Denver to Chicago

DENMDW

Fly from Denver to Chicago starting at USD 78 with Southwest Airlines.Best fare available on Aug 10, 2026.Limited seats. Better plans. Book before it's gone.

Denver to Chicago cheapest flights this week

25 Jul
Frontier Airlines
10:09DEN
16:26MDW
1 StopUSD 152VIEW DEAL
27 Jul
Frontier Airlines
23:59DEN
10:07MDW
1 StopUSD 158VIEW DEAL
27 Jul
Frontier Airlines
10:09DEN
16:22MDW
1 StopUSD 184VIEW DEAL
1 Aug
Frontier Airlines
05:05DEN
16:26MDW
1 StopUSD 150VIEW DEAL
6 Aug
Southwest Airlines
07:00DEN
09:20MDW
DirectUSD 135VIEW DEAL
9 Aug
Frontier Airlines
23:46DEN
08:51MDW
1 StopUSD 144VIEW DEAL
10 Aug
Southwest Airlines
20:25DEN
22:45MDW
DirectUSD 78VIEW DEAL
18 Aug
Southwest Airlines
19:25DEN
21:50MDW
DirectUSD 109VIEW DEAL
25 Aug
Southwest Airlines
08:25DEN
10:50MDW
DirectUSD 117VIEW DEAL
4 Sept
Frontier Airlines
10:09DEN
19:31MDW
1 StopUSD 130VIEW DEAL

Denver to Chicago monthly flight fare trend

Jul
from USD 152
Aug
from USD 78
Sep
from USD 106
Oct
No flights
Nov
from USD 130
Dec
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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