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Cheap flights from Chicago to Calgary from $85

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 1/20. 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 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
$186WestJet
Find Deal
jue., feb. 20 - lun., mar. 3
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$188WestJet
Find Deal
lun., feb. 24 - jue., feb. 27
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$198WestJet
Find Deal
lun., mar. 3 - dom., mar. 9
8:47 am - 11:33 amORD-YYC
3h 46mnonstop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$204Air Canada
Find Deal
mar., feb. 25 - mié., feb. 26
8:47 am - 11:33 amORD-YYC
3h 46mnonstop
12:50 am - 10:54 amYYC-ORD
9h 04m1 stop
$209Air Canada
Find Deal
mar., feb. 25 - mar., feb. 25
7:00 am - 9:41 pmORD-YYC
15h 41m1 stop
7:20 pm - 11:19 amYYC-ORD
14h 59m1 stop
$228United Airlines
Find Deal
mié., mar. 5 - dom., mar. 9
7:10 am - 9:41 pmORD-YYC
15h 31m1 stop
6:04 am - 7:55 pmYYC-ORD
12h 51m1 stop
$241United Airlines
Find Deal
dom., mar. 16 - jue., mar. 20
1:26 pm - 8:53 pmMDW-YYC
8h 27m1 stop
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$250Delta
Find Deal
lun., ene. 20 - vie., ene. 24
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$259Delta
Find Deal
mié., ene. 8 - mié., ene. 15
8:35 pm - 11:50 amORD-YYC
16h 15m1 stop
1:32 pm - 6:03 pmYYC-ORD
3h 31mnonstop
$290American Airlines
Find Deal
sáb., feb. 15 - mar., feb. 25
8:45 am - 11:34 amORD-YYC
3h 49mnonstop
$85Air Canada
Find Deal
lun., ene. 20
6:36 pm - 10:55 pmORD-YYC
29h 19m1 stop
jue., ene. 23
2:39 pm - 9:41 pmORD-YYC
8h 02m1 stop
$95United Airlines
Find Deal
lun., ene. 20
11:19 am - 8:53 pmMDW-YYC
10h 34m1 stop
$99Delta
Find Deal
sáb., ene. 11
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
$104Delta
Find Deal
sáb., ene. 11
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
$271WestJet
Find Deal
lun., feb. 17
6:00 am - 6:14 pmORD-YYC
13h 14m1 stop
$298Alaska Airlines
Find Deal
mié., dic. 25
6:55 am - 5:46 pmORD-YYC
11h 51m3 stops
$302WestJet
Find Deal
lun., ene. 20
7:10 am - 2:01 pmORD-YYC
7h 51m1 stop
$312United Airlines
Find Deal
mié., dic. 25
7:00 am - 6:10 pmORD-YYC
36h 10m2 stops
$364Alaska Airlines
Find Deal
dom., ene. 5
2:05 pm - 9:18 pmORD-YYC
8h 13m1 stop
8:30 am - 6:36 pmYYC-ORD
9h 06m1 stop
$297Air Canada
Find Deal
lun., nov. 25 - mié., nov. 27
2:05 pm - 9:18 pmORD-YYC
8h 13m1 stop
12:50 am - 8:57 amYYC-ORD
7h 07m1 stop
$302Air Canada
Find Deal
lun., nov. 25 - mar., nov. 26
5:00 am - 11:45 amORD-YYC
7h 45m1 stop
12:45 pm - 7:23 amYYC-ORD
17h 38m1 stop
$416American Airlines
Find Deal
dom., nov. 24 - vie., nov. 29
2:35 pm - 9:41 pmORD-YYC
8h 06m1 stop
6:19 am - 1:14 pmYYC-ORD
5h 55m1 stop
$442United Airlines
Find Deal
lun., nov. 25 - vie., nov. 29
8:35 pm - 11:45 amORD-YYC
16h 10m1 stop
12:45 pm - 7:23 amYYC-ORD
17h 38m1 stop
$484American Airlines
Find Deal
lun., nov. 25 - vie., nov. 29
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
6:19 am - 1:14 pmYYC-ORD
5h 55m1 stop
$492United Airlines
Find Deal
lun., nov. 25 - vie., nov. 29
9:31 am - 8:35 pmMDW-YYC
12h 04m2 stops
7:00 am - 9:46 pmYYC-MDW
13h 46m2 stops
$595Delta
Find Deal
lun., nov. 25 - vie., nov. 29
8:25 am - 8:35 pmORD-YYC
13h 10m2 stops
7:00 am - 9:07 pmYYC-ORD
13h 07m2 stops
$802Delta
Find Deal
dom., nov. 24 - vie., nov. 29
2:17 pm - 8:35 pmMDW-YYC
7h 18m1 stop
7:00 am - 1:35 pmYYC-MDW
5h 35m1 stop
$967WestJet
Find Deal
lun., nov. 25 - mié., nov. 27
7:17 pm - 1:50 pmMDW-YYC
19h 33m1 stop
7:00 am - 6:32 pmYYC-MDW
10h 32m1 stop
$1,064WestJet
Find Deal
lun., nov. 25 - vie., nov. 29
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
12:15 pm - 4:44 pmYYC-ORD
3h 29mnonstop
$186WestJet
Find Deal
lun., may. 19 - lun., may. 26
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$188WestJet
Find Deal
jue., feb. 13 - dom., feb. 23
8:45 am - 11:34 amORD-YYC
3h 49mnonstop
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
$216United Airlines
Find Deal
sáb., ene. 11 - vie., ene. 17
8:45 am - 11:34 amORD-YYC
3h 49mnonstop
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
$217Air Canada
Find Deal
lun., ene. 20 - mié., ene. 29
8:45 am - 11:34 amORD-YYC
3h 49mnonstop
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
$240Air Canada
Find Deal
sáb., ene. 11 - vie., ene. 17
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$307Delta
Find Deal
lun., feb. 24 - lun., mar. 3
8:45 am - 11:34 amORD-YYC
3h 49mnonstop
12:41 pm - 5:15 pmYYC-ORD
3h 34mnonstop
$331United Airlines
Find Deal
lun., ene. 20 - sáb., ene. 25
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
12:15 pm - 4:44 pmYYC-ORD
3h 29mnonstop
$334Delta
Find Deal
lun., may. 19 - mié., may. 28
9:50 am - 12:52 pmORD-YYC
4h 02mnonstop
1:32 pm - 6:03 pmYYC-ORD
3h 31mnonstop
$376American Airlines
Find Deal
jue., feb. 20 - mar., feb. 25
9:45 am - 12:30 pmORD-YYC
3h 45mnonstop
1:20 pm - 5:45 pmYYC-ORD
3h 25mnonstop
$378American Airlines
Find Deal
mié., abr. 9 - mié., abr. 16

