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 $384 2 $321 3 $321 4 $321 5 $321 6 $321
7 $371 8 $277 9 $272 10 $272 11 $272 12 $272 13 $277
14 $339 15 $389 16 $272 17 $302 18 $306 19 $318 20 $284
21 $318 22 $282 23 $282 24 $282 25 $282 26 $300 27 $328
28 $328 29 $295 30 $328 31 $320      

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
244 7:15 am 9:15 am Dec 29 - Jan 4
4134 7:15 am 9:10 am Dec 26 - Dec 26
4134 7:15 am 9:10 am Dec 2 - Dec 23
963 7:15 am 9:15 am Jan 1 - Jan 1
2647 7:20 am 9:10 am Dec 20 - Dec 27
2647 7:20 am 9:10 am Dec 28 - Dec 28
1463 7:25 am 9:20 am Dec 6 - Dec 13
2413 9:05 am 10:55 am Dec 24 - Dec 24
1986 9:20 am 11:10 am Dec 7 - Dec 19
1986 9:20 am 11:10 am Dec 20 - Dec 28
1986 9:20 am 11:10 am Nov 29 - Dec 5
1849 9:25 am 11:15 am Dec 29 - Jan 5
4877 10:25 am 12:25 pm Dec 31 - Dec 31
1490 10:40 am 12:30 pm Dec 25 - Dec 25
4294 11:45 am 1:40 pm Dec 6 - Dec 13
1253 12:05 pm 1:55 pm Jan 3 - Jan 3
277 12:05 pm 1:55 pm Jan 1 - Jan 1
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
2165 12:35 pm 2:25 pm Dec 24 - Dec 25
4139 12:35 pm 2:25 pm Dec 7 - Dec 23
4139 12:35 pm 2:25 pm Nov 27 - Dec 5
4139 12:35 pm 2:25 pm Dec 26 - Dec 26
3332 1:45 pm 3:35 pm Dec 31 - Dec 31
1452 1:55 pm 3:45 pm Dec 24 - Dec 24
4136 2:05 pm 3:55 pm Dec 25 - Dec 25
4508 2:05 pm 3:55 pm Dec 2 - Dec 23
4508 2:05 pm 3:55 pm Dec 26 - Dec 26
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
2593 3:10 pm 5:00 pm Dec 25 - Dec 25
2593 3:10 pm 5:00 pm Dec 26 - Dec 26
2593 3:10 pm 5:00 pm Dec 24 - Dec 24
2593 3:10 pm 5:00 pm Dec 2 - Dec 23
939 3:10 pm 5:00 pm Dec 28 - Dec 28
939 3:10 pm 5:00 pm Dec 20 - Dec 27
4250 3:35 pm 5:30 pm Dec 6 - Dec 13
683 3:35 pm 5:30 pm Dec 29 - Jan 2
1341 3:40 pm 5:35 pm Jan 1 - Jan 1
2264 3:40 pm 5:35 pm Jan 3 - Jan 3
631 4:25 pm 6:15 pm Dec 24 - Dec 24
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
1139 4:35 pm 6:25 pm Jan 3 - Jan 3
2024 4:35 pm 6:25 pm Dec 29 - Jan 2
4460 4:45 pm 6:35 pm Dec 6 - Dec 13
2896 5:55 pm 7:50 pm Dec 31 - Dec 31
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
127 7:05 pm 8:55 pm Dec 31 - Dec 31
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 20 - Dec 27
1827 7:30 pm 9:20 pm Dec 28 - Dec 28
1341 8:05 pm 9:55 pm Dec 6 - Dec 13
521 8:05 pm 9:55 pm Jan 1 - Jan 1
521 8:05 pm 9:55 pm Dec 31 - Dec 31
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 20 - Dec 28
1186 9:15 pm 11:05 pm Dec 7 - Dec 19
1186 9:15 pm 11:05 pm Nov 28 - Dec 5
2655 9:30 pm 11:20 pm Dec 31 - Dec 31
1622 9:50 pm 11:40 pm Jan 1 - Jan 1
470 10:00 pm 11:50 pm Dec 29 - Jan 5