Find cheap flights from Chicago to Canada
Search hundreds of travel sites at once for deals on flights to Canada
Round-trip
1 adult
Economy
Sat 3/4
Sat 3/11
Let KAYAK do the searching
Latest Canada Flight Deals
Best round-trip prices found by our users on KAYAK in the last 72 hours
Nonstop from $215
1 stop from $80
1 stop from $311
2+ stops from $152
Good to know
Low season | January |
|---|---|
High season | December |
Cheapest flight | $73 |
Average price round-trip | $367 |
Good deal round-trip | $161 |
Good deal one-way | $84 |
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago Midway to Vancouver Intl
(avg. price over the last 2 weeks)
or less
or less
Top tips for finding cheap flights to Canada
- Book at least 3 weeks before departure in order to get a below-average price.
- High season is considered to be January, November and December. The cheapest month to fly from Chicago is February.
- Morning departure is around 5% more expensive than an evening flight, on average*.
FAQs - booking Canada flights
Top 5 airlines serving from Chicago to Canada
Scores according to KAYAK customer reviews8.7
Japan AirlinesOverall score based on 4522 reviews
8.9Boarding
8.6Comfort
9.0Crew
8.5Entertainment
8.4Food
Airline reviews
Pros: "Crew service was amazing - so diligent and courteous. They were incredibly well trained and I would rate their service level as being one of the most competitive within business class in Asia."
Cons: "Seats were reasonably comfortable but not as spacious in design as in other business class cabins, so that could be a concern for some travelers. Also, I was not able to convert the main menu of the entertainment system to my preferred language so it was a bit difficult to navigate (that being said, they provided a card that guided me, so it was still usable, and the entertainment selection was good!)."
Pros: "Crew service was amazing - so diligent and courteous. They were incredibly well trained and I would rate their service level as being one of the most competitive within business class in Asia."
Cons: "Seats were reasonably comfortable but not as spacious in design as in other business class cabins, so that could be a concern for some travelers. Also, I was not able to convert the main menu of the entertainment system to my preferred language so it was a bit difficult to navigate (that being said, they provided a card that guided me, so it was still usable, and the entertainment selection was good!)."
Pros: "The cabin crew was excellent -- friendly, always helpful, energetic."
Cons: "We requested a seafood special meal. The food quality was satisfactory, but most of the items tasted very bland. The accompanying dishes were unimaginative -- raw vegetables (salad), steamed vegetables, pickled vegetables. One exeption was a smoked salmon bit with capers -- this was the tastiest part among 8 meals over 4 flights."
Cons: "Electricity didn’t work in my pod"
Pros: "The crew amazing. Food was great"
Cons: "Nothing"
Cons: "If the flight was on time."
Pros: "Boarding very efficient."
Pros: "We were seated together as a family even though we were not able to reserved any seat"
Cons: "Food could be better. Especially the easily digestible meal. It was mostly mush so it's more easily chew meal"
Pros: "No... no... no...."
Cons: "More movie selections"
Pros: "Crew was very pleasant"
Cons: "Missed my flight due to Customs. But AA took good care of me and got me on next flight. Wish layover was a little longer. Missed flight by 10 min"
Pros: "Felt welcomed"
Cons: "Just felt a little cramped but not to bad"
Pros: "Everything about this flight was awesome. The food, the people, the seats in economy felt like first class. VERY polite and happy attendants compared to American Airlines who seemed to be annoyed by those on the flight."
Pros: "The flight attendant and staff was extremely nice and accommodating. Japan airport is updated with excellent facility and flight transferring was easy."
Pros: "I was comfortable, Crew was pleasant and attentive. Food was really good- both meals!"
Cons: "Not applicable"
Pros: "The food was good the crew was trying to accommodate"
Cons: "I have a slight gut and the food tray wouldn’t come out on the seat assigned to me. Could have changed my seat would have paid more for it but they said it that wasn’t an option."
Pros: "Good food and movies. Flight attendants were great."
Cons: "Tight seating and it was hot. No way to control individual airflflow"
Pros: "Dinner (coach) was pretty good. Earphone, screen for entertainment are very nice. I liked the charging slots for each seat. Crew is polite and friendly."
Cons: "The second meal (light lunch, i think) had dry shredded chicken."
Pros: "The seats were comfortable, the staff was lovely and accommodating, and the food was delicious."
Cons: "The WiFi was very weak and barely connected to any website. It couldn’t connect to Netflix, but luckily the in-flight movies were okay."
Pros: "Courteous cabin crews, must be from Japanese culture."
Cons: "On Feb.16, 2018 JL745 Narita to Mnl, flight was delayed, though it was constantly announced but not the reason why. Other than that, I will always fly JAL whenever possible."
Pros: "Superb service from checking (Chicago) to arriving (Kaohsiung) I flew economy and there’s plenty of leg room. Meal selections are better then flying 1st class cross country in the US."
Pros: "JAL went above and beyond. The aircraft was very comfortable, temperature was near perfect.. Onboard entertainment was very good. Flight attendants were very friendly, very helpful. And with out a doubt, this was the best meal I have ever had in-flight."
Cons: "N/A"
Pros: "Crew was really professional and friendly, I sat beside a mom with 2 kids and the crew really helped her in her needs and made sure we were all okay. Food was good and I loved the movie selection, watched all the Oscar movies I've missed."
