Flights from Chicago to Windsor

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.

Wed, Jul 30 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$148 Roundtrip, found 11 hours ago

$148

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Wed, Jul 30 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $148 found 11 hours ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$168 Roundtrip, found 11 hours ago

$168

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $168 found 11 hours ago

Tue, Jul 29 - Tue, Aug 5

ORD

O'Hare Intl.

DEN

Denver Intl.

$178 Roundtrip, found 2 days ago

$178

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Denver Intl., returning Tue, Aug 5, priced at $178 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$179 Roundtrip, found 2 days ago

$179

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $179 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$179 Roundtrip, found 2 days ago

$179

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $179 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$182 Roundtrip, found 2 days ago

$182

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $182 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$185 Roundtrip, found 2 days ago

$185

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $185 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$201 Roundtrip, found 2 days ago

$201

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $201 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$203 Roundtrip, found 2 days ago

$203

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $203 found 2 days ago

Tue, Jul 29 - Fri, Aug 8

ORD

O'Hare Intl.

DEN

Denver Intl.

$204 Roundtrip, found 2 days ago

$204

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Denver Intl., returning Fri, Aug 8, priced at $204 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$207 Roundtrip, found 2 days ago

$207

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $207 found 2 days ago

Tue, Jul 29 - Sun, Aug 3

ORD

O'Hare Intl.

DEN

Denver Intl.

$208 Roundtrip, found 2 days ago

$208

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Denver Intl., returning Sun, Aug 3, priced at $208 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $209 found 2 days ago

Tue, Jul 29 - Thu, Aug 7

ORD

O'Hare Intl.

DEN

Denver Intl.

$210 Roundtrip, found 2 days ago

$210

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Denver Intl., returning Thu, Aug 7, priced at $210 found 2 days ago

Thu, Oct 16 - Sun, Oct 19

MDW

Midway Intl.

DEN

Denver Intl.

$212 Roundtrip, found 2 days ago

$212

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Denver Intl., returning Sun, Oct 19, priced at $212 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$214 Roundtrip, found 2 days ago

$214

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $214 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$215 Roundtrip, found 2 days ago

$215

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $215 found 2 days ago

Tue, Oct 21 - Wed, Oct 22

MDW

Midway Intl.

DEN

Denver Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Oct 21 from Midway Intl. to Denver Intl., returning Wed, Oct 22, priced at $217 found 2 days ago

Thu, Oct 16 - Mon, Oct 20

MDW

Midway Intl.

DEN

Denver Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Denver Intl., returning Mon, Oct 20, priced at $217 found 2 days ago

Thu, Jul 31 - Wed, Aug 6

ORD

O'Hare Intl.

DEN

Denver Intl.

$223 Roundtrip, found 2 days ago

$223

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Denver Intl., returning Wed, Aug 6, priced at $223 found 2 days ago