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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 104

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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

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 11 September 2025.

Round-trip from

C$ 276

One-way from

C$ 104

Popular in

December

Cheapest in

June

Average price

C$ 425

Good round-trip deal

C$ 276 or less

Good one-way deal

C$ 278 or less
31/10-3/11
  • 31/10-3/11
  • 2 total stops
  • 21h 12m total
  • Chicago to Toronto
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Air Canada
  • Air Canada
  • 30/9
  • Nonstop
  • 1h 43m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 7% potential increase in price (C$ 43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in September 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 11 September 2025.

Tue 30/99:55 a.m.ORD - YYZ
Nonstop1h 42mAir Canada
Thu 2/108:15 a.m.YYZ - ORD
Nonstop1h 54mAir Canada
Deal found 9/9C$ 262
Sat 4/1010:40 a.m.ORD - YYZ
1 stop5h 44mAir Canada
Sun 5/106:15 a.m.YYZ - ORD
1 stop4h 36mAir Canada
Deal found 9/9C$ 269
Mon 20/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Thu 23/106:30 a.m.YYZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 9/9C$ 272
Fri 26/96:44 p.m.ORD - YYZ
1 stop18h 21mMultiple Airlines
Tue 30/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 9/9C$ 276
Tue 21/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Thu 23/106:30 a.m.YYZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 9/9C$ 277
Thu 2/1012:52 p.m.ORD - YYZ
Nonstop1h 54mUnited Airlines
Sun 5/107:00 a.m.YYZ - ORD
Nonstop1h 58mUnited Airlines
Deal found 9/9C$ 279
Wed 1/109:20 p.m.ORD - YYZ
1 stop11h 44mUnited Airlines
Thu 2/101:00 p.m.YYZ - ORD
Nonstop2h 01mUnited Airlines
Deal found 9/9C$ 284
Thu 23/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Mon 27/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 9/9C$ 287
Sun 28/95:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Tue 30/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 9/9C$ 291
Thu 2/1010:11 a.m.ORD - YYZ
1 stop9h 56mMultiple Airlines
Sun 5/104:00 p.m.YYZ - ORD
1 stop26h 16mMultiple Airlines
Deal found 9/9C$ 292
Thu 2/109:35 a.m.MDW - YYZ
1 stop6h 48mDelta
Sun 5/1012:15 p.m.YYZ - MDW
1 stop7h 20mDelta
Deal found 9/9C$ 338
Fri 3/106:15 p.m.MDW - YYZ
1 stop3h 41mDelta
Mon 6/1012:15 p.m.YYZ - MDW
1 stop7h 10mDelta
Deal found 9/9C$ 384

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 11 September 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

Tue 14/10

9:20 p.m.-10:04 a.m.

1 stop11h 44m

Toronto Pearson Intl

Fri 17/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

C$ 317

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 11/10

12:52 p.m.-3:46 p.m.

Nonstop1h 54m

Toronto Pearson Intl

Tue 14/10

6:00 p.m.-11:30 p.m.

1 stop6h 30m

C$ 324

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 22/10

5:05 a.m.-2:05 p.m.

1 stop8h 00m

Toronto Pearson Intl

Sun 26/10

4:00 p.m.-3:49 p.m.

1 stop24h 49m

C$ 333

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 12/10

6:08 a.m.-11:47 a.m.

1 stop4h 39m

Toronto Pearson Intl

Wed 22/10

12:15 p.m.-4:11 p.m.

1 stop4h 56m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 6/2

1:00 p.m.-7:09 p.m.

1 stop5h 09m

Toronto Pearson Intl

Sun 8/2

1:00 p.m.-6:34 p.m.

1 stop6h 34m

C$ 338

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 25/12

2:30 p.m.-11:46 p.m.

1 stop8h 16m

Toronto Pearson Intl

Thu 1/1

6:40 p.m.-11:35 p.m.

1 stop5h 55m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/10

9:35 a.m.-5:23 p.m.

1 stop6h 48m

Toronto Pearson Intl

Sat 11/10

12:15 p.m.-6:25 p.m.

1 stop7h 10m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 4/10

6:15 p.m.-10:56 p.m.

1 stop3h 41m

Toronto Pearson Intl

Wed 8/10

12:15 p.m.-6:25 p.m.

1 stop7h 10m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 8/10

9:35 a.m.-5:19 p.m.

1 stop6h 44m

Toronto Pearson Intl

Sat 18/10

6:15 a.m.-12:31 p.m.

1 stop7h 16m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/10

9:35 a.m.-5:23 p.m.

1 stop6h 48m

Toronto Pearson Intl

Sun 5/10

12:15 p.m.-6:35 p.m.

1 stop7h 20m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 47 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 29 August 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, January is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 168). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of C$ 258). 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 11 September 2025.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 32% 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 at noon 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 11 September 2025.

The most flights from CHI to YYZ are scheduled on a Thursday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).

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

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 11 September 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
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 4h 39m. United Airlines provides one of the quickest options available for as low as C$ 338. 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 Air Canada is currently your cheapest option to Toronto Pearson Intl Airport, with prices starting at C$ 204. Another option worth looking into is United Airlines, starting at C$ 261 round trip. Air Canada is 50% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Consider Qatar Airways (85%), Envoy Air (80%) or SkyWest Airlines (80%) 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$ 124. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 280 on average, our data indicates C$ 472 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 C$ 168). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of C$ 258). 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
Richmond Hill
Vaughan
Burlington
Milton
Barrie
Muskoka
Pickering
Waterloo
Cambridge
Cobourg
Kitchener
Lindsay
Oshawa
Orillia
Peterborough
Brantford

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Chicago to Pearson Intl

Discover the top 2 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 204AverageC$ 412FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 261AverageC$ 357FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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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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