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Cheap flights from Chicago 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 to Calgary departing on 6/27. 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
0 bags

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Cheap round-trip flights

WestJet Logo
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:44 pmYYC-ORD
3h 29mnonstop
$157WestJet
Find Deal
Thu, Jul 17 - Tue, Jul 22
WestJet Logo
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
WestJet Logo
12:15 pm - 4:44 pmYYC-ORD
3h 29mnonstop
$158WestJet
Find Deal
Tue, Jul 15 - Tue, Jul 22
Air Canada Logo
3:35 pm - 11:16 pmORD-YYC
8h 41m1 stop
Air Canada Logo
1:10 am - 9:51 amYYC-ORD
7h 41m1 stop
$202Air Canada
Find Deal
Mon, Sep 22 - Mon, Sep 29
United Airlines Logo
5:02 am - 1:53 pmORD-YYC
9h 51m1 stop
United Airlines Logo
1:30 pm - 12:30 amYYC-ORD
10h 00m1 stop
$206United Airlines
Find Deal
Tue, Jun 24 - Mon, Jun 30
United Airlines Logo
8:03 pm - 10:53 pmORD-YYC
3h 50mnonstop
United Airlines Logo
7:30 pm - 11:25 amYYC-ORD
14h 55m1 stop
$207United Airlines
Find Deal
Mon, Aug 11 - Thu, Aug 14
Air Canada Logo
6:20 pm - 1:12 amORD-YYC
7h 52m1 stop
Air Canada Logo
1:10 am - 9:51 amYYC-ORD
7h 41m1 stop
$209Air Canada
Find Deal
Thu, Sep 25 - Mon, Sep 29
American Airlines Logo
9:47 am - 12:32 pmORD-YYC
3h 45mnonstop
American Airlines Logo
1:27 pm - 5:52 pmYYC-ORD
3h 25mnonstop
$237American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 25
Delta Logo
9:15 am - 1:33 pmMDW-YYC
5h 18m1 stop
Delta Logo
6:40 am - 5:37 pmYYC-MDW
9h 57m1 stop
$251Delta
Find Deal
Tue, Aug 12 - Fri, Aug 22
American Airlines Logo
8:30 pm - 11:19 pmORD-YYC
3h 49mnonstop
American Airlines Logo
6:45 am - 7:15 pmYYC-ORD
11h 30m1 stop
$252American Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 16
Delta Logo
9:20 am - 1:43 pmMDW-YYC
5h 23m1 stop
Delta Logo
7:15 am - 6:07 pmYYC-MDW
9h 52m2 stops
$261Delta
Find Deal
Sat, Sep 27 - Tue, Sep 30

WestJet flights from Chicago to Calgary

Our best WestJet deals on Chicago to Calgary flight tickets
WestJet
Jul 17
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
Jul 22
YYC12:15 pmCalgary
3h 29m
ORD4:44 pmChicago O'Hare Intl
WestJet
Jul 15
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
Jul 22
YYC12:15 pmCalgary
3h 29m
ORD4:44 pmChicago O'Hare Intl
WestJet
Jul 15
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
Jul 22
YYC12:15 pmCalgary
3h 29m
ORD4:44 pmChicago O'Hare Intl

American Airlines flights from Chicago to Calgary

Our best American Airlines deals on Chicago to Calgary flight tickets
American Airlines
Jun 13
ORD8:30 pmChicago O'Hare Intl
3h 59m
YYC11:29 pmCalgary
Jun 16
YYC6:29 amCalgary
3h 25m
ORD10:54 amChicago O'Hare Intl
American Airlines
Oct 14
ORD9:47 amChicago O'Hare Intl
3h 45m
YYC12:32 pmCalgary
Oct 25
YYC1:27 pmCalgary
3h 25m
ORD5:52 pmChicago O'Hare Intl
American Airlines
Sep 11
ORD8:30 pmChicago O'Hare Intl
3h 49m
YYC11:19 pmCalgary
Sep 16
YYC6:45 amCalgary
11h 30m
1 stop
ORD7:15 pmChicago O'Hare Intl

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 month of May is, on average, the cheapest month to fly to Calgary from Chicago, with most prices found around $225. If you aren’t able to travel during the month of May, then book flights to Calgary from Chicago during September instead. Flights to Calgary in September, while not as cheap as those in May, still average around $240.

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 Friday when prices can be found for as low as $309. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Calgary on a Tuesday will generally be more expensive and average around $358. 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 $273. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $481 on average. Flights to Calgary from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ 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?

You are more likely to see cheaper flights to Calgary from Chicago when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around $296 when searching 25 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Chicago for as low as $223 on momondo.

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

There are 4 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.

How have Chicago to Calgary flight prices changed over time?

As of June 2025, prices for Chicago to Calgary flights are approximately 51% cheaper 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

$61

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Chicago in the past 72 hours is $61. The best round-trip flight deal from Chicago to Calgary found on momondo in the last 72 hours is $157.
The fastest flight from Chicago to Calgary takes 3h 45m
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?

    Chicago and Calgary are 1397.6 mi apart from one another. 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 to Calgary Airport?

    Prices for flights from Chicago to Calgary Airport refresh 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 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 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 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
Air CanadaPriceFrom $98Free CancellationRating
7.1
9,531 reviews
Search Air Canada flights
United AirlinesPriceFrom $114Free CancellationRating
7.4
8,790 reviews
Search United Airlines flights
DeltaPriceFrom $124Free CancellationRating
8.0
7,950 reviews
Search Delta flights
WestJetPriceFrom $135Free CancellationRating
7.2
2,868 reviews
Search WestJet flights
American AirlinesPriceFrom $181Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • Delta Flights From Chicago to Calgary

    Across 5 Delta flights from Chicago to Calgary this week, the average price was $312, with the best Delta deals starting from $124 round-trip. 7,950 users have rated Delta on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Calgary

    United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago to Calgary start from as low as $114 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $441. United Airlines operates 13 flights to Calgary from Chicago in an average week. Users have rated it 7.4/10 across 8,790 reviews.


Traveling to a place near Calgary?

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

Why use momondo?

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

Finding the right flight to Calgary from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Calgary quick and easy, saving you time and money.

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

Yes. All flights to Calgary from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

Of course. momondo tracks the price of Chicago to Calgary flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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1 adult
Tue 6/17
Tue 6/24

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