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Cheap flights from Chicago O'Hare Intl Airport to Calgary from C$ 93

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 O'Hare Intl Airport to Calgary departing on 15/12. 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 O'Hare Intl Airport to Calgary

Cheap round-trip flights

WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 192WestJet
Find Deal
Thu, 23 Oct - Mon, 27 Oct
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 193WestJet
Find Deal
Thu, 23 Oct - Mon, 27 Oct
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
United Airlines Logo
12:35 p.m. - 5:10 p.m.YYC-ORD
3h 35mdirect
C$ 222United Airlines
Find Deal
Wed, 10 Dec - Sat, 13 Dec
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
United Airlines Logo
12:35 p.m. - 5:10 p.m.YYC-ORD
3h 35mdirect
C$ 224United Airlines
Find Deal
Wed, 10 Dec - Sat, 13 Dec
Air Canada Logo
10:00 a.m. - 5:04 p.m.ORD-YYC
8h 04m1 stop
Air Canada Logo
5:45 a.m. - 3:10 p.m.YYC-ORD
8h 25m1 stop
C$ 239Air Canada
Find Deal
Wed, 29 Oct - Wed, 5 Nov
Multiple Airlines Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
Multiple Airlines Logo
11:15 a.m. - 3:49 p.m.YYC-ORD
27h 34m1 stop
C$ 251Multiple Airlines
Find Deal
Sun, 26 Oct - Sun, 2 Nov
Multiple Airlines Logo
1:26 p.m. - 8:26 p.m.ORD-YYC
8h 00m1 stop
Multiple Airlines Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 258Multiple Airlines
Find Deal
Thu, 30 Oct - Sun, 2 Nov
American Airlines Logo
9:49 a.m. - 12:34 p.m.ORD-YYC
3h 45mdirect
American Airlines Logo
1:29 p.m. - 5:54 p.m.YYC-ORD
3h 25mdirect
C$ 264American Airlines
Find Deal
Fri, 24 Oct - Tue, 28 Oct
American Airlines Logo
9:49 a.m. - 12:34 p.m.ORD-YYC
3h 45mdirect
American Airlines Logo
1:29 p.m. - 5:54 p.m.YYC-ORD
3h 25mdirect
C$ 271American Airlines
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Air Canada Logo
3:50 p.m. - 11:22 p.m.ORD-YYC
8h 32m1 stop
Air Canada Logo
12:45 a.m. - 11:18 a.m.YYC-ORD
9h 33m1 stop
C$ 286Air Canada
Find Deal
Tue, 21 Oct - Mon, 27 Oct

United Airlines flights from Chicago O'Hare Intl Airport to Calgary

Our best United Airlines deals on Chicago O'Hare Intl Airport to Calgary flight tickets
United Airlines
10 Dec
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
13 Dec
YYC12:35 p.m.Calgary
3h 35m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 222
Find similar
United Airlines
10 Dec
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
13 Dec
YYC12:35 p.m.Calgary
3h 35m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 224
Find similar
United Airlines
5 Nov
ORD1:00 p.m.Chicago O'Hare Intl
9h 53m
1 stop
YYC9:53 p.m.Calgary
11 Nov
YYC12:37 p.m.Calgary
3h 33m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 236
Find similar

WestJet flights from Chicago O'Hare Intl Airport to Calgary

Our best WestJet deals on Chicago O'Hare Intl Airport to Calgary flight tickets
WestJet
23 Oct
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
27 Oct
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
C$ 192
Find similar
WestJet
23 Oct
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
27 Oct
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
C$ 193
Find similar
WestJet
23 Oct
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
26 Oct
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
C$ 200
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Calgary that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 16 September 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 23/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Mon 27/10

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 192

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 23/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Mon 27/10

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 193

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 10/12

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Sat 13/12

12:35 p.m.-5:10 p.m.

Nonstop3h 35m

C$ 222

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 10/12

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Sat 13/12

12:35 p.m.-5:10 p.m.

Nonstop3h 35m

C$ 224

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 29/10

10:00 a.m.-5:04 p.m.

1 stop8h 04m

Calgary

Wed 5/11

5:45 a.m.-3:10 p.m.

