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CHI - YYZ

Find cheap flights from Chicago to Toronto Pearson Airport from C$ 117

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 Pearson Intl departing on 5/6. 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
Sun 19/5
Sun 26/5

Search hundreds of travel sites at once for deals on flights to Toronto Pearson 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
In the last 7 days, travellers have searched 44,553,814 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Pearson Intl (CHI-YYZ)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Pearson Intl 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
11:48 a.m. - 7:35 p.m.ORD-YYZ
6h 47m1 stop
7:45 a.m. - 9:51 p.m.YYZ-ORD
15h 06m1 stop
C$ 330
Find Deal
Thu, 30 May - Wed, 5 Jun
11:14 a.m. - 7:35 p.m.ORD-YYZ
31h 21m3 stops
7:45 a.m. - 9:46 p.m.YYZ-ORD
15h 01m1 stop
C$ 348
Find Deal
Wed, 8 May - Tue, 14 May
6:00 a.m. - 8:45 a.m.ORD-YYZ
1h 45mdirect
7:59 a.m. - 8:58 a.m.YYZ-ORD
1h 59mdirect
C$ 369Air Canada
Find Deal
Thu, 9 May - Mon, 13 May
9:57 a.m. - 5:24 p.m.ORD-YYZ
6h 27m1 stop
6:30 a.m. - 7:26 a.m.YYZ-ORD
1h 56mdirect
C$ 381American Airlines
Find Deal
Thu, 9 May - Sun, 12 May
8:35 a.m. - 11:15 a.m.ORD-YYZ
1h 40mdirect
6:30 a.m. - 7:26 a.m.YYZ-ORD
1h 56mdirect
C$ 398American Airlines
Find Deal
Thu, 9 May - Sun, 12 May
8:45 a.m. - 5:09 p.m.ORD-YYZ
7h 24m1 stop
9:45 a.m. - 4:33 p.m.YYZ-ORD
7h 48m1 stop
C$ 402Delta
Find Deal
Thu, 9 May - Sun, 12 May
9:46 a.m. - 6:20 p.m.MDW-YYZ
7h 34m1 stop
12:30 p.m. - 5:06 p.m.YYZ-MDW
5h 36m1 stop
C$ 402Delta
Find Deal
Tue, 7 May - Tue, 14 May
6:00 p.m. - 8:43 p.m.ORD-YYZ
1h 43mdirect
12:00 p.m. - 12:54 p.m.YYZ-ORD
1h 54mdirect
C$ 406Air Canada
Find Deal
Sat, 15 Jun - Tue, 9 Jul
6:00 a.m. - 8:45 a.m.ORD-YYZ
1h 45mdirect
2:45 p.m. - 11:30 p.m.YYZ-ORD
9h 45m1 stop
C$ 433United Airlines
Find Deal
Fri, 10 May - Sun, 12 May
9:15 p.m. - 11:58 p.m.ORD-YYZ
1h 43mdirect
9:00 p.m. - 10:04 p.m.YYZ-ORD
2h 04mdirect
C$ 446United Airlines
Find Deal
Tue, 14 May - Fri, 17 May

Flights from Chicago to Pearson Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Pearson Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Toronto Pearson Intl Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Toronto Pearson Intl Airport.
Our data shows that the cheapest route for a one-way flight from Chicago to Toronto Pearson Intl Airport cost C$ 170 and was between Chicago O'Hare Intl Airport and Toronto Pearson Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 230.

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

The average price of all flights from Chicago to Toronto Pearson Intl Airport clicked on KAYAK for each day over the last 12 months.
For Chicago to Toronto Pearson Airport, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Toronto Pearson Airport back to Chicago, the best deals are generally found on Thursday, with Monday being the most expensive.

What is the cheapest month to fly from Chicago 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 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 to Toronto Pearson Intl Airport is January, where tickets cost C$ 345 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is C$ 633 and C$ 568 respectively.

How far in advance should I book a flight from Chicago 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 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 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 Pearson Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Toronto Pearson Airport found by KAYAK users in the last 72 hours was for C$ 369 on Air Canada, followed by American Airlines (C$ 381). One-way flight deals have also been found from as low as C$ 153 on Air Canada and from C$ 166 on American Airlines.

Which airlines fly most frequently between Chicago and Toronto Pearson Airport?