Pros: "Service was excellent."
Cons: "The food could have been a little more mainstream"
Pros: "Crew was very nice. They let us switch seats when my boyfriend's TV wasn't working"
Pros: "So much food, great leg room, very comfortable and clean, kind and attentive staff"
Pros: "The high level of service and attentiveness"
Pros: "Amazing service. Delicious and plentiful food. Larger seats with more leg room. Quick and efficient boarding."
Pros: "Boarding and crew"
Cons: "Lost luggage"
Pros: "Nothing"
Cons: "Everything. Screens were small. Leg space was little to none. Food was trrrible. I will never fly with JAL again"
Pros: "Not many passengers so that I had empty seats and could lay down."
Cons: "Tv stopped working suddenly."
Pros: "Comfortable flight, polite crew, good selection of movies"
Pros: "I fly with JAL business class and it was the best business class I have ever experience. The crew was amazingly helpful and polite."
Cons: "I wish they can pronounce English language better. Sometimes I did not understand what did they said. Including the pilot. I don't want to be an American brat, but I did not understand what they said."
Pros: "This was a very long flight, but the crew was fantastic and attentive. The meals were good and they did everything they could to make us comfortable. The flight was on time and convenient."
Cons: "I wish all the seats were like first class. We were in economy class"
Pros: "Great service, attitude, hospitality. Was never treated this nice on any flight ever. Thought I was a king or prince. And that's how they make you feel. If I can, I only fly JAL and especially the flight JL9"
Cons: "The fact there are many airlines which can't even get close to what JAL can offer and even if they try, employees won't be able to match it because of the cultural differences. Makes me sad that other airlines (I won't name them) can still be in business... they need to fly JL9 once and hope they understand."
Cons: "Flight delayed 1 hr."
Pros: "The service on this flight was excellent.First class service in the economy section."
Pros: "The crew member was excellent and his charisma really made up for any shortcomings this little "puddle jumper" had. He even helped my companion out with some advice for relieving his ear pressure."
Pros: "The whole price was wonderful I like everything about it"
Cons: "There is nothing to dislike about the flight"
Pros: "This flight was just pretty routine."
Cons: "I wasn't able to make my original flight but that was more the airport's fault so I had to take a later flight and didn't get a choice seat. Tight quarters."
Pros: "It was a good price. I always like JAL flights that provide much better service than American companies. The Japanese staff are EXCELLENT! My flight was delayed from Montreal, but when I arrived Chicago, the JAL crew was waiting to take me to the next terminal!! (This never happens for American airline companies!!)"
Cons: "The food is getting terrible. They had better food a year ago."
Cons: "too little legroom seating is designed shorter legged Japanese"
Cons: "All passengers were onboard but the captain said that we need to go out and change to another airplane at different gate too (note: the changes made after passengers on board)"
Pros: "fine food, the pilot handled a typhoon like a pro"
Pros: "We left on time, we arrived early. The crew was very polite and helpful. The food was decent on board and the seats were comfy."
Cons: "I wish they flew all over the USA, American carriers should be ashamed"
Pros: "Soft chair."
Cons: "The stewardess was been chatting with the passenger the whole time and she called everyone a "darling." You have to pay for your snack and there are no entetainment. But like I said...I don't care because it's only a short flight. What I care is the flight being delayed."
Pros: "checking in at chicago ohare ord was a nightmare.there were only 12 of us in line yet the wait exceeded 1 hour , we watched as the airlines next to us processed well over 150 passenger's while the japan airline moved slower than snail sex. it was painfully beyond slow."
Pros: "The entertainment package was the best ever encountered with seemingly endless choices, keeping us happy all fight long. The seating seemed a bit crowded, and the food was mediocre. We survived, however, without any problem and overall enjoyed our first Dreamliner flight."
Cons: "Windows were dimmed most of the flight."
Pros: "Plenty of room for economy seats. Good food. Free movies and music. Friendly service."
Pros: "Everything! JAL ground crew, airline crew, their service is excellent. The interior of the airplane looked nice."
Cons: "It could use more games for children"
Cons: "The gate is keep changing ... It was 3 times changed."
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "quick easy flight"
Cons: "sockets to charge electronics"
Pros: "Calm and safe, just like I like it."
Cons: "The carrots were hard and the bread was cold."
Cons: "being on time"
Pros: "This is a delayed flight after having my flight to the previous night delayed to the extent that I could not take it and make my connecting flight out of Minneapolis."
Cons: "This is a delayed flight after having my flight to the previous night delayed to the extent that I could not take it and make my connecting flight out of Minneapolis."
Pros: "N/A"
Cons: "N/A"
Cons: "No AC for an hour before takeoff - very uncomfortable. Audio for tv did not work."
Cons: "Food. Phone charging at seat, entertainment screen."
Cons: "Flight was delayed a bit due to a couple passenger booking/misc issues. 1st class didn’t get gate bevfood service. Oven was busted so my meal wasn’t available. Entertainment console had all channels functional except — not really an issue I just really wanted to have ESPN playing in the background"
Pros: "Son got wings, so was happy."
Cons: "No entertainment."
Cons: "It was late"
Cons: "Slow WiFi"
Pros: "Good snack selection. Crew was personable."
Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."
Cons: "Notify the delay quickly"
Pros: "Helpful"
Cons: "More print media to read on"
Pros: "Crew was great."