1 stop8h 25m

C$ 239

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

Calgary

Sun 2/11

11:15 a.m.-3:49 p.m.

1 stop27h 34m

C$ 251

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 30/10

1:26 p.m.-8:26 p.m.

1 stop8h 00m

Calgary

Sun 2/11

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 258

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/10

9:49 a.m.-12:34 p.m.

Nonstop3h 45m

Calgary

Tue 28/10

1:29 p.m.-5:54 p.m.

Nonstop3h 25m

C$ 264

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 15/10

9:49 a.m.-12:34 p.m.

Nonstop3h 45m

Calgary

Wed 22/10

1:29 p.m.-5:54 p.m.

Nonstop3h 25m

C$ 271

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 21/10

3:50 p.m.-11:22 p.m.

1 stop8h 32m

Calgary

Mon 27/10

12:45 a.m.-11:18 a.m.

1 stop9h 33m

C$ 286

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Calgary from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 cheapest month to fly to Calgary?

The cheapest month to fly to Calgary from Chicago O'Hare Intl Airport is in May. Flight prices, which tend to average around C$ 287, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of May, then book flights to Calgary from Chicago O'Hare Intl Airport during October instead. Flights to Calgary in October, while not as cheap as those in May, still average around C$ 303.

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 Wednesday when prices can be found for as low as C$ 228. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 435.

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

Our data shows that the cheapest Chicago O'Hare Intl Airport to Calgary flights are usually those with departure times in the evening. Our users have found flights to Calgary in the evening for as low as C$ 217. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 317 on average. Flights to Calgary from Chicago O'Hare Intl Airport in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago O'Hare Intl to Calgary flight route?

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

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

You are more likely to see cheaper flights to Calgary from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around C$ 389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Chicago O'Hare Intl Airport for as low as C$ 308 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Calgary flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl 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 O'Hare Intl Airport to Calgary flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Calgary.

How have Chicago O'Hare Intl Airport to Calgary flight prices changed over time?

As of September 2025, prices for Chicago O'Hare Intl Airport to Calgary flights are approximately 25% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Calgary

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

Cheap Chicago O'Hare Intl Airport to Calgary (ORD to YYC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Calgary

Best price found

C$ 122

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Chicago O'Hare Intl Airport in the past 72 hours is C$ 122. The best round-trip flight deal from Chicago O'Hare Intl Airport to Calgary found on momondo in the last 72 hours is C$ 211.
The fastest flight from Chicago O'Hare Intl Airport to Calgary takes 3h 45m
Direct flights go from Chicago O'Hare Intl Airport to Calgary every day.
There is 1 airport near Calgary: Calgary (YYC)
Search flight deals

  • How far is Chicago O'Hare Intl to Calgary by plane?

    The distance between Chicago O'Hare Intl and Calgary is about 2223.9 km. Flights usually cover this in 3h 45m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Calgary Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Calgary Airport were last updated today.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Calgary Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport 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 O'Hare Intl Airport to Calgary?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Calgary?

Best airlines flying from Chicago O'Hare Intl Airport to Calgary

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Calgary with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 141Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
WestJetPriceFrom C$ 211Free CancellationRating
7.2
3,093 reviews
Search WestJet flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Calgary

    Across 14 United Airlines flights from Chicago O'Hare Intl Airport to Calgary this week, the average price was C$ 267, with the best United Airlines deals starting from C$ 102 round-trip. 8,924 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • WestJet Flights From Chicago O'Hare Intl Airport to Calgary

    Another popular option for Chicago O'Hare Intl Airport to Calgary flights is WestJet (7.2/10, 3,093 ratings). WestJet flies from Chicago O'Hare Intl Airport to Calgary around 4 times per week, with deals starting from C$ 153 round-trip and rising to an average price of around C$ 275.

Travelling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Banff
Canmore
Lake Louise
Radium Hot Springs
Kananaskis
Drumheller
Airdrie

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Calgary . Millions of users trust and use momondo every year so you are in good hands.

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 helps you find the best flight between Chicago and Calgary by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Calgary, momondo offers a useful price alert feature which will track prices for flights to Calgary from Chicago and alert you when they change.

An easier way to manage your Calgary trip

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