ORD - YYZ

£88 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 26/3. 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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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

Recommended return flight deals departing in the coming months from the most popular airlines that fly from Chicago to Toronto.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
21:08 - 11:45ORD-YYZ
13h 37m1 stop
20:00 - 14:03YYZ-ORD
19h 03m1 stop
Tue, 8 Apr - Tue, 15 Apr
21:08 - 11:45ORD-YYZ
13h 37m1 stop
10:00 - 14:03YYZ-ORD
29h 03m2 stops
Tue, 8 Apr - Tue, 15 Apr
14:53 - 11:45ORD-YYZ
19h 52m1 stop
18:35 - 19:30YYZ-ORD
1h 55mdirect
Tue, 8 Apr - Tue, 15 Apr
14:05 - 16:45ORD-YYZ
1h 40mdirect
08:00 - 08:55YYZ-ORD
1h 55mdirect
£213Air Canada
Find Deal
Tue, 8 Apr - Tue, 15 Apr
12:59 - 15:46ORD-YYZ
1h 47mdirect
09:00 - 10:01YYZ-ORD
2h 01mdirect
£214United Airlines
Find Deal
Wed, 30 Apr - Mon, 5 May
13:04 - 15:45ORD-YYZ
1h 41mdirect
12:20 - 13:15YYZ-ORD
1h 55mdirect
£215United Airlines
Find Deal
Fri, 28 Mar - Fri, 4 Apr
06:45 - 11:25ORD-YYZ
3h 40m1 stop
15:50 - 18:37YYZ-ORD
3h 47m1 stop
£234Delta
Find Deal
Sat, 26 Apr - Wed, 7 May
09:00 - 15:00ORD-YYZ
5h 00m1 stop
06:30 - 09:51YYZ-ORD
4h 21m1 stop
£235Delta
Find Deal
Thu, 15 May - Wed, 21 May
06:15 - 23:33ORD-YYZ
16h 18m2 stops
13:20 - 16:11YYZ-ORD
3h 51m1 stop
£298WestJet
Find Deal
Wed, 2 Apr - Tue, 8 Apr
06:24 - 18:04ORD-YYZ
10h 40m2 stops
06:15 - 21:34YYZ-ORD
16h 19m1 stop
£329WestJet
Find Deal
Wed, 14 May - Sun, 18 May

Flights from Chicago to Toronto - Travel Insights & Trends

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 Saturday, 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 March, where tickets cost £212 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is £308 and £300 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 £417, 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 21 weeks before departure.

Good to know - Cheap tickets from Chicago to Toronto

Low season

January

High season

August

Cheapest flight

£88
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 4% 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 £111 for a one-way ticket and £231 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?

    Iberia, Finnair, British Airways, American Airlines, and Air Canada 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 £107 or less one-way and £573 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, +11 more

ANA, Air Canada, +12 more

Tuesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Wednesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Thursday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Friday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Saturday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Sunday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

See more direct flights

Direct returns

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Tuesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Wednesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Thursday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Friday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Saturday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Sunday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 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 8803 reviews
6.8Entertainment
7.3Boarding
6.2Food
7.0Comfort
7.8Crew
Airline reviews

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

6.0 GoodIlir, Feb 2025FLL - YYZ
Read more Air Canada reviews

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.

Excellent We were very empress with this Airline as once our flight was canceled, they immediately rebooked our flight and provided accommodations for hotels….Thank you!

Awful. Flight screen didn’t work. Seat didn’t recline.

I liked nothing about this flight nor the incredible lack of service and communication on this flight from the Captain to every staff member. Arrogant, entitled and lacking any kind of basic customer service

Everything should be better, terrible flight and airport service. Delayed for 6 hours, flying around for 1 hr, and keeping us on a plane for another 2,5 -3hrs.

I booked my flight ni November and was placed on standby? How does this happen. Flight was 1 1/2 hours late departure plane was switched to a smaller plane easy to tell this is a government run company they don’t care about anyone

Boarding was a disaster one person checking in 200 people took 25 min to check in zone 1&2.

Delayed in Fort Lauderdale 3 hours , gave us $15 coupon for meals at 20:50, when most of the restuarant closed at 21:00.

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Mississauga
Whitby
Niagara-on-the-Lake
Peterborough
Clarington
Bracebridge
Cobourg
Simcoe
Port Colborne
Ajax
Pickering
Elmira
Muskoka

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

Information on your arrival and departure airports

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