ORD - YYZ

£124 Find Cheap Flights from Chicago to Toronto

This is the cheapest return flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 3/9. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
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Expert advice
Useful Info
Flights Deals

Cheap Flights from Chicago to Toronto (ORD-YYZ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return 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 return flight deals from Chicago to Toronto

Wed, 3 Sep - Sat, 6 Sep
United Airlines Logo
07:10 - 09:58ORD-YYZ
1h 48mdirect
United Airlines Logo
17:15 - 18:12YYZ-ORD
1h 57mdirect
£124United Airlines
Find Deal
Wed, 10 Sep - Mon, 15 Sep
United Airlines Logo
07:15 - 13:47ORD-YYZ
5h 32m1 stop
United Airlines Logo
21:00 - 22:07YYZ-ORD
2h 07mdirect
£130United Airlines
Find Deal
Sat, 26 Jul - Sat, 2 Aug
Air Canada Logo
20:25 - 23:10ORD-YYZ
1h 45mdirect
Air Canada Logo
08:15 - 09:09YYZ-ORD
1h 54mdirect
£141Air Canada
Find Deal
Tue, 23 Sep - Wed, 1 Oct
Delta Logo
06:00 - 11:29ORD-YYZ
4h 29m1 stop
Delta Logo
14:40 - 19:17YYZ-ORD
5h 37m1 stop
£172Delta
Find Deal
Fri, 29 Aug - Mon, 1 Sep
Delta Logo
09:10 - 13:32ORD-YYZ
3h 22m1 stop
Delta Logo
06:30 - 12:45YYZ-ORD
7h 15m1 stop
£175Delta
Find Deal
Mon, 23 Jun - Tue, 24 Jun
American Airlines Logo
20:50 - 14:55ORD-YYZ
17h 05m1 stop
American Airlines Logo
19:25 - 23:57YYZ-ORD
5h 32m1 stop
£209American Airlines
Find Deal
Thu, 10 Jul - Sun, 13 Jul
American Airlines Logo
20:55 - 10:20ORD-YYZ
12h 25m1 stop
American Airlines Logo
06:30 - 07:25YYZ-ORD
1h 55mdirect
£219American Airlines
Find Deal
Wed, 9 Jul - Wed, 9 Jul
 Logo
17:55 - 20:44ORD-YYZ
1h 49mdirect
 Logo
00:30 - 07:55YYZ-ORD
8h 25m1 stop
Sat, 26 Jul - Sat, 2 Aug
 Logo
19:49 - 00:33ORD-YYZ
27h 44m3 stops
 Logo
08:15 - 09:09YYZ-ORD
1h 54mdirect
Fri, 27 Jun - Mon, 30 Jun
Air Canada Logo
10:40 - 16:55ORD-YYZ
5h 15m1 stop
Air Canada Logo
23:15 - 09:52YYZ-ORD
11h 37m2 stops
£320Air Canada
Find Deal
Expert advice

Expert advice for your flight from Chicago to Toronto

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Finnair

Finnair's Economy Comfort offers extra legroom for a small fee, enhancing short-haul comfort.


Finnair's Wi-Fi is available on most aircraft, ensuring connectivity on short-haul flights.

Read more about Finnairby Gabriel Leigh
Lufthansa

Lufthansa's Economy Light fare is ideal for short trips without checked luggage.


Lufthansa offers FlyNet Messaging for free to Miles & More members on short-haul flights.

Read more about Lufthansaby Jessica Macdonald
Air Canada

Air Canada's Preferred Economy seats offer up to 10 cm extra legroom for a fee.


Air Canada's Wi-Fi availability can be checked five days before your flight.

Read more about Air Canadaby Stefanie Waldek
Airports
ORD

For a quick check-in at ORD, use the self-service kiosks available in all terminals to save time before your flight.

Read more about ORDby Stefanie Waldek
YYZ

Take the UP Express train from YYZ to Toronto city centre in just 25 minutes, with trains running every 15 minutes all day.

Read more about YYZby Stefanie Waldek
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on Finnair

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has travelled to more than 50 countries across six continents.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada, ORD and YYZ

Stefanie Waldek

Stefanie Waldek

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 out at sea, likely en route to Antarctica or the Arctic.

Read more
Useful Info

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.

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

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

If you are looking for a flight deal from Chicago to Toronto, look for departures on Fridays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Toronto, Monday is the cheapest day to fly and Saturday is the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, 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 O'Hare Intl Airport to Toronto Pearson Intl Airport is April, where tickets cost £199 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is £286 and £280 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, 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 O'Hare Intl Airport to Toronto Pearson Intl Airport, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know - Cheap tickets from Chicago to Toronto

Low seasonFebruary
High seasonAugust
Cheapest flight£43
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Chicago to Toronto

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 return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns 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.

