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.

Tue, Sep 16 - Wed, Sep 17

ORD

O'Hare Intl.

YYC

Calgary Intl.

$181 Roundtrip, found 7 hours ago

$181

Roundtrip

found 7 hours ago

Select United flight, departing Tue, Sep 16 from O'Hare Intl. to Calgary Intl., returning Wed, Sep 17, priced at $181 found 7 hours ago

Wed, Sep 3 - Wed, Sep 10

ORD

O'Hare Intl.

YYC

Calgary Intl.

$202 Roundtrip, found 2 days ago

$202

Roundtrip

found 2 days ago

Select WestJet flight, departing Wed, Sep 3 from O'Hare Intl. to Calgary Intl., returning Wed, Sep 10, priced at $202 found 2 days ago

Thu, Sep 11 - Wed, Sep 17

ORD

O'Hare Intl.

YYC

Calgary Intl.

$202 Roundtrip, found 7 hours ago

$202

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Calgary Intl., returning Wed, Sep 17, priced at $202 found 7 hours ago

Mon, Sep 1 - Thu, Sep 11

ORD

O'Hare Intl.

YYC

Calgary Intl.

$204 Roundtrip, found 9 hours ago

$204

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Calgary Intl., returning Thu, Sep 11, priced at $204 found 9 hours ago

Tue, Sep 16 - Thu, Sep 18

ORD

O'Hare Intl.

YYC

Calgary Intl.

$208 Roundtrip, found 7 hours ago

$208

Roundtrip

found 7 hours ago

Select United flight, departing Tue, Sep 16 from O'Hare Intl. to Calgary Intl., returning Thu, Sep 18, priced at $208 found 7 hours ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$213 Roundtrip, found 7 hours ago

$213

Roundtrip

found 7 hours ago

Select Air Canada flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $213 found 7 hours ago

Mon, Sep 8 - Wed, Sep 10

ORD

O'Hare Intl.

YYC

Calgary Intl.

$213 Roundtrip, found 2 days ago

$213

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Calgary Intl., returning Wed, Sep 10, priced at $213 found 2 days ago

Mon, Sep 1 - Thu, Sep 11

ORD

O'Hare Intl.

YYC

Calgary Intl.

$214 Roundtrip, found 9 hours ago

$214

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Calgary Intl., returning Thu, Sep 11, priced at $214 found 9 hours ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$217 Roundtrip, found 7 hours ago

$217

Roundtrip

found 7 hours ago

Select Air Canada flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $217 found 7 hours ago

Thu, Sep 11 - Thu, Sep 18

ORD

O'Hare Intl.

YYC

Calgary Intl.

$218 Roundtrip, found 7 hours ago

$218

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Calgary Intl., returning Thu, Sep 18, priced at $218 found 7 hours ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$219 Roundtrip, found 7 hours ago

$219

Roundtrip

found 7 hours ago

Select Air Canada flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $219 found 7 hours ago

Sun, Jun 22 - Tue, Jun 24

ORD

O'Hare Intl.

YYC

Calgary Intl.

$224 Roundtrip, found 8 hours ago

$224

Roundtrip

found 8 hours ago

Select United flight, departing Sun, Jun 22 from O'Hare Intl. to Calgary Intl., returning Tue, Jun 24, priced at $224 found 8 hours ago

Sun, Jun 22 - Mon, Jun 23

ORD

O'Hare Intl.

YYC

Calgary Intl.

$227 Roundtrip, found 8 hours ago

$227

Roundtrip

found 8 hours ago

Select United flight, departing Sun, Jun 22 from O'Hare Intl. to Calgary Intl., returning Mon, Jun 23, priced at $227 found 8 hours ago

Mon, Sep 1 - Thu, Sep 11

ORD

O'Hare Intl.

YYC

Calgary Intl.

$230 Roundtrip, found 9 hours ago

$230

Roundtrip

found 9 hours ago

Select Delta flight, departing Mon, Sep 1 from O'Hare Intl. to Calgary Intl., returning Thu, Sep 11, priced at $230 found 9 hours ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$232 Roundtrip, found 7 hours ago

$232

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $232 found 7 hours ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$235 Roundtrip, found 7 hours ago

$235

Roundtrip

found 7 hours ago

Select WestJet flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $235 found 7 hours ago

Wed, Sep 3 - Sat, Sep 13

ORD

O'Hare Intl.

YYC

Calgary Intl.

$237 Roundtrip, found 2 days ago

$237

Roundtrip

found 2 days ago

Select WestJet flight, departing Wed, Sep 3 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 13, priced at $237 found 2 days ago

Sat, Sep 6 - Sat, Sep 13

ORD

O'Hare Intl.

YYC

Calgary Intl.

$251 Roundtrip, found 2 days ago

$251

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Sep 6 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 13, priced at $251 found 2 days ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

YYC

Calgary Intl.

$467 Roundtrip, found 7 hours ago

$467

Roundtrip

found 7 hours ago

Select Alaska Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Calgary Intl., returning Sat, Sep 20, priced at $467 found 7 hours ago

Mon, Sep 1 - Thu, Sep 11

MDW

Midway Intl.

YYC

Calgary Intl.

$637 Roundtrip, found 9 hours ago

$637

Roundtrip

found 9 hours ago

Select Delta flight, departing Mon, Sep 1 from Midway Intl. to Calgary Intl., returning Thu, Sep 11, priced at $637 found 9 hours ago