$53 Cheap Southwest Airlines flights Denver (DEN) to Chicago (MDW)

$53 Cheap Southwest Airlines flights Denver (DEN) to Chicago (MDW)

Prices were available within the past 7 days and start at $53 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 17 - Tue, Jan 20

DEN

Denver

MDW

Chicago

$100 Roundtrip, found 2 days ago

$100

Roundtrip

found 2 days ago

Select Southwest Airlines flight, departing Sat, Jan 17 from Denver to Chicago, returning Tue, Jan 20, priced at $100 found 2 days ago

Thu, Jan 15 - Sun, Jan 18

DEN

Denver

MDW

Chicago

$106 Roundtrip, found 2 hours ago

$106

Roundtrip

found 2 hours ago

Select Southwest Airlines flight, departing Thu, Jan 15 from Denver to Chicago, returning Sun, Jan 18, priced at $106 found 2 hours ago

Thu, Jan 15 - Mon, Jan 19

DEN

Denver

MDW

Chicago

$107 Roundtrip, found 4 hours ago

$107

Roundtrip

found 4 hours ago

Select Southwest Airlines flight, departing Thu, Jan 15 from Denver to Chicago, returning Mon, Jan 19, priced at $107 found 4 hours ago

Wed, Jan 14 - Mon, Jan 19

DEN

Denver

MDW

Chicago

$108 Roundtrip, found 1 hour ago

$108

Roundtrip

found 1 hour ago

Select Southwest Airlines flight, departing Wed, Jan 14 from Denver to Chicago, returning Mon, Jan 19, priced at $108 found 1 hour ago

Wed, Jan 14 - Mon, Jan 19

DEN

Denver

MDW

Chicago

$109 Roundtrip, found 1 hour ago

$109

Roundtrip

found 1 hour ago

Select Southwest Airlines flight, departing Wed, Jan 14 from Denver to Chicago, returning Mon, Jan 19, priced at $109 found 1 hour ago

Wed, Jan 14 - Mon, Jan 19

DEN

Denver

MDW

Chicago

$118 Roundtrip, found 1 hour ago

$118

Roundtrip

found 1 hour ago

Select Southwest Airlines flight, departing Wed, Jan 14 from Denver to Chicago, returning Mon, Jan 19, priced at $118 found 1 hour ago