Denver to Chicago

DENMDW

Fly from Denver to Chicago starting at USD 83 with Southwest Airlines.Best fare available on Sep 9, 2026.Limited seats. Better plans. Book before it's gone.

Denver to Chicago cheapest flights this week

7 Sept
Frontier Airlines
23:59DEN
09:55MDW
1 StopUSD 185VIEW DEAL
8 Sept
Frontier Airlines
10:43DEN
21:47MDW
1 StopUSD 166VIEW DEAL
8 Sept
Southwest Airlines
19:25DEN
21:55MDW
DirectUSD 215VIEW DEAL
8 Sept
Southwest Airlines
13:40DEN
16:05MDW
DirectUSD 249VIEW DEAL
9 Sept
Southwest Airlines
19:25DEN
21:55MDW
DirectUSD 83VIEW DEAL
9 Sept
Southwest Airlines
16:30DEN
18:50MDW
DirectUSD 164VIEW DEAL
10 Sept
Southwest Airlines
20:25DEN
22:50MDW
DirectUSD 91VIEW DEAL
10 Sept
Frontier Airlines
10:44DEN
16:46MDW
1 StopUSD 146VIEW DEAL
13 Sept
Frontier Airlines
23:59DEN
09:58MDW
1 StopUSD 136VIEW DEAL
15 Sept
Frontier Airlines
10:44DEN
16:46MDW
1 StopUSD 185VIEW DEAL

Denver to Chicago monthly flight fare trend

Sep
from USD 83
Oct
from USD 105
Nov
from USD 111
Dec
from USD 122
Jan
No flights
Feb
No flights

Airport Details

Origin

Denver

Denver International Airport (DEN)

Denver, DEN
Zone

Denver

Elev

5431 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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