Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Calgary from $74

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 4/14. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$177WestJet
Find Deal
Mon, Mar 17 - Mon, Mar 24
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$178WestJet
Find Deal
Thu, Mar 6 - Mon, Mar 10
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$206Air Canada
Find Deal
Tue, Mar 18 - Wed, Mar 26
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
8:30 am - 6:41 pmYYC-ORD
9h 11m1 stop
$211Air Canada
Find Deal
Tue, Mar 18 - Tue, Mar 25
5:00 am - 6:16 pmORD-YYC
14h 16m1 stop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$216United Airlines
Find Deal
Wed, Mar 19 - Wed, Mar 26
7:10 am - 6:16 pmORD-YYC
12h 06m1 stop
6:04 am - 11:57 pmYYC-ORD
16h 53m1 stop
$231United Airlines
Find Deal
Tue, Mar 18 - Wed, Mar 26
1:26 pm - 8:53 pmMDW-YYC
8h 27m1 stop
6:35 am - 12:46 pmYYC-MDW
5h 11m1 stop
$250Delta
Find Deal
Wed, Jan 22 - Tue, Jan 28
12:25 pm - 8:35 pmORD-YYC
9h 10m1 stop
7:00 am - 4:58 pmYYC-ORD
8h 58m1 stop
$250Delta
Find Deal
Wed, Dec 4 - Sun, Dec 8
9:45 am - 12:30 pmORD-YYC
3h 45mnonstop
1:20 pm - 5:45 pmYYC-ORD
3h 25mnonstop
$313American Airlines
Find Deal
Fri, May 2 - Mon, May 5
8:35 pm - 11:45 amORD-YYC
16h 10m1 stop
6:29 am - 11:49 pmYYC-ORD
16h 20m1 stop
$419American Airlines
Find Deal
Sun, Nov 24 - Fri, Nov 29
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
$74WestJet
Find Deal
Mon, Apr 14
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$80Air Canada
Find Deal
Tue, Feb 4
12:45 pm - 9:41 pmORD-YYC
9h 56m1 stop
$90United Airlines
Find Deal
Mon, Feb 3
10:51 am - 7:18 pmORD-YYC
9h 27m1 stop
$91Air Canada
Find Deal
Sat, Nov 30
12:25 pm - 8:35 pmORD-YYC
9h 10m1 stop
$99Delta
Find Deal
Wed, Dec 4
8:25 am - 8:35 pmORD-YYC
13h 10m2 stops
$104Delta
Find Deal
Wed, Dec 4
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$198United Airlines
Find Deal
Fri, Nov 29
6:00 am - 9:51 pmORD-YYC
16h 51m1 stop
$240American Airlines
Find Deal
Sun, Dec 1
5:30 pm - 7:46 pmORD-YYC
27h 16m2 stops
$309WestJet
Find Deal
Sun, Dec 1
6:00 am - 9:55 pmORD-YYC
16h 55m1 stop
$321American Airlines
Find Deal
Fri, Jan 3
12:45 pm - 9:41 pmORD-YYC
9h 56m1 stop
8:30 am - 6:36 pmYYC-ORD
9h 06m1 stop
Fri, Nov 8 - Sun, Nov 10
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
5:50 pm - 10:54 amYYC-ORD
16h 04m1 stop
$425Air Canada
Find Deal
Thu, Nov 7 - Fri, Nov 8
11:30 am - 10:30 pmORD-YYC
12h 00m2 stops
7:00 am - 2:29 pmYYC-ORD
6h 29m1 stop
$438Delta
Find Deal
Tue, Nov 5 - Thu, Nov 14
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
6:15 am - 10:07 pmYYC-ORD
14h 52m1 stop
Thu, Nov 7 - Mon, Nov 11
7:10 am - 2:21 pmORD-YYC
8h 11m1 stop
6:15 am - 10:07 pmYYC-ORD
14h 52m1 stop
Thu, Nov 7 - Mon, Nov 11
9:50 am - 4:08 pmORD-YYC
7h 18m1 stop
8:30 am - 4:45 pmYYC-ORD
7h 15m1 stop
$462Air Canada
Find Deal
Tue, Nov 5 - Thu, Nov 14
9:35 am - 1:06 amMDW-YYC
16h 31m2 stops
5:15 pm - 5:54 pmYYC-MDW
23h 39m2 stops
$1,121WestJet
Find Deal
Thu, Nov 7 - Mon, Nov 11
8:35 pm - 11:45 amORD-YYC
16h 10m1 stop
6:29 am - 5:50 pmYYC-ORD
10h 21m2 stops
$1,130American Airlines
Find Deal
Fri, Nov 8 - Sun, Nov 10
10:49 am - 1:06 amMDW-YYC
15h 17m2 stops
6:30 pm - 1:35 pmYYC-MDW
18h 05m2 stops
$1,222WestJet
Find Deal
Thu, Nov 7 - Sun, Nov 10
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
12:41 pm - 5:09 pmYYC-ORD
3h 28mnonstop
$1,463United Airlines
Find Deal
Thu, Nov 7 - Fri, Nov 8
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$190WestJet
Find Deal
Mon, Mar 3 - Sun, Mar 9
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$206Air Canada
Find Deal
Tue, Mar 18 - Wed, Mar 26
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$296Delta
Find Deal
Mon, Mar 3 - Sun, Mar 9
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$301WestJet
Find Deal
Mon, Mar 24 - Sun, Mar 30
9:45 am - 12:30 pmORD-YYC
3h 45mnonstop
1:20 pm - 5:45 pmYYC-ORD
3h 25mnonstop
$313American Airlines
Find Deal
Fri, May 2 - Mon, May 5
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$334WestJet
Find Deal
Sun, Mar 16 - Thu, Mar 20
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
12:41 pm - 5:09 pmYYC-ORD
3h 28mnonstop
$349Air Canada
Find Deal
Wed, Nov 20 - Mon, Nov 25
9:50 am - 12:52 pmORD-YYC
4h 02mnonstop
1:32 pm - 6:03 pmYYC-ORD
3h 31mnonstop
$368American Airlines
Find Deal
Thu, Feb 20 - Tue, Feb 25
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$585United Airlines
Find Deal
Sun, Feb 23 - Fri, Feb 28
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
$881United Airlines
Find Deal
Sat, Jan 4 - Fri, Jan 10

