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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 113

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
19 Jan — 26 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in June or November, booked 68 days in advance, depart on a Thursday or Saturday and return on a Friday

Cheap flight deals from Chicago to Pearson Intl

Enter your travel dates to find the best prices.

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 20 December 2025.

Wed 31/129:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Mon 5/16:40 p.m.YYZ - ORD
1 stop5h 55mUnited Airlines
Deal found 17/12C$ 371
Wed 31/124:38 p.m.ORD - YYZ
1 stop17h 57mMultiple Airlines
Sat 17/13:40 p.m.YYZ - ORD
1 stop9h 06mMultiple Airlines
Deal found 18/12C$ 527
Thu 25/1210:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Thu 8/16:45 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Deal found 18/12C$ 539
Mon 22/123:26 p.m.ORD - YYZ
1 stop30h 54mMultiple Airlines
Fri 9/17:35 a.m.YYZ - ORD
1 stop15h 29mMultiple Airlines
Deal found 19/12C$ 545
Mon 22/123:26 p.m.ORD - YYZ
1 stop30h 54mMultiple Airlines
Wed 7/13:40 p.m.YYZ - ORD
1 stop29h 50mMultiple Airlines
Deal found 19/12C$ 567
Wed 31/126:35 a.m.ORD - YYZ
1 stop15h 45mMultiple Airlines
Mon 5/18:30 p.m.YYZ - ORD
2 stops51h 09mMultiple Airlines
Deal found 17/12C$ 571
Mon 29/127:00 a.m.ORD - YYZ
1 stop3h 19mWestJet
Wed 21/110:05 a.m.YYZ - ORD
1 stop4h 13mWestJet
Deal found 18/12C$ 572
Sun 28/126:02 p.m.ORD - YYZ
1 stop16h 17mMultiple Airlines
Fri 9/17:35 a.m.YYZ - ORD
1 stop15h 29mMultiple Airlines
Deal found 19/12C$ 575
Fri 26/1210:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Sat 3/18:15 a.m.YYZ - ORD
Nonstop1h 58mAir Canada
Deal found 18/12C$ 587
Mon 22/126:05 a.m.ORD - YYZ
1 stop16h 50mMultiple Airlines
Wed 28/17:15 a.m.YYZ - ORD
2 stops11h 37mMultiple Airlines
Deal found 19/12C$ 600
Wed 31/1211:48 a.m.MDW - YYZ
1 stop10h 32mWestJet
Sat 3/16:00 a.m.YYZ - MDW
1 stop6h 06mWestJet
Deal found 20/12C$ 662
Sat 27/126:08 p.m.MDW - YYZ
1 stop3h 42mWestJet
Tue 6/110:05 a.m.YYZ - MDW
1 stop3h 43mWestJet
Deal found 20/12C$ 670

Find 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 20 December 2025.

Round-trip from

C$ 258

One-way from

C$ 113

Popular in

December

Cheapest in

June

Average price

C$ 491

Good round-trip deal

C$ 284 or less

Good one-way deal

C$ 184 or less
5/2-8/2
  • 5/2-8/2
  • 5 total stops
  • 54h 50m total
  • Chicago to Toronto
Search Deals
2/2
  • 2/2
  • 1 total stop
  • 8h 25m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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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Cheapflights Fare Finder

 
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 629,999 searches. Data last updated 20 December 2025.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Chicago

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 14/2

11:11 a.m.-2:01 p.m.

Nonstop1h 50m

Toronto Pearson Intl

Tue 17/2

8:45 a.m.-9:50 a.m.

Nonstop2h 05m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Sun 15/2

8:45 a.m.-9:50 a.m.

Nonstop2h 05m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

Toronto Pearson Intl

Mon 16/2

8:45 a.m.-9:50 a.m.

Nonstop2h 05m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 10/2

6:50 a.m.-11:20 a.m.

1 stop3h 30m

Toronto Pearson Intl

Sat 14/2

5:15 p.m.-8:44 p.m.

1 stop4h 29m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 12/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

Toronto Pearson Intl

Mon 16/2

7:45 a.m.-1:22 p.m.

