Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

CHI - YYZ

Find cheap flights from Chicago to Toronto Pearson Airport from C$ 88

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 16/5. 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
Fri 24/5
Fri 31/5

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 44,979,812 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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. - 10:53 p.m.YYZ-ORD
17h 23m1 stop
C$ 301
Find Deal
Wed, 5 Jun - Wed, 12 Jun
9:15 p.m. - 7:35 p.m.ORD-YYZ
21h 20m2 stops
6:30 a.m. - 11:29 p.m.YYZ-ORD
17h 59m1 stop
C$ 304
Find Deal
Wed, 15 May - Tue, 21 May
6:00 a.m. - 11:38 a.m.ORD-YYZ
4h 38m1 stop
12:30 p.m. - 6:34 p.m.YYZ-ORD
7h 04m1 stop
C$ 409Delta
Find Deal
Wed, 12 Jun - Tue, 18 Jun
9:32 a.m. - 5:09 p.m.MDW-YYZ
6h 37m1 stop
6:04 a.m. - 9:06 a.m.YYZ-MDW
4h 02m1 stop
C$ 409Delta
Find Deal
Wed, 22 May - Wed, 29 May
6:00 a.m. - 8:45 a.m.ORD-YYZ
1h 45mdirect
9:00 a.m. - 9:54 a.m.YYZ-ORD
1h 54mdirect
C$ 417Air Canada
Find Deal
Wed, 15 May - Fri, 7 Jun
9:15 p.m. - 11:58 p.m.ORD-YYZ
1h 43mdirect
7:00 a.m. - 7:57 a.m.YYZ-ORD
1h 57mdirect
C$ 426United Airlines
Find Deal
Fri, 14 Jun - Sun, 16 Jun
1:00 p.m. - 3:43 p.m.ORD-YYZ
1h 43mdirect
6:30 a.m. - 10:01 a.m.YYZ-ORD
4h 31m1 stop
C$ 432Air Canada
Find Deal
Sat, 18 May - Thu, 23 May
9:55 a.m. - 6:35 p.m.ORD-YYZ
7h 40m1 stop
11:55 a.m. - 12:50 p.m.YYZ-ORD
1h 55mdirect
C$ 437American Airlines
Find Deal
Fri, 31 May - Sun, 2 Jun
6:38 a.m. - 4:30 p.m.ORD-YYZ
8h 52m1 stop
11:55 a.m. - 12:50 p.m.YYZ-ORD
1h 55mdirect
C$ 438American Airlines
Find Deal
Thu, 16 May - Sat, 18 May
9:15 p.m. - 11:58 p.m.ORD-YYZ
1h 43mdirect
7:00 a.m. - 7:57 a.m.YYZ-ORD
1h 57mdirect
C$ 445United Airlines
Find Deal
Fri, 7 Jun - Mon, 10 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$ 172 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$ 208.

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 Sunday 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$ 343 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is C$ 629 and C$ 565 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$ 409 on Delta, followed by Air Canada (C$ 417). One-way flight deals have also been found from as low as C$ 167 on Delta and from C$ 174 on Air Canada.

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. United Airlines also offers 9 flights per day, while Air Canada follows with 4 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$ 210. 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 21 and 26 nonstop flights that take off from Chicago and land in Toronto Pearson Intl Airport, with an average flight time of 1h 44m. The most common departure time is 11:00 a.m. and most flights take off in the morning. Each week, there are 168 flights. The most frequent day of departure is Friday, 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$ 88
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$ 64 for a one-way ticket and C$ 220 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 Midway 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$ 569 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$ 199 or less one-way and C$ 437 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, +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 11255 reviews
7.7boarding
7.2comfort
8.1crew
7.1entertainment
6.7food
Airline reviews

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.

2.0 MediocreWayne, Apr. 2024ORD - SFO
Read more about United Airlines reviews

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.

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.

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

My flight was great! Gate attendants and crew were great… pleasant and in good spirits. Flight delayed several hours and we were well informed of the status while on plane. Thank you!

The fact that I got to Toronto alive and well and safe is a huge plus. I thank the captain and crew for a safe flight The comfort of the aircraft leaves much to be desired. Human beings should not have to be that cramped and squashed on a flight that we pay a lot for and even have to pay for lousy food choices The cabin crew were pleasant and helpful Kudos to them as the flight was packed to capacity and there was a lot of work for them in a short space of time All in all a good experience, but too cramped

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.

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.
16/5Thu
1 stop
6h 47mORD-YYZ
C$ 88
16/5Thu
1 stop
6h 47mORD-YYZ
C$ 100
14/5Tue
1 stopDelta
8h 25mMDW-YYZ
C$ 167
15/6Sat
1 stopDelta
8h 25mORD-YYZ
C$ 170
15/5Wed
directAir Canada
1h 45mORD-YYZ
C$ 174
30/5Thu
directAmerican Airlines
1h 40mORD-YYZ
C$ 182
15/5Wed
directAir Canada
1h 45mORD-YYZ
C$ 187
29/6Sat
1 stopAmerican Airlines
9h 08mORD-YYZ
C$ 193
13/5Mon
directUnited Airlines
1h 43mORD-YYZ
C$ 208
18/6Tue
1 stopUnited Airlines
7h 04mORD-YYZ
C$ 227

Search by stops

Search by airline

Search by price

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.
25/4Thu
multi-stop
14h 40mORD-YYZ
21/5Tue
multi-stop
10h 39mYYZ-ORD
C$ 575
25/4Thu
multi-stop
14h 40mORD-YYZ
21/5Tue
multi-stop
12h 51mYYZ-ORD
C$ 586
26/4Fri
multi-stopDelta
7h 24mORD-YYZ
19/5Sun
multi-stopDelta
4h 16mYYZ-ORD
C$ 635
26/4Fri
directAir Canada
1h 43mORD-YYZ
18/5Sat
directAir Canada
1h 54mYYZ-ORD
C$ 677
25/4Thu
multi-stopDelta
4h 36mORD-YYZ
19/5Sun
multi-stopDelta
3h 57mYYZ-ORD
C$ 686
25/4Thu
directAmerican Airlines
1h 40mORD-YYZ
22/5Wed
directAmerican Airlines
1h 55mYYZ-ORD
C$ 699
25/4Thu
multi-stopAmerican Airlines
6h 00mORD-YYZ
22/5Wed
directAmerican Airlines
1h 56mYYZ-ORD
C$ 710
25/4Thu
directAir Canada
1h 43mORD-YYZ
24/5Fri
directAir Canada
1h 54mYYZ-ORD
C$ 736
28/4Sun
multi-stopUnited Airlines
11h 57mORD-YYZ
29/4Mon
directUnited Airlines
2h 04mYYZ-ORD
C$ 851
28/4Sun
directUnited Airlines
1h 45mORD-YYZ
28/4Sun
multi-stopUnited Airlines
9h 45mYYZ-ORD
C$ 858

Search by stops

Search by airline

Search by price

Flights to Toronto Pearson Airport

Destination:

Toronto Pearson Airport (YYZ)Canada

Return flight deals:

Toronto Pearson Airport - Chicago

Cabin classes:

C$ 1,351
C$ 208