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CHI - YYZ

Find cheap flights from Chicago to Toronto Pearson Airport from $114

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 5/14. 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 5/25
Sat 6/1

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 travelers have searched 45,119,101 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.

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

Bundle and saveSave money when you bundle your flight + hotel.

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 pm - 2:00 pmORD-YYZ
18h 20m1 stop
6:30 am - 10:53 pmYYZ-ORD
17h 23m1 stop
Wed, Jun 5 - Wed, Jun 12
9:15 pm - 7:35 pmORD-YYZ
21h 20m2 stops
6:30 am - 11:29 pmYYZ-ORD
17h 59m1 stop
Wed, May 15 - Tue, May 21
8:30 am - 5:08 pmORD-YYZ
7h 38m1 stop
12:30 pm - 6:34 pmYYZ-ORD
7h 04m1 stop
$299Delta
Find Deal
Thu, Jun 13 - Tue, Jun 18
9:35 am - 5:08 pmMDW-YYZ
6h 33m1 stop
9:45 am - 12:43 pmYYZ-MDW
3h 58m1 stop
$299Delta
Find Deal
Thu, Jun 13 - Sun, Jun 16
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$305Air Canada
Find Deal
Wed, May 15 - Fri, Jun 7
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
12:00 pm - 12:54 pmYYZ-ORD
1h 54mnonstop
$311United Airlines
Find Deal
Fri, Jun 14 - Sun, Jun 16
9:20 pm - 8:00 amORD-YYZ
9h 40m1 stop
7:00 am - 7:57 amYYZ-ORD
1h 57mnonstop
$315United Airlines
Find Deal
Wed, May 15 - Fri, Jun 7
4:59 pm - 7:52 pmORD-YYZ
1h 53mnonstop
6:30 am - 10:01 amYYZ-ORD
4h 31m1 stop
$316Air Canada
Find Deal
Fri, May 17 - Tue, May 21
3:20 pm - 10:20 pmORD-YYZ
6h 00m1 stop
3:10 pm - 4:05 pmYYZ-ORD
1h 55mnonstop
$319American Airlines
Find Deal
Fri, May 31 - Sun, Jun 2
6:00 am - 12:04 pmORD-YYZ
5h 04m1 stop
11:55 am - 12:50 pmYYZ-ORD
1h 55mnonstop
$320American Airlines
Find Deal
Wed, May 22 - Tue, May 28

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 $116 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 $154.

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.
Your flight ticket price will generally be cheaper if you fly to Toronto Pearson Airport on a Saturday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Mondays for better deals.

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 $251 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is $460 and $413 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.
In the last 3 days, Delta offered the best one-way deal for that route, at $124. KAYAK users also found Chicago to Toronto Pearson Airport round-trip flights on Delta from $299 and on Air Canada from $305.

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

United Airlines (10 flights per day), American Airlines (9 flights per day), and Air Canada (4 flights per day) are the most frequent flyers of this route.

Which airlines fly non-stop 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 nonstop 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 $122 for a one-way flight. 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 28 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 am and most flights take off in the morning. Each week, there are 168 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 3 cabin class options for the route. These are Business, Economy and Prem 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 424 miles 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

$114
Best time to beat the crowds with an average 24% drop in price.
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 $114 for a one-way ticket and $220 for a round-trip.

  • Do I need a passport to fly between Chicago and Toronto Pearson Airport?

    Yes, you’ll need a passport to travel to Toronto Pearson Airport from Chicago.

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

    Chicago is served by 2 major airports and there is only 1 main airport in Toronto Pearson Airport. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Toronto Pearson Intl.

  • 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 nonstop 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Toronto are United Airlines and American Airlines. With an average price for the route of $450 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $368 and an overall rating of 7.3.

  • 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 travelers 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 $132 or less one-way and $332 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 direct 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 direct flights
See more direct flights

Top 4 airlines serving 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
Porter AirlinesOverall score based on 438 reviews
6.6entertainment
7.4food
7.6boarding
7.5comfort
8.2crew
Airline reviews

Wish we had music during take off and landing like the last flight

10.0 ExcellentAnonymous, Apr 2024EWR - YTZ
Read more about Porter Airlines reviews

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

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.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

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.
5/14Tue
1 stop
16h 22mORD-YYZ
$114
5/31Fri
1 stop
18h 20mORD-YYZ
$115
6/15Sat
1 stopDelta
8h 25mORD-YYZ
$124
6/19Wed
1 stopDelta
6h 33mMDW-YYZ
$124
5/15Wed
nonstopAmerican Airlines
1h 35mORD-YYZ
$127
5/29Wed
nonstopUnited Airlines
1h 48mORD-YYZ
$133
6/19Wed
nonstopAir Canada
1h 43mORD-YYZ
$143
5/8Wed
nonstopAir Canada
1h 42mORD-YYZ
$144
5/11Sat
1 stopAmerican Airlines
9h 05mORD-YYZ
$152
5/26Sun
nonstopUnited Airlines
1h 52mORD-YYZ
$154

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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.
4/30Tue
multi-stop
32h 17mORD-YYZ
5/5Sun
multi-stop
10h 18mYYZ-ORD
$477
4/30Tue
multi-stop
25h 01mORD-YYZ
5/4Sat
multi-stop
12h 45mYYZ-ORD
$481
4/30Tue
multi-stopWestJet
7h 51mORD-YYZ
5/1Wed
multi-stopWestJet
8h 20mYYZ-ORD
$485
4/30Tue
nonstopUnited Airlines
1h 45mORD-YYZ
4/30Tue
multi-stopUnited Airlines
4h 47mYYZ-ORD
$486
4/30Tue
nonstopUnited Airlines
1h 45mORD-YYZ
4/30Tue
nonstopUnited Airlines
2h 04mYYZ-ORD
$494
4/27Sat
multi-stopWestJet
4h 55mORD-YYZ
5/3Fri
nonstopWestJet
2h 04mYYZ-ORD
$513
4/28Sun
nonstopAmerican Airlines
1h 40mORD-YYZ
5/5Sun
nonstopAmerican Airlines
1h 55mYYZ-ORD
$528
4/29Mon
nonstopAir Canada
1h 43mORD-YYZ
5/4Sat
nonstopAir Canada
1h 54mYYZ-ORD
$555
4/26Fri
nonstopAmerican Airlines
1h 40mORD-YYZ
4/30Tue
nonstopAmerican Airlines
1h 55mYYZ-ORD
$559
4/29Mon
nonstopAir Canada
1h 43mORD-YYZ
5/1Wed
nonstopAir Canada
1h 54mYYZ-ORD
$586

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Flights to Toronto Pearson Airport

Destination:

Toronto Pearson Airport (YYZ)Canada

Return flight deals:

Toronto Pearson Airport - Chicago

Cabin classes:

$984
$407
$1,288
$154