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

CHI - YYZ

$82 Find cheap flights from Chicago to Toronto Pearson Airport

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 10/1. 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
Wed 7/10
Wed 7/17

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 42,898,604 times on KAYAK, and here is why:

Save 21% 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
3:35 pm - 9:52 pmORD-YYZ
5h 17m1 stop
9:00 pm - 10:02 pmYYZ-ORD
2h 02mnonstop
$253Air Canada
Find Deal
Mon, Jul 8 - Fri, Jul 12
6:00 am - 8:48 amORD-YYZ
1h 48mnonstop
9:00 pm - 10:02 pmYYZ-ORD
2h 02mnonstop
$258Air Canada
Find Deal
Mon, Jul 8 - Fri, Jul 12
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
6:30 am - 10:01 amYYZ-ORD
4h 31m1 stop
Sat, Jul 6 - Wed, Jul 10
4:00 pm - 10:14 pmORD-YYZ
5h 14m1 stop
7:40 am - 8:36 amYYZ-ORD
1h 56mnonstop
$291United Airlines
Find Deal
Tue, Jul 16 - Mon, Jul 22
8:25 am - 11:15 amORD-YYZ
1h 50mnonstop
1:20 pm - 2:15 pmYYZ-ORD
1h 55mnonstop
$292American Airlines
Find Deal
Sun, Jun 23 - Tue, Jun 25
6:00 pm - 8:43 pmORD-YYZ
1h 43mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$293United Airlines
Find Deal
Mon, Jun 24 - Wed, Jun 26
7:00 am - 5:30 pmORD-YYZ
9h 30m1 stop
11:50 am - 7:42 pmYYZ-ORD
8h 52m1 stop
Sat, Sep 21 - Thu, Sep 26
1:08 pm - 9:30 pmORD-YYZ
7h 22m1 stop
1:25 pm - 2:20 pmYYZ-ORD
1h 55mnonstop
$313American Airlines
Find Deal
Thu, Oct 3 - Sat, Oct 5
9:18 am - 6:34 pmMDW-YYZ
8h 16m1 stop
12:30 pm - 6:39 pmYYZ-MDW
7h 09m1 stop
$316Delta
Find Deal
Wed, Jul 10 - Wed, Jul 17
6:05 am - 11:39 amORD-YYZ
4h 34m1 stop
6:30 am - 2:44 pmYYZ-ORD
9h 14m1 stop
$317Delta
Find Deal
Wed, Aug 28 - Wed, Sep 4

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 $122 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 $132.

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 February, where tickets cost $285 on average. On the other hand, the most expensive months are July and October, where the average cost of tickets is $400 and $387 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 76 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, Air Canada offered the best one-way deal for that route, at $87. KAYAK users also found Chicago to Toronto Pearson Airport round-trip flights on Air Canada from $253 and on United Airlines from $291.

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

United Airlines (10 flights per day), American Airlines (5 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 $121 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 15 and 21 nonstop flights that take off from Chicago and land in Toronto Pearson Intl Airport, with an average flight time of 1h 46m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 136 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 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 9:15 pm and lands at 11:58 pm.

Good to know

Low season

January

High season

June

Cheapest flight

$82
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 9% 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 $82 for a one-way ticket and $253 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, British Airways, Finnair, 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 $442 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 $357 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 $154 or less one-way and $324 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, +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

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 382 reviews
7.5Comfort
6.6Entertainment
7.6Boarding
8.2Crew
7.4Food
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.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

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

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

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.

There was a mistake with the first name we only discovered at security. Air canada was unable to correct it to match then passport since it was booked through an agency. The agency could not correct it either since they need at least two hours to do that. We could not fly and lost a bunch of money. Learned my lesson about kayak.

My flight got canceled. Then AC rebooked me to a next day flight. No compensation no apology. It almost messed up my entire trip and schedule. However, all the unexpepected seems routine and ordinary to AC, so customers need to get used to.