Cons: "Couldn’t hear/understand the pilot"
Pros: "Flight attendant in first class was amazing."
Pros: "Jeff was our flight attendant in first class. He is an excellent flight attendant. He has an amazing attitude and his manner made us feel as if we had been friends with him for years."
Cons: "Passengers who pay retail for first class on domestic flights should get access to the Delta lounges even without the AE card. Other airlines do this, and we have come to expect it."
Pros: "The boarding was fast and very well handled."
Cons: "My flight from Chicago was two hours late and that's why I missed the flight from Atlanta to Buenos Aires. No one helped and did not know that the flight was delayed and I had to find a place to sleep. I'm not satisfied with the experience and I have not yet arrived in Argentina because of the whole"
Cons: "It was delayed"
Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."
Pros: "It was a smooth boarding, flight and exit out of the plane."
Pros: "On time"
Pros: "Snacks, cleanliness and crew"
Cons: "N/A"
Cons: "From the begging they changed the flights for something totally different. It was a 14 hour trip. Awful"
Cons: "The flight attendants weee rude, and no bar service"
Pros: "It was a normal flight as well expected."
Pros: "I was with my friend"
Cons: "Delayed 12+ hours"
Pros: "We had a 2 1/2 delay due to mechanical issues but the crews, flight and ground, did a great job. Thanks."
Pros: "I was given a complimentary upgrade."
Cons: "It takes time and worries to find the air train and Aeroflot registration."
Pros: "My flight was great. Boarding was easy and the seats were comfortable."
Pros: "The service was amazing , the staff was honestly friendly and nice"
Pros: "Great service, nice agent friendly"
Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"
Cons: "The flight left three hours late while the crew was waiting for an oxygen tank to arrive. We were boarded onto the plane after it was nearly an hour and a half late, then waited in out cramped seats for another hour and a half as we continued to wait for the same piece of equipment. At one point a Delta employee announced over the plane's PA system that we'd be getting vouchers to compensate us for this absurd delay, but there was no explanation of how to claim those vouchers."
Cons: "I was seated in first class, and due to some catering mix-up, no meal was served. I was given a banana and crackers which was very disappointing since I hadn't eaten in 8 hours and was starving. No on board entertainment whatsoever."
Pros: "Nothing"
Cons: "Cancelled my flight because I lost one of the arms"
Cons: "Layover"
Pros: "Short flight"
Cons: "Too cold Not friendly boarding agent"
Pros: "N/A"
Cons: "2.5 hour delay for no apparent reason at first (supposed mechanical issues with plane) and then waited on plane at gate for a missing pilot who never got picked up from his airport and got stuck in Chicago traffic trying to get to O'Hare. Eventually had to take pilot from another flight before leaving at 8:45 when flight was scheduled for 6:00am."
Cons: "The flight was delay for 3 hours and they only give us chips and water. They didn't explain well what was the problem. The plane was dirty inside and the seats werent comfortable at all, the plane was making weird noises. There is no window in the 11A Window Seat. Really really bad service at all."
Cons: "Had a death in the family and no one would help me get back home"
Pros: "Seats were comfortable. Snacks!!! Nice flight crew."
Cons: "I liked everything."
Pros: "The Gogo Inflight wifi and entertainment did not work for even a minute. I choose flights based on their amenities and this one had offered full WIFI service which swayed me to choose to fly with Delta. I'm not sure who is to blame about this issue but I'm pretty frustrated that it was completely dysfunctional."
Pros: "The movie I watched was pleasant, although I had trouble hearing it because of the situation described below."
Cons: "There was a family seated behind us with several crying, loud children. We were miserable. Even my headphones with a Mozart sonata cranked up to loud did little to mask the noise. Probably not Dela'a fault, but the crew did nothing to mitigate the problem."
Cons: "Plane was sat broken at gate and needed part to be flown in. 150 minutes delayed. Not acceptable."
Pros: "Free wine and beer service"
Cons: "Gate agents, re-booking"
Pros: "On time; easy boarding check-in"
Cons: "It would be such a nice touch if you could set up coffee and breakfast snack in the terminal waiting area."
Cons: "Flight delayed but good"
Cons: "Honestly, even if the aircraft was delayed, there is nothing one can do and just be patient. Lunch and dinner vouchers were issued, that was well appreciated!"
Cons: "Leaving on time!"
Cons: "Time to de-board took some time"
Cons: "Nothing really. Maybe new planes ?"
Pros: "The crew is really good. Super nice and attentive."
Cons: "Honestly, while the flight delay was a hassle. Probably nothing because flight delays happen. My bag was placed on the next flight. But your crew’s attitude made it all better."
Cons: "Nothing really"
Pros: "Thank you for using glasses and not plastic!!!!!!"
Cons: "Wish I could fly them all the time. Really a great experience."
Pros: "Flight was late but importamt is, it was safe take off and landing. Very nice service, good welcome staff and there was free snaks and drinks. Wonderfull overall"
Cons: "May be proper update online or more announcements. But because of weather it is understable."
Pros: "Great crew"
Cons: "Nothing was bad"
Pros: "Good timing. No delays"
Cons: "Couldn't figure out my frequent flier number and the call-in centre wanted me to wait for some crazy amount of time to figure it out. Kind of insulting."
