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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 124

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 16/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
4 Jun — 11 Jun1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in July or June, booked 68 days in advance, depart on a Thursday or Friday 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 5 May 2026.

Thu 28/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Sun 31/51:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 30/4C$ 286
Thu 28/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Mon 1/61:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 3/5C$ 287
Wed 27/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Wed 10/612:25 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 29/4C$ 293
Fri 15/58:20 p.m.
ORD
-
YYZ
Nonstop1h 38m
Air Canada
Sat 16/51:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 1/5C$ 295
Sat 6/68:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Tue 9/66:25 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 1/5C$ 297
Sat 6/68:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Mon 8/68:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 1/5C$ 298
Fri 29/58:35 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Sun 31/51:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 2/5C$ 306
Sun 14/68:20 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Sun 21/612:25 p.m.
YYZ
-
ORD
Nonstop1h 57m
Air Canada
Deal found 30/4C$ 309
Wed 27/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Wed 27/54:00 p.m.
YYZ
-
ORD
1 stop5h 08m
Air Canada
Deal found 2/5C$ 310
Fri 12/61:21 p.m.
MDW
-
YYZ
1 stop8h 41m
Delta
Sat 20/66:05 a.m.
YYZ
-
MDW
1 stop7h 36m
Delta
Deal found 30/4C$ 366
Thu 28/59:22 a.m.
MDW
-
YYZ
1 stop6h 59m
Delta
Sun 31/512:09 p.m.
YYZ
-
MDW
1 stop7h 24m
Delta
Deal found 30/4C$ 369
Sat 16/56:36 p.m.
MDW
-
YYZ
1 stop3h 23m
Delta
Fri 22/52:20 p.m.
YYZ
-
MDW
1 stop5h 13m
Delta
Deal found 1/5C$ 389

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 5 May 2026.

Round-trip from

C$ 286

One-way from

C$ 124

Popular in

March

Cheapest in

July

Average price

C$ 414

Good round-trip deal

C$ 138 or less

Good one-way deal

C$ 147 or less
Air Canada
  • Air Canada
  • 28/5-31/5
  • Nonstop
  • 3h 40m total
  • Chicago to Toronto
Search Deals
Air Canada
  • Air Canada
  • 16/5
  • Nonstop
  • 1h 45m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Toronto Pearson Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto Pearson Intl.
Search Deals

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 5 May 2026.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 1/6

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

Nonstop1h 44m

Toronto Pearson Intl

Sun 7/6

10:15 a.m.-11:21 a.m.

Nonstop2h 06m

C$ 332
Quickest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 7/6

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

Toronto Pearson Intl

Fri 12/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 335

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

5:00 a.m.-11:43 a.m.

1 stop5h 43m

Toronto Pearson Intl

Sun 31/5

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 346

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 20/6

9:55 p.m.-10:04 a.m.

1 stop11h 09m

Toronto Pearson Intl

Wed 24/6

5:15 p.m.-6:19 p.m.

Nonstop2h 04m

C$ 346

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 29/5

5:55 p.m.-8:44 p.m.

Nonstop1h 49m

Toronto Pearson Intl

Mon 1/6

12:45 p.m.-6:50 p.m.

1 stop7h 05m

C$ 352

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 18/6

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

Toronto Pearson Intl

Wed 24/6

2:30 p.m.-11:26 p.m.

1 stop9h 56m

C$ 352

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 8/6

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Fri 12/6

7:00 p.m.-11:30 p.m.

1 stop5h 30m

C$ 352

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

4:37 p.m.-7:37 p.m.

Nonstop2h 00m

Toronto Pearson Intl

Mon 1/6

7:00 p.m.-11:30 p.m.

1 stop5h 30m

C$ 352

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 14/6

9:17 a.m.-5:24 p.m.

1 stop7h 07m

Toronto Pearson Intl

Thu 18/6

6:05 a.m.-9:14 a.m.

1 stop4h 09m

C$ 366

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 18/6

1:26 p.m.-11:02 p.m.

1 stop8h 36m

Toronto Pearson Intl

Sun 21/6

6:05 a.m.-9:14 a.m.

1 stop4h 09m

C$ 366

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 45 resultsSorted by cheapest first
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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?

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 86 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, February is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 87). Flying from Chicago to Toronto Pearson Intl Airport in March is currently the most expensive (average of C$ 241). 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 5 May 2026.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 42% 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 2 May 2026.

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. Friday 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 5 May 2026.

The most flights from CHI to YYZ are scheduled on a Monday (68 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (47 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 21% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 132 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, United Airlines has had the lowest number of delays on this route, with just 17% 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 5 May 2026.
Read reviews from past customers who have flown United Airlines 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
9,681 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,681 reviews
United Airlines
7.4
Good
9,681 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 44m. United Airlines provides one of the quickest options available for as low as C$ 332. 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$ 132. Additional round-trip tickets that might be worth considering are offered by United Airlines and Air Canada, with the lowest prices starting at C$ 257 and C$ 281, respectively. American Airlines is 69% 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$ 94 on United Airlines. Other airlines that offer cheap prices include American Airlines from C$ 110 and Porter Airlines from C$ 117 one-way.

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

    Consider Korean Air (91%), EVA Air (80%) or Republic Airways (77%) 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$ 116. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 318 on average, our data indicates C$ 637 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, February is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 87). Flying from Chicago to Toronto Pearson Intl Airport in March is currently the most expensive (average of C$ 241). 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
Collingwood
Kitchener
Oakville
Vaughan
Barrie
Burlington
Muskoka
Cambridge
Richmond Hill
Oshawa
Pickering
Waterloo
Guelph
Milton
Brantford
Lindsay
Peterborough
Cobourg

Browse thousands of different options on Cheapflights for your next trip

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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 5 May 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 132AverageC$ 673FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 257AverageC$ 330FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 281AverageC$ 362FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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