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ORD - YYC

C$ 125 Find cheap flights from Chicago to Calgary

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Calgary departing on 25/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 4/6
Tue 11/6

Search hundreds of travel sites at once for deals on flights to Calgary

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
In the last 7 days, travellers have searched 42,830,901 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Calgary (ORD-YYC)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Calgary that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:55 p.m. - 8:22 p.m.ORD-YYC
3h 27mdirect
12:30 p.m. - 5:05 p.m.YYC-ORD
3h 35mdirect
C$ 305WestJet
Find Deal
Fri, 31 May - Sun, 9 Jun
5:55 p.m. - 8:22 p.m.ORD-YYC
3h 27mdirect
10:00 a.m. - 8:35 p.m.YYC-ORD
9h 35m1 stop
C$ 338
Find Deal
Sat, 25 May - Wed, 29 May
5:55 p.m. - 8:40 p.m.ORD-YYC
3h 45mdirect
12:30 p.m. - 4:57 p.m.YYC-ORD
3h 27mdirect
C$ 352WestJet
Find Deal
Wed, 21 Aug - Sun, 25 Aug
5:55 p.m. - 8:22 p.m.ORD-YYC
3h 27mdirect
10:00 a.m. - 9:55 a.m.YYC-ORD
22h 55m2 stops
C$ 359
Find Deal
Sat, 25 May - Wed, 29 May
5:55 p.m. - 8:40 p.m.ORD-YYC
3h 45mdirect
12:30 p.m. - 4:57 p.m.YYC-ORD
3h 27mdirect
C$ 364WestJet
Find Deal
Wed, 21 Aug - Wed, 28 Aug
12:20 p.m. - 8:46 p.m.ORD-YYC
9h 26m1 stop
7:55 a.m. - 4:49 p.m.YYC-ORD
7h 54m1 stop
C$ 367Delta
Find Deal
Thu, 30 May - Wed, 5 Jun
8:45 a.m. - 8:46 p.m.ORD-YYC
13h 01m2 stops
7:55 a.m. - 4:49 p.m.YYC-ORD
7h 54m1 stop
C$ 379Delta
Find Deal
Wed, 29 May - Wed, 5 Jun
2:00 p.m. - 10:49 p.m.ORD-YYC
9h 49m1 stop
12:10 a.m. - 9:01 a.m.YYC-ORD
7h 51m1 stop
C$ 437Air Canada
Find Deal
Wed, 9 Oct - Sat, 12 Oct
4:00 p.m. - 11:53 p.m.ORD-YYC
8h 53m1 stop
6:00 a.m. - 2:53 p.m.YYC-ORD
7h 53m1 stop
C$ 445Air Canada
Find Deal
Sat, 12 Oct - Sat, 19 Oct
7:10 a.m. - 9:43 p.m.ORD-YYC
15h 33m1 stop
6:25 a.m. - 10:55 p.m.YYC-ORD
15h 30m1 stop
C$ 554United Airlines
Find Deal
Sat, 15 Jun - Tue, 25 Jun

Flights from Chicago to Calgary - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Calgary to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Calgary?

The average price of all flights from Chicago O'Hare Intl Airport to Calgary clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Calgary, you should consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Sundays and the most expensive ones on Mondays.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Calgary?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Calgary is October, where tickets cost C$ 386 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is C$ 547 and C$ 519 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Calgary?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Calgary, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 46 days before departure.

Which airlines provide the cheapest flights from Chicago to Calgary?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Calgary found by KAYAK users in the last 72 hours was for C$ 305 on WestJet, followed by Delta (C$ 367). One-way flight deals have also been found from as low as C$ 125 on WestJet and from C$ 148 on Delta.

Which airlines fly direct between Chicago O'Hare Intl Airport and Calgary?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago O'Hare Intl Airport to Calgary.
There are 3 airlines that fly direct from Chicago O'Hare Intl Airport to Calgary. They are: American Airlines, United Airlines and WestJet. The cheapest price of all airlines flying this route was found with United Airlines at C$ 316. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Chicago O'Hare Intl Airport and Calgary per day?

