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Pearson Intl

$115+ Cheap flights from Chicago (CHI) to Pearson Intl (YYZ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Chicago to Toronto Pearson Intl are usually found in October or February, booked 88 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Pearson Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pearson Intl (YYZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$256
(Mytrip)

One-way from

$117
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$337

Good round-trip deal

$566 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto Pearson Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto Pearson Intl flights.
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From Chicago (CHI) to Toronto Pearson Intl
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One-way flight from Chicago (CHI) to Toronto Pearson Intl
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Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto Pearson Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Toronto Pearson Intl.
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Find flight deals from Chicago to Pearson Intl

Cheapest flights from Chicago to Pearson Intl
Explore the most affordable flight options available from Chicago to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/510:25 amORD - YYZ
1 stop12h 30mMultiple Airlines
Wed 3/1212:25 pmYYZ - ORD
1 stop12h 42mMultiple Airlines
Deal found 1/20$258
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/182:05 pmORD - YYZ
Nonstop1h 41mAir Canada
Wed 3/192:00 pmYYZ - ORD
Nonstop1h 51mAir Canada
Deal found 1/21$281
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/143:00 pmORD - YYZ
Nonstop1h 30mAmerican Airlines
Tue 2/1811:31 amYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 1/21$297
This Kissandfly.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/69:50 amORD - YYZ
Nonstop1h 40mBritish Airways
Mon 3/106:15 pmYYZ - ORD
1 stop5h 32mBritish Airways
Deal found 1/21$298
This Kissandfly.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/131:26 pmMDW - YYZ
1 stop8h 41mKLM
Sun 2/166:30 amYYZ - MDW
1 stop5h 17mKLM
Deal found 1/20$300
This Bravofly deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:45 amORD - YYZ
1 stop4h 11mWestJet
Sun 2/161:20 pmYYZ - ORD
1 stop20h 56mWestJet
Deal found 1/20$317
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1410:30 amORD - YYZ
1 stop4h 39mDelta
Mon 2/1710:10 amYYZ - ORD
1 stop3h 45mDelta
Deal found 1/21$322
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/61:26 pmMDW - YYZ
1 stop8h 41mDelta
Mon 3/106:00 amYYZ - MDW
1 stop7h 36mDelta
Deal found 1/21$322
This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/119:50 amORD - YYZ
Nonstop1h 35mUnited Airlines
Sun 2/1611:00 amYYZ - ORD
Nonstop2h 09mUnited Airlines
Deal found 1/20$329
This Kissandfly.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/106:40 amMDW - YYZ
2 stops17h 22mMultiple Airlines
Thu 3/132:45 pmYYZ - MDW
1 stop4h 33mMultiple Airlines
Deal found 1/20$329
This Bravofly deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/131:26 pmMDW - YYZ
1 stop8h 41mWestJet
Sun 2/166:30 amYYZ - MDW
1 stop5h 17mWestJet
Deal found 1/20$342

Find flights from Chicago to Pearson Intl within your budget

Customize your flight search to find flights from Chicago to Pearson Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 3/11

10:25 am-12:12 am

1 stop12h 47m

Toronto Pearson Intl

Wed 3/19

12:25 pm-12:07 am

1 stop12h 42m

$256

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 3/22

9:15 pm-11:59 pm

Nonstop1h 44m

Toronto Pearson Intl

Fri 3/28

12:20 pm-1:11 pm

Nonstop1h 51m

$260

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/12

9:55 am-12:35 pm

Nonstop1h 40m

Toronto Pearson Intl

Fri 4/18

11:35 am-12:30 pm

Nonstop1h 55m

$284

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 3/6

9:50 am-12:30 pm

Nonstop1h 40m

Toronto Pearson Intl

Mon 3/10

6:15 pm-10:47 pm

1 stop5h 32m

$298

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/13

1:26 pm-11:07 pm

1 stop8h 41m

Toronto Pearson Intl

Sun 2/16

6:30 am-10:47 am

1 stop5h 17m

$300

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 4/11

4:00 pm-6:41 pm

Nonstop1h 41m

Toronto Pearson Intl

Fri 4/18

6:35 pm-7:30 pm

Nonstop1h 55m

$307

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/13

6:45 am-11:56 am

1 stop4h 11m

Toronto Pearson Intl

Sun 2/16

1:20 pm-9:16 am

1 stop20h 56m

$317

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/14

6:45 am-4:09 pm

1 stop8h 24m

Toronto Pearson Intl

Tue 2/18

2:30 pm-10:36 pm

1 stop9h 06m

$322

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 3/6

9:33 am-4:09 pm

1 stop5h 36m

Toronto Pearson Intl

Thu 3/13

2:45 pm-6:18 pm

1 stop4h 33m

$322

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 3/10

6:40 am-1:02 am

2 stops17h 22m

Toronto Pearson Intl

Thu 3/13

2:45 pm-6:18 pm

1 stop4h 33m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 21 results
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Compare providers for flights from Chicago to Pearson Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Pearson Intl in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Toronto Pearson Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Pearson Intl

Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Pearson Intl

Get recent, data-driven insights about flights from Chicago to Pearson Intl including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Toronto Pearson Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pearson Intl. Price data was last updated on January 17, 2025.

The price you pay for your flight from Chicago to Toronto Pearson Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of $243). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YYZ?

Find hourly flight availability from Chicago to Pearson Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

One of the essential ways to save on airfare from Chicago to Toronto Pearson Intl Airport is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 15% on airfare.

What is the cheapest day to fly from Chicago to Toronto Pearson Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pearson Intl. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago to Toronto Pearson Intl Airport flight should consider departing on Sunday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Toronto Pearson Intl Airport

Explore weekly flight availability from Chicago to Pearson Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from CHI to YYZ are scheduled on a Monday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

Rainfall in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Toronto Pearson Intl Airport ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 2.0 in.

Temperature in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Toronto Pearson Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Pearson Intl

Get insights into the airlines that provide service to Pearson Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pearson Intl. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown Air Canada, American Airlines and United Airlines from Chicago to Toronto. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,341 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pearson Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago to Toronto Pearson Intl Airport round-trip?

    Cheapflights users have booked flights from Chicago to Toronto Pearson Intl Airport round-trip from $260. Other airlines that can offer you cheap pricing are American Airlines, from $284, and British Airways, from $298. You may be able to fly from Chicago to Toronto Pearson Intl Airport for 19% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Toronto Pearson Intl Airport one-way?

    One-way options have recently been found by users for as low as $124 on American Airlines. Other airlines that offer cheap prices include Air Canada from $127 and United Airlines from $132 one-way.

  • What are the most reliable airlines from Chicago to Toronto Pearson Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Toronto Pearson Intl Airport on time: Royal Jordanian (94%), Egyptair (91%), Qatar Airways (90%).

  • What are the cheapest flights from Chicago to Toronto Pearson Intl Airport?

    Looking at all options, your cheapest flight can be booked for $121. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $276 on average our data indicates $967 when flying from Chicago to Toronto Pearson Intl Airport.

  • Can I find deals for flights from Chicago to Pearson Intl that include hotel bookings?

    Yes. In addition to deals on Chicago to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Pearson Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pearson Intl.

  • Can I find deals for business class flights from Chicago to Pearson Intl?

    Yes. Cheapflights offers flight deals from Chicago to Pearson Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of $243). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 4 airlines flying from Chicago to Pearson Intl

Discover the top 4 airlines that operate flights from Chicago to Pearson Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$189FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$332FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$297FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$148Average$353FlexibilityNo cancel feeOn-time69%
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