American Airlines connects Chicago to Toronto Pearson Airport with up to 9 flights per day. Air Canada also offers 6 flights per day, while United Airlines follows with 6 flights per day.

Which airlines fly direct between Chicago and Toronto Pearson Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Toronto Pearson Intl Airport.
There are 3 airlines that fly direct from Chicago to Toronto Pearson Intl Airport. They are: Air Canada, American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Air Canada at C$ 211. On average, the best prices for this route can be found at Air Canada.

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

Each day, there are between 20 and 25 nonstop flights that take off from Chicago and land in Toronto Pearson Intl Airport, with an average flight time of 1h 43m. The most common departure time is 11:00 a.m. and most flights take off in the morning. Each week, there are 163 flights. The most frequent day of departure is Wednesday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago 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 Pearson Airport take?

A direct flight to Toronto Pearson Airport will take on average 1h 32m to travel the 1,099 km flying distance from Chicago.

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

Early birds can take the earliest flight from Chicago at 6:00 am and will be landing in Toronto Pearson Intl Airport at 8:45 am.

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

If you prefer to fly at night, the latest flight from Chicago to Toronto Pearson Intl Airport jets off at 9:16 pm and lands at 11:58 pm.

Good to know

Low season

January

High season

June

Cheapest flight

C$ 117
Best time to beat the crowds (24% less expensive on average)
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

When to book flights from Chicago to Pearson Intl

Are your dates flexible? Find out the best times to travel from Chicago to Pearson Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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 Pearson Airport flights

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

    In the last 3 days, the lowest price for a flight from Chicago to Toronto Pearson Intl Airport was C$ 85 for a one-way ticket and C$ 240 for a round-trip.

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

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Toronto Pearson Airport (Toronto Pearson Intl). The cheapest flights are generally found on the Chicago O'Hare Airport to Toronto Pearson Intl flight route.

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

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

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

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Toronto Pearson Airport flight route.

  • Which airline alliances offer flights from Chicago to Toronto Pearson Airport?

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

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

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

  • Which is the best airline for flights from Chicago to Toronto, United Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Chicago to Toronto are United Airlines and Air Canada. With an average price for the route of C$ 572 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of C$ 480 and an overall rating of 7.0.

  • How does KAYAK find such low prices on flights from Chicago to Toronto Pearson Airport?

    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 Pearson Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Toronto Pearson Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto Pearson Airport 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 Pearson Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto Pearson Airport 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 Pearson Airport?

    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 Pearson Airport 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? 25% of our users found flights on this route for C$ 200 or less one-way and C$ 487 or less round-trip.

Prefer to fly non-stop from Chicago to Toronto Pearson Airport?

Find which airlines fly direct from Chicago to Pearson Intl, which days they fly and book direct flights.

Nonstop departures

Chicago 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, +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 nonstop flights

Nonstop returns

Toronto Pearson Intl to Chicago

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, +13 more

ANA,Air Canada, +14 more

Saturday

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

ANA,Air Canada, +15 more

Sunday

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

ANA,Air Canada, +14 more

See more nonstop flights
See more nonstop flights

Top airlines flying from Chicago to Pearson Intl

 
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 Pearson Intl? 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.
7.4
United AirlinesOverall score based on 11341 reviews
8.1crew
7.2comfort
7.1entertainment
6.7food
7.7boarding
Airline reviews

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

6.0 GoodMarc, Mar. 2024ORD - LHR
Read more about United Airlines reviews

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

The control panel for the seat back screen did not work at all after takeoff.

Overall I will say it was a very good experience. It was as comfortable as can be expected for such a long flight - 12 hours from Toronto to Tokyo. Everyone was very pleasant and polite. Even the passengers were cooperative and trying to be nice to each other. Of course the space is limited on such a long flight. The bathrooms were actually very clean. The food was very good. I liked how there was a variety of food options. The in flight entertainment system was also very impressive! There were some children on the flight but they were well behaved and hardly ever crying. Great Job Canada Air! I will definitely fly with Air Canada again!

Lost my bag. My first ever flight with them that they forced me to gate check my bag on, due to them having a 30 year old plane with small carry on bins, and they lost my bag. Never again.

