WestJet's Premium cabin offers priority boarding and two free checked bags, enhancing travel comfort.
WestJet's Wi-Fi is available for purchase; download the app for entertainment on narrowbody aircraft.
Low season | November |
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High season | May |
Cheapest flight | $92 |
Find which airlines fly direct from Calgary Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.
Direct departures
Calgary to Chicago O'Hare Intl
Monday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Tuesday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Wednesday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Thursday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Friday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Saturday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Sunday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Direct returns
Chicago O'Hare Intl to Calgary
Monday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Tuesday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Wednesday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Thursday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Friday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Saturday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Sunday
Air Canada, American Airlines, British Airways, +6 more
Air Canada, American Airlines, +7 more
5
6
Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint
Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint
It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.
Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked
There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.
The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks
The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks
The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.
Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago
The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.
lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.
The plane was late and then sat on the runway for almost 45 minutes before taking off.
Crew professional. Easy bag drop off. On time. Good entertainment.
Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.
Per usual, flight status, staff courtesy and professionalism were excellent
The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.
Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?
Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.
Delayed due to no crew. On a major holiday travel day.
Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.
It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.
It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.
First flight out in the morning is often the best chance of running on time. Not in this case, which unfortunately is now what passengers can expect as what is common. - If you are late for a flight, too bad for you. - If West Jet is late, too bad for you. - Bags don't make it? Too bad for you. - Flight change by 1+ days, too bad for you Prices continue to increase, while customer service nosedives. This is backwards and in any other develop country would be considered unacceptable - except for Canada. Too bad for us.
Experience was good. Was surprised they didn’t offer a complimentary meal on a 5 hour flight.
Too squished in seats. I'm 110 lbs and 5'6....can't imagine being any bigger and flying
The flight attendants were great, but not much room while sitting and it would be nice to get free movies.
Original flight canceled and communicated poorly. A series of gate changes , delays and plane changes followed. Even after the entire flight boarded there was another plane changes followed. Food vouchers provided to my travel companion but not to me despite being on the same reservation. No in flight entertainment. The entire experience was terrible although the flight crew were great.
It was great being a direct flight from Calgary to Tokyo. No transfer to worry about.
Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.
Traveling on two legs the food was identical and not very good
We are experiencing more delays with westjet than other companies. West jet used to be our favorite airline.
Not much....we did not get the complimentary beverages promised in our ticket. My partner and I did not have the window seats promised. We didnt get to sit together.....
It was great. Although when I got my luggage it was broken.
flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working
I liked not paying for carry on and the compensation my husband and I received from the airline for overbooking our flight. The staff was very friendly and helpful.
It was a short flight and for that reason the flight was acceptable.
Ok Did not like that the second leg of flight was moved earlier making it a rush to make it
Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.
They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.
Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!
The seats really could do with some extra padding. The staff member who checked me in at Calgary was amazing. Friendly and lovely.
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