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.
Low season | February |
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High season | July |
Cheapest flight | C$ 93 |
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
5
6
Tuesday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Wednesday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Thursday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Friday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Saturday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Sunday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Direct returns
Calgary to Chicago O'Hare Intl
Monday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Tuesday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Wednesday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Thursday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Friday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Saturday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
Sunday
Air Canada,American Airlines,Avianca, +6 more
Air Canada,American Airlines, +7 more
5
6
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.
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.
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