
$72 Cheap Southwest Airlines flights Denver (DEN) to Chicago (MDW)
Prices were available within the past 7 days and start at $72 for one-way flights and $134 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 23 - Mon, Sep 29
DEN
Denver
MDW
Chicago
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago

Tue, Sep 23 - Mon, Sep 29
DEN
Denver
MDW
Chicago
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago

Tue, Oct 7 - Thu, Oct 16
DEN
Denver
MDW
Chicago
$146 Roundtrip, found 7 hours ago
$146
Roundtrip
found 7 hours ago

Thu, Nov 27 - Tue, Dec 2
DEN
Denver
MDW
Chicago
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago

Thu, Nov 13 - Sat, Nov 15
DEN
Denver
MDW
Chicago
$151 Roundtrip, found 8 hours ago
$151
Roundtrip
found 8 hours ago

Wed, Sep 24 - Wed, Oct 29
DEN
Denver
MDW
Chicago
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Origin airport | Denver Intl. |
Destination airport | Midway Intl. |
Airlines serving | Delta, Frontier Airlines, Southwest Airlines |
Popular airline | Southwest Airlines |
Distance | 893 mi |
Average flight time | 3 hours 20 mins |
Explore a world of travel with Expedia
*Available to One Key members.