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Cheap flights from Chicago to Calgary from C$ 95

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 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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$ 213WestJet
Find Deal
Sun, 23 Mar - Sun, 30 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$ 214WestJet
Find Deal
Mon, 24 Mar - Thu, 27 Mar
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
8:30 a.m. - 6:34 p.m.YYC-ORD
9h 04m1 stop
C$ 273
Find Deal
Thu, 20 Feb - Mon, 24 Feb
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
8:30 a.m. - 6:34 p.m.YYC-ORD
9h 04m1 stop
C$ 276
Find Deal
Thu, 20 Feb - Mon, 24 Feb
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
8:30 a.m. - 6:38 p.m.YYC-ORD
9h 08m1 stop
C$ 318Air Canada
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Tue, 21 Jan - Tue, 28 Jan
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
12:05 a.m. - 8:57 a.m.YYC-ORD
7h 52m1 stop
C$ 325Air Canada
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Thu, 9 Jan - Mon, 13 Jan
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
6:19 a.m. - 7:31 p.m.YYC-ORD
12h 12m1 stop
C$ 345United Airlines
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Sun, 19 Jan - Wed, 22 Jan
11:19 a.m. - 8:53 p.m.MDW-YYC
10h 34m1 stop
6:35 a.m. - 5:47 p.m.YYC-MDW
10h 12m1 stop
C$ 358Delta
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Sat, 18 Jan - Fri, 24 Jan
5:00 p.m. - 11:18 p.m.ORD-YYC
7h 18m1 stop
6:35 a.m. - 5:29 p.m.YYC-ORD
9h 54m1 stop
C$ 358Delta
Find Deal
Tue, 28 Jan - Sun, 2 Feb
12:45 p.m. - 9:41 p.m.ORD-YYC
9h 56m1 stop
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 489United Airlines
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Sat, 1 Feb - Tue, 4 Feb
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
C$ 95WestJet
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Fri, 6 Jun
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
C$ 99WestJet
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Sun, 23 Mar
6:20 a.m. - 11:50 p.m.ORD-YYC
18h 30m1 stop
C$ 108
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Sat, 25 Jan
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
C$ 122Air Canada
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Tue, 21 Jan
6:20 a.m. - 11:50 p.m.ORD-YYC
18h 30m1 stop
C$ 131
Find Deal
Sat, 1 Feb
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
C$ 137United Airlines
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Mon, 20 Jan
2:05 p.m. - 9:18 p.m.ORD-YYC
8h 13m1 stop
C$ 138Air Canada
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Tue, 25 Mar
1:26 p.m. - 8:53 p.m.MDW-YYC
8h 27m1 stop
C$ 142Delta
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Tue, 4 Feb
12:15 p.m. - 8:53 p.m.ORD-YYC
9h 38m1 stop
C$ 142Delta
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Thu, 23 Jan
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
C$ 491United Airlines
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Sat, 1 Feb
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:55 a.m. - 10:54 a.m.YYC-ORD
8h 59m1 stop
C$ 698
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Wed, 25 Dec - Thu, 26 Dec
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:50 a.m. - 8:57 a.m.YYC-ORD
7h 07m1 stop
C$ 707
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Wed, 25 Dec - Wed, 25 Dec
4:00 p.m. - 11:18 p.m.ORD-YYC
8h 18m1 stop
12:50 a.m. - 8:57 a.m.YYC-ORD
7h 07m1 stop
C$ 721Air Canada
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Tue, 24 Dec - Wed, 25 Dec
1:55 p.m. - 11:16 p.m.ORD-YYC
10h 21m1 stop
7:00 a.m. - 5:09 p.m.YYC-ORD
9h 09m1 stop
C$ 772Delta
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Mon, 23 Dec - Wed, 1 Jan
12:35 p.m. - 9:07 p.m.ORD-YYC
9h 32m1 stop
7:00 a.m. - 9:17 p.m.YYC-ORD
13h 17m2 stops
C$ 785Delta
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Mon, 23 Dec - Wed, 1 Jan
9:50 a.m. - 5:08 p.m.ORD-YYC
8h 18m1 stop
12:50 a.m. - 8:57 a.m.YYC-ORD
7h 07m1 stop
C$ 786Air Canada
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Wed, 25 Dec - Wed, 25 Dec
7:09 a.m. - 9:50 p.m.ORD-YYC
15h 41m1 stop
6:29 a.m. - 12:19 a.m.YYC-ORD
16h 50m1 stop
C$ 973American Airlines
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Thu, 26 Dec - Mon, 30 Dec
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
2:09 p.m. - 11:59 p.m.YYC-ORD
8h 50m1 stop
C$ 1,001United Airlines
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Wed, 25 Dec - Fri, 27 Dec
7:09 a.m. - 9:50 p.m.ORD-YYC
15h 41m1 stop
12:45 p.m. - 12:19 a.m.YYC-ORD
10h 34m1 stop
C$ 1,056American Airlines
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Thu, 26 Dec - Sat, 28 Dec
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 1,116United Airlines
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Wed, 25 Dec - Thu, 26 Dec
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$ 213WestJet
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Sun, 23 Mar - Sun, 30 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$ 214WestJet
Find Deal
Mon, 24 Mar - Thu, 27 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$ 394Delta
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Thu, 20 Feb - Mon, 24 Feb
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
12:15 p.m. - 4:44 p.m.YYC-ORD
3h 29mdirect
C$ 431Delta
Find Deal
Wed, 28 May - Sun, 1 Jun
9:45 a.m. - 12:42 p.m.ORD-YYC
3h 57mdirect
1:17 p.m. - 5:49 p.m.YYC-ORD
3h 32mdirect
C$ 569American Airlines
Find Deal
Tue, 1 Apr - Tue, 8 Apr
9:50 a.m. - 12:32 p.m.ORD-YYC
3h 42mdirect
1:17 p.m. - 5:49 p.m.YYC-ORD
3h 32mdirect
C$ 674American Airlines
Find Deal
Fri, 11 Apr - Mon, 14 Apr
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 708Air Canada
Find Deal
Tue, 28 Jan - Sat, 1 Feb
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 842United Airlines
Find Deal
Sun, 19 Jan - Wed, 22 Jan
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 843United Airlines
Find Deal
Sat, 1 Feb - Tue, 4 Feb
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
12:41 p.m. - 5:15 p.m.YYC-ORD
3h 34mdirect
C$ 874Air Canada
Find Deal
Wed, 5 Feb - Wed, 12 Feb

