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Cheap Flights from Detroit to Chicago (DTW - 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 DTW to MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $376 2 $309 3 $376 4 $376
5 $376 6 $376 7 $264 8 $264 9 $264 10 $264 11 $264
12 $264 13 $197 14 $197 15 $191 16 $197 17 $248 18 $197
19 $248 20 $197 21 $191 22 $191 23 $191 24 $206 25 $197
26 $206 27 $191 28 $191 29 $191 30 $197 31 $224  
KAYAK searches hundreds of sites to find the best rate for your next flight from Detroit to Chicago. Get the best flight deal for your Chicago trip!
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Direct flights DTW to MDW on Delta
Flight # Depart DTW Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
5390 8:29 am 8:45 am Nov 3 - Nov 10
5390 8:29 am 8:42 am Oct 10 - Oct 27
5390 8:29 am 8:42 am Oct 1 - Oct 9
5390 8:35 am 8:51 am Nov 4 - Nov 4
339 8:50 am 9:07 am Oct 28 - Oct 29
5390 8:51 am 9:09 am Oct 4 - Nov 1
5542 12:00 pm 12:13 pm Nov 2 - Nov 16
5542 12:00 pm 12:13 pm Nov 5 - Nov 14
4447 12:02 pm 12:16 pm Oct 30 - Oct 30
5715 12:02 pm 12:16 pm Oct 31 - Oct 31
5413 12:05 pm 12:19 pm Oct 26 - Oct 27
5413 12:05 pm 12:19 pm Sep 29 - Oct 9
5413 12:05 pm 12:19 pm Oct 10 - Oct 24
5542 12:08 pm 12:20 pm Nov 3 - Nov 3
3768 3:35 pm 3:50 pm Oct 28 - Oct 28
3768 3:35 pm 3:50 pm Oct 7 - Oct 21
5366 3:35 pm 3:50 pm Oct 19 - Oct 19
5366 3:35 pm 3:50 pm Oct 20 - Oct 24
5366 3:35 pm 3:50 pm Oct 26 - Oct 26
5366 3:35 pm 3:54 pm Nov 5 - Nov 7
5366 3:35 pm 3:49 pm Oct 25 - Oct 25
5366 3:35 pm 3:50 pm Oct 23 - Oct 23
5366 3:35 pm 3:49 pm Nov 1 - Nov 1
5366 3:35 pm 3:50 pm Oct 29 - Oct 31
5366 3:35 pm 3:54 pm Nov 4 - Nov 4
5366 3:35 pm 3:49 pm Oct 4 - Oct 18
5366 3:35 pm 3:50 pm Oct 9 - Oct 17
5366 3:35 pm 3:50 pm Oct 1 - Oct 8
5366 3:35 pm 3:50 pm Oct 27 - Oct 27
5366 3:35 pm 3:54 pm Nov 2 - Nov 10
3502 5:41 pm 5:51 pm Oct 26 - Oct 26
3502 5:41 pm 5:51 pm Oct 7 - Oct 21
5391 5:41 pm 5:52 pm Oct 27 - Oct 27
5391 5:41 pm 5:52 pm Oct 1 - Oct 24
5391 5:42 pm 5:57 pm Nov 2 - Nov 10
5409 8:06 pm 8:26 pm Nov 2 - Nov 10
5409 8:06 pm 8:26 pm Nov 4 - Nov 4
2617 8:16 pm 8:34 pm Oct 28 - Oct 28
3840 8:16 pm 8:37 pm Oct 19 - Oct 19
3840 8:16 pm 8:37 pm Oct 18 - Oct 25
5409 8:16 pm 8:38 pm Oct 1 - Oct 8
5409 8:16 pm 8:38 pm Oct 9 - Oct 17
5409 8:16 pm 8:37 pm Oct 11 - Oct 11
5409 8:16 pm 8:38 pm Oct 20 - Oct 24
5409 8:16 pm 8:38 pm Oct 26 - Oct 31
983 8:16 pm 8:37 pm Nov 1 - Nov 1