FAQs for booking Chicago to Toronto flights

  • Is Chicago O' Hare International Airport (ORD) a hub for any airline?

    The airport is a hub for United Airlines and that's why you find so many of their United Club locations and non-stop flights to Toronto at this airport.

  • Are there any non-stop flights between Chicago and Toronto Pearson Airport (YYZ)?

    There are a couple of non-stop flight options. Both Air Canada and United Airlines offer non-stop service between Chicago O' Hare International Airport and Toronto Pearson International Airport.

  • Are there any public transportation options from Toronto Pearson Airport (YYZ) to Downtown Toronto?

    One quick and affordable option for getting from the airport to Downtown Toronto is the UP Express. This train runs most of the day, can get you to downtown in about 25min, and the fare to ride is just around C$12 ($9.50).

  • Are there passenger lounges at Chicago O' Hare International Airport (ORD)?

    There are several lounges at the airport for passengers. United has four of its United Club lounges in Terminals 1 and 2, American Airlines has its Admirals Club at three spots in Terminal 3, and Delta Air Lines has one of its Sky Club locations in Terminal 2.

  • Is there a public transportation option to get to Chicago Midway Airport (MDW)?

    There are several Pace buses that service from the greater Chicago area to the airport, with a drop-off location near the Midway Transportation Center. The fare to ride the bus is around $2.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport was £59 for a one-way ticket and £168 for a return.

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

    On your way to Toronto, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Toronto Pearson Intl.

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

    Air Canada, American Airlines, and Finnair offer inflight Wi-Fi service on the Chicago to Toronto flight route.

  • 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?

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

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

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

  • 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 travellers 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 return 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 O'Hare Intl Airport to Toronto Pearson Intl Airport

  • Looking for a cheap flight from Toronto to Chicago? 25% of our users found flights on this route for £101 or less one-way and £167 or less round-trip.
  • If you plan on parking your car at Chicago O' Hare International Airport (ORD) before your flight to Toronto, consider the two economy lots at the airport. The daily rates range from around $15 to around $22 to park your car. There is a free shuttle bus that operates between the lots and the terminal buildings 24h per day.
  • When waiting for a flight to Toronto from Chicago Midway Airport (MDW), you'll be glad to know that the airport offers free Wi-Fi as well as charging stations throughout the airport and power outlets at many of the gate areas.
  • If someone is going to pick you up from Toronto Pearson Airport (YYZ), let them know that the airport offers 18min of free contactless parking in their Express Pass lot for picking up passengers.
  • If you’re traveling to Toronto and plan to rent a car, all of the major car rental companies operate at Toronto Pearson Airport. Their counters are on Level 1 of Terminal 1 as well as the parking garages of Terminal 3.
  • For quick and convenient transportation to Chicago O'Hare International Airport, the Chicago Transit Authority (CTA) Blue Line is a great option. This train offers service 24h per day and the fare to ride the train is around $2.50.
  • If you’re taking your kids with you on the trip to Toronto, Chicago Midway Airport offers several amenities for kids and their parents. This includes a nursing room, as well as family lanes at security checkpoints for those with small children that may need extra time to get through security.

Prefer to fly direct from Chicago to Toronto?

Find which airlines fly direct from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Toronto Pearson Intl

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Wednesday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Saturday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Sunday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

See more direct flights

Direct returns

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Wednesday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Saturday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Sunday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

See more direct flights
See more direct flights

Top airline flying 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.
7.1
Air CanadaOverall score based on 9531 reviews
6.8Entertainment
7.8Crew
7.0Comfort
7.3Boarding
6.3Food
Airline reviews

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.

6.0 GoodAnonymous, Jun 2025CMH - YYZ
Read more Air Canada reviews

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.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

the fact air Canada changed my flight from 850 PM to 815 AM with zero regard to the plans i made that last day, the cost i lost out on as things were non refundable amd shortening my first vacation in 7 years sickened me. when we purchase a service thats whats we expect. when we want to change the service we have to pay for that option but you do whatever you want . i called accessibility dept as i have a cpap and an implanted loop recorder first person said no problem just let security know you cant go thru scanners. then i got an email saying i had to fill out a fit to fly form . which again there was NO need to have that none. But that cost me money and time to have a doctor fill it out. then when i went to check in online i was declined i had to see a person at the airport instead. i couldnt get my boarding pass like everyone elseso here I was contacting air canada so I would have a easy travel experience and it ended up being a nightmare with more work for me, more cost and time. the flight itself was great the nightmare around it i will never subject myself to again. i tried to stick with supporting Canada but Air Canada was not worth supporting. very disappointed especially with a dept that is supposed to help disabled people not make an already challenging event not worth going thru at all.

Most courteous, helpful employees and all flights were on time.

2.5 hour delay sitting in the plane on the tarmac, you tell me how the experience was

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

Information on your arrival and departure airports

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