WestJet flights from Chicago to Calgary

Our best WestJet deals on Chicago to Calgary flight tickets
WestJet
23 Mar
ORD4:45 p.m.Chicago O'Hare Intl
3h 51m
YYC7:36 p.m.Calgary
30 Mar
YYC11:30 a.m.Calgary
3h 26m
ORD3:56 p.m.Chicago O'Hare Intl
WestJet
24 Mar
ORD4:45 p.m.Chicago O'Hare Intl
3h 51m
YYC7:36 p.m.Calgary
27 Mar
YYC11:30 a.m.Calgary
3h 26m
ORD3:56 p.m.Chicago O'Hare Intl
WestJet
20 Feb
ORD4:45 p.m.Chicago O'Hare Intl
3h 51m
YYC7:36 p.m.Calgary
24 Feb
YYC11:30 a.m.Calgary
3h 26m
ORD3:56 p.m.Chicago O'Hare Intl

Porter Airlines flights from Chicago to Calgary

Our best Porter Airlines deals on Chicago to Calgary flight tickets
Porter Airlines
13 Feb
MDW1:05 p.m.Chicago Midway
11h 25m
1 stop
YYC11:30 p.m.Calgary
20 Feb
YYC4:20 p.m.Calgary
18h 50m
1 stop
MDW12:10 p.m.Chicago Midway
Porter Airlines
5 Jan
MDW5:35 p.m.Chicago Midway
28h 33m
2 stops
YYC9:08 p.m.Calgary
5 Sep
YYC8:50 a.m.Calgary
25h 45m
2 stops
MDW11:35 a.m.Chicago Midway
C$ 1,605
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See travel insights to Calgary from

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 to Calgary?

The cheapest month to fly to Calgary from Chicago is in September. Flight prices, which tend to average around C$ 410, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Calgary from Chicago during April instead. Flights to Calgary in April, while not as cheap as those in September, still average around C$ 424.

What is the cheapest day to depart on your flight to Calgary?

The cheapest day to depart on your flight to Calgary is on a Monday when prices can be found for as low as C$ 393. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 786.

What is the cheapest time of day to depart on your flight to Calgary?

Our data shows that the cheapest Chicago to Calgary flights are usually those with departure times in the afternoon. Our users have found flights to Calgary in the afternoon for as low as C$ 476. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 751 on average. Flights to Calgary from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago to Calgary flight route?

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

How far in advance should I book a flight to Calgary?

Most flyers found that booking tickets 49 days in advance of their planned departure date is the best time to get cheap flights to Calgary. During this timeframe, flight prices are around C$ 480. Keep in mind that you might also find cheap flights to Calgary outside of this time window. In fact, momondo users recently found flights from Chicago to Calgary for C$ 382.

What cabin class options are available on Chicago to Calgary flights?

There are 3 cabin classes available to choose from on Chicago to Calgary flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Calgary flights?

You could potentially save up to 13% on your flight if you consider stops on a Chicago to Calgary flight.

How have Chicago to Calgary flight prices changed over time?

As of December 2024, prices for Chicago to Calgary flights are approximately 26% 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$ 95

Fastest flight time

3h 46m

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$ 95. The best round-trip flight deal from Chicago to Calgary found on momondo in the last 72 hours is C$ 213.
The fastest flight from Chicago to Calgary takes 3h 46m
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 49m.

  • 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$ 143Free CancellationRating
7.2
2,812 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 183Free CancellationRating
7.0
8,421 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 202Free CancellationRating
7.4
9,022 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Calgary

    Across 7 United Airlines flights from Chicago to Calgary this week, the average price was C$ 433, with the best United Airlines deals starting from C$ 141 round-trip. 9,028 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$ 127 round-trip, depending on your selected dates, with average Air Canada deals seen on momondo around C$ 530. Air Canada operates 7 flights to Calgary from Chicago in an average week. Users have rated it 7.0/10 across 8,421 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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