Flights from Chicago to Penrose

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 21 - Sat, Oct 25

ORD

O'Hare Intl.

COS

Colorado Springs

$205 Roundtrip, found 6 days ago

$205

Roundtrip

found 6 days ago

Select American Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to Colorado Springs, returning Sat, Oct 25, priced at $205 found 6 days ago

Wed, Oct 22 - Tue, Oct 28

ORD

O'Hare Intl.

COS

Colorado Springs

$205 Roundtrip, found 6 days ago

$205

Roundtrip

found 6 days ago

Select United flight, departing Wed, Oct 22 from O'Hare Intl. to Colorado Springs, returning Tue, Oct 28, priced at $205 found 6 days ago

Tue, Oct 21 - Sat, Oct 25

MDW

Midway Intl.

COS

Colorado Springs

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 21 from Midway Intl. to Colorado Springs, returning Sat, Oct 25, priced at $217 found 6 days ago

Mon, Oct 27 - Tue, Oct 28

ORD

O'Hare Intl.

COS

Colorado Springs

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select Delta flight, departing Mon, Oct 27 from O'Hare Intl. to Colorado Springs, returning Tue, Oct 28, priced at $217 found 6 days ago

Sat, Oct 25 - Sat, Oct 25

ORD

O'Hare Intl.

COS

Colorado Springs

$235 Roundtrip, found 6 days ago

$235

Roundtrip

found 6 days ago

Select United flight, departing Sat, Oct 25 from O'Hare Intl. to Colorado Springs, returning Sat, Oct 25, priced at $235 found 6 days ago

Thu, Oct 23 - Mon, Oct 27

ORD

O'Hare Intl.

COS

Colorado Springs

$245 Roundtrip, found 6 days ago

$245

Roundtrip

found 6 days ago

Select United flight, departing Thu, Oct 23 from O'Hare Intl. to Colorado Springs, returning Mon, Oct 27, priced at $245 found 6 days ago

Mon, Oct 27 - Mon, Oct 27

ORD

O'Hare Intl.

COS

Colorado Springs

$255 Roundtrip, found 6 days ago

$255

Roundtrip

found 6 days ago

Select United flight, departing Mon, Oct 27 from O'Hare Intl. to Colorado Springs, returning Mon, Oct 27, priced at $255 found 6 days ago

Sun, Oct 26 - Tue, Oct 28

ORD

O'Hare Intl.

COS

Colorado Springs

$293 Roundtrip, found 6 days ago

$293

Roundtrip

found 6 days ago

Select United flight, departing Sun, Oct 26 from O'Hare Intl. to Colorado Springs, returning Tue, Oct 28, priced at $293 found 6 days ago

Fri, Oct 24 - Sat, Oct 25

MDW

Midway Intl.

COS

Colorado Springs

$305 Roundtrip, found 6 days ago

$305

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 24 from Midway Intl. to Colorado Springs, returning Sat, Oct 25, priced at $305 found 6 days ago

Tue, Oct 21 - Mon, Oct 27

MDW

Midway Intl.

COS

Colorado Springs

$332 Roundtrip, found 6 days ago

$332

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 21 from Midway Intl. to Colorado Springs, returning Mon, Oct 27, priced at $332 found 6 days ago

Thu, Oct 23 - Sat, Oct 25

MDW

Midway Intl.

COS

Colorado Springs

$337 Roundtrip, found 6 days ago

$337

Roundtrip

found 6 days ago

Select Delta flight, departing Thu, Oct 23 from Midway Intl. to Colorado Springs, returning Sat, Oct 25, priced at $337 found 6 days ago

Fri, Oct 24 - Mon, Oct 27

MDW

Midway Intl.

COS

Colorado Springs

$420 Roundtrip, found 6 days ago

$420

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 24 from Midway Intl. to Colorado Springs, returning Mon, Oct 27, priced at $420 found 6 days ago

Tue, Oct 21 - Sun, Oct 26

MDW

Midway Intl.

COS

Colorado Springs

$433 Roundtrip, found 6 days ago

$433

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 21 from Midway Intl. to Colorado Springs, returning Sun, Oct 26, priced at $433 found 6 days ago

Thu, Oct 23 - Mon, Oct 27

MDW

Midway Intl.

COS

Colorado Springs

$452 Roundtrip, found 6 days ago

$452

Roundtrip

found 6 days ago

Select Delta flight, departing Thu, Oct 23 from Midway Intl. to Colorado Springs, returning Mon, Oct 27, priced at $452 found 6 days ago

Fri, Oct 24 - Sun, Oct 26

MDW

Midway Intl.

COS

Colorado Springs

$521 Roundtrip, found 6 days ago

$521

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 24 from Midway Intl. to Colorado Springs, returning Sun, Oct 26, priced at $521 found 6 days ago

Thu, Oct 23 - Sun, Oct 26

MDW

Midway Intl.

COS

Colorado Springs

$564 Roundtrip, found 6 days ago

$564

Roundtrip

found 6 days ago

Select Delta flight, departing Thu, Oct 23 from Midway Intl. to Colorado Springs, returning Sun, Oct 26, priced at $564 found 6 days ago

Sat, May 17 - Wed, May 21

ORD

O'Hare Intl.

COS

Colorado Springs

$743 Roundtrip, found 21 hours ago

$743

Roundtrip

found 21 hours ago

Select American Airlines flight, departing Sat, May 17 from O'Hare Intl. to Colorado Springs, returning Wed, May 21, priced at $743 found 21 hours ago

Sat, May 17 - Thu, May 22

ORD

O'Hare Intl.

COS

Colorado Springs

$806 Roundtrip, found 21 hours ago

$806

Roundtrip

found 21 hours ago

Select American Airlines flight, departing Sat, May 17 from O'Hare Intl. to Colorado Springs, returning Thu, May 22, priced at $806 found 21 hours ago

Sun, May 18 - Sun, May 18

ORD

O'Hare Intl.

COS

Colorado Springs

$978 Roundtrip, found 21 hours ago

$978

Roundtrip

found 21 hours ago

Select United flight, departing Sun, May 18 from O'Hare Intl. to Colorado Springs, returning Sun, May 18, priced at $978 found 21 hours ago

Sun, Oct 26 - Sun, Oct 26

MDW

Midway Intl.

COS

Colorado Springs

$1,027 Roundtrip, found 6 days ago

$1,027

Roundtrip

found 6 days ago

Select Delta flight, departing Sun, Oct 26 from Midway Intl. to Colorado Springs, returning Sun, Oct 26, priced at $1,027 found 6 days ago