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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 97

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
3 Aug — 10 Aug1
1 adult

Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in June or April, 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 29 July 2025.

Round-trip from

C$ 244

One-way from

C$ 97

Popular in

December

Cheapest in

June

Average price

C$ 401

Good round-trip deal

C$ 114 or less

Good one-way deal

C$ 132 or less
Air Canada
  • Air Canada
  • 22/9-23/9
  • 1 total stop
  • 12h 04m total
  • Chicago to Toronto
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Air Canada
  • Air Canada
  • 4/9
  • Nonstop
  • 1h 43m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 8% potential increase in price (C$ 48 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in July 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 29 July 2025.

Mon 22/98:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Tue 23/912:30 a.m.YYZ - ORD
1 stop10h 21mAir Canada
Deal found 27/7C$ 244
Wed 3/96:00 a.m.ORD - YYZ
1 stop4h 44mUnited Airlines
Sat 6/93:00 p.m.YYZ - ORD
1 stop6h 11mUnited Airlines
Deal found 26/7C$ 252
Fri 21/116:04 a.m.ORD - YYZ
1 stop4h 48mAmerican Airlines
Tue 25/1111:51 a.m.YYZ - ORD
1 stop8h 27mAmerican Airlines
Deal found 27/7C$ 288
Tue 9/95:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Sat 13/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 29/7C$ 307
Wed 10/97:10 a.m.ORD - YYZ
1 stop8h 00mDelta
Fri 12/912:14 p.m.YYZ - ORD
1 stop6h 50mDelta
Deal found 28/7C$ 321
Wed 10/99:30 a.m.MDW - YYZ
1 stop3h 02mDelta
Sat 13/96:00 a.m.YYZ - MDW
1 stop8h 03mDelta
Deal found 27/7C$ 321
Thu 21/812:43 p.m.MDW - YYZ
1 stop8h 15mWestJet
Sun 24/86:07 p.m.YYZ - MDW
1 stop16h 29mWestJet
Deal found 28/7C$ 438
Wed 27/810:31 a.m.MDW - YYZ
1 stop5h 26mMultiple Airlines
Sun 31/87:45 a.m.YYZ - MDW
1 stop10h 56mMultiple Airlines
Deal found 29/7C$ 517

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 29 July 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

Mon 22/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Tue 23/9

12:30 a.m.-9:51 a.m.

1 stop10h 21m

C$ 244

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 3/9

6:00 a.m.-11:44 a.m.

1 stop4h 44m

Toronto Pearson Intl

Sat 6/9

3:00 p.m.-8:11 p.m.

1 stop6h 11m

C$ 252

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 21/11

6:04 a.m.-11:52 a.m.

1 stop4h 48m

Toronto Pearson Intl

Tue 25/11

11:51 a.m.-7:18 p.m.

1 stop8h 27m

C$ 288

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 9/9

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

1 stop8h 00m

Toronto Pearson Intl

Sat 13/9

6:30 a.m.-5:39 p.m.

1 stop12h 09m

C$ 307

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 28/9

9:10 a.m.-5:23 p.m.

1 stop7h 13m

Toronto Pearson Intl

Fri 3/10

12:14 p.m.-6:04 p.m.

1 stop6h 50m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/9

9:30 a.m.-1:32 p.m.

1 stop3h 02m

Toronto Pearson Intl

Sat 13/9

6:00 a.m.-1:03 p.m.

1 stop8h 03m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 21/8

12:43 p.m.-9:58 p.m.

1 stop8h 15m

Toronto Pearson Intl

Sun 24/8

6:07 p.m.-9:36 a.m.

1 stop16h 29m

C$ 438

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 4/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 97

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 25/9

9:48 a.m.-5:15 p.m.

1 stop6h 27m

C$ 106

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 20/9

6:44 p.m.-2:05 p.m.

1 stop18h 21m

C$ 115

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 17 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 25 July 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$ 167). 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 29 July 2025.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 26% 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. Sunday 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 29 July 2025.

The most flights from CHI to YYZ are scheduled on a Monday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

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 29 July 2025.
Read reviews from past customers who have flown Delta,KLM, andUnited 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.
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,383 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,972 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    Flying on Air Canada is currently your cheapest option to Toronto Pearson Intl Airport, with prices starting at C$ 244. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at C$ 252 and C$ 288, respectively. Air Canada is 40% 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$ 97 on Air Canada. Other airlines that offer cheap prices include American Airlines from C$ 106 and United Airlines from C$ 122 one-way.

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

    Consider SkyWest Airlines (91%), Envoy Air (84%) or Japan 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$ 92. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 202 on average our data indicates C$ 209 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$ 167). 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
Vaughan
Collingwood
Richmond Hill
Barrie
Burlington
Milton
Muskoka
Kitchener
Pickering
Orillia
Brantford
Waterloo
St. Catharines
Cobourg
Peterborough
Cambridge
Oshawa

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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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 202AverageC$ 415FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 258AverageC$ 371FlexibilityNo 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?

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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