Cons: "Noisy aircrafts"
Pros: "The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices"
Pros: "Crew were very professionally and very attentive to my needs as a mom traveling with an infant."
Pros: "It was quick and easy to board the plane with no dlays"
Cons: "A little bumpy"
Pros: "Snacks and pleasant mannerism of the stewardess"
Pros: "I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time"
Cons: "Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago"
Pros: "Service of crew and snacks"
Cons: "Flight was delayed."
Cons: "To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan."
Cons: "Delay"
Pros: "Nothing!"
Cons: "Sat behind two people who were treating a child pretty badly and were loud and rude to everyone else. Crew did nothing. It might seem cheap but you pay for everything. Seats. Bags. You get free wine but you’ll need it after trying to fly this airline."
Pros: "The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter."
Pros: "it was such a smooth flight"
Cons: "all good"
Pros: "Comfy large seats. Great service"
Cons: "Little slow to leave"
Pros: "Nice flight"
Cons: "Highly recommend it"
Pros: "Staff was nice everywhere during this trip."
Cons: "I was charged $40 for my bag at O'hare because my booking to Montreal was done as two separate tickets (as the staff explained)....?!?! Kayak how do you do this and not tell your customer? $40 dollars is not a lot but I definitely feel cheated!"
Pros: "Nice crew, snacks and drinks, good price, calm experience."
Cons: "All flights delayed by 1 hour. Maybe equipment logistics could be better."
Pros: "Literally nothing. Even the free beer and wine didn't make up for this company!!"
Cons: "Our flight to Chicago was cancelled, we didn't get so much as an email letting us know (checked the flight status at 1am for a 8am flight and it said on time) we found out at the porter counter at the airport that or flight was cancelled and we were delayed until the next day!!! Next day we realize they didn't schedule us on the first OR second flight of the day but the third so we were delayed by 36 hours instead of 24!!!! The planes are tiny, very old, quite dirty. The staff seem totally non chalant about all these cancelled flights and allllll of the delays and repeatedly say that the airline is understaffed... hello i don't care why my vacation was cut short by 36 hours and i got stuck paying 200$ for a hotel room tat i didn't get to stay in!!! Get your act together Porter!!!!"
Pros: "Everything else... the whole Porter Experience brought me back to what air travel used to be like... I will fly Porter again. Even a long weather delay was more tolerable because the waiting area was more like a Flight Club experience."
Cons: "Baggage rules seemed to be enforced arbitrarily... gate Checking was routine... but I was forced to pay to check a bag."
Pros: "Friendly accommodating crew, always great service"
Cons: "Delays - there are always delays with porter"
Pros: "The flight attendants were very nice. Timely boarding."
Cons: "Very small plane with only one bathroom."
Cons: "They were not organized. Delayed every flight and cancelled two flights and offered no complemsation. I thought there'd be better customer service."
Pros: "Snacks and the complimentary wines"
Cons: "Flight attendant did not allow earbud headphone during landing. I have not seen this in other airlines."
Pros: "My trip going to Toronto has been canceled on friday and moved for the following day, I had to by another flight going to toronto so i don't miss the commitement i had this is not acceptable they should have offered me to place my flight for another time"
Pros: "Free wine & beer! :)"
Pros: "All the complimentary food and drinks, really nice staff and comfy and elegant seatings."
Cons: "Nothing"
Cons: "There needs to be better coordination, or perhaps the actual truth, regarding making connections when first flight is delayed. Also, correct info regarding the location of facilities when one has to pick up bags after immigration and drop them off before security for second flight. I have traveled to Canada many times before and Porters personnel were among the least helpful I have ever encountered in over 30 years of regularly coming North."
Pros: "The flight was on time and overall it's a smooth travel experience. Definitely recommend to friends n family."
Cons: "NA"
Pros: "I liked nothing!"
Cons: "Re: my flight to Toronto where I met someone who spoke Spanish. I started a nice conversation with her and in the back I understood a couple of Americans using racist terms directed towards us. No one on the flight staff stepped in to interject or intervene. Maybe they did not hear the comments but it was difficult not to. I believe they avoided the issue and I was left feeling uncomfortable and discriminated against in a seat I paid $400+ for. I should not have to feel that way when paying so much for a service and I will not be recommending Porter to anyone or using your airline again without a proper response from Porter."
Pros: "The service and the crew,."
Cons: "The connecting flight was delayed by 1h30 ."
Cons: "Flights were delayed both directions"
Pros: "없음"
Cons: "비행기 지연, 4시간 30분 기다림. 예정 도착시간보다 5시간 늦게 도착"
Cons: "I needed to get to Boston that day so I woke up @ 5AM for that. I arrive at the airport only to find out that the Porter airplane just "didnt arrive from last night, we're so sorry". I asked that I get to Boston the same day - that's why I purchased the ticket. The crew said "they're so sorry all flights are booked". They could either have us get a later flight (not to arrive on the same day) or refund us and have us find another airline. We asked that they take care of our flights themselves - even with other airlines. They politely but categorically refused. We got our money back and flew with Westjet, and will likely never fly with or recommend Porter again."
Cons: "None"
Pros: "Excellent. Polite service, free (and tasty) food + beverages, (dry and otherwise) comfortable seats, other customers polite, bilingual announcements, fast + efficient. Really impressed! Good price too."
