WestJet's Premium cabin offers two free checked bags and priority boarding.
WestJet's Extended Comfort seats offer up to 6 inches more legroom and priority boarding.

Planning a trip from Chicago to Calgary? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
| Low season | January |
|---|---|
| High season | July |
| Cheapest flight | $55 |
Direct departures
Chicago to Calgary
Monday
American Airlines, United Airlines, WestJet
American Airlines, United Airlines, +1 more
Tuesday
American Airlines, United Airlines
American Airlines, United Airlines
Wednesday
American Airlines, United Airlines
American Airlines, United Airlines
Thursday
American Airlines, United Airlines
American Airlines, United Airlines
Friday
American Airlines, United Airlines, WestJet
American Airlines, United Airlines, +1 more
Saturday
American Airlines, United Airlines
American Airlines, United Airlines
Sunday
American Airlines, United Airlines
American Airlines, United Airlines
Direct returns
Calgary to Chicago
Monday
American Airlines, United Airlines, WestJet
American Airlines, United Airlines, +1 more
Tuesday
American Airlines, United Airlines
American Airlines, United Airlines
Wednesday
American Airlines, United Airlines
American Airlines, United Airlines
Thursday
American Airlines, United Airlines
American Airlines, United Airlines
Friday
American Airlines, United Airlines, WestJet
American Airlines, United Airlines, +1 more
Saturday
American Airlines, United Airlines
American Airlines, United Airlines
Sunday
American Airlines, United Airlines
American Airlines, United Airlines
Plenty of leg room, temperature was great and staff was excellent. Would do it more often.
Plenty of leg room, temperature was great and staff was excellent. Would do it more often.
The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.
Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta
I truly love flying with Delta. They have always treated me with the upmost respect
Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.
Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.
Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.
They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.
The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.
Non stop on long haul is the way to go. Great experience
Always wish for more healthy, gluten free options. We have to bring our own.
Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.
Other than a way way too cold cabinets for the entire flight, all was great
One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.
Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.
Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.
Flight was good but there are way to many announcements for credit cards etc.
I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion
The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.
Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!
We loved the steward on the plane. He made the night enjoyable
The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.
My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.
Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes
3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!
After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"
After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.
Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan
I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.
I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude
Again, flight was late. It’s expected of this airline now i guess.
I rated westjet poor on food for not accepting debit to make in flight purchases. This is dumb.
Delayed 8 hours, This is the 2nd time in a month that my flight was not on time.
The snacks could have been better, and maybe some warm drinks instead of just water cause it was very very cold.
I like and appreciate the attention and patience from all west jet personal to my senior mother. Thank you!!!!
Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.
Please make more option. And be more precise on the type of food you giving. Diner and breakfast can be different
It was generally pretty good, but the check-in and boarding process were a little difficult. Check in was in terminal 2F, but there was a shuttle required to get to the gate, which added significant time. The gate was changed 30 minutes before boarding, which took us by surprise - we did not get the notice until boarding had started. The check in line moved very slowly - the agent was friendly, but did not seem very efficient/urgent given the growing line.
Delays and missed connections were very hard the crew were wonderful but 1 1/2 hours late from Abbotsford to a 4 hour wait in Calgary was too much. I am 79 years old and I didn’t get to my destination until after 1 in the morning. They could have offered a seat in the lounge or a meal. I was very disappointed in the treatment
No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without
Very nice staff members are very nice and friendly helpful
Short flight. Everything was fine except the flight was delayed twice for a total of an hour.
The internet connection was perfect, and the updated entertainment systems that allow me to connect my Bluetooth earbuds was excellent
There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.
It was good to receive a card for my birthday
Very bad, flight was cancelled due to strike and staff was unable to rebook us
It would have been better if it wasn’t cancelled
Flying in the Dreamliner is always comfortable. Though the food options for Air Canada aren't great.
Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.
Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.