Find which airlines fly direct from Calgary to Chicago, which days they fly and book direct flights.
Nonstop departures
Monday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Tuesday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Wednesday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Thursday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Friday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Saturday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Sunday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Nonstop returns
Monday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Tuesday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Wednesday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Thursday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Friday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Saturday
Air Canada, American Airlines, British Airways, +5 more
Air Canada, American Airlines, +6 more
4
5
Sunday
Air Canada, American Airlines, Avianca, +6 more
Air Canada, American Airlines, +7 more
5
6
Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do
Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do
I like WJ but I don’t like traveling anymore
Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.
4 hour delay, lost our bags, staff was loud and it was an overnight flight
We were late boarding, but it all worked out. So, no problem.
It was good but not comfortable seat with the long legged persons.
No problems here. WestJet does a good job, even on their short haul flights
Boarding was fine, but then we were delayed a while due to some baggage issues, then de-icing.
Tried to reserves seats and WestJet My Trip shows not available until 24 hours before the flight. When check-in was finally available and I tried to get seats again I was not able to get to select seats for me and my wife together. All in all, was not able to select seats together on Kiwi, paid extra for seats on Westjet and still did not got seats together, not pleasant for such a long flight and with my wife not very good with flying, disappointed on the way the system works with regarding to seats reservations, even with paying extra for them.
Flight full. 'Volunteers' to check hand luggage. Checked hand luggage is lost
Not the fault of WestJet but we had to wait in the plane on the tarmac in Cancun for 1 hour.
It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful
I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.
We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.
One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.
The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.
Wifi wasn't working on one of the UA flights after boarding.
The flight was delayed instead of leaving at 11 it left at 12.20
United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.
Leg room was lacking. Legs crammed into seat in front.
Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.
The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.
This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.
Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual
Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.
Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.
Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference
The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day
The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.
The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.
lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints
Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic
Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.
I think Air Canada is the only airline I've flown where they don't give you at least a free cookie.
This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.
All but one of four were on time. One was delayed for an hour
It took 5 hour to get a crew to D Ice the plan. We had to sit on the runway for 5 hrs. in Calgary. It snows most of the winter. No proactive plan. In addition, after 3 calls to customer service they couldn't figure out how to have my wife and myself sit together on her birthday weekend. Everybody kept passing the buck. No decision from customer service, luggage drop off or check in team. The experience was a complete mess! I don't think we'll ever fly on this airline again.
When we got to the airport for our flight from Chicago to Montreal which was scheduled for 2.00 p.m. they had no record of it and booked us on a flight at 3.30 very disappointing . We also had to pay 50.00 each for a seat. All things considered ,I will never book thru Kayak again. Next time I will only book directly thru Air Canada no second party booking Sue
The wifi I paid for did not work. The seats are tight.
There were no free snacks…little pretzel bag or cookies like we had on our flight out.
Mostly crew good and the flight was safe and comfortable but service was lacking. For an overnight flight of 8hrs 50 it took some two hours to get served a drink and dinner after take off. I asked for Laurent Perrier champagne and was brought Perrier water, which I queried and asked where was the champagne. No response. The issue came up again an hour later when dinner was starting to be served and I was asked whether I wanted another drink, when I reminded I was still waiting for my first champagne! Apologies ensued but dinner service was quite slow. For breakfast I never did get served the hot course! So - no complaints and compliments on the safety of the flight but service underwhelming (and I brought them candies!)