Cons: "Nothing, really! No in-flight entertainment besides a magazine, but all short flights anyway."
Pros: "Everything was good."
Flight booked from Montreal via Toronto to Huatulco. Toronto to Huatulco flight was cancelled, lost one day of vacation in Toronto waiting for next flight. Flight from Huatulco to Toronto delayed, missed connection to Montreal. Westjet counter closed. No hotel, no connection flight for 4 days to Montreal to finish the journey. I shall go to Small Claims Court to get compensation for all these troubles. Westjet never again.
Pros: "Crew was great. Delayed by mechanical issue. Weather was bad in Montreal so delayed again. Mechanical issue is a pain but I'd rather not crash so all in all very good. Really windy at landing, pilots did a great job. Respect!"
Cons: "Just a heads up, if you're a large person, weight wise, you may have a challenge using the rest room. It's pretty small."
Pros: "Crew were fairly attentive, have experienced better. Liked the Canadian entertainment options, even if very limited."
Cons: "Seats were okay, the plane is really showing it's age. Movie selection was very limited, and very dated."
Cons: "My other WestJet flights let me have access to wifi via the WestJet app and the entertainment console. I was disappointed to not have access on this flight."
Pros: "Short and Sweet smooth fligjt"
Cons: "Horrible delays in boarding no tv no entertainment at all."
Pros: "The crew was polite and prot"
Cons: "It wasn’t free"
Pros: "Consistencies on bagage claim info, and changes in boarding gates."
Cons: "Inconsistencies, on my way back to montreal from the philippines, i was informed that baggage would be claimed directly to final port of destination but didnt, when i arrived at toronto i had to take my bagage and drop it off again, although my next flight would be with west jet airlines, korean air was not able to communicate well with their airline partners as to bagage claim and changes in boarding gates."
Pros: "The air hostess were very nice and dis their job well. I complained about the baording lady who got us boarded on to flight and they apologized. They saw the whole incident when the lady came on the flight but they did know know her name when I asked later. That served well with smiles and jokes"
Cons: "I went on the flight running through security to make it on time for my flight. Unfortunately security was too long and took a while. I forgot my hand luggage when I grabbed my other bag. I tempted to go out and get it after I boarded. She spoked high toned voice instructing me to go back on flight. I went back and i did... she brought my bag from security I was grateful until she spoked loud in the mid section of the plane to me sarcastically and rudely "so you left a whole bag" and walked out after placing it up. I was sitting way back and people saw it all. I felt she embarrassed and very bad and i think customers should got be treated that way."
Pros: "Price is great"
Cons: "Lost my luggage"
Pros: "The flight was on time."
Cons: "That I had to pay $30 for one checked bag, would have thought the first one was free!"
Pros: "Crew was great"
Cons: "No charging ports on plane"
Pros: "Airport services were excellent. Wait at check in and security were very little, just a few minutes. We had an awesome experience on both Calgary and Montreal sides"
Cons: "Flight was delayed an hour"
Pros: "Great flight, quick, efficient, good service & on time."
Cons: "In flight entertainment was unavailable- solely GPS map was accessible on in flight entertainment."
Cons: "Late, late, late. No window, and prisoner in my seat!"
Pros: "Kayak and the WestJet app are a great combination. Overall the trip was excellent. No food (just a light snack from Toornto to Montreal) and no entertainment, but the flight was pleasant."
Cons: "No food, no usb for charging."
Pros: "Crew was helpful and friendly."
Pros: "flight was not full drinks on board free kind staff wonderful views"
Cons: "for a person measuring 2.00 metres / 6.6 ft the entrance to the plane is very low Standing up in the aisle was impossible."
Pros: "On time! Roomy cabin space and leg room"
Pros: "Crew is always great."
Cons: "The Encore planes are the cramped, noisy and slower Q400. If you request a window seat expect the possibility that you won’t be able to comfortably place both feet on the floor. Added bonus, to balance the plane they sometimes need to request passengers to move from the front to the back which slows down departure times."
Cons: "Horrible trip. Never again"
Cons: "Flight crew arrived late delaying take off"
Pros: "everything"
Cons: "nothing"
Pros: "O"
Pros: "Contrary to my previous experience this flight was on time and the staff was very courteous"
Pros: "Nothing"
Cons: "Everything"
Pros: "Easy boarding. The crew helped me with the car seat that was blocked with the seat belt. We got all our luggages in a short time and in good condition."
Cons: "WestJet connect not available on that flight. Bad weather in Montreal (scary landing)."
Pros: "Nothing"
Cons: "lack of information due to delay"
Pros: "Nothing"
Cons: "Flight was cancelled unexpectadly. Notified 4am with no resolution but to fly out almost 48 hours later."
Pros: "Punctual departure. (Made my international connection in plenty of time)"
Pros: "Nothing"
Cons: "Being stopped at every connection for screening. No communication about why. Nearly missing the connection due to the screenings. Being held in holding because it was being confirmed that my bag would make it on my next flight and then once confirmed it never made it anyways!!! Unprofessional and poorly executed all the way through."
Pros: "Friendly crew, easy boarding! Small overhead but crew took larger bags under the plane for no charge."
Cons: "West Jet connectivity would not work for my phone or ipad. There weren't able to fix the service."
