Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 148

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 24/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
9 Sep — 16 Sep1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in February or November, booked 42 days in advance, depart on a Friday or Tuesday 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 10 August 2026.

Sat 19/911:05 a.m. -
1 stop5h 28m
Tue 22/910:30 a.m. -
1 stop5h 22m
Deal found 10/8C$ 329
Thu 10/92:15 p.m. -
Nonstop1h 46m
Mon 14/912:25 p.m. -
Nonstop1h 58m
Deal found 5/8C$ 330
Wed 9/98:45 a.m. -
1 stop5h 48m
Wed 9/96:50 p.m. -
Nonstop1h 58m
Deal found 6/8C$ 332
Thu 10/95:35 p.m. -
Nonstop1h 43m
Sun 13/912:45 p.m. -
1 stop7h 50m
Deal found 7/8C$ 333
Thu 10/98:50 a.m. -
Nonstop1h 59m
Sun 13/911:00 a.m. -
Nonstop2h 00m
Deal found 7/8C$ 334
Thu 17/92:15 p.m. -
Nonstop1h 46m
Wed 23/97:10 a.m. -
2 stops8h 42m
Deal found 8/8C$ 336
Thu 24/911:05 a.m. -
1 stop6h 07m
Mon 28/98:05 a.m. -
Nonstop1h 55m
Deal found 5/8C$ 340
Thu 17/92:52 p.m. -
Nonstop2h 04m
Thu 17/98:00 p.m. -
1 stop5h 28m
Deal found 10/8C$ 341
Sun 30/89:50 a.m. -
Nonstop1h 45m
Tue 1/92:00 p.m. -
Nonstop1h 55m
Deal found 6/8C$ 343
Thu 10/95:37 p.m. -
1 stop4h 22m
Mon 14/912:08 p.m. -
1 stop7h 25m
Deal found 10/8C$ 389
Fri 4/99:24 a.m. -
1 stop7h 00m
Mon 7/96:10 a.m. -
1 stop7h 29m
Deal found 10/8C$ 428
Sat 29/89:24 a.m. -
1 stop4h 56m
Fri 4/94:10 p.m. -
1 stop3h 23m
Deal found 6/8C$ 435

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 10 August 2026.

Round-trip from

C$ 329

One-way from

C$ 148

Popular in

March

Cheapest in

February

Average price

C$ 530

Good round-trip deal

C$ 273 or less

Good one-way deal

C$ 256 or less
Air Canada
  • Air Canada
  • 19/9-22/9
  • 2 total stops
  • 10h 50m total
  • Chicago to Toronto
Search Deals
24/9
  • 24/9
  • 1 total stop
  • 12h 44m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 10 August 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 Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Thu 24/9

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

Nonstop1h 45m

Toronto Pearson Intl

Fri 25/9

3:30 p.m.-8:12 p.m.

1 stop5h 42m

C$ 365

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 15/9

6:15 p.m.-11:54 p.m.

1 stop4h 39m

Toronto Pearson Intl

Mon 21/9

4:00 p.m.-8:12 p.m.

1 stop5h 12m

C$ 379

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sun 13/9

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

1 stop5h 43m

Toronto Pearson Intl

Thu 17/9

10:30 a.m.-2:52 p.m.

1 stop5h 22m

C$ 379

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 5/9

6:59 a.m.-3:20 p.m.

1 stop7h 21m

Toronto Pearson Intl

Sat 12/9

9:45 a.m.-12:58 p.m.

1 stop4h 13m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 19/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Sat 26/9

6:00 a.m.-9:07 a.m.

1 stop4h 07m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 13/9

6:40 p.m.-10:59 p.m.

1 stop3h 19m

Toronto Pearson Intl

Thu 17/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 13/9

6:40 p.m.-10:59 p.m.

1 stop3h 19m

Toronto Pearson Intl

Sun 20/9

6:00 a.m.-12:39 p.m.

1 stop7h 39m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 10/9

5:37 p.m.-10:59 p.m.

1 stop4h 22m

Toronto Pearson Intl

Mon 14/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 18/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Mon 21/9

6:00 a.m.-9:07 a.m.

1 stop4h 07m

C$ 389

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Thu 17/9

7:05 a.m.-11:18 a.m.

1 stop3h 13m

Toronto Pearson Intl

Sun 20/9

6:00 a.m.-10:37 a.m.

1 stop5h 37m

C$ 428

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 43 resultsSorted by cheapest first
1
2
3
...
5

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

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$ 401). Flying from Chicago to Toronto Pearson Intl Airport in March is currently the most expensive (average of C$ 566). 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 10 August 2026.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 35% on the flight price compared to flying in the morning, which is usually more expensive.

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 10 August 2026.

The most flights from CHI to YYZ are scheduled on a Friday (68 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (35 on average).

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

Airfare is below average for this route at the moment.
Chicago to Toronto Pearson Intl Airport flights typically cost between C$ 478 and C$ 647 in September.
The cheapest round-trip price found within the last 5 days was C$ 329 on Air Canada (19 Sep-22 Sep).

How often are flights from Chicago to Toronto delayed?

About 22% 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, American Airlines has had the lowest number of delays on this route, with just 18% of flights being delayed.

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 89 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 8 August 2026.

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

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 10 August 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
10,099 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.7

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,099 reviews
United Airlines
7.4
Good
10,099 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.7

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

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 7h 21m. Delta provides one of the quickest options available for as low as C$ 389. The distance between Chicago and Toronto Pearson Intl Airport is about 702 km.

  • 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$ 136. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at C$ 287 and C$ 344, respectively. American Airlines is 72% 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$ 104 on United Airlines. Other airlines that offer cheap prices include American Airlines from C$ 113 and Porter Airlines from C$ 122 one-way.

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

    Consider Korean Air (88%), Royal Jordanian (84%) or Envoy Air (83%) 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$ 186. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 294 on average, our data indicates C$ 400 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$ 401). Flying from Chicago to Toronto Pearson Intl Airport in March is currently the most expensive (average of C$ 566). 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
Kitchener
Collingwood
Vaughan
Oshawa
Barrie
Oakville
Whitby
Burlington
Guelph
Muskoka
Pickering
Richmond Hill
Cambridge
Waterloo
Owen Sound
Ajax
Milton
Brantford

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 10 August 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 136AverageC$ 662FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 287AverageC$ 446FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 344AverageC$ 446FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.