$50 Cheap Southwest Airlines flights Denver (DEN) to Chicago (MDW)

$50 Cheap Southwest Airlines flights Denver (DEN) to Chicago (MDW)

Prices were available within the past 7 days and start at $50 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 13 hours ago

$100

Roundtrip

found 13 hours ago

Select Southwest Airlines flight, departing Sat, Jan 17 from Denver to Chicago, returning Tue, Jan 20, priced at $100 found 13 hours ago

Sat, Jan 17 - Tue, Jan 20

DEN

Denver

MDW

Chicago

$109 Roundtrip, found 13 hours ago

$109

Roundtrip

found 13 hours ago

Select Southwest Airlines flight, departing Sat, Jan 17 from Denver to Chicago, returning Tue, Jan 20, priced at $109 found 13 hours ago

Fri, Feb 13 - Sat, Feb 14

DEN

Denver

MDW

Chicago

$121 Roundtrip, found 1 hour ago

$121

Roundtrip

found 1 hour ago

Select Southwest Airlines flight, departing Fri, Feb 13 from Denver to Chicago, returning Sat, Feb 14, priced at $121 found 1 hour ago

Mon, Jan 12 - Thu, Jan 15

DEN

Denver

MDW

Chicago

$128 Roundtrip, found 14 hours ago

$128

Roundtrip

found 14 hours ago

Select Southwest Airlines flight, departing Mon, Jan 12 from Denver to Chicago, returning Thu, Jan 15, priced at $128 found 14 hours ago

Sat, Jan 17 - Tue, Jan 20

DEN

Denver

MDW

Chicago

$130 Roundtrip, found 13 hours ago

$130

Roundtrip

found 13 hours ago

Select Southwest Airlines flight, departing Sat, Jan 17 from Denver to Chicago, returning Tue, Jan 20, priced at $130 found 13 hours ago

Sat, Jan 17 - Tue, Jan 20

DEN

Denver

MDW

Chicago

$133 Roundtrip, found 13 hours ago

$133

Roundtrip

found 13 hours ago

Select Southwest Airlines flight, departing Sat, Jan 17 from Denver to Chicago, returning Tue, Jan 20, priced at $133 found 13 hours ago