Cons: "I had to pay for earphones. Even if I didn't want the earphones I couldn't shut off the tv screen which really bothered me. Will you, in he future,charge us for using the washroom facilities?"
Pros: "The crew was great and the flight was fine."
Cons: "Our flight was delayed"
Pros: "On time"
Cons: "Very narrow seats"
Cons: "plane just stood and everyone just sat on the plane for a solid hour an a half. I almost missed my connecting flight with another airline."
Pros: "Excellent crew - very friendly and witty!"
Cons: "Not enough space. Delayed"
Pros: "Honor of on board crew."
Cons: "Bumpy! And delay. Both due to weather, but contributing to a less than optimal flight."
Pros: "The roominess, service, food.....all excellent"
Cons: "It would have been so much better if there was a foot rest."
Pros: "The airplane being pretty small, boarding and getting off was fast. No issues or delays either."
Pros: "Everything was fine. The gate agents were very cordial. We took off a few minutes early and arrived early."
Cons: "Not a thing."
Pros: "All the crew"
Cons: "Nothing"
Pros: "on time and couteous"
Cons: "cramped and the seat was not padded"
Pros: "Nothing specific"
Cons: "20 Minutes delays for take off and coming late at yUL was a nightmare"
Pros: "In-flight crew was great!"
Cons: "Manager and crew at the check-in counter are incompetent!!!"
Cons: "Everything."
Pros: "Excellent service and departure time"
Pros: "The women at the boarding kiosk were very good as they helped me to avoid the lineup for rebooking my flight. It was fast and rebooking through the website. Avoid calling them."
Cons: "Cancelled"
Pros: "I like how they boarded the back of the plane first!"
Cons: "The seats weren't as comfortable as other airlines. The food wasn't very good either."
Cons: "More comfortable seat"
Pros: "Great crew, smooth flight"
Pros: "The crew was amazing."
Cons: "My flight from ORD-DUB arrived late causing us to miss our connecting flight to Madrid. I talked to an agent and they told us we would have to pick up our bags at a different carousel and then go to the ticketing agent for a new flight. 1 ticketing agent+3 hours of waiting = 1 pissed off traveler."
Pros: "nice airline clean"
Cons: "is really nice I will flay with them they are ok"
Cons: "They lost our luggage and we can't reach anyone who can help us find it. The customer service people are very unhelpful"
Cons: "My luggage was delayed and did not arrive to Madrid 2 days later after I had already left the city. I tried to contacted the Aer Lingus but their contact office was at oversea (not in Madrid). It cost me so much $$$ to make international phone call to locate my luggage. But, still without success..."
Pros: "I'm very angry that the ticket sold to me was British Airways and I was told on the airport by British Airways that I should check in at the Air Lingus counter! This is cheating and false advertising!!!"
Cons: "Everything could have been better!"
Pros: "Everything was good except the flight from Dublin to Prague..., I was really thirsty.., and they charged me even for water..!"
Cons: "Free drink/ water on the second flight !"
Pros: "Flight was quick"
Cons: "Small seat no recline very crowded"
Pros: "Nothing"
Cons: "Poor customer service"
Cons: "The flight was booked through Jetfly and I tried to change the date. I ended up losing the entire ticket. No flight, no money. I talked to Jetfly at least 8 times and they kept confusing things, delaying things, and were not very helpful which caused me to miss any available flights."
Pros: "We got to Dublin"
Cons: "Cabin, seats, too many people in too small a space"
Pros: "Service was excellent. The flight was on schedule."
Cons: "I would have liked an exit seat but none were available when I attempted to purchase one."
Pros: "Flight was great! Staff was friendly and attentive, plane was on time as promised! Really a positive experience."
Cons: "The entire crew needs to be a little attentive to their passengers you could visually see when they needed to assist a guest it was a bother to them."
Pros: "Plenty of leg room. Friendly staff. Decent meal. Reminds me of how the airlines used to act."
Cons: "Didn’t serve wine"
Pros: "Smooth landing. Entertainment. That's about it."
Cons: "I've flown many overseas trips some first, some premium, some economy. This economy was the worst. I felt like a sardine smashed in a tin can. Also, extra to buy snacks and drinks? Not looking forward to the flight back. Would love to upgrade but site won't let you :( even if it gives you an option to do so"
Pros: "Everything wa on time"
Pros: "friendly crew. flight was early"
Cons: "No free wine. Could not hear movies most of time."
Pros: "Loaded plane back to front. Organized."
Cons: "Hard seats."
Pros: "The crew were friendly but one side of the plane received water, coffee & tea after the meal but the other side didn't until the last snack. Again, one side got a hot snack and then they ran out so the other side only got cookies in a package."
Cons: "Broken suitcase. I have traveled quite a bit with these hard sided suitcases over the past six years and witnessed some pretty rough handling. None of that caused any damage, so I am not sure what they did to break one down the entire length."
Pros: "Food was surprisingly good. Love all the snack breaks."
Cons: "Too many intercom interruptions. Terrible TV functionality. Poor entertainment selection. Extremely uncomfortable seats. And they lost our luggage for two days."
Pros: "The crew was very friendly and helpful"
Cons: "The food was really bad, The breakfast sandwich they handed out would not have been fit for animals. Horrible!!!! The entertainment equipment on the aircraft was not working and my wife and I were not able to see a movie or anything. Not a good way to take a long flight. My seat was not working properly and was either all the way back or all the way up."
