Porter offers free drinks and snacks, enhancing the economy experience.
Porter's no middle seats policy ensures window or aisle seating for all passengers.
Planning a trip from Chicago to Toronto? 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.
When flying from Chicago to Toronto, the cheapest days to fly are generally Thursdays and Saturdays, while the cheapest month to fly is January.
Booking Advance: Book your flight at least two weeks in advance to get the best prices.
Airline Choice: Air Canada tends to be the cheapest airline for this route.
Route Selection: The route from Chicago Midway (MDW) to Toronto Island (YTZ) is usually the cheapest.
Flight Type: Opt for flights with one stop, as they are generally cheaper than direct flights.
This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK.
Low season | January |
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High season | July |
Cheapest flight | $59 |
Direct departures
Chicago to Toronto
Monday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Tuesday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Wednesday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Thursday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Friday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Saturday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Sunday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Direct returns
Toronto to Chicago
Monday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Tuesday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Wednesday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Thursday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Friday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Saturday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Sunday
Air Canada, American Airlines, Porter Airlines, +1 more
Air Canada, American Airlines, +2 more
1
Great! Personable crew. I love that they pour complimentary beer and wine.
Great! Personable crew. I love that they pour complimentary beer and wine.
I love the 2 seats per row. More room. The crew were excellent.
It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)
Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.
Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.
The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.
The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.
The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.
Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane
The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.
Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.
The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.
Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices
The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.
Extra attention to kids, thank you, we appreciate! Perfect landing
Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space
Flight delayed any hour and couple of big gate changes
The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!
We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.
We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.
Flight was actually on Air Canada. The flight itself was fine. Nothing special. Food was pretty pathetic except for cookies. They offered plenty of food and drinks but just wasn't very good. Even for airline food.
Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick
The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.
Delay and keep changing gates. I have to run around from B to C then to E.
I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.
The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!
Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.
A bit rush for transit. Food and entertainment are not available
Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.
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 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.
Was a normal flight but it was delayed, and there wasn't an explanation.
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
Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!
Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.
This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable
Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.
You were more on time than United. I'm so over united delays.
The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.
I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.
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.
Bad experience boarding and flight got delayed didn’t make it to my next flight
The food on the trip Toronto to Athens could be better: the chicken didn’t taste good.
Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.
Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.
The staff made sure I was comfortable, moved me to a better seat with more leg room
Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.
When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.
The layover was 6 PLUS hours and we were only given a $15.00 voucher. We missed our first activity in Quebec due to the delay.
Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.
Transportation mode | Average price | Average duration |
---|---|---|
Flights | $583 | 1h 39m |
Buses | $132 | 15h 22m |
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