Delta flights from Chicago to Calgary

Our best Delta deals on Chicago to Calgary flight tickets
Delta
Jan 22
MDW1:26 pmChicago Midway
8h 27m
1 stop
YYC8:53 pmCalgary
Jan 28
YYC6:35 amCalgary
5h 11m
1 stop
MDW12:46 pmChicago Midway
Delta
Dec 4
MDW9:31 amChicago Midway
12h 04m
2 stops
YYC8:35 pmCalgary
Dec 10
YYC7:00 amCalgary
5h 31m
1 stop
MDW1:31 pmChicago Midway
Delta
Dec 4
ORD8:25 amChicago O'Hare Intl
13h 10m
2 stops
YYC8:35 pmCalgary
Dec 10
YYC7:00 amCalgary
12h 28m
2 stops
ORD8:28 pmChicago O'Hare Intl

Lufthansa flights from Chicago to Calgary

Our best Lufthansa deals on Chicago to Calgary flight tickets
Lufthansa
Nov 28
ORD4:05 pmChicago O'Hare Intl
6h 36m
1 stop
YYC9:41 pmCalgary
Dec 6
YYC12:41 pmCalgary
3h 28m
ORD5:09 pmChicago O'Hare Intl
Lufthansa
Nov 28
ORD8:45 amChicago O'Hare Intl
3h 54m
YYC11:39 amCalgary
Dec 6
YYC12:41 pmCalgary
3h 28m
ORD5:09 pmChicago 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. Most expensive is December

What is the cheapest day to depart Chicago for Calgary?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Sunday

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

At noon. Chicago to Calgary flights are approximately 28% more expensive in the evening than at noon

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

WestJet. WestJet, Air Canada, and American Airlines 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?

The number of flights available between Chicago and Calgary is 2 per day as of November 2024. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

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

20 flights are operational weekly from Chicago to Calgary as of November 2024. The most popular departure day for this route is Sunday, with 25% of flights per week 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

$74

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 $74. The best round-trip flight deal from Chicago to Calgary found on momondo in the last 72 hours is $177.
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?

    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 $103Free CancellationRating
7.0
8,123 reviews
Search Air Canada flights
WestJetPriceFrom $123Free CancellationRating
7.3
2,803 reviews
Search WestJet flights
DeltaPriceFrom $153Free CancellationRating
8.0
8,829 reviews
Search Delta flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $200Free CancellationRating
7.4
9,226 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 $432, with the best United Airlines deals starting from $200 round-trip. 9,226 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Calgary

    American Airlines is also a popular choice for this route. American Airlines flight deals for Chicago to Calgary start from as low as $188 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $377. American Airlines operates 2 flights to Calgary from Chicago in an average week. Users have rated it 7.2/10 across 10,000 reviews.


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.


An easier way to manage your Calgary trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 11/9
Sat 11/16
Email me momondo's favorite deals

Find better results for your trip to Canada