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CHI - YYZ

Find cheap flights from Chicago to Toronto Pearson Airport from C$ 106

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 11/6. 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 9/6
Sun 16/6

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 43,895,468 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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
6:40 p.m. - 2:00 p.m.ORD-YYZ
18h 20m1 stop
6:30 a.m. - 4:28 p.m.YYZ-ORD
10h 58m1 stop
C$ 314
Find Deal
Tue, 4 Jun - Tue, 18 Jun
6:40 p.m. - 2:00 p.m.ORD-YYZ
18h 20m1 stop
6:30 a.m. - 10:53 p.m.YYZ-ORD
17h 23m1 stop
C$ 322
Find Deal
Tue, 4 Jun - Sat, 8 Jun
7:10 a.m. - 9:58 a.m.ORD-YYZ
1h 48mdirect
7:00 a.m. - 7:57 a.m.YYZ-ORD
1h 57mdirect
C$ 400United Airlines
Find Deal
Wed, 5 Jun - Sat, 8 Jun
7:10 a.m. - 9:58 a.m.ORD-YYZ
1h 48mdirect
7:55 a.m. - 8:51 a.m.YYZ-ORD
1h 56mdirect
C$ 402United Airlines
Find Deal
Wed, 5 Jun - Sun, 9 Jun
6:00 p.m. - 8:43 p.m.ORD-YYZ
1h 43mdirect
7:50 p.m. - 8:44 p.m.YYZ-ORD
1h 54mdirect
C$ 403Air Canada
Find Deal
Sat, 25 May - Sun, 26 May
3:35 p.m. - 10:32 p.m.ORD-YYZ
5h 57m1 stop
5:30 p.m. - 6:27 p.m.YYZ-ORD
1h 57mdirect
C$ 407Air Canada
Find Deal
Sat, 13 Jul - Fri, 19 Jul
1:15 p.m. - 10:22 p.m.ORD-YYZ
8h 07m1 stop
6:30 a.m. - 7:25 a.m.YYZ-ORD
1h 55mdirect
C$ 426American Airlines
Find Deal
Sat, 15 Jun - Wed, 19 Jun
9:33 a.m. - 5:08 p.m.MDW-YYZ
6h 35m1 stop
12:30 p.m. - 5:05 p.m.YYZ-MDW
5h 35m1 stop
C$ 429Delta
Find Deal
Sun, 14 Jul - Fri, 19 Jul
1:32 p.m. - 10:46 p.m.ORD-YYZ
8h 14m1 stop
5:58 p.m. - 9:03 p.m.YYZ-ORD
4h 05m1 stop
C$ 435Delta
Find Deal
Wed, 5 Jun - Sat, 8 Jun
8:38 p.m. - 11:13 a.m.ORD-YYZ
13h 35m1 stop
6:30 a.m. - 7:25 a.m.YYZ-ORD
1h 55mdirect
C$ 441American Airlines
Find Deal
Fri, 7 Jun - Fri, 14 Jun

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$ 191 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$ 193.

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, Tuesday 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 Friday 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 February, where tickets cost C$ 391 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is C$ 611 and C$ 546 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 56 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$ 400 on United Airlines, followed by Air Canada (C$ 403). One-way flight deals have also been found from as low as C$ 167 on Air Canada and from C$ 180 on United Airlines.

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

United Airlines (10 flights per day), American Airlines (6 flights per day), and Air Canada (4 flights per day) are the most frequent flyers of this route.

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$ 201. 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 18 and 24 nonstop flights that take off from Chicago and land in Toronto Pearson Intl Airport, with an average flight time of 1h 45m. The most common departure time is 11:00 a.m. and most flights take off in the morning. Each week, there are 145 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 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 35m 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$ 106
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly and prices are also 15% 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$ 77 for a one-way ticket and C$ 229 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$ 563 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$ 478 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$ 221 or less one-way and C$ 248 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, +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 nonstop flights

Nonstop returns

Toronto Pearson Intl to Chicago

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 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 11016 reviews
7.1Entertainment
8.1Crew
7.7Boarding
7.2Comfort
6.7Food
Airline reviews

I’ve had a couple flights this week on United that were delayed by an hour or more

4.0 OkayJared R., May 2024ORD - SFO
Read more about United Airlines reviews

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

The ride was good but no food ot entertainment hence, it was just over an hour flight.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

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.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Cabin crew were great. Seats are criminal for tall people

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.
11/6Tue
1 stop
18h 20mORD-YYZ
C$ 106
30/5Thu
1 stop
6h 47mORD-YYZ
C$ 108
7/6Fri
directAir Canada
1h 43mORD-YYZ
C$ 167
8/7Mon
1 stopAir Canada
5h 57mORD-YYZ
C$ 174
26/5Sun
directUnited Airlines
1h 45mORD-YYZ
C$ 180
28/6Fri
1 stopDelta
8h 25mORD-YYZ
C$ 181
6/6Thu
1 stopDelta
8h 25mMDW-YYZ
C$ 181
16/6Sun
1 stopSun Country Air
10h 07mORD-YYZ
C$ 182
9/6Sun
directUnited Airlines
1h 43mORD-YYZ
C$ 237
27/5Mon
1 stopSun Country Air
14h 55mORD-YYZ
C$ 282

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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.
14/5Tue
multi-stop
30h 50mORD-YYZ
21/5Tue
multi-stop
12h 10mYYZ-ORD
C$ 474
15/5Wed
multi-stop
21h 20mORD-YYZ
21/5Tue
multi-stop
12h 10mYYZ-ORD
C$ 504
14/5Tue
multi-stop
22h 34mORD-YYZ
21/5Tue
multi-stop
12h 10mYYZ-ORD
C$ 513
15/5Wed
directAmerican Airlines
1h 50mORD-YYZ
7/6Fri
directAmerican Airlines
1h 55mYYZ-ORD
C$ 631
15/5Wed
multi-stopAmerican Airlines
7h 29mORD-YYZ
7/6Fri
directAmerican Airlines
1h 55mYYZ-ORD
C$ 641
13/5Mon
multi-stopSun Country Air
14h 45mORD-YYZ
16/5Thu
multi-stopSun Country Air
12h 23mYYZ-ORD
C$ 672
15/5Wed
directUnited Airlines
1h 45mORD-YYZ
16/5Thu
directUnited Airlines
1h 54mYYZ-ORD
C$ 681
11/5Sat
directAir Canada
1h 45mORD-YYZ
19/5Sun
directAir Canada
1h 54mYYZ-ORD
C$ 765
11/5Sat
multi-stopAir Canada
6h 09mORD-YYZ
19/5Sun
directAir Canada
2h 04mYYZ-ORD
C$ 772
14/5Tue
directUnited Airlines
1h 42mORD-YYZ
15/5Wed
directUnited Airlines
1h 59mYYZ-ORD
C$ 816

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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$ 1,353
C$ 193