ORD - YYZ

£75 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 30/4. 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

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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Cheap Flight Deals 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.

Recent return flight deals from Chicago to Toronto

KAYAK's recommended return flight deals from the most popular airlines that fly from Chicago to Toronto.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
United Airlines Logo
08:50 - 17:09ORD-YYZ
7h 19m1 stop
United Airlines Logo
21:00 - 22:06YYZ-ORD
2h 06mdirect
£178United Airlines
Find Deal
Sun, 4 May - Sun, 4 May
United Airlines Logo
12:59 - 15:46ORD-YYZ
1h 47mdirect
United Airlines Logo
09:00 - 10:01YYZ-ORD
2h 01mdirect
£188United Airlines
Find Deal
Fri, 25 Apr - Sun, 27 Apr
Air Canada Logo
20:25 - 23:07ORD-YYZ
1h 42mdirect
Air Canada Logo
00:30 - 07:59YYZ-ORD
8h 29m1 stop
£194Air Canada
Find Deal
Fri, 23 May - Tue, 27 May
Air Canada Logo
14:22 - 23:07ORD-YYZ
7h 45m1 stop
Air Canada Logo
06:15 - 09:52YYZ-ORD
4h 37m1 stop
£197Air Canada
Find Deal
Sat, 17 May - Mon, 19 May
 Logo
21:31 - 10:04ORD-YYZ
11h 33m1 stop
 Logo
06:15 - 09:52YYZ-ORD
4h 37m1 stop
Fri, 6 Jun - Sun, 8 Jun
 Logo
13:00 - 15:46ORD-YYZ
1h 46mdirect
 Logo
11:00 - 12:03YYZ-ORD
2h 03mdirect
Fri, 2 May - Sun, 4 May
Delta Logo
17:20 - 22:55ORD-YYZ
4h 35m1 stop
Delta Logo
12:15 - 18:38YYZ-ORD
7h 23m1 stop
£206Delta
Find Deal
Tue, 9 Sep - Thu, 18 Sep
Delta Logo
07:10 - 11:25ORD-YYZ
3h 15m1 stop
Delta Logo
06:15 - 13:43YYZ-ORD
8h 28m1 stop
£207Delta
Find Deal
Thu, 15 May - Wed, 21 May
WestJet Logo
06:24 - 18:04ORD-YYZ
10h 40m2 stops
WestJet Logo
06:30 - 09:51YYZ-ORD
4h 21m1 stop
£293WestJet
Find Deal
Sat, 17 May - Mon, 19 May
WestJet Logo
06:45 - 11:25ORD-YYZ
3h 40m1 stop
WestJet Logo
08:00 - 17:04YYZ-ORD
10h 04m2 stops
£300WestJet
Find Deal
Sat, 26 Apr - Sat, 3 May

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 specific 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

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 Sundays 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 £210 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is £301 and £294 respectively.

Can I save money by flying with a stopover from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of £313, prices are generally cheapest when you fly direct.

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. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know - Cheap tickets from Chicago to Toronto

Low season

February

High season

August

Cheapest flight

£75
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly and prices are also 5% 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 £97 for a one-way ticket and £230 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?

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

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

    The Boeing 777-300ER 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.

See more FAQs

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 £129 or less one-way and £680 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.
See more tips

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.
7.0
Air CanadaOverall score based on 9028 reviews
7.8Crew
6.8Entertainment
6.3Food
7.3Boarding
7.0Comfort
Airline reviews

it was red eye flight, it was ok, there was beverage service, thats it i didnt care much as i wanted to sleep

6.0 GoodArshinder, Apr 2025PHX - YYZ
Read more Air Canada reviews

it was red eye flight, it was ok, there was beverage service, thats it i didnt care much as i wanted to sleep

Everything went smoothly. I appreciate the selection of free movies.

I like the friendliness of the crew members. I think the snack could’ve been better instead of a small package of pretzel. I like that they offer me something to drink.

The TSA agents in Phoenix were incredibly rude and confiscated belongings that we wanted to check. The flight got changed without our knowledge to a worse situation. The whole thing was terrible

My experience with Air Canada was good. Great customer service… only a few delays and issues with the tunnel to exit the plain. I did not appreciate that we arrived at terminal D and had to go to terminal E to get the bags/ luggage.

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.

Front desk attendant wouldn’t check me in even though there was not a single person in line. Made me use the kiosk. Kiosk had an error (of course) no baggage can be checked at this kiosk please see attendant. Then I had to wait in line for the same front desk attendant waiting for 5 people who ended up coming in front of me while I tried to use a broken and useless kiosk. Finally after checked in, wait 30 min to board all the way to zone 6 and they would deny me even after all the zone 1-5 people already went. Just literally making us wait to board so they stand there doing nothing for 5 minutes. Just ridiculous and awful customer service. Fly with literally anyone else

We have to wait long time at airport. Plane left from 8 pm to 1:35 am.Long time waiting

My oroginal flight was delayed several times. Finally the flight was cancelled. I had to spend additional money and book another flight with Porter at another airport Fort Lauderdale International Airport or I would miss the event I had in Toronto. I did not board the rescheduled flight which was after my event.

The staff could have been friendlier. And Having the flight on time would have been much more convenient.

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

Information on your arrival and departure airports

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