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Find cheap flights from Chicago to Toronto Pearson Airport from C$ 122

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 16/4. 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
Thu 18/4
Thu 25/4

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 47,600,107 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Pearson Intl

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.
6:41 p.m. - 1:55 p.m.ORD-YYZ
18h 14m1 stop
6:30 a.m. - 5:46 p.m.YYZ-ORD
12h 16m1 stop
C$ 301
Find Deal
Tue, 16 Apr - Tue, 23 Apr
6:41 p.m. - 1:55 p.m.ORD-YYZ
18h 14m1 stop
6:30 a.m. - 4:45 p.m.YYZ-ORD
11h 15m1 stop
C$ 305
Find Deal
Tue, 16 Apr - Tue, 23 Apr
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$ 378Air Canada
Find Deal
Fri, 10 May - Mon, 13 May
9:15 p.m. - 11:58 p.m.ORD-YYZ
1h 43mdirect
7:50 p.m. - 8:44 p.m.YYZ-ORD
1h 54mdirect
C$ 386United Airlines
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Sun, 12 May - Mon, 20 May
8:30 a.m. - 2:59 p.m.ORD-YYZ
5h 29m1 stop
6:30 a.m. - 7:26 a.m.YYZ-ORD
1h 56mdirect
C$ 389American Airlines
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Wed, 8 May - Fri, 10 May
9:40 a.m. - 12:25 p.m.ORD-YYZ
1h 45mdirect
2:00 p.m. - 2:54 p.m.YYZ-ORD
1h 54mdirect
C$ 390Air Canada
Find Deal
Sun, 28 Apr - Fri, 3 May
10:11 a.m. - 6:35 p.m.ORD-YYZ
7h 24m1 stop
6:19 p.m. - 7:14 p.m.YYZ-ORD
1h 55mdirect
C$ 391American Airlines
Find Deal
Fri, 12 Apr - Mon, 15 Apr
9:40 a.m. - 12:25 p.m.ORD-YYZ
1h 45mdirect
7:59 a.m. - 8:58 a.m.YYZ-ORD
1h 59mdirect
C$ 394Lufthansa
Find Deal
Thu, 11 Apr - Sun, 14 Apr
9:40 a.m. - 12:25 p.m.ORD-YYZ
1h 45mdirect
7:00 a.m. - 8:01 a.m.YYZ-ORD
2h 01mdirect
C$ 406United Airlines
Find Deal
Thu, 11 Apr - Sun, 14 Apr
9:40 a.m. - 12:25 p.m.ORD-YYZ
1h 45mdirect
7:59 a.m. - 8:58 a.m.YYZ-ORD
1h 59mdirect
C$ 407Lufthansa
Find Deal
Thu, 11 Apr - Sun, 14 Apr

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$ 164 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$ 194.

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 Saturday 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$ 340 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is C$ 623 and C$ 559 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$ 378 on Air Canada, followed by United Airlines (C$ 386). One-way flight deals have also been found from as low as C$ 158 on United Airlines and from C$ 165 on Air Canada.

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

United Airlines (12 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 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$ 209. 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 24 and 29 nonstop flights that take off from Chicago and land in Toronto Pearson Intl Airport, with an average flight time of 1h 42m. The most common departure time is 8:00 a.m. and most flights take off in the morning. Each week, there are 187 flights. The most frequent day of departure is Friday, when 16% 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 33m 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 7:10 am and will be landing in Toronto Pearson Intl Airport at 9:58 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 9:17 pm and lands at 11:59 pm.

Good to know

Low season

January

High season

June

Cheapest flight

C$ 122
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$ 90 for a one-way ticket and C$ 222 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$ 617 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$ 472 and an overall rating of 7.0.

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

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Toronto Pearson Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto Pearson Airport from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Toronto Pearson Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto Pearson Airport with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Toronto Pearson Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto Pearson Airport from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 200 or less one-way and C$ 392 or less round-trip.

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

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

Nonstop departures

Chicago to Toronto Pearson Intl

Monday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Tuesday

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

ANA,Air Canada, +14 more

Wednesday

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

ANA,Air Canada, +14 more

Thursday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Friday

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

ANA,Air Canada, +14 more

Saturday

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

ANA,Air Canada, +14 more

Sunday

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

ANA,Air Canada, +14 more

See more nonstop flights

Nonstop returns

Toronto Pearson Intl to Chicago

Monday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Tuesday

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

ANA,Air Canada, +14 more

Wednesday

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

ANA,Air Canada, +14 more

Thursday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Friday

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

ANA,Air Canada, +14 more

Saturday

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

ANA,Air Canada, +15 more

Sunday

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

ANA,Air Canada, +14 more

See more nonstop flights
See more nonstop flights

Top airlines flying from Chicago to Pearson Intl

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 KAYAK reviews.
7.4
United AirlinesOverall score based on 11602 reviews
81crew
74overall
71entertainment
72comfort
77boarding
67food
Airline reviews

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

Read more about United Airlines

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

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

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

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

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

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

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

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

Flight was fine, it was delayed but only 30 minutes, staff were efficient, lady making announcements at LAX was really hard to understand but the rest were great.