Delta flights from Chicago to Calgary

Our best Delta deals on Chicago to Calgary flight tickets
Delta
Jan 20
MDW1:26 pmChicago Midway
8h 27m
1 stop
YYC8:53 pmCalgary
Jan 24
YYC6:35 amCalgary
10h 12m
1 stop
MDW5:47 pmChicago Midway
Delta
Jan 8
MDW9:34 amChicago Midway
12h 19m
2 stops
YYC8:53 pmCalgary
Jan 15
YYC6:35 amCalgary
10h 12m
1 stop
MDW5:47 pmChicago Midway
Delta
Jan 8
MDW9:34 amChicago Midway
12h 19m
2 stops
YYC8:53 pmCalgary
Jan 14
YYC6:35 amCalgary
10h 39m
2 stops
MDW6:14 pmChicago Midway

WestJet flights from Chicago to Calgary

Our best WestJet deals on Chicago to Calgary flight tickets
WestJet
Feb 20
ORD4:45 pmChicago O'Hare Intl
3h 51m
YYC7:36 pmCalgary
Mar 3
YYC11:30 amCalgary
3h 26m
ORD3:56 pmChicago O'Hare Intl
WestJet
Feb 24
ORD4:45 pmChicago O'Hare Intl
3h 51m
YYC7:36 pmCalgary
Feb 27
YYC11:30 amCalgary
3h 26m
ORD3:56 pmChicago O'Hare Intl
WestJet
Mar 3
ORD4:45 pmChicago O'Hare Intl
3h 51m
YYC7:36 pmCalgary
Mar 9
YYC11:30 amCalgary
3h 26m
ORD3:56 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 September is, on average, the cheapest month to fly to Calgary from Chicago, with most prices found around $284. 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 $293.

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 $320. 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 Monday will generally be more expensive and average around $351. 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 at noon when flights can be purchased for as low as $282. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $389 on average. Flights to Calgary from Chicago in the evening 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?

Most flyers found that booking tickets 36 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 $351. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $194.

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.

Can stopping save me money on Chicago to Calgary flights?

You could potentially save up to 5% 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 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

$85

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 $85. The best round-trip flight deal from Chicago to Calgary found on momondo in the last 72 hours is $186.
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?

    Chicago and Calgary are 1397.6 mi apart from one another. Flights usually cover this in 3h 46m, 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 $104Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights
WestJetPriceFrom $123Free CancellationRating
7.3
2,811 reviews
Search WestJet flights
DeltaPriceFrom $154Free CancellationRating
8.0
8,755 reviews
Search Delta flights
American AirlinesPriceFrom $187Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $204Free CancellationRating
7.4
9,172 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 $438, with the best United Airlines deals starting from $204 round-trip. 9,172 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 $104 round-trip, depending on your selected dates, with average Air Canada deals seen on momondo around $367. Air Canada operates 7 flights to Calgary from Chicago in an average week. Users have rated it 7.0/10 across 8,246 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.


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