ORD - YYZ

£79 Find Cheap Flights from Chicago to Toronto – Compare and Save

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 21/9. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest return fare
£178
Typical prices: £165-£292
Air Canada
Mon 14/9Mon 21/9
ORD - YYZ • Direct
Cheapest direct flights
£178
Typical prices: £201-£339
United Airlines
Mon 24/8Wed 2/9
ORD - YYZ • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Lufthansa Economy Light suits short trips if you skip a checked bag.
Air Canada Preferred Economy and Finnair Economy Comfort add legroom for a fee.
Expert advice
Expert advice
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Top airlines
Cheapest • from £179 (return)
Best reviews • 7.1 score
Airline reviews
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Direct flights
You can fly direct with Air Canada, American Airlines, and United Airlines. Average duration is 1h 49m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
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When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 44% compared to booking last minute.
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When to travel
Cheapest • 17% price drop
Most popular
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Flight 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

Mon, 14 Sep - Mon, 21 Sep
Air Canada Logo
20:40 - 23:26
ORD
-
YYZ
1h 46mdirect
Air Canada Logo
16:00 - 20:12
YYZ
-
ORD
5h 12m
1 stop
£178Air Canada
Mon, 24 Aug - Wed, 2 Sep
United Airlines Logo
21:15 - 23:59
ORD
-
YYZ
1h 44mdirect
United Airlines Logo
14:45 - 15:51
YYZ
-
ORD
2h 06mdirect
£178United Airlines
Tue, 25 Aug - Fri, 28 Aug
United Airlines Logo
16:38 - 19:40
ORD
-
YYZ
2h 02mdirect
United Airlines Logo
17:27 - 18:30
YYZ
-
ORD
2h 03mdirect
£178United Airlines
Tue, 22 Sep - Sat, 26 Sep
Multiple Airlines Logo
21:18 - 23:59
ORD
-
YYZ
1h 41mdirect
Multiple Airlines Logo
12:25 - 13:23
YYZ
-
ORD
1h 58mdirect
£178Multiple Airlines
Mon, 24 Aug - Wed, 2 Sep
United Airlines Logo
17:53 - 20:44
ORD
-
YYZ
1h 51mdirect
United Airlines Logo
13:00 - 14:05
YYZ
-
ORD
2h 05mdirect
£178United Airlines
Wed, 26 Aug - Sun, 30 Aug
United Airlines Logo
14:52 - 17:56
ORD
-
YYZ
2h 04mdirect
United Airlines Logo
10:15 - 11:21
YYZ
-
ORD
2h 06mdirect
£178United Airlines
Tue, 25 Aug - Fri, 28 Aug
United Airlines Logo
07:09 - 09:54
ORD
-
YYZ
1h 45mdirect
United Airlines Logo
07:00 - 08:00
YYZ
-
ORD
2h 00mdirect
£178United Airlines
Fri, 28 Aug - Sun, 30 Aug
United Airlines Logo
14:52 - 17:56
ORD
-
YYZ
2h 04mdirect
United Airlines Logo
13:00 - 14:05
YYZ
-
ORD
2h 05mdirect
£178United Airlines
Wed, 25 Nov - Mon, 30 Nov
United Airlines Logo
11:05 - 14:03
ORD
-
YYZ
1h 58mdirect
United Airlines Logo
17:55 - 19:05
YYZ
-
ORD
2h 10mdirect
£178United Airlines
Mon, 14 Sep - Mon, 21 Sep
Air Canada Logo
14:15 - 17:01
ORD
-
YYZ
1h 46mdirect
Air Canada Logo
16:00 - 20:12
YYZ
-
ORD
5h 12m
1 stop
£179Air Canada
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 return flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport departing in August.

Flight prices are below average for this route right now.

Flights to Toronto Pearson Intl Airport from Chicago O'Hare Intl Airport usually cost between £237 and £381 in August.
The lowest price found in the past 5 days was £178 on United Airlines (24 Aug–2 Sept).

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 Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Toronto, Friday is the cheapest day to fly and Sunday 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 February, where tickets cost £204 (return) on average. On the other hand, the most expensive months are March and August, where the average cost of round-trip tickets is £300 and £285 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 3 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 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
Gabriel Leigh

Gabriel Leigh

Expert on Finnair

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.

Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

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.

Stefanie Waldek

Stefanie Waldek

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

Good to know - Cheap tickets from Chicago to Toronto

Low season

February

Cheapest flight

£79
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly (6% more expensive 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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport was £79 for a one-way ticket and £178 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?

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

  • 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?

    Star Alliance is the only airline alliance operating flights between Chicago and Toronto.

  • 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 £106 or less one-way and £273 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?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Toronto Pearson Intl.
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

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more direct flights

Direct returns

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more direct flights

Reviews of the 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 11420 reviews
7.3Boarding
6.3Food
7.1Comfort
7.8Crew
6.8Entertainment
Airline reviews

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

2.0 MediocreCarl, Apr 2026
ORD - YYZ
Read more Air Canada reviews

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

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.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

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.

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

They announced before boarding that the flight was full and there would be limited space in the overhead bins and you could check in for free. We did and after we boarded the plane found it was not full and there was plenty of space in the overhead bins. I’m not sure why they made this announcement.

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

Information on your arrival and departure airports