The trip was fine and uneventful. The seat in business class was very uncomfortable which was disappointing given the extra cost. It was spacious but it felt like I was sitting on metal bars. The food in business class wasn't very good. The flight was ahead of time, the staff was professional and courteous and our luggage arrived safely.

Again we were late leaving Austin , there was no tv screen for the 3.5 hr flight, the pizza I bought was kinda bland

Both flights to and from Phoenix were delayed 2 hours each direction. Unacceptable. Disappointed with Air Canada I was given a food voucher fror trip to Phoenix but nothing on return. Both baggage claims took 2 hours to collect baggage

I didn't understand what "limited wifi" mean. Everything is money money money. I didn't have any other choice other than Air Canada since I couldn't find any other direct flight.

My flying experience with Air Canada was good but the wheelchair situation wasn't good at all and if would be good to make sure that they have the appropriate services available for your traveling passengers.

It has space for legs. Comfortable seats Punctual Some snacks should be served

Air Canada staff needs to be trained in hospitality. Most flight attendants are with attitude. Air Canada needs to carry additional food on board especially vegetarian plates as this category of travellers are on the rise. This is necessary for long distance flights. Blankets are cheap. Seats are not designed well Lower back portion should be thicker. Everytime thr passenger at the back of me took stuff or put stuff in the pocket of the seat in front of them which is my seat, I could feel them pushing or hitting on my chair.

The flight was more compact. The flight was more turbulent than usual. Otherwise no complaints.

Book cheap flights from Chicago to Toronto

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.
5/6Wed
1 stop
18h 20mORD-YYZ
C$ 117
30/5Thu
1 stop
6h 47mORD-YYZ
C$ 131
11/5Sat
directAir Canada
1h 45mORD-YYZ
C$ 153
10/5Fri
1 stopAmerican Airlines
6h 27mORD-YYZ
C$ 166
14/5Tue
1 stopDelta
7h 34mMDW-YYZ
C$ 166
12/5Sun
1 stopAmerican Airlines
4h 33mORD-YYZ
C$ 173
1/6Sat
1 stopDelta
5h 14mMDW-YYZ
C$ 173
18/5Sat
directAir Canada
1h 42mORD-YYZ
C$ 183
15/6Sat
1 stopUnited Airlines
9h 15mORD-YYZ
C$ 194
7/5Tue
1 stopUnited Airlines
11h 44mORD-YYZ
C$ 211

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Last minute flights from Chicago to Pearson Intl

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.
23/4Tue
multi-stop
23h 40mORD-YYZ
30/4Tue
multi-stop
37h 41mYYZ-ORD
C$ 455
23/4Tue
multi-stop
17h 36mORD-YYZ
30/4Tue
multi-stop
11h 15mYYZ-ORD
C$ 473
22/4Mon
multi-stop
10h 13mORD-YYZ
24/4Wed
multi-stop
11h 56mYYZ-ORD
C$ 483
24/4Wed
multi-stopWestJet
8h 10mMDW-YYZ
26/4Fri
multi-stopWestJet
9h 38mYYZ-MDW
C$ 644
23/4Tue
multi-stopAmerican Airlines
8h 00mORD-YYZ
20/5Mon
directAmerican Airlines
1h 55mYYZ-ORD
C$ 654
23/4Tue
directAmerican Airlines
1h 40mORD-YYZ
2/5Thu
directAmerican Airlines
1h 55mYYZ-ORD
C$ 658
24/4Wed
directAir Canada
1h 53mORD-YYZ
26/4Fri
directAir Canada
1h 59mYYZ-ORD
C$ 678
21/4Sun
directAir Canada
1h 48mORD-YYZ
24/5Fri
directAir Canada
1h 54mYYZ-ORD
C$ 680
21/4Sun
directUnited Airlines
1h 48mORD-YYZ
18/5Sat
multi-stopUnited Airlines
4h 47mYYZ-ORD
C$ 709
23/4Tue
multi-stopWestJet
10h 11mMDW-YYZ
2/5Thu
multi-stopWestJet
10h 30mYYZ-MDW
C$ 724

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Flights to Toronto Pearson Airport

Destination:

Toronto Pearson Airport (YYZ)Canada

Return flight deals:

Toronto Pearson Airport - Chicago

Cabin classes:

C$ 1,358
C$ 230