ORD - YYC

C$ 93 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 7/5. 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

KAYAK searches 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
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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.

Recent round-trip flight deals from Chicago to Calgary

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Calgary.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Air Canada Logo
8:45 a.m. - 9:48 p.m.ORD-YYC
14h 03m1 stop
Air Canada Logo
12:55 a.m. - 11:32 a.m.YYC-ORD
9h 37m1 stop
C$ 234Air Canada
Find Deal
jue., 8 may. - jue., 8 may.
Air Canada Logo
2:00 p.m. - 10:53 p.m.ORD-YYC
9h 53m1 stop
Air Canada Logo
6:00 a.m. - 3:51 p.m.YYC-ORD
8h 51m1 stop
C$ 244Air Canada
Find Deal
sáb., 10 may. - sáb., 17 may.
United Airlines Logo
8:45 a.m. - 11:41 a.m.ORD-YYC
3h 56mdirect
United Airlines Logo
12:43 p.m. - 5:10 p.m.YYC-ORD
3h 27mdirect
C$ 251United Airlines
Find Deal
mié., 7 may. - vie., 9 may.
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:44 p.m.YYC-ORD
3h 29mdirect
C$ 266WestJet
Find Deal
jue., 29 may. - mar., 3 jun.
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:44 p.m.YYC-ORD
3h 29mdirect
C$ 270WestJet
Find Deal
jue., 15 may. - lun., 19 may.
United Airlines Logo
5:02 a.m. - 6:21 p.m.ORD-YYC
14h 19m1 stop
United Airlines Logo
1:30 p.m. - 12:25 a.m.YYC-ORD
9h 55m1 stop
C$ 285United Airlines
Find Deal
dom., 15 jun. - sáb., 21 jun.
 Logo
8:45 a.m. - 11:41 a.m.ORD-YYC
3h 56mdirect
 Logo
12:55 a.m. - 9:52 a.m.YYC-ORD
7h 57m1 stop
C$ 296
Find Deal
mar., 6 may. - mié., 7 may.
 Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
 Logo
1:10 a.m. - 9:51 a.m.YYC-ORD
7h 41m1 stop
C$ 302
Find Deal
dom., 14 sep. - dom., 21 sep.
American Airlines Logo
8:30 p.m. - 11:29 p.m.ORD-YYC
3h 59mdirect
American Airlines Logo
6:29 a.m. - 10:54 a.m.YYC-ORD
3h 25mdirect
C$ 320American Airlines
Find Deal
jue., 5 jun. - jue., 12 jun.
American Airlines Logo
8:25 p.m. - 11:29 p.m.ORD-YYC
4h 04mdirect
American Airlines Logo
6:29 a.m. - 10:54 a.m.YYC-ORD
3h 25mdirect
C$ 366American Airlines
Find Deal
dom., 10 ago. - vie., 15 ago.

Expert advice for your flight from Chicago to Calgary

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
WestJet

WestJet's Premium cabin offers priority boarding and two free checked bags.


WestJet's Extended Comfort seats offer up to 15 cm extra legroom and priority boarding.

Read more about WestJetby Stefanie Waldek
United Airlines

United offers Priority Boarding to avoid gate-checking carry-ons, placing you in Zone 2.


United's Economy Plus seats provide up to 15 cm more legroom than standard economy.

Air Canada

Air Canada offers priority check-in for higher fare classes and elite status holders.


Air Canada's Preferred Economy seats offer up to 10 cm extra legroom for a fee.

Read more about Air Canadaby Stefanie Waldek
Airports
ORD

Security lines at O'Hare can exceed 30 minutes during peak times. Arrive early to avoid delays.

Read more about ORDby Stefanie Waldek
YYC

For a quick city transfer, take bus #300 from YYC to downtown Calgary in about 40 minutes.

Read more about YYCby Lucas Aykroyd
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet, United Airlines, Air Canada and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Lucas Aykroyd

Lucas Aykroyd

Expert on YYC

Lucas Aykroyd

Lucas Aykroyd

Lucas Aykroyd is an award-winning travel writer based in Vancouver (YVR). His favorite adventures include tracking polar bears in Nunavut and rafting over a waterfall in New Zealand. Lucas has written for the in-flight magazines of Delta, SAS, and Porter Airlines. He is also a National Geographic and Toronto Star contributor.

Read more

KAYAK's insights & trends for Chicago to Calgary flights

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 round-trip 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 Wednesday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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 round-trip 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 May, where tickets cost C$ 331 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is C$ 798 and C$ 471 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Calgary?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 273 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Calgary, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low season

February

High season

July

Cheapest flight

C$ 93
Best time to beat the crowds (21% less expensive on average)
Most popular time to fly (4% more expensive 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$ 67 for a one-way ticket and C$ 169 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?

