Cheap Flights from Orlando to Chicago (MCO - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none

Best fares from MCO to MDW

Sun Mon Tue Wed Thu Fri Sat
  1 $321 2 $326 3 $321 4 $315 5 $315 6 $277
7 $315 8 $277 9 $272 10 $272 11 $272 12 $272 13 $277
14 $277 15 $284 16 $279 17 $280 18 $392 19 $318 20 $286
21 $300 22 $300 23 $300 24 $277 25 $277 26 $295 27 $328
28 $345 29 $295 30 $345 31 $322      

Best fares found by others...

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Select an airline:  Southwest
Direct flights MCO to MDW on Southwest
Flight # Depart MCO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1410 6:45 am 8:45 am Nov 25 - Dec 1
4537 6:45 am 8:45 am Nov 30 - Nov 30
244 7:15 am 9:15 am Dec 29 - Jan 4
4134 7:15 am 9:10 am Dec 2 - Dec 23
4134 7:15 am 9:10 am Dec 26 - Dec 26
2647 7:20 am 9:10 am Dec 28 - Dec 28
2647 7:20 am 9:10 am Dec 20 - Dec 27
4134 7:20 am 9:10 am Nov 27 - Nov 29
1463 7:25 am 9:20 am Dec 6 - Dec 13
2712 7:40 am 9:40 am Nov 30 - Nov 30
3984 7:40 am 9:40 am Nov 25 - Dec 1
2413 9:05 am 10:55 am Dec 24 - Dec 24
3616 9:05 am 10:55 am Nov 25 - Dec 1
1986 9:20 am 11:10 am Dec 20 - Dec 28
1986 9:20 am 11:10 am Dec 7 - Dec 19
1986 9:20 am 11:10 am Nov 29 - Dec 5
1849 9:25 am 11:15 am Dec 29 - Jan 5
4242 9:30 am 11:20 am Nov 30 - Nov 30
1490 10:40 am 12:30 pm Dec 25 - Dec 25
4294 11:45 am 1:40 pm Dec 6 - Dec 13
277 12:05 pm 1:55 pm Dec 29 - Jan 5
1560 12:30 pm 2:20 pm Dec 28 - Dec 28
1560 12:30 pm 2:20 pm Dec 20 - Dec 27
357 12:30 pm 2:20 pm Nov 25 - Dec 1
2165 12:35 pm 2:25 pm Dec 24 - Dec 25
3815 12:35 pm 2:25 pm Nov 30 - Nov 30
4139 12:35 pm 2:25 pm Dec 7 - Dec 23
4139 12:35 pm 2:25 pm Nov 29 - Dec 5
4139 12:35 pm 2:25 pm Dec 26 - Dec 26
2265 1:45 pm 3:35 pm Nov 25 - Dec 1
4067 1:45 pm 3:35 pm Nov 30 - Nov 30
1452 1:55 pm 3:45 pm Dec 24 - Dec 24
1512 2:05 pm 3:55 pm Nov 27 - Nov 29
4136 2:05 pm 3:55 pm Dec 25 - Dec 25
4508 2:05 pm 3:55 pm Dec 26 - Dec 26
4508 2:05 pm 3:55 pm Dec 2 - Dec 23
1502 2:15 pm 4:05 pm Dec 6 - Dec 13
4136 2:20 pm 4:10 pm Dec 20 - Dec 27
4136 2:20 pm 4:10 pm Dec 28 - Dec 28
128 3:10 pm 5:00 pm Nov 29 - Nov 29
2593 3:10 pm 5:00 pm Dec 2 - Dec 23
2593 3:10 pm 5:00 pm Dec 24 - Dec 24
2593 3:10 pm 5:00 pm Dec 26 - Dec 26
2593 3:10 pm 5:00 pm Dec 25 - Dec 25
939 3:10 pm 5:00 pm Dec 20 - Dec 27
939 3:10 pm 5:00 pm Dec 28 - Dec 28
4250 3:35 pm 5:30 pm Dec 6 - Dec 13
683 3:35 pm 5:30 pm Dec 29 - Jan 2
631 4:25 pm 6:15 pm Dec 24 - Dec 24
663 4:25 pm 6:15 pm Nov 28 - Nov 29
671 4:25 pm 6:15 pm Dec 2 - Dec 19
671 4:25 pm 6:15 pm Dec 20 - Dec 28
698 4:25 pm 6:15 pm Dec 25 - Dec 25
346 4:30 pm 6:20 pm Nov 30 - Nov 30
2024 4:35 pm 6:25 pm Dec 29 - Jan 2
3532 4:35 pm 6:25 pm Nov 25 - Dec 1
4460 4:45 pm 6:35 pm Dec 6 - Dec 13
1680 6:15 pm 8:05 pm Dec 6 - Dec 13
502 6:25 pm 8:15 pm Dec 24 - Dec 24
127 7:05 pm 8:55 pm Dec 29 - Jan 4
1230 7:15 pm 9:05 pm Nov 30 - Nov 30
4041 7:20 pm 9:10 pm Nov 28 - Nov 29
4318 7:20 pm 9:10 pm Dec 26 - Dec 26
4318 7:20 pm 9:10 pm Dec 2 - Dec 23
4604 7:20 pm 9:10 pm Dec 6 - Dec 13
1009 7:25 pm 9:15 pm Dec 25 - Dec 25
1827 7:30 pm 9:20 pm Dec 28 - Dec 28
1827 7:30 pm 9:20 pm Dec 20 - Dec 27
302 7:30 pm 9:20 pm Nov 25 - Dec 1
1341 8:05 pm 9:55 pm Dec 6 - Dec 13
1456 8:55 pm 10:45 pm Dec 24 - Dec 24
2151 9:00 pm 10:50 pm Dec 29 - Jan 4
1401 9:05 pm 10:55 pm Dec 25 - Dec 25
1186 9:15 pm 11:05 pm Dec 7 - Dec 19
1186 9:15 pm 11:05 pm Nov 28 - Dec 5
1186 9:15 pm 11:05 pm Dec 20 - Dec 28
470 10:00 pm 11:50 pm Dec 29 - Jan 5
1189 10:35 pm 12:25 am Nov 30 - Nov 30
3989 10:35 pm 12:25 am Nov 25 - Dec 1