Cons: "We were told we would revive a seat at the bulkhead with a bassinet. We did not."
Cons: "Flight was delayed and ultimately canceled. what a chaotic experience coming and going to Ireland. poor service and customer relation"
Pros: "Timely, no pain"
Cons: "Food, no vegetarian options"
Pros: "The cabin staff were pleasant as we boarded."
Cons: "The food was mediocre at best. No attempt to bring around water or other drinks between food to encourage hydration. When I went back to the galley to seek some water, all 3 attendants were asleep - 2 even had blankets over their heads! It did not seem like they were particularly into providing a pleasant experience for passengers."
Pros: "Food excellent, plane staff pleasant. Plane was late."
Cons: "They lost my luggage. The young man at the,AL desk at Frankfort was tude,and dismissive. It is more than 24 hours later now and they have made no contact."
Cons: "Online check in was terrible. Takes 45 minutes to get a hold of a customer service representative"
Cons: "The air conditioning on the plane flight from Chicago to Dublin was way too cold. I am was glad to have my winter clothes but I was still cold. Other than that the crew dis everything else to make the flight good."
Pros: "Generally good service. Clean plane and friendly staff."
Cons: "Seat in front of me broke into a reclining position. Made the flight uncomfortable. Although nothing could be done to fix it during the flight, it might have been nice if they had offered me a perk for the trouble."
Pros: "The flight was on time, the crew was very friendly and helpful. However, two members of our party (of five) lost their bags. It has been 5 days since our flight and while I am happy to say the bags have been "found", they still have not been returned to us. If all goes well, we should have the bags later today, but it's tough sledding to go for 6 days without any of your things."
Pros: "The takeoff, flight, and landing were all very smooth. The staff were nice and courteous. The boarding went smoothly."
Cons: "The video screen for my seat locked up and was unusable."
Pros: "We were in coach, and it was crowded but not impossible. The space was clean; the crew relatively attentive; and the service as acceptable."
Cons: "The meal choices were extremely limited. For example, "breakfast" at the last hour leg of the trip from ORD to DUB consisted of a ham and cheese croissant ONLY-no options; no yogurt; no fruit; nothing. It was a "take it or leave it" proposition. Then, to add insult to injury, on the trip from Dublin to Barcelona, there was only "food for sale"! What is that about? I mean it's a four-hour flight; one might think that aside from Pringles and Kit-Kat bars some thought might have gone into the nutritional content of the "FOOD"!!! This was quite disappointing."
Cons: "We didn't like the charge to select seats together"
Cons: "Late flight made our connection at Dublin very nerve-racking. We had to almost run to get to our connecting flight."
Pros: "Great boarding experience, good food"
Cons: "Speakers for entertainment were ridiculous, poor ear speakers made it impossible to hear selection. I opted to use my own ear buds and iPad for entertainment. Seating was very poor for an overnight flight I expected more room and at least would have liked to sleep with my head on the tray but with the passenger in front of me leaned back there was barely enough room to get up and use the bathroom"
Cons: "Our flights were changed numerous times."
Cons: "The airport is a joke ! People couldn't be more rude ! Trying to print boarding pass was beyond difficult the staff was unaccomidating and there were 4 screaming babies for 6 hours straight ! Also we tried to change the flight and couldn't unless we pay over $400 !!! We will NEVER fly with you again"
Pros: "The entertainment was good and the meals were tasty"
Cons: "My luggage was lost"
Pros: "Despite the three-hour delay and some frustrated passengers, the cabin crew stayed very calm and positive."
Cons: "The flight left about three hours late, which isn't really anyone's fault, but it would have been nice to be told more specifically what was going on (what the problem was, estimated time it will take, maybe ensure passengers that the airline is aware of all their connecting flights and are already placing them on new flights)"
Pros: "Everything"
Cons: "I don't like that if I get sick and have to go to a hospital and have to change travel dates, Aer Lingus has no policy to reimburse me for the flights I can't make. So I buy new tickets and lose the money on the old tickets. That is terrible customer service and makes other airlines more attractive."
Cons: "Aer Lingus lost my husband's baggage and 3 weeks later it has not been found. We had to buy all new clothes, inc a new suit for our wedding which is what we were traveling for."
Pros: "The food was adequate and movies were available to watch theough out the flight."
Cons: "When our flight was canceled we were refused service repeatedly by both airport and phone support, and forced to stay in a hotel. On the rescheduled flight we were forced to relinquish priority seats. This was the worst airline experience I have ever been a part of. We sat on the tarmac for 5 hours before the flight was canceled and no other options were left. Our second flight to replace that was rescheduled at a different time without notifying us. No service, no offer to recuperate lost time and money, no compensation offered. Flat out terrible service."
Pros: "N/A"
Cons: "There were 150 people scheduled for this flight that only had 25 seats on it. All they could day was that it was either a glitch on the computer. Or a glitch when people bought tickets. Luckily I made it to Chicago on time, because I asked before everyone else found out. But you thought they would have told us way before the flight was scheduled to leave."
Cons: "Our luggage was lost and 24 hours later, still no luck. We have no clothes, no essentials. I called because after 24hours there were no updates at all."
