SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

Cheap Flights from Detroit to Chicago (DTW - MDW)

DepartReturn
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.
Choose Sites to Compare vs. KAYAK all | none

Best fares from DTW to MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
        1 $266 2 $347 3 $255
4 $255 5 $255 6 $255 7 $255 8 $186 9 $239 10 $186
11 $239 12 $186 13 $186 14 $186 15 $239 16 $197 17 $186
18 $197 19 $186 20 $186 21 $186 22 $207 23 $207 24 $186
25 $207 26 $207 27 $186 28 $186 29 $207 30 $228 31 $186
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!
Here's how it works. Search KAYAK for a flight ticket from Detroit to Chicago. 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!
Direct flights DTW to MDW on Delta
Flight # Depart DTW Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
4719 8:20 am 8:41 am May 26 - May 26
4220 8:34 am 8:55 am May 18 - May 18
5140 8:34 am 8:55 am May 2 - May 9
5140 8:34 am 8:55 am May 27 - Jun 4
5140 8:34 am 8:55 am May 12 - May 23
3906 8:51 am 9:11 am May 10 - May 10
5161 8:51 am 9:11 am May 3 - May 3
5161 8:51 am 9:11 am May 17 - May 17
5161 8:51 am 9:11 am May 31 - May 31
5168 8:55 am 9:17 am Apr 21 - May 1
3906 8:56 am 9:15 am May 24 - May 24
5059 10:30 am 10:50 am Apr 21 - May 1
3625 11:50 am 12:08 pm May 4 - May 4
5101 11:50 am 12:09 pm May 27 - Jun 3
5101 11:50 am 12:09 pm May 20 - May 23
5101 11:50 am 12:09 pm May 7 - May 7
5101 11:50 am 12:09 pm May 2 - May 9
5101 11:50 am 12:09 pm May 11 - May 18
5699 11:50 am 12:09 pm May 26 - May 26
5101 11:52 am 12:10 pm May 19 - May 19
4042 11:55 am 12:13 pm May 25 - May 25
4662 3:26 pm 3:41 pm May 17 - May 31
4741 3:26 pm 3:41 pm May 3 - May 3
5366 3:30 pm 3:52 pm May 25 - May 25
4878 3:35 pm 3:55 pm Apr 21 - May 1
4077 3:47 pm 4:08 pm May 18 - May 18
5366 3:47 pm 4:09 pm May 2 - May 16
5366 3:47 pm 4:09 pm May 6 - May 13
5366 3:47 pm 4:09 pm May 20 - May 20
5366 3:47 pm 4:08 pm May 26 - May 26
5366 3:47 pm 4:09 pm May 19 - May 23
5366 3:47 pm 4:09 pm May 27 - Jun 2
3429 5:27 pm 5:47 pm May 2 - May 2
5683 5:34 pm 5:55 pm May 26 - Jun 4
5683 5:34 pm 5:55 pm May 4 - May 23
5683 5:43 pm 6:00 pm May 1 - May 1
5112 7:42 pm 8:01 pm May 25 - May 25
3753 8:07 pm 8:30 pm May 17 - May 17
3753 8:07 pm 8:30 pm May 31 - May 31
5112 8:07 pm 8:31 pm May 24 - May 24
5112 8:07 pm 8:31 pm May 3 - May 10
5713 9:40 pm 9:58 pm Apr 21 - May 1
5112 9:55 pm 10:12 pm May 2 - May 16
5112 9:55 pm 10:12 pm May 18 - May 23
5112 9:55 pm 10:12 pm Jun 1 - Jun 4
5112 9:55 pm 10:12 pm May 26 - May 30