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Cheap flights from Chicago to Calgary from C$ 103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Calgary departing on 14/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Calgary

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Calgary that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Calgary.

Cheap last-minute flights

Planning a quick getaway from Chicago to Calgary? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Calgary, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Calgary

Find recent round-trip train or bus tickets from Chicago to Calgary.

All round-trip flight deals to Calgary

The cheapest plane tickets to Calgary found on KAYAK recently.
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 247WestJet
Find Deal
Mon, 17 Mar - Mon, 24 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 248WestJet
Find Deal
Thu, 6 Mar - Mon, 10 Mar
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 287Air Canada
Find Deal
Tue, 18 Mar - Wed, 26 Mar
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
8:30 a.m. - 6:41 p.m.YYC-ORD
9h 11m1 stop
C$ 294Air Canada
Find Deal
Tue, 18 Mar - Tue, 25 Mar
5:00 a.m. - 6:16 p.m.ORD-YYC
14h 16m1 stop
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 301United Airlines
Find Deal
Wed, 19 Mar - Wed, 26 Mar
7:45 p.m. - 10:29 p.m.ORD-YYC
3h 44mdirect
6:20 a.m. - 10:25 p.m.YYC-ORD
15h 05m1 stop
C$ 308United Airlines
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Fri, 2 May - Mon, 5 May
12:45 p.m. - 9:41 p.m.ORD-YYC
9h 56m1 stop
12:05 a.m. - 9:01 a.m.YYC-ORD
7h 56m1 stop
C$ 315
Find Deal
Wed, 15 Jan - Wed, 29 Jan
4:05 p.m. - 9:41 p.m.ORD-YYC
6h 36m1 stop
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
C$ 321Lufthansa
Find Deal
Thu, 28 Nov - Fri, 6 Dec
12:45 p.m. - 9:41 p.m.ORD-YYC
9h 56m1 stop
12:50 a.m. - 1:11 p.m.YYC-ORD
11h 21m1 stop
C$ 347
Find Deal
Sat, 8 Feb - Fri, 14 Feb
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
C$ 481Lufthansa
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Thu, 28 Nov - Fri, 6 Dec
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
C$ 103WestJet
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Mon, 14 Apr
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 112Air Canada
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Tue, 4 Feb
12:45 p.m. - 9:41 p.m.ORD-YYC
9h 56m1 stop
C$ 126United Airlines
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Mon, 3 Feb
6:36 p.m. - 10:55 p.m.ORD-YYC
29h 19m1 stop
C$ 137
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Thu, 5 Dec
1:26 p.m. - 8:53 p.m.MDW-YYC
8h 27m1 stop
C$ 138Delta
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Tue, 14 Jan
12:25 p.m. - 8:35 p.m.ORD-YYC
9h 10m1 stop
C$ 138Delta
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Wed, 4 Dec
3:51 p.m. - 10:55 p.m.ORD-YYC
32h 04m2 stops
C$ 167
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Thu, 5 Dec
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 276United Airlines
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Fri, 29 Nov
12:55 p.m. - 9:36 p.m.MDW-YYC
9h 41m2 stops
C$ 300Porter Airlines
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Sat, 30 Nov
11:15 a.m. - 11:58 a.m.MDW-YYC
25h 43m1 stop
C$ 310Porter Airlines
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Sun, 24 Nov
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
5:50 p.m. - 10:54 a.m.YYC-ORD
16h 04m1 stop
C$ 593Air Canada
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Thu, 7 Nov - Fri, 8 Nov
11:30 a.m. - 10:30 p.m.ORD-YYC
12h 00m2 stops
7:00 a.m. - 2:29 p.m.YYC-ORD
6h 29m1 stop
C$ 611Delta
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Tue, 5 Nov - Thu, 14 Nov
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
6:15 a.m. - 10:07 p.m.YYC-ORD
14h 52m1 stop
C$ 619
Find Deal
Thu, 7 Nov - Mon, 11 Nov
7:10 a.m. - 2:21 p.m.ORD-YYC
8h 11m1 stop
6:15 a.m. - 10:07 p.m.YYC-ORD
14h 52m1 stop
C$ 632
Find Deal
Thu, 7 Nov - Mon, 11 Nov
9:50 a.m. - 4:08 p.m.ORD-YYC
7h 18m1 stop
8:30 a.m. - 4:45 p.m.YYC-ORD
7h 15m1 stop
C$ 644Air Canada
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Tue, 5 Nov - Thu, 14 Nov
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
8:30 a.m. - 4:45 p.m.YYC-ORD
7h 15m1 stop
C$ 655Air Canada
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Tue, 5 Nov - Thu, 14 Nov
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
C$ 799Lufthansa
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Tue, 5 Nov - Thu, 14 Nov
9:35 a.m. - 1:06 a.m.MDW-YYC
16h 31m2 stops
5:15 p.m. - 5:54 p.m.YYC-MDW
23h 39m2 stops
C$ 1,563WestJet
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Thu, 7 Nov - Mon, 11 Nov
8:35 p.m. - 11:45 a.m.ORD-YYC
16h 10m1 stop
6:29 a.m. - 5:50 p.m.YYC-ORD
10h 21m2 stops
C$ 1,576American Airlines
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Fri, 8 Nov - Sun, 10 Nov
10:49 a.m. - 1:06 a.m.MDW-YYC
15h 17m2 stops
6:30 p.m. - 1:35 p.m.YYC-MDW
18h 05m2 stops
C$ 1,704WestJet
Find Deal
Thu, 7 Nov - Sun, 10 Nov
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 247WestJet
Find Deal
Mon, 17 Mar - Mon, 24 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 248WestJet
Find Deal
Thu, 6 Mar - Mon, 10 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 251WestJet
Find Deal
Mon, 17 Mar - Sun, 23 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 265WestJet
Find Deal
Mon, 3 Mar - Sun, 9 Mar
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 287Air Canada
Find Deal
Tue, 18 Mar - Wed, 26 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 413Delta
Find Deal
Mon, 3 Mar - Sun, 9 Mar
9:45 a.m. - 12:30 p.m.ORD-YYC
3h 45mdirect
1:20 p.m. - 5:45 p.m.YYC-ORD
3h 25mdirect
C$ 437American Airlines
Find Deal
Fri, 2 May - Mon, 5 May
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:41 p.m. - 5:09 p.m.YYC-ORD
3h 28mdirect
C$ 481Lufthansa
Find Deal
Thu, 28 Nov - Fri, 6 Dec
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 487Air Canada
Find Deal
Wed, 20 Nov - Thu, 28 Nov
9:50 a.m. - 12:52 p.m.ORD-YYC
4h 02mdirect
1:32 p.m. - 6:03 p.m.YYC-ORD
3h 31mdirect
C$ 513American Airlines
Find Deal
Thu, 20 Feb - Tue, 25 Feb