Pros: "Cabin crew"
Cons: "nothing"
Book cheap flights from Chicago to Canada
Recent round-trip flight deals
3/31Fri
nonstopPorter Airlines
1h 42mMDW-YTZ
4/2Sun
nonstopPorter Airlines
1h 47mYTZ-MDW
$215
3/2Thu
nonstopPorter Airlines
1h 37mMDW-YTZ
3/30Thu
nonstopPorter Airlines
1h 47mYTZ-MDW
$222
2/22Wed
nonstopPorter Airlines
1h 37mMDW-YTZ
2/26Sun
nonstopPorter Airlines
1h 50mYTZ-MDW
$224
3/3Fri
nonstopPorter Airlines
1h 37mMDW-YTZ
3/5Sun
nonstopPorter Airlines
1h 50mYTZ-MDW
$225
2/21Tue
nonstopPorter Airlines
1h 37mMDW-YTZ
2/22Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
$226
4/28Fri
1 stopGOL
6h 00mORD-YYZ
5/27Sat
nonstopGOL
1h 50mYYZ-ORD
$228
2/27Mon
2 stopsMultiple Airlines
20h 40mMDW-YVR
3/7Tue
1 stopMultiple Airlines
12h 24mYVR-MDW
$229
2/21Tue
1 stopMultiple Airlines
19h 25mORD-YVR
2/27Mon
1 stopMultiple Airlines
27h 58mYVR-ORD
$242
3/30Thu
1 stopAir Canada
5h 32mORD-YYZ
4/2Sun
nonstopAir Canada
2h 02mYYZ-ORD
$247
4/20Thu
1 stopAir Canada
5h 54mORD-YYZ
4/23Sun
nonstopAir Canada
2h 02mYYZ-ORD
$248
3/13Mon
nonstopAir Canada
1h 43mORD-YYZ
3/20Mon
nonstopAir Canada
1h 51mYYZ-ORD
$250
3/24Fri
nonstopAir Canada
1h 43mORD-YYZ
3/26Sun
nonstopAir Canada
2h 02mYYZ-ORD
$252
2/27Mon
2 stopsMultiple Airlines
24h 00mORD-YVR
3/1Wed
1 stopMultiple Airlines
13h 11mYVR-ORD
$254
3/3Fri
nonstopAmerican Airlines
1h 32mORD-YYZ
3/5Sun
nonstopAmerican Airlines
2h 05mYYZ-ORD
$256
3/13Mon
nonstopAmerican Airlines
1h 35mORD-YYZ
3/21Tue
nonstopAmerican Airlines
1h 57mYYZ-ORD
$258
3/5Sun
1 stopAmerican Airlines
12h 19mORD-YYZ
3/12Sun
nonstopAmerican Airlines
1h 57mYYZ-ORD
$264
3/3Fri
nonstopInterjet
1h 32mORD-YYZ
3/10Fri
nonstopInterjet
2h 08mYYZ-ORD
$272
2/24Fri
1 stopDelta
8h 15mORD-YUL
3/3Fri
1 stopDelta
9h 15mYUL-ORD
$303
3/3Fri
1 stopDelta
3h 28mMDW-YYZ
3/5Sun
1 stopDelta
4h 08mYYZ-MDW
$303
3/1Wed
2 stopsUndisclosed Carrier
8h 58mORD-YTZ
3/8Wed
1 stopUndisclosed Carrier
5h 24mYTZ-ORD
$363
Search by stops
Search by airline
Search by price
Recent one-way flight deals
3/7Tue
2 stopsMultiple Airlines
25h 24mMDW-YVR
$73
3/7Tue
1 stopMultiple Airlines
25h 04mORD-YVR
$76
2/8Wed
1 stopMultiple Airlines
25h 16mORD-YYZ
$80
2/8Wed
1 stopMultiple Airlines
25h 16mORD-YYZ
$91
2/25Sat
nonstopPorter Airlines
1h 37mMDW-YTZ
$94
3/1Wed
nonstopPorter Airlines
1h 37mMDW-YTZ
$98
4/28Fri
1 stopPorter Airlines
3h 52mMDW-YUL
$100
3/8Wed
nonstopPorter Airlines
1h 37mMDW-YTZ
$101
3/1Wed
1 stopAir Canada
8h 55mORD-YUL
$105
3/1Wed
nonstopAir Canada
2h 03mORD-YUL
$109
3/1Wed
2 stopsAir Canada
8h 28mORD-YUL
$112
3/2Thu
nonstopAmerican Airlines
1h 32mORD-YYZ
$116
4/30Sun
1 stopBritish Airways
6h 00mORD-YYZ
$117
3/5Sun
1 stopBritish Airways
13h 29mORD-YYZ
$121
3/2Thu
nonstopJapan Airlines
1h 36mORD-YYZ
$122
4/5Wed
1 stopAmerican Airlines
10h 39mORD-YUL
$124
4/11Tue
1 stopDelta
8h 20mMDW-YUL
$126
3/14Tue
1 stopUnited Airlines
10h 29mORD-YUL
$126
3/22Wed
1 stopDelta
5h 38mORD-YYZ
$126
7/16Sun
2 stopsUndisclosed Carrier
13h 45mORD-YYC
$251
Search by stops
Search by airline
Search by price
Flights to Canada
Browse origins:
- Flights »
- United States »
- Illinois »
- Chicago
Browse destinations:
$241
$265
$297
$222
$235
View more