 $265 23 $265 24 $318 25 $295
26 $404 27 $227 28 $212 29 $273 30 $273 31 $282  
KAYAK searches hundreds of sites to find the best rate for your next flight from Orlando to Chicago. Get the best flight deal for your Chicago trip!
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Select an airline:  AirTran
Direct flights ORL to MDW on AirTran
Flight # Depart MCO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1034 7:20 am 9:10 am Nov 2 - Nov 10
1134 7:30 am 9:20 am Nov 8 - Nov 8
230 9:05 am 10:50 am Sep 30 - Nov 1
1039 12:35 pm 2:25 pm Nov 2 - Nov 10
1036 2:05 pm 3:55 pm Nov 2 - Nov 10
1136 2:15 pm 4:05 pm Nov 8 - Nov 8
145 3:36 pm 5:21 pm Sep 30 - Oct 31
1041 7:20 pm 9:10 pm Nov 2 - Nov 10
1141 8:05 pm 9:55 pm Nov 8 - Nov 8
143 8:40 pm 10:25 pm Sep 30 - Oct 30
147 8:50 pm 10:35 pm Nov 1 - Nov 1