United Airlines flights from Chicago to Calgary

Our best United Airlines deals on Chicago to Calgary flight tickets
United Airlines
19 Mar
ORD5:00 a.m.Chicago O'Hare Intl
14h 16m
1 stop
YYC6:16 p.m.Calgary
26 Mar
YYC12:41 p.m.Calgary
3h 27m
ORD5:08 p.m.Chicago O'Hare Intl
United Airlines
2 May
ORD7:45 p.m.Chicago O'Hare Intl
3h 44m
YYC10:29 p.m.Calgary
5 May
YYC6:20 a.m.Calgary
15h 05m
1 stop
ORD10:25 p.m.Chicago O'Hare Intl
United Airlines
18 Mar
ORD12:45 p.m.Chicago O'Hare Intl
9h 57m
1 stop
YYC9:42 p.m.Calgary
22 Mar
YYC6:04 a.m.Calgary
16h 53m
1 stop
ORD11:57 p.m.Chicago O'Hare Intl

Delta flights from Chicago to Calgary

Our best Delta deals on Chicago to Calgary flight tickets
Delta
4 Dec
ORD12:25 p.m.Chicago O'Hare Intl
9h 10m
1 stop
YYC8:35 p.m.Calgary
10 Dec
YYC8:00 a.m.Calgary
9h 09m
1 stop
ORD6:09 p.m.Chicago O'Hare Intl
Delta
4 Dec
ORD8:25 a.m.Chicago O'Hare Intl
13h 10m
2 stops
YYC8:35 p.m.Calgary
10 Dec
YYC7:00 a.m.Calgary
8h 58m
1 stop
ORD4:58 p.m.Chicago O'Hare Intl
Delta
4 Dec
ORD8:25 a.m.Chicago O'Hare Intl
13h 10m
2 stops
YYC8:35 p.m.Calgary
10 Dec
YYC7:00 a.m.Calgary
12h 28m
2 stops
ORD8:28 p.m.Chicago O'Hare Intl

How to get the cheapest flight ticket from Chicago to Calgary

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Calgary?