Each day, there are between 3 and 4 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Calgary, with an average flight time of 3h 43m. The most common departure time is 7:00 p.m. and most flights take off in the morning. Each week, there are 26 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Wednesday.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Calgary?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Calgary take?

A direct flight to Calgary will take on average 3h 27m to travel the 3,577 km flying distance from Chicago.

What’s the earliest departure time from Chicago to Calgary?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 8:47 am and will be landing in Calgary at 11:37 am.

What’s the latest departure time from Chicago to Calgary?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Calgary jets off at 7:58 pm and lands at 10:42 pm.

Good to know

Low season

November

High season

June

Cheapest flight

C$ 125
Best time to beat the crowds (63% less expensive on average)
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago to Calgary

When to book flights from Chicago to Calgary

Are your dates flexible? Find out the best times to travel from Chicago to Calgary based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Calgary flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Calgary?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Calgary was C$ 91 for a one-way ticket and C$ 223 for a round-trip.

  • Which airports will I be using when flying from Chicago to Calgary?

    Chicago airport is called Chicago O'Hare Intl and the only airport in Calgary is Calgary.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Calgary?

    American Airlines, Delta, Air Canada, British Airways, and United Airlines offer inflight Wi-Fi service on the Chicago to Calgary flight route.

  • Which aircraft models fly most regularly from Chicago to Calgary?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Calgary flight route.

  • Which airline alliances offer flights from Chicago to Calgary?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and Calgary, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Calgary?

    There are direct flights from Chicago to Calgary on a daily basis.

  • Which is the best airline for flights from Chicago to Calgary, WestJet or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Calgary are WestJet and United Airlines. With an average price for the route of C$ 646 and an overall rating of 7.5, WestJet is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 423 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Calgary?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Calgary.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Calgary?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Calgary from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Calgary?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Calgary with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Calgary?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Calgary from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Calgary

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 273 or less one-way and C$ 369 or less round-trip.

Prefer to fly non-stop from Chicago to Calgary?

Find which airlines fly direct from O'Hare Intl to Calgary, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Calgary

Monday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Tuesday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Wednesday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

Thursday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Friday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

Saturday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Sunday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

See more nonstop flights

Nonstop returns

Calgary to Chicago O'Hare Intl

Monday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Tuesday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Wednesday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

Thursday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Friday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

Saturday

Air Canada, American Airlines, British Airways, +5 more

Air Canada, American Airlines, +6 more

Sunday

Air Canada, American Airlines, Avianca, +6 more

Air Canada, American Airlines, +7 more

See more nonstop flights
See more nonstop flights

Top airlines flying from Chicago to Calgary

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Calgary. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Calgary? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11118 reviews
8.1Crew
7.2Comfort
7.1Entertainment
6.7Food
7.7Boarding
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr. 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Very bad experience, probably will never use this airline again unless I have too. In the airport in Chicago made us buy a return ticket otherwise would not let us fly to Belize and stated that the Belizean Immigration will not allow Americans to come in without a return ticket or a Belizean supervising the travelers which turn out to be untrue. The staff were very rude and unprofessional and we almost lost our flight until the supervisor who was Hispanic and we spoke with him in Spanish and helped us and still had to buy an expensive round trip ticket. This was a very bad experience and we made a mistake by booking with Air Canada, usually using the AA and never had this issue.

Tout était bien, comme pour la plupart des compagnies aériennes, le seul bémol était leurs système de divertissement qui a cessé de fonctionner en plein milieu du vol. Un peu décevant surtout quand il reste encore 2h de vol.

Affordable & comfortable. Not sure why a party of two I booked at the same time got seated separately.

Everything was great with the Air Canada portion of the flight. However it was a co-share flight & United Airlines on my return trip. For my return flight I did not receive ANY correspondence at all from United airlines regarding my return flight. It was most disconcerting, especially as a senior, as I was unable to check in the day before the flight, could not book my seat & as a disabled senior ended up in the very last row of a fully packed plane. Service was abysmal & there was no in flight entertainment.