1 stop6h 37m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 11/2

2:30 p.m.-8:26 p.m.

1 stop4h 56m

Toronto Pearson Intl

Fri 20/2

5:15 p.m.-9:41 p.m.

1 stop5h 26m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 11/2

6:00 a.m.-1:24 p.m.

1 stop6h 24m

Toronto Pearson Intl

Thu 19/2

5:15 p.m.-8:44 p.m.

1 stop4h 29m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 12/2

6:00 a.m.-1:24 p.m.

1 stop6h 24m

Toronto Pearson Intl

Tue 17/2

5:10 p.m.-10:05 p.m.

1 stop5h 55m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 12/2

10:35 a.m.-4:10 p.m.

1 stop4h 35m

Toronto Pearson Intl

Sun 15/2

6:30 a.m.-11:45 a.m.

1 stop6h 15m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

10:35 a.m.-7:09 p.m.

1 stop7h 34m

Toronto Pearson Intl

Wed 18/2

6:15 a.m.-9:41 a.m.

1 stop4h 26m

C$ 323

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

Showing 1-10 of 39 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto Pearson Intl Airport

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 12 December 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 68 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, October is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 117). Flying from Chicago to Toronto Pearson Intl Airport in December is currently the most expensive (average of C$ 291). 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 20 December 2025.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 36% on the flight price compared to flying in the morning, which is usually more expensive.

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 16 December 2024.

Travelers seeking maximum savings on their Chicago to Toronto Pearson Intl Airport flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday mornings 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 20 December 2025.

The most flights from CHI to YYZ are scheduled on a Friday (63 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (32 on average).

How much does it cost to fly round-trip from Chicago to Toronto Pearson Intl Airport?

How often are flights from Chicago to Toronto delayed?

About 18% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 131 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the past year, Korean Air has had the lowest number of delays on this route, with just 11% of flights being delayed.

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 20 December 2025.
Read reviews from past customers who have flown United Airlines and Air Canada from Chicago to Toronto Pearson Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,096 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,096 reviews
United Airlines
7.4
Good
9,096 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,547 reviews
United Airlines
7.4
Good
9,096 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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.

  • How long is the flight from Chicago to Toronto Pearson Intl Airport?

    A quick flight from Chicago to Toronto Pearson Intl Airport can take about 1h 50m. United Airlines provides one of the quickest options available for as low as C$ 261. The distance between Chicago and Toronto Pearson Intl Airport is about 702 km. This flight may include one or multiple stops.

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

    Flying on American Airlines is currently your cheapest option to Toronto Pearson Intl Airport, with prices starting at C$ 150. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at C$ 167 and C$ 210, respectively. American Airlines is 62% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 C$ 95 on United Airlines. Other airlines that offer cheap prices include American Airlines from C$ 111 and Air Canada from C$ 141 one-way.

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

    Consider Korean Air (89%), Japan Airlines (75%) or SkyWest Airlines (74%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Toronto Pearson Intl Airport.

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

    Looking at all options, your cheapest flight can be booked for C$ 88. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 199 on average, our data indicates C$ 356 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, October is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 117). Flying from Chicago to Toronto Pearson Intl Airport in December is currently the most expensive (average of C$ 291). 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.

See more FAQs

Travelling to a place near Toronto Pearson Intl Airport?

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Brampton
Markham
Oakville
Collingwood
Kitchener
Vaughan
Burlington
Richmond Hill
Barrie
Milton
Muskoka
Cambridge
Waterloo
Guelph
Lindsay
Pickering
Peterborough
Oshawa
St. Catharines
Brantford

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Top 3 airlines flying from Chicago to Pearson Intl

Discover the top 3 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 629,999 searches. Data last updated 20 December 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 150AverageC$ 463FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 203AverageC$ 357FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 260AverageC$ 346FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Pearson Intl?

Cheapflights helps you search for flights from Chicago to Pearson Intl via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Pearson Intl?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Pearson Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Pearson Intl with no change fees?

Yes, we can. To see specific flights from Chicago to Pearson Intl with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Pearson Intl become cheaper?

Yes! Start tracking prices for Chicago to Pearson Intl flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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