CHI - YTO

$90 Find Cheap Flights from Chicago to Toronto

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 3/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Toronto

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto.
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Everything you should know

Cheapest round-trip
$215
Overall average: $222
Porter Airlines
Tue 4/14Sun 4/19
MDW - YTZ • Non-stop
Cheapest non-stop
$215
Typical prices: $189-$223
Porter Airlines
Fri 4/17Sun 4/19
MDW - YTZ • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
Porter Airlines offers free drinks and no middle seats.
Air Canada's storage space is limited; board early.
Expert advice
Expert advice
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Expert advice
Expert advice
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Top airlines
Cheapest • from $215 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with Air Canada, American Airlines and others. Average duration is 1h 46m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 14% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 56% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
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We hope you love your trip to Toronto!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Toronto (CHI-YTO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Toronto that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Toronto

Tue, Apr 14 - Sun, Apr 19
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$215Porter Airlines
Sat, Apr 11 - Sun, Apr 12
Porter Airlines Logo
12:55 pm - 3:37 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$216Porter Airlines
Wed, Jul 1 - Sat, Jul 4
Air Canada Logo
8:45 am - 3:51 pm
ORD
-
YTZ
6h 06m
1 stop
Air Canada Logo
12:15 pm - 1:10 pm
YTZ
-
ORD
1h 55mnonstop
$218Air Canada
Mon, Jul 6 - Mon, Jul 20
Air Canada Logo
11:05 am - 5:51 pm
ORD
-
YTZ
5h 46m
1 stop
Air Canada Logo
12:15 pm - 1:10 pm
YTZ
-
ORD
1h 55mnonstop
$222Air Canada
Wed, Apr 15 - Thu, Apr 23
Multiple Airlines Logo
7:30 am - 8:03 pm
MDW
-
YTZ
11h 33m
2 stops
Multiple Airlines Logo
9:25 am - 10:15 am
YTZ
-
MDW
1h 50mnonstop
$222Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
7:30 am - 8:03 pm
MDW
-
YTZ
11h 33m
2 stops
Multiple Airlines Logo
9:25 am - 10:15 am
YTZ
-
MDW
1h 50mnonstop
$223Multiple Airlines
Mon, Jun 8 - Mon, Jun 8
United Airlines Logo
7:09 am - 9:54 am
ORD
-
YYZ
1h 45mnonstop
United Airlines Logo
12:45 pm - 8:32 pm
YYZ
-
ORD
8h 47m
1 stop
$234United Airlines
Thu, Jun 11 - Mon, Jun 15
United Airlines Logo
7:09 am - 9:54 am
ORD
-
YYZ
1h 45mnonstop
United Airlines Logo
8:50 am - 9:50 am
YYZ
-
ORD
2h 00mnonstop
$244United Airlines
Thu, May 7 - Thu, May 28
Delta Logo
2:00 pm - 10:59 pm
ORD
-
YYZ
7h 59m
1 stop
Delta Logo
2:20 pm - 6:05 pm
YYZ
-
ORD
4h 45m
1 stop
$248Delta
Thu, May 7 - Sun, May 10
Delta Logo
9:22 am - 5:21 pm
MDW
-
YYZ
6h 59m
1 stop
Delta Logo
12:09 pm - 6:33 pm
YYZ
-
MDW
7h 24m
1 stop
$248Delta
Booking Insights

KAYAK's insights & trends for Chicago to Toronto flights

Get data-powered insights and trends into flights from Chicago to Toronto to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Toronto?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Toronto departing in April.

What is the cheapest Chicago to Toronto flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Toronto costs $176 on the route between Chicago Midway Airport (MDW) and Toronto Island Airport (YTZ). Over the past month, this route was, on average, 14% cheaper than other Chicago-Toronto routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Toronto Pearson Intl Airport (YYZ).

What’s the cheapest day of the week to fly from Chicago to Toronto?

The average price of all round-trip flights from Chicago to Toronto clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Toronto, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Mondays.

What is the cheapest month to fly from Chicago to Toronto?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Toronto is September, where tickets cost $208 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $301 and $275 respectively.

Can I save money by flying with a layover from Chicago to Toronto?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $273, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Toronto?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Toronto, you should book around 4 weeks before departure, which saves you about 56% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Toronto

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
John Walton

John Walton

Expert on Porter Airlines

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Air Canada, ORD and YYZ

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

KAYAK's tips to save more on a Chicago to Toronto flight

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.

AI-powered; AI can make mistakes.

Good to know

Low seasonFebruary
Cheapest flight$90
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

When to book flights from Chicago to Toronto

Are your dates flexible? Find out the best times to travel from Chicago to Toronto based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from Chicago to Toronto: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Toronto 
NikhilFlew with Air Canada
ORD
-
YYZ
Jul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
Verified travelerFlew with Porter Airlines
MDW
-
YTZ
Sep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.