Plane was so old it had cigarette butt trays in the seat

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

Announcements were to loud, too insistent and too often. The same messages can be made in a nice relaxed, yet efficient manner. There is no need to "talk down" as if on a mild power trip. It's immature and unnecessary. This is a constant irritant especially with Air Canada. Learn from your European competitors to have a bit of class.

New Airbus 220 with all the amenities. Not sure why hot beverages were not served as flight turned out to be very smooth…

Flight delayed by 3 hours because of lack of available plane. So why were we notified on the morning of our departure? Is your scheduling that bad? We, in zone 4, were told to check in our 2 carry-ons because of lack of storage space in the plane. When we boarded the luggage spaces directly above us were empty and so were others. In fact there were many empty seats. If each passenger is allowed one carry-on why is that right revoked at the last minute at air Canada's whim? The AC app doesn't work. It refused to show our boarding passes, and track our luggage. In fact it indicated that the flight was on time even though it was delayed by over 3 1/2 hours

The cabin crew were really good!! Check in etc. was very good. We enjoyed the aisle seats as the plane was small! Couldn’t comment on the food as we didn’t order anything!

Plane had a problem with the steering mechanism, which causes a 2.5 hour delay while boarded.

Flight was on time and process was smooth and easy making travel manageable.

Date was for a day earlier than I realized and no email or text up on check in. At least I could have made an effort to re-arrange my schedule to use the flight. 100% write off + cost of new ticket.

On time, easy with no issues. Arrived 15 minutes earlier too.

Very bad experience, probably will never use this airline again unless I have too. In the airport in Chicago made us buy a return ticket otherwise would not let us fly to Belize and stated that the Belizean Immigration will not allow Americans to come in without a return ticket or a Belizean supervising the travelers which turn out to be untrue. The staff were very rude and unprofessional and we almost lost our flight until the supervisor who was Hispanic and we spoke with him in Spanish and helped us and still had to buy an expensive round trip ticket. This was a very bad experience and we made a mistake by booking with Air Canada, usually using the AA and never had this issue.

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.
16/4Tue
1 stop
18h 14mORD-YYZ
C$ 122
10/4Wed
1 stop
18h 10mORD-YYZ
C$ 133
12/4Fri
directUnited Airlines
1h 43mORD-YYZ
C$ 158
19/5Sun
directAir Canada
1h 48mORD-YYZ
C$ 165
12/4Fri
1 stopAmerican Airlines
5h 11mORD-YYZ
C$ 171
10/4Wed
1 stopDelta
6h 01mMDW-YYZ
C$ 171
22/4Mon
directAir Canada
1h 45mORD-YYZ
C$ 172
30/5Thu
directUnited Airlines
1h 43mORD-YYZ
C$ 177
1/6Sat
1 stopDelta
8h 19mORD-YYZ
C$ 179
1/4Mon
1 stopAmerican Airlines
8h 19mORD-YYZ
C$ 198

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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.
24/3Sun
multi-stop
15h 41mMDW-YYZ
25/3Mon
multi-stop
32h 15mYYZ-MDW
C$ 592
24/3Sun
multi-stopAmerican Airlines
5h 17mORD-YYZ
31/3Sun
directAmerican Airlines
2h 09mYYZ-ORD
C$ 611
24/3Sun
directAmerican Airlines
1h 44mORD-YYZ
2/4Tue
directAmerican Airlines
2h 09mYYZ-ORD
C$ 620
24/3Sun
multi-stop
6h 13mORD-YYZ
25/3Mon
multi-stop
31h 07mYYZ-ORD
C$ 621
21/3Thu
multi-stopWestJet
6h 13mORD-YYZ
7/4Sun
multi-stopWestJet
4h 31mYYZ-ORD
C$ 657
24/3Sun
multi-stopWestJet
15h 41mMDW-YYZ
25/3Mon
multi-stopWestJet
10h 27mYYZ-MDW
C$ 673
21/3Thu
multi-stopDelta
6h 19mMDW-YYZ
7/4Sun
multi-stopDelta
3h 46mYYZ-MDW
C$ 696
20/3Wed
multi-stopDelta
5h 51mMDW-YYZ
27/3Wed
multi-stopDelta
3h 46mYYZ-MDW
C$ 720
22/3Fri
directAir Canada
1h 33mORD-YYZ
25/3Mon
directAir Canada
2h 02mYYZ-ORD
C$ 1,010
22/3Fri
directAir Canada
1h 33mORD-YYZ
24/3Sun
directAir Canada
2h 02mYYZ-ORD
C$ 1,061

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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$ 1,336
C$ 195