I love air Canada. The staff is so helpful and friendly and attentive. I paid for extra room but chose a ser near a person who took up a lot of space which gave me less space than regular economy, I was sad I did that!

Did not appreciate “hidden fees” to check a bag for international flight and purchase a seat to be next to my spouse. Won’t choose this airline again.

No meal. Flight crew was wonderful, happily finding me storage for my guitar. THANK YOU!!!

The original flight from Boston to Toronto was canceled because of a mechanical failure. I was then scheduled on a flight to go from Boston to Montreal and then Montreal to Toronto. The flight was extremely full and I had to check my carry-on bag. When I actually got on the plane there appeared to be room for my bag. I understand the mechanical failures happen. But it was frustrating that they pestered me to check my bag when I don't believe it was necessary. Additionally, not just with Air Canada, modern airline seats are incredibly uncomfortable. There is considerable research that shows that the shape of them is poor for back health.

Unable to initiate refund/reschedule the ticket #worst experience #lost 900$

Flight was delayed for almost 3 hours. Communication of gate change was poor. Email and screen said one gate and it was a different gate from that. Gate changed first to 64 B and then to 64 C. Originally it was 68B. 64C was not communicated properly!

This was a red eye return, so I doubt there would be anyway to make it better. Other than adding beds.

Direct nonstop flight was great. Flight was delayed and the crew announced a 2h delay on the sound system. 30 min or so later I hear my name on the sound system for immediate board. Several other passangers were late too. Reason: The crew incorrectly announced a 2h delay when in reality they meant a new boarding time at 2pm.

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.
10/1Tue
1 stop
7h 07mORD-YYZ
$82
10/1Tue
1 stop
7h 07mORD-YYZ
$83
9/4Wed
nonstopAir Canada
1h 37mORD-YYZ
$87
7/30Tue
nonstopUnited Airlines
1h 43mORD-YYZ
$117
8/6Tue
nonstopAir Canada
1h 48mORD-YYZ
$121
8/12Mon
1 stopUnited Airlines
11h 36mORD-YYZ
$131
6/24Mon
1 stopDelta
6h 17mORD-YYZ
$132
6/29Sat
1 stopDelta
6h 40mMDW-YYZ
$132
7/14Sun
1 stopAmerican Airlines
4h 29mORD-YYZ
$137
8/11Sun
1 stopAmerican Airlines
4h 42mORD-YYZ
$142

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.
6/14Fri
multi-stop
17h 56mORD-YYZ
6/18Tue
multi-stop
13h 30mYYZ-ORD
$368
6/15Sat
multi-stop
21h 29mORD-YYZ
6/17Mon
multi-stop
17h 24mYYZ-ORD
$377
6/15Sat
nonstopAir Canada
1h 43mORD-YYZ
6/16Sun
multi-stopAir Canada
4h 31mYYZ-ORD
$470
6/15Sat
multi-stopUnited Airlines
9h 14mORD-YYZ
6/17Mon
nonstopUnited Airlines
1h 56mYYZ-ORD
$474
6/15Sat
multi-stopDelta
9h 37mORD-YYZ
6/17Mon
multi-stopDelta
6h 27mYYZ-ORD
$489
6/15Sat
multi-stopDelta
4h 05mMDW-YYZ
6/17Mon
multi-stopDelta
7h 05mYYZ-MDW
$489
6/13Thu
nonstopAir Canada
1h 45mORD-YYZ
7/6Sat
nonstopAir Canada
1h 56mYYZ-ORD
$519
6/13Thu
multi-stopUnited Airlines
7h 15mORD-YYZ
7/6Sat
nonstopUnited Airlines
1h 57mYYZ-ORD
$534
6/13Thu
nonstopAmerican Airlines
1h 50mORD-YYZ
6/17Mon
nonstopAmerican Airlines
1h 55mYYZ-ORD
$546
6/12Wed
multi-stopAmerican Airlines
5h 29mORD-YYZ
6/23Sun
nonstopAmerican Airlines
1h 55mYYZ-ORD
$555

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:

$796
$213
$1,108
$132