Detroit to Chicago

DTWMDW

Fly from Detroit to Chicago starting at USD 115 with Southwest Airlines.Best fare available on Aug 15, 2026.Limited seats. Better plans. Book before it's gone.

Detroit to Chicago cheapest flights this week

31 Jul
Frontier Airlines
06:10DTW
12:07MDW
1 StopUSD 172VIEW DEAL
1 Aug
Frontier Airlines
14:56DTW
23:03MDW
1 StopUSD 173VIEW DEAL
2 Aug
Frontier Airlines
06:10DTW
12:07MDW
1 StopUSD 172VIEW DEAL
3 Aug
Frontier Airlines
17:35DTW
23:03MDW
1 StopUSD 151VIEW DEAL
3 Aug
Frontier Airlines
06:10DTW
12:07MDW
1 StopUSD 216VIEW DEAL
4 Aug
Frontier Airlines
14:56DTW
23:03MDW
1 StopUSD 137VIEW DEAL
6 Aug
Frontier Airlines
14:56DTW
23:03MDW
1 StopUSD 164VIEW DEAL
7 Aug
Frontier Airlines
17:35DTW
23:03MDW
1 StopUSD 180VIEW DEAL
9 Aug
Southwest Airlines
19:30DTW
20:40MDW
DirectUSD 240VIEW DEAL
15 Aug
Southwest Airlines
16:45DTW
17:55MDW
DirectUSD 115VIEW DEAL

Detroit to Chicago monthly flight fare trend

Jul
from USD 172
Aug
from USD 100
Sep
from USD 92
Oct
from USD 141
Nov
No flights
Dec
No flights

Airport Details

Origin

Detroit

Detroit Metropolitan Wayne County Airport (DTW)

Detroit, DTW
Zone

Detroit

Elev

645 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Flights from Detroit

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