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Cheap flights from Chicago O'Hare Intl Airport to Calgary from $61

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 2/2. 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

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$150WestJet
Thu, May 21 - Mon, May 25
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$151WestJet
Thu, May 21 - Mon, May 25
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
$154WestJet
Mon, Jan 19 - Mon, Jan 26
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
$155WestJet
Fri, Jan 9 - Mon, Jan 12
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$157WestJet
Wed, May 20 - Sat, May 30
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$158WestJet
Sat, May 2 - Sat, May 9
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$159WestJet
Tue, May 19 - Mon, May 25
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
$160WestJet
Mon, Mar 2 - Fri, Mar 6
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$161WestJet
Sat, May 9 - Sat, May 16
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
$162WestJet
Sat, May 2 - Fri, May 8

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
May 21
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
May 25
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
$150
Find similar
WestJet
May 21
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
May 25
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
$151
Find similar
WestJet
Jan 19
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
Jan 26
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
$154
Find similar

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
May 5
ORD9:00 amChicago O'Hare Intl
3h 54m
YYC11:54 amCalgary
May 5
YYC2:00 pmCalgary
8h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
$174
Find similar
United Airlines
May 5
ORD9:00 amChicago O'Hare Intl
3h 54m
YYC11:54 amCalgary
May 7
YYC12:30 pmCalgary
3h 20m
ORD4:50 pmChicago O'Hare Intl
$185
Find similar
United Airlines
Jan 18
ORD5:40 amChicago O'Hare Intl
8h 28m
1 stop
YYC1:08 pmCalgary
Jan 21
YYC12:37 pmCalgary
3h 31m
ORD5:08 pmChicago O'Hare Intl
$190
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 832,500 searches. Data last updated December 4, 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 5/21

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Mon 5/25

12:15 pm-4:43 pm

Nonstop3h 28m

$150

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 5/21

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Mon 5/25

12:15 pm-4:43 pm

Nonstop3h 28m

$151

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/19

2:20 pm-5:15 pm

Nonstop3h 55m

Calgary

Mon 1/26

9:00 am-1:35 pm

Nonstop3h 35m

$154

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 1/9

2:20 pm-5:15 pm

Nonstop3h 55m

Calgary

Mon 1/12

9:00 am-1:35 pm

Nonstop3h 35m

$155

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 5/20

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Sat 5/30

12:15 pm-4:43 pm

Nonstop3h 28m

$157

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/2

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Sat 5/9

12:15 pm-4:43 pm

Nonstop3h 28m

$158

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 5/19

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Mon 5/25

12:15 pm-4:43 pm

Nonstop3h 28m

$159

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 3/2

2:20 pm-5:15 pm

Nonstop3h 55m

Calgary

Fri 3/6

9:00 am-1:35 pm

Nonstop3h 35m

$160

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/9

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Sat 5/16

12:15 pm-4:43 pm

Nonstop3h 28m

$161

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/2

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Fri 5/8

12:15 pm-4:43 pm

Nonstop3h 28m

$162

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 month of May is, on average, the cheapest month to fly to Calgary from Chicago O'Hare Intl Airport, with most prices found around $209. 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 $217.

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 Thursday when prices can be found for as low as $289. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago O'Hare Intl Airport to Calgary on a Wednesday will generally be more expensive and average around $326. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

The cheapest time of day to fly to Calgary is in the afternoon when flights can be purchased for as low as $264. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $458 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 travelers’ 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 $273 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 $231 on momondo.

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

There are 4 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.

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

As of December 2025, prices for Chicago O'Hare Intl Airport to Calgary flights are approximately 6% 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

$95

Fastest flight time

3h 49m

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 $95. The best round-trip flight deal from Chicago O'Hare Intl Airport to Calgary found on momondo in the last 72 hours is $243.
The fastest flight from Chicago O'Hare Intl Airport to Calgary takes 3h 49m
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?

    There are 1381.9 mi between Chicago O'Hare Intl and Calgary. By plane, this route typically takes 3h 49m.

  • 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 refresh daily.

  • 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Calgary Airport.

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

    The travel and health documents required for your trip to Calgary Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Calgary Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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
Air CanadaPriceFrom $89Free CancellationRating
7.1
10,500 reviews
Search Air Canada flights
United AirlinesPriceFrom $91Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,011 reviews
Search Delta flights
WestJetPriceFrom $142Free CancellationRating
7.2
3,193 reviews
Search WestJet flights
American AirlinesPriceFrom $198Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights

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

    United Airlines is one of the most popular airlines flying from Chicago O'Hare Intl Airport to Calgary, operating 7 flights/week on average for this route. A good United Airlines flight deal for Chicago O'Hare Intl Airport to Calgary starts from $91 round-trip, up to an average price of $322. Our users have rated United Airlines at 7.4/10.

  • Air Canada Flights From Chicago O'Hare Intl Airport to Calgary

    Another popular option for Chicago O'Hare Intl Airport to Calgary flights is Air Canada (7.1/10, 10,500 ratings). Air Canada flies from Chicago O'Hare Intl Airport to Calgary around 7 times per week, with deals starting from $89 round-trip and rising to an average price of around $227.

Traveling to a place near Calgary?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Calgary for you.

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

Flights from Chicago to Calgary with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Calgary from Chicago.

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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