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Flights from Calgary International Airport (YYC) to Chicago, IL (CHI-All Airports)
Flights to Illinois
United States of America
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Popular airlines from Calgary International Airport (YYC) to Chicago

WestJet
Alaska Airlines
Porter Airlines
Delta
American Airlines
Air Canada
United

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Cheap Flights from Calgary to Chicago (YYC-CHI)

Prices were available within the past 7 days and start at CA $255 for one-way flights and CA $421 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Wed, Jan 27 - Sun, Jan 31

YYC

Calgary

MDW

Chicago

CA $421

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Jan 27 from Calgary to Chicago, returning Sun, Jan 31, priced at CA $421 Found 5 days ago

Fri, Jan 15 - Wed, Jan 20

YYC

Calgary

MDW

Chicago

CA $422

Roundtrip

Found 1 day ago

Select Delta flight, departing Fri, Jan 15 from Calgary to Chicago, returning Wed, Jan 20, priced at CA $422 Found 1 day ago

Tue, Oct 27 - Tue, Nov 3

YYC

Calgary

MDW

Chicago

CA $426

Roundtrip

Found 4 days ago

Select Delta flight, departing Tue, Oct 27 from Calgary to Chicago, returning Tue, Nov 3, priced at CA $426 Found 4 days ago

Sat, Oct 31 - Mon, Nov 2

YYC

Calgary

MDW

Chicago

CA $427

Roundtrip

Found 1 day ago

Select Delta flight, departing Sat, Oct 31 from Calgary to Chicago, returning Mon, Nov 2, priced at CA $427 Found 1 day ago

Thu, Oct 22 - Tue, Nov 3

YYC

Calgary

MDW

Chicago

CA $431

Roundtrip

Found 1 day ago

Select Delta flight, departing Thu, Oct 22 from Calgary to Chicago, returning Tue, Nov 3, priced at CA $431 Found 1 day ago

Tue, Oct 20 - Sun, Nov 1

YYC

Calgary

ORD

Chicago

CA $444

Roundtrip

Found 5 days ago

Select Air Canada flight, departing Tue, Oct 20 from Calgary to Chicago, returning Sun, Nov 1, priced at CA $444 Found 5 days ago

Thu, Apr 29 - Thu, May 6

YYC

Calgary

ORD

Chicago

CA $446

Roundtrip

Found 3 days ago

Select American Airlines flight, departing Thu, Apr 29 from Calgary to Chicago, returning Thu, May 6, priced at CA $446 Found 3 days ago

Wed, Oct 21 - Wed, Nov 4

YYC

Calgary

MDW

Chicago

CA $447

Roundtrip

Found 6 days ago

Select Delta flight, departing Wed, Oct 21 from Calgary to Chicago, returning Wed, Nov 4, priced at CA $447 Found 6 days ago

Tue, Dec 8 - Tue, Dec 15

YYC

Calgary

ORD

Chicago

CA $473

Roundtrip

Found 1 day ago

Select United flight, departing Tue, Dec 8 from Calgary to Chicago, returning Tue, Dec 15, priced at CA $473 Found 1 day ago

Wed, Nov 18 - Thu, Nov 26

YYC

Calgary

ORD

Chicago

CA $558

Roundtrip

Found 1 day ago

Select Alaska Airlines flight, departing Wed, Nov 18 from Calgary to Chicago, returning Thu, Nov 26, priced at CA $558 Found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $509

ORD

O'Hare Intl.

Cheapest

23 min

Flights from CA $509

Travel information

Origin airport	Calgary International Airport
Destination airport	Chicago O'Hare International Airport
Distance	2,224 km away
Airlines serving	Alaska Airlines, WestJet, Porter Airlines, Delta, American Airlines, Air Canada, United
Popular airline	Alaska Airlines
Roundtrip price	CA $421
Average flight time	3 hours 39 mins

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CA $255 Cheap Flights from Calgary (YYC) to Chicago (CHI)

Popular airlines from Calgary International Airport (YYC) to Chicago

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Cheap Flights from Calgary to Chicago (YYC-CHI)

Alternative airports near Chicago

Travel information

Explore a world of travel with Expedia