Flights from Chicago to Calgary

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.

Fri, Sep 19 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$203 Roundtrip, found 3 days ago

$203

Roundtrip

found 3 days ago

Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $203 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$206 Roundtrip, found 3 days ago

$206

Roundtrip

found 3 days ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $206 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$218 Roundtrip, found 3 days ago

$218

Roundtrip

found 3 days ago

Select Air Canada flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $218 found 3 days ago

Sat, Sep 20 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$219 Roundtrip, found 3 days ago

$219

Roundtrip

found 3 days ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $219 found 3 days ago

Tue, Jul 22 - Wed, Jul 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$222 Roundtrip, found 4 days ago

$222

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jul 22 from O'Hare Intl. to Calgary Intl., returning Wed, Jul 23, priced at $222 found 4 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$224 Roundtrip, found 3 days ago

$224

Roundtrip

found 3 days ago

Select WestJet flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $224 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$224 Roundtrip, found 3 days ago

$224

Roundtrip

found 3 days ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $224 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$229 Roundtrip, found 3 days ago

$229

Roundtrip

found 3 days ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $229 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$236 Roundtrip, found 3 days ago

$236

Roundtrip

found 3 days ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $236 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$239 Roundtrip, found 3 days ago

$239

Roundtrip

found 3 days ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $239 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$241 Roundtrip, found 3 days ago

$241

Roundtrip

found 3 days ago

Select Air Canada flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $241 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$244 Roundtrip, found 3 days ago

$244

Roundtrip

found 3 days ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $244 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$251 Roundtrip, found 3 days ago

$251

Roundtrip

found 3 days ago

Select Air Canada flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $251 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$255 Roundtrip, found 3 days ago

$255

Roundtrip

found 3 days ago

Select Air Canada flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $255 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$262 Roundtrip, found 3 days ago

$262

Roundtrip

found 3 days ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $262 found 3 days ago

Sun, Jun 29 - Tue, Jul 15

ORD

O'Hare Intl.

YYC

Calgary Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select United flight, departing Sun, Jun 29 from O'Hare Intl. to Calgary Intl., returning Tue, Jul 15, priced at $264 found 1 day ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$265 Roundtrip, found 3 days ago

$265

Roundtrip

found 3 days ago

Select Air Canada flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $265 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$349 Roundtrip, found 3 days ago

$349

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $349 found 3 days ago

Thu, Sep 18 - Tue, Sep 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$463 Roundtrip, found 3 days ago

$463

Roundtrip

found 3 days ago

Select Alaska Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Calgary Intl., returning Tue, Sep 23, priced at $463 found 3 days ago

Tue, Jul 1 - Sat, Jul 12

MDW

Midway Intl.

YYC

Calgary Intl.

$714 Roundtrip, found 1 day ago

$714

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Midway Intl. to Calgary Intl., returning Sat, Jul 12, priced at $714 found 1 day ago