FAQs for booking flights from Chicago to Toronto

  • What is the cheapest flight from Chicago to Toronto?

    In the last 3 days, the lowest price for a flight from Chicago to Toronto was $90 for a one-way ticket and $215 for a round-trip.

  • Do I need a passport to fly between Chicago and Toronto?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Toronto.

  • Which airports will I be using when flying from Chicago to Toronto?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Toronto is served by 2 airports: Toronto Island and Toronto Pearson Intl. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport and land at Toronto Pearson Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Toronto?

    All the following airlines offer inflight Wi-Fi service on the Chicago to Toronto flight route: Air Canada, British Airways, Finnair, United Airlines, Iberia, and American Airlines.

  • Which aircraft models fly most regularly from Chicago to Toronto?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q is the aircraft model that flies most regularly on the Chicago to Toronto flight route.

  • Which airline alliances offer flights from Chicago to Toronto?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Toronto, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Toronto?

    There are nonstop flights from Chicago to Toronto on a daily basis.

  • Which is the best airline for flights from Chicago to Toronto, Porter Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Toronto are Porter Airlines and Delta. With an average price for the route of $243 and an overall rating of 8.0, Porter Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $261 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to Toronto?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Toronto.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Toronto?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Toronto?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Toronto?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for $156 or less one-way and $267 or less round-trip.

Prefer to fly direct from Chicago to Toronto?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Toronto.
Find which airlines fly direct from Chicago to Toronto, which days they fly and book direct flights.

Direct departures

Chicago to Toronto

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more direct flights

Direct returns

Toronto to Chicago

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Toronto

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Toronto? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 427 reviews
8.6Crew
8.0Comfort
7.0Entertainment
7.6Food
8.2Boarding
Airline reviews

There was No Flight. Both Kayak and Porter refused to honor my booking. I was asked for an additional 1,300 $ CAD to keep the flight. After several emails to both Kayak and Porter I was ignored. I had to cancel my March spring break plans, dog kennel and hotel. I had to re-book another vacation to Nassau in January w Expedia. I had to re-book a new vacation for spring break. Porter and Kayak both blamed each other and would not work together to fix this. Not cool.

2.0 MediocreAnonymous, Mar 2026
NAS - YOW
Read more Porter Airlines reviews

There was No Flight. Both Kayak and Porter refused to honor my booking. I was asked for an additional 1,300 $ CAD to keep the flight. After several emails to both Kayak and Porter I was ignored. I had to cancel my March spring break plans, dog kennel and hotel. I had to re-book another vacation to Nassau in January w Expedia. I had to re-book a new vacation for spring break. Porter and Kayak both blamed each other and would not work together to fix this. Not cool.

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The flight was a little delayed but check in was easy and boarding was quick. Luggage was quickly available and everything worked great.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

The flight booking code given by Kayak was not the correct one used by the airline. I had to call to get the correct one. It was never sent to me. Totally unacceptable!

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

Much roomer than air Canada! Great flight for the price. No complaints

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

As a first time flyer with Porter I was happy with the service and comfort of the airline.

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

The Turkish was good . I had a problem with air Transat terrible experience for me

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Very good. A lot better experience then I expected for an economy flight.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Entertainment kept turning itself off. Gave up on watching a movie.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

I want to thank Carlos at the Miami AC desk - he was amazing and went over and above to help us out. Thank you Carlos and all the best to you!!! You made our faith in AC feel great! Sincerely, David Cubitt

Flight was canceled due to mechanical issues. After a considerable wait in the queue, Air Canada customer service was very helpful to get us on another flight. I am disappointed to report our rescheduled flight is for three days from now. Three days of extra expenses and inconvenience is unacceptable.

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

I waiting for 2 hrs to retrieve my luggage. Didn't get home till 3am.

The flight left late and I didn’t get a glass of bubbly upon boarding (which I’m used to when booking business class on other flights), but otherwise it was a pleasant flight with lovely, helpful crew members and I enjoyed my meal.

Flight was canceled for a reason they knew hours before but did not mention. Next the gate chnage from 37 to 38 at least 10 times. Ridiculous.

It was just fine. I managed to make all my connection too sbut had trouble in Munich with no wheel chair and trouble trying to get help from the airport people to get to the other terminal for my flight. Finally a wonderful lady Amelia, helped me to make my flight connection Timon with zero time to spare.

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

Everything you need to know for your flight from Chicago to Toronto

Other airlines flying from Chicago to Toronto

Flights from the other most popular airlines that fly from Chicago to Toronto according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

Compare transportation modes for Chicago to Toronto

Transportation modeAverage priceAverage duration
Flights$1,1361h 40m
Buses$12915h 54m