What is the cheapest month to fly from Chicago to Calgary?

September. The cheapest time of year to fly to Calgary from Chicago is September. The most expensive is December.

What is the cheapest day to depart Chicago for Calgary?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Saturday

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

In the evening. Chicago to Calgary flights are approximately 41% more expensive in the morning than in the evening

What is the cheapest airline that flies to Calgary from Chicago?

United Airlines. United Airlines, WestJet, and Air Canada are the most popular carriers operating from Chicago to Calgary

What is the cheapest Chicago to Calgary flight route?

Chicago O'Hare Intl - Calgary. Fly from Chicago O'Hare Intl to Calgary for the best Chicago - Calgary flight prices

How far in advance should you book Chicago to Calgary flights?

36 days before. The cheapest time to buy a flight from Chicago to Calgary is approximately 36 days to departure

How many flights depart from Chicago to Calgary on average per day?

As of November 2024, there are 2 flights per week flying from Chicago to Calgary. The most common time of day flights depart is 9:00a.m., with 100% of flights taking off at noon.

How many flights depart from Chicago to Calgary on average per week?

As of November 2024, 20 flights take off from Chicago and land in Calgary each week. The most common flight departure day for this route is Sunday, with 25% of weekly flights taking off on this day.

Can stopping save me money on Chicago to Calgary flights?

No. A direct flight is the cheapest option for a flight between Chicago to Calgary.

How have Chicago to Calgary flight prices changed over time?

As of November 2024, prices for Chicago to Calgary flights are approximately 0% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Calgary

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Calgary according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Calgary (CHI to YYC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Calgary

Best price found

C$ 103

Fastest flight time

3h 44m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Chicago in the past 72 hours is C$ 103. The best round-trip flight deal from Chicago to Calgary found on momondo in the last 72 hours is C$ 247.
The fastest flight from Chicago to Calgary takes 3h 44m
Direct flights go from Chicago to Calgary every day.
There is 1 airport near Calgary: Calgary (YYC)

  • How far is Chicago to Calgary by plane?

    The distance between Chicago and Calgary is about 2249.2 km. By plane, this route typically takes 3h 44m.

  • When did momondo last update prices for flights from Chicago to Calgary Airport?

    Prices for flights from Chicago to Calgary Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Calgary Airport?

  • How old do you have to be to fly from Chicago to Calgary Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Calgary Airport.

  • What documentation or ID do you need to fly to Calgary Airport?

    The necessary travel and health documents for your Calgary Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Calgary?

  • What is the most popular airline from Chicago to Calgary?


Best airlines flying from Chicago to Calgary

Compare and see reviews for airlines that fly from Chicago to Calgary with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 139Free CancellationRating
7.3
2,803 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 196Free CancellationRating
7.4
9,226 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 267Free CancellationRating
7.0
8,123 reviews
Search Air Canada flights
  • United Airlines Flights From Chicago to Calgary

    Across 7 United Airlines flights from Chicago to Calgary this week, the average price was C$ 309, with the best United Airlines deals starting from C$ 141 round-trip. 9,226 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Chicago to Calgary

    Air Canada is also a popular choice for this route. Air Canada flight deals for Chicago to Calgary start from as low as C$ 191 round-trip, depending on your selected dates, with average Air Canada deals seen on momondo around C$ 520. Air Canada operates 7 flights to Calgary from Chicago in an average week. Users have rated it 7.0/10 across 8,123 reviews.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Calgary?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Calgary from Chicago.

Can I find flights from Chicago to Calgary with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Calgary flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Calgary?

momondo provides multiple filters to help you find the best flight to Calgary from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Calgary right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Calgary flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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