I did not like the heavy traffic to fly out of O'Hare. I had troubles checking-in. United app refused to accept my passport so I had to check-in at the airport. I had to check a bag but United could not read my credit card, so I had to buy a Visa debit card to pay for the luggage. It costed me an additional $6,00

Pretty much as good as an economy flight experience can get

45 minute delay take off. Entertainment system froze half through the flight.

Could not hear the announcements at the gate when boarding. Not loud enough.

Super Friendly staff! Airport boarding was a bit confusing as they didn’t really make it clear what zones were boarding.

The crew was friendly and good and I felt safe and secure in the air. I was not happy to find that my “window” seat had no window, when I had options at the time of check-in and would have selected another had I known. I felt a bit claustrophobic. I was also unhappy to pay $75cdn to check my bag, to then have it go missing for 1hr 20mins, upon arrival. I could have been half way to Oxford, my final destination, in that time. The dinner was good, but the breakfast is quite terrible now. It is two sugary items and only one coffee service in an increasingly small cup. We all know inflation is a big thing right now, but skimping on tea and coffee!

Book cheap flights from Chicago to Calgary

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Calgary found on KAYAK in the last 72 hours.
25/6Tue
directWestJet
3h 45mORD-YYC
C$ 125
31/5Fri
directWestJet
3h 27mORD-YYC
C$ 134
30/5Thu
1 stopDelta
9h 26mORD-YYC
C$ 148
28/5Tue
1 stopDelta
10h 28mORD-YYC
C$ 172
1/6Sat
1 stop
16h 12mORD-YYC
C$ 185
29/5Wed
1 stop
30h 46mORD-YYC
C$ 189
2/6Sun
directUnited Airlines
3h 46mORD-YYC
C$ 312
24/5Fri
directAir Canada
3h 46mORD-YYC
C$ 323
21/6Fri
directUnited Airlines
3h 46mORD-YYC
C$ 326
24/5Fri
directAir Canada
3h 46mORD-YYC
C$ 386

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Last minute flights from Chicago to Calgary

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Calgary that are departing in the next 10 days.
7/5Tue
multi-stopDelta
10h 28mORD-YYC
21/5Tue
multi-stopDelta
10h 59mYYC-ORD
C$ 421
7/5Tue
multi-stopDelta
11h 53mORD-YYC
21/5Tue
multi-stopDelta
10h 59mYYC-ORD
C$ 435
10/5Fri
directUnited Airlines
3h 44mORD-YYC
15/5Wed
directUnited Airlines
3h 30mYYC-ORD
C$ 437
8/5Wed
directAir Canada
3h 46mORD-YYC
11/5Sat
multi-stopAir Canada
7h 41mYYC-ORD
C$ 443
8/5Wed
directAir Canada
3h 46mORD-YYC
10/5Fri
multi-stopAir Canada
7h 54mYYC-ORD
C$ 452
10/5Fri
multi-stopDelta
10h 28mORD-YYC
15/5Wed
multi-stopDelta
10h 59mYYC-ORD
C$ 456
9/5Thu
directUnited Airlines
3h 46mORD-YYC
16/5Thu
multi-stopUnited Airlines
7h 56mYYC-ORD
C$ 457
10/5Fri
direct
3h 44mORD-YYC
13/5Mon
multi-stop
17h 25mYYC-ORD
C$ 483
9/5Thu
multi-stop
15h 23mORD-YYC
16/5Thu
direct
3h 35mYYC-ORD
C$ 551
6/5Mon
multi-stopAmerican Airlines
12h 15mORD-YYC
10/5Fri
multi-stopAmerican Airlines
9h 30mYYC-ORD
C$ 837

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Chicago - Calgary Flights

Departure:

Chicago (ORD)United States

Destination:

Calgary (YYC)Canada

Return flight deals:

Calgary - Chicago

Cabin classes:

C$ 189

Browse destinations: