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Find cheap flights from Chicago to Toronto from £59

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 29/5. 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
0 bags
Sat 1/6
Sat 8/6

Search 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, 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
In the last 7 days, travellers have searched 43,740,974 times on KAYAK, and here's why:

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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 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 and deals for you by selecting your travel dates.
Choose your dates
06:00 - 08:48ORD-YYZ
1h 48mdirect
08:10 - 09:06YYZ-ORD
1h 56mdirect
£251United Airlines
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Fri, 19 Jul - Wed, 24 Jul
07:10 - 09:58ORD-YYZ
1h 48mdirect
06:30 - 10:01YYZ-ORD
4h 31m1 stop
£255
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Sun, 26 May - Mon, 27 May
21:45 - 07:58ORD-YYZ
9h 13m1 stop
14:00 - 14:54YYZ-ORD
1h 54mdirect
£258
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Mon, 17 Jun - Fri, 21 Jun
17:15 - 23:12ORD-YYZ
4h 57m1 stop
06:04 - 09:21YYZ-ORD
4h 17m1 stop
£270Delta
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Sat, 29 Jun - Sat, 6 Jul
13:32 - 22:46ORD-YYZ
8h 14m1 stop
06:04 - 09:20YYZ-ORD
4h 16m1 stop
£271Delta
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Sat, 25 May - Tue, 28 May
20:45 - 10:40ORD-YYZ
12h 55m1 stop
11:40 - 18:22YYZ-ORD
7h 42m1 stop
£277Sun Country Air
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Thu, 22 Aug - Sun, 25 Aug
12:22 - 23:59ORD-YYZ
10h 37m1 stop
06:15 - 23:56YYZ-ORD
18h 41m1 stop
£322WestJet
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Fri, 21 Jun - Sun, 23 Jun
10:20 - 22:50ORD-YYZ
11h 30m1 stop
22:20 - 16:55YYZ-ORD
19h 35m2 stops
£347WestJet
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Sat, 13 Jul - Mon, 15 Jul
11:59 - 14:52ORD-YYZ
1h 53mdirect
21:00 - 22:04YYZ-ORD
2h 04mdirect
£370Air Canada
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Sun, 12 May - Fri, 17 May
11:00 - 13:45ORD-YYZ
1h 45mdirect
00:30 - 08:00YYZ-ORD
8h 30m1 stop
£474Air Canada
Find Deal
Sun, 12 May - Thu, 16 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 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 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 January, where tickets cost £200 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is £367 and £330 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 66 days before departure.

Which airlines provide the cheapest flights from Chicago to Toronto?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Toronto found on KAYAK was with Sun Country Air for £106. United Airlines proposed a return connection from £251 and Delta from £270.

Which airlines fly most frequently between Chicago and Toronto?

The airlines most regularly connecting Chicago to Toronto are United Airlines (10 flights per day), American Airlines (5 flights per day), and Air Canada (4 flights per day).

How many flights are there between Chicago O'Hare Intl Airport and Toronto Pearson Intl Airport per day?

Each day, there are between 17 and 24 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Toronto Pearson Intl Airport, with an average flight time of 1h 44m. The most common departure time is 11:00 and most flights take off in the morning. Each week, there are 144 flights. The most frequent day of departure is Sunday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Toronto Pearson Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Toronto take?

The average direct flight takes 1h 43m, covering a distance of 436 miles.

What’s the earliest departure time from Chicago to Toronto?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 06:00 and will be landing in Toronto Pearson Intl Airport at 08:45.

What’s the latest departure time from Chicago to Toronto?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport jets off at 21:16 and lands at 23:58.

Good to know - Cheap tickets from Chicago to Toronto

Low season

February

High season

December

Cheapest flight

£59
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly and prices are also 19% 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 £74 for a one-way ticket and £314 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, Finnair, British Airways, and Iberia offer inflight Wi-Fi service on the Chicago to Toronto flight route.

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

    The Embraer 175 (Enhanced Winglets) 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

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight from Toronto to Chicago? 25% of our users found flights on this route for £132 or less one-way.
  • 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 O'Hare Intl to Pearson Intl, 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, +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, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 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

Direct returns

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

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

ANA, Air Canada, +12 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, +11 more

ANA, Air Canada, +12 more

Friday

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

ANA, Air Canada, +13 more

Saturday

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

ANA, Air Canada, +14 more

Sunday

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

ANA, Air Canada, +13 more

See more direct flights
See more direct flights

Book cheap flights from Chicago to Toronto

Cheapest flights to Toronto from Chicago found in 2024

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
29/5Wed
2 stops
22h 26mORD-YYZ
£59
29/5Wed
1 stop
8h 00mORD-YYZ
£64
16/6Sun
1 stopSun Country Air
10h 07mORD-YYZ
£106
29/5Wed
directAir Canada
1h 48mORD-YYZ
£112
15/6Sat
1 stopUnited Airlines
6h 59mORD-YYZ
£113
12/8Mon
1 stopUnited Airlines
11h 36mORD-YYZ
£113
13/5Mon
1 stopSun Country Air
14h 45mORD-YYZ
£130
8/9Sun
directAir Canada
1h 32mORD-YYZ
£132
26/7Fri
1 stopDelta
9h 40mORD-YYZ
£134
11/5Sat
1 stopDelta
4h 10mORD-YYZ
£161

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Last minute flights from Chicago to Toronto

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Toronto that are departing in the next 10 days.
3/5Fri
multi-stopWestJet
5h 36mORD-YYZ
3/5Fri
multi-stopWestJet
5h 02mYYZ-ORD
£500
3/5Fri
multi-stopDelta
5h 56mORD-YYZ
5/5Sun
multi-stopDelta
4h 10mYYZ-ORD
£518
5/5Sun
direct
1h 42mORD-YYZ
6/5Mon
multi-stop
8h 30mYYZ-ORD
£533
5/5Sun
direct
1h 42mORD-YYZ
5/5Sun
multi-stop
8h 30mYYZ-ORD
£549
3/5Fri
multi-stopWestJet
10h 55mORD-YYZ
5/5Sun
multi-stopWestJet
9h 37mYYZ-ORD
£564
5/5Sun
multi-stop
7h 39mORD-YYZ
5/5Sun
multi-stop
8h 30mYYZ-ORD
£574
5/5Sun
multi-stopWestJet
24h 24mORD-YYZ
6/5Mon
multi-stopWestJet
11h 32mYYZ-ORD
£675
3/5Fri
multi-stopWestJet
10h 55mORD-YYZ
3/5Fri
multi-stopWestJet
19h 30mYYZ-ORD
£685
7/5Tue
multi-stopAeromexico
20h 48mORD-YYZ
9/5Thu
multi-stopAeromexico
20h 31mYYZ-ORD
£1,364
7/5Tue
multi-stopAeromexico
20h 48mORD-YYZ
12/5Sun
multi-stopAeromexico
20h 31mYYZ-ORD
£1,644

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Chicago - Toronto Flights

Departure:

Chicago (ORD)United States

Destination:

Toronto (YYZ)Canada

Return flight deals:

Toronto - Chicago

Cabin classes:

£404

Browse origins:

  • Flights » 
  • Chicago O'Hare Airport

Browse destinations:

  • Flights » 
  • Worldwide » 
  • Toronto Pearson Airport