    All the following airlines offer inflight Wi-Fi service on the Chicago to Calgary flight route: American Airlines, United Airlines, Air Canada, WestJet, British Airways, and KLM.

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

    The Boeing 737-700 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, United Airlines or WestJet?

    The two airlines most popular with KAYAK users for flights from Chicago to Calgary are United Airlines and WestJet. With an average price for the route of C$ 600 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 288 and an overall rating of 7.2.

  • 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

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Calgary

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 105 or less one-way and C$ 223 or less round-trip.

Prefer to fly direct from Chicago to Calgary?

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

Direct departures

Chicago O'Hare Intl to Calgary

Monday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Tuesday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Wednesday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Thursday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Friday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Saturday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Sunday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

See more nonstop flights

Direct returns

Calgary to Chicago O'Hare Intl

Monday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Tuesday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Wednesday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Thursday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Friday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Saturday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

Sunday

Air Canada,American Airlines,Avianca, +6 more

Air Canada,American Airlines, +7 more

See more nonstop flights
See more nonstop flights

Top 3 airlines serving 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 8685 reviews
6.6Food
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
Airline reviews

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

10.0 ExcellentDr. Joseph, Apr 2025ORD - IAH
Read more United Airlines reviews

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.

Our flight was delayed for almost 2 hours resulting in a rush to connect to our next flight

Good. Would be better if the carry on baggage was free.

Flight cancelled and Kayak switched our return flight to a red eye. Ridiculous.

Limited water service in a 6 hour flight offered at the very beginning and end of the flight.

They delayed flight because lack of staff then missed connection. Never flying with kayak or weather

WestJet claims that tickets purchased through a 3rd party (such as you kayak) they cannot make sure they mention the luggage situation. We purchased tickets that wouldn’t allowed any carry on. WHAT!? So ridiculous. We bought them and there was not one single place mentioning that. Then on our departure the WstJet attendant was a super nasty rude person. Very unprofessional, unpleasant. She should be reprimanded and given some sort of training but I believe that won’t change her nasty disposition. On our return was great, the front desk gentleman was really professional, friendly and helpful. He offered us to pay $18 usd each for our carry on backpacks as they were small (instead of $90 each at the departure, she could have mentioned but decided not to do so. Didn’t print my boarding pass with my full name as in the passport and made the flight delay because the crew needed to correct it).

Scrooge airlines spoiled my last chance at Christmas with my 95 and 92 year old folks. and rest of the family in Calgary. Ticket personnel would not let me on without a passport and I always visit Canada with my enhanced driver;s License when I travel from the US

Flight was delayed due to mechanical issues to the point that I missed my connection and had to wait for 6 hrs in Calgary... thankfully I wasn't in a rush or that would have been annoying

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

The additional charge for the WiFi was not worth it. Streaming a football game was a joke as it continued to lag will be requesting a refund

This flight didn't happen for me because of overbooking.

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

The Entertainment system was nearly useless because videos kept stopping then jumping over segments at random but closely spaced intervals. About 75% of the plane gave up trying to watch and then the gaps and jumps became shorter, It was terrible and made it hard to know what was happening since it was not a normal buffering pause where you still get the cont6en t. Instead the video would pause then jump ahead missing short segments and dialog entirely! The economy class seats on all flights have less and less legroom. I’m tall and the upgraded seats are no better for the leg room, not worth it. I flew from Toronto to Calgary….The staff at YYZ was awesome and kind. My flight’s (prior) incoming plane from Liberia had been delayed over 3 hours and the attendant quickly and kindly transferred me to the earlier flight that got me in hours earlier. Such a great staff!! Every staff member on the plane was very-very Canadian/Kind . Great job and attitude you folks! The plane itself was new and in great condition, except the issue with the video streaming.

I did not like ANYTHING about Discover....see my previous comments regarding our trip. I will do everything possible never to fly with Discover again!!!

They announced before boarding that the flight was full and there would be limited space in the overhead bins and you could check in for free. We did and after we boarded the plane found it was not full and there was plenty of space in the overhead bins. I’m not sure why they made this announcement.

Ok Did not like that the second leg of flight was moved earlier making it a rush to make

Liked the size of seats. Not much food offered given length of flight.

The crew and food were very good. The plane was dirty..

On the short flight it was fine . The flight was smooth and crew pleasant .

Had to buy headphones. Which is sad. I did not so I listened to podcasts and slept. Free beer is excellent a d those pretzels are great too. Overall I feel Air Canada slightly exceeds Westjet for overall experience. But still more can be done. Like allowing guests to view a movie for free.

Everything you need to know for your flight from Chicago to Calgary

Information on your arrival and departure airports

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