$89 CHEAP FLIGHTS from Calgary to Chicago (YYC - CHI) - KAYAK

Find flights to Chicago from $89. Fly from Calgary on WestJet, Air Canada, United Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.

$89
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$89 CHEAP FLIGHTS From Calgary To Chicago (YYC - CHI) - KAYAK

1 week from now

Find flights to Chicago from $89. Fly from Calgary on WestJet, Air Canada, United Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.

kayak.com

$55
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$55 CHEAP FLIGHTS From Chicago To Calgary (CHI - YYC) - KAYAK

1 week from now

Find flights to Calgary from $55. Fly from Chicago on WestJet, Air Canada, United Airlines and more. Search for Calgary flights on KAYAK now to find the best deal.

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$86
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$86 CHEAP FLIGHTS From Calgary To Chicago O'Hare (YYC - KAYAK

1 week from now

Find flights to Chicago O'Hare Airport from $86. Fly from Calgary on WestJet, Air Canada, Delta and more. Search for Chicago O'Hare Airport flights on KAYAK now to find the best deal.

kayak.com

C$124
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C$ 124 CHEAP FLIGHTS From Calgary To Chicago (YYC - ORD)

1 week from now

Find flights to Chicago from C$ 124. Fly from Calgary on WestJet, Air Canada, United Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.

kayak.com

C$89
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C$ 89 CHEAP FLIGHTS From Calgary - KAYAK

1 week from now

Find flights from Calgary from C$ 89. Fly from Calgary on WestJet, Flair Airlines, Porter Airlines and more. Search for Worldwide flights on KAYAK now to find the best deal.

kayak.com

$95
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$95 Cheap Flights From Calgary (YYC) To Chicago (CHI)

1 week from now

Cheap Flights from Calgary (YYC) to Chicago (CHI) start at $95 for one-way and $143 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$165
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CA $165 Cheap Flights From Calgary (YYC) To Chicago (CHI)

1 week from now

Cheap Flights from Calgary (YYC) to Chicago (CHI) start at CA $165 for one-way and CA $265 for round trip. Earn your airline miles on top of our rewards!

expedia.ca

$88
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$88+ Flights From Calgary To Chicago | Cheapflights

1 week from now

Find airfare and ticket deals for cheap flights from Calgary to Chicago. Search flight deals from various travel partners with one click at $88. ... $88+ Cheap flights from Calgary (YYC) to …

cheapflights.com

C$85
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C$ 85 CHEAP FLIGHTS From Chicago To Calgary (ORD - YYC) - KAYAK

1 week from now

Find flights to Calgary from C$ 85. Fly from Chicago on WestJet, Air Canada, United Airlines and more. Search for Calgary flights on KAYAK now to find the best deal.

kayak.com

$140
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Flights From Calgary To Chicago From $140: Cheap Airline Tickets …

1 week from now

Find best airfare deals and cheap plane tickets from Calgary, AB to Chicago, IL. Full information on one-way and round-trip YYC to CHI flights, compare last minute flight offers.

cheapflightsplus.com

$27
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$27 Cheap Direct Flights To Chicago - KAYAK

1 week from now

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Chicago based on …

kayak.com

$308
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Cheap Flights From Calgary To Chicago - FareCompare

1 week from now

Find flights from Calgary (YYC) to Chicago (CHI) $308+, FareCompare finds cheap flights, and sends email alerts

farecompare.com

C$126
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C$ 126 Cheap Flights From Calgary To Chicago In 2025 - Momondo

1 week from now

The cheapest plane tickets to Chicago found on KAYAK recently. 11:30 a.m. - 3:56 p.m. YYC-ORD. 3h 26m direct. 4:45 p.m. - 7:36 p.m. ORD-YYC. 3h 51m direct. C$ 188 WestJet. Find …

momondo.ca

20%
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Cheap Flights From Calgary To Chicago (CHI) From $221

1 week from now

Cheapest Flights from Calgary to Chicago (CHI) Starting @ $221. For Sale Today - Limited Seats Left! Expected Price Increase is 20%. Significantly Discounted Airline Tickets - Book By …

justfly.com

$97
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Flights From Chicago To Calgary From $97: Cheap Airline Tickets …

1 week from now

Find best airfare deals and cheap plane tickets from Chicago, IL to Calgary, AB. Full information on one-way and round-trip CHI to YYC flights, compare last minute flight offers.

cheapflightsplus.com

$44
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US$44 Cheap Flights From Chicago To Calgary 2025 (CHI-YYC)

1 week from now

Choose WestJet flights from Chicago to Calgary.The one-way direct flight with WestJet departs from O'Hare International Airport on Thu, Feb 13, arriving at Calgary International Airport.One …

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FAQs about $89 CHEAP FLIGHTS from Calgary to Chicago (YYC - CHI) - KAYAK Coupon?

What airlines fly from Chicago to Calgary?

Chicago and Calgary are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (14 flights per week), American Airlines (7 flights per week), and WestJet (4 flights per week). Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Calgary? ...

How much is a flight from Chicago to Calgary?

Flights from all airports within Chicago to Calgary. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed. Find flights to Calgary from $84. Fly from Chicago on Air Canada, United Airlines, Alaska Airlines and more. Search for Calgary flights on KAYAK now to find the best deal. ...

Where can I fly from Calgary?

Based on KAYAK flight searches, the most countries to fly to from Calgary is Canada (60% of total searches). The next most popular destinations are United States (23%) and Germany (5%). Which cities can I fly to direct from Calgary? There are loads of places you can fly direct to from Calgary. ...

Does WestJet fly to Chicago from Calgary?

Book cheap flights with WestJet and before long you'll find yourself in impressive, world-class Chicago. It doesn't matter if it's business travel or a trip to see Wrigley Field, Millennium Park or the Art Institute of Chicago — you can get there with us. Fly to Chicago from Calgary with us and see how far a great guest experience can go. ...

What is the longest flight from Calgary International Airport (YYC)?

The longest direct flight you can take from Calgary is to Seoul, with a duration of 11h 50m. The next longest is Tokyo at 10h 15m, followed by a flight to Rome at 9h 55m. What services are available for families at Calgary International Airport (YYC)? ...

When is the best time to fly from Calgary to Chicago?

For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals. What is the cheapest month to fly from Calgary to Chicago O'Hare Intl Airport? The cheapest month for flights from Calgary to Chicago O'Hare Intl Airport is September, where tickets cost C$ 392 (return) on average. ...