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$ 237. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at C$ 242 and C$ 282, respectively. Air Canada is 43% 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$ 108 on American Airlines. Other airlines that offer cheap prices include Air Canada from C$ 109 and United Airlines from C$ 113 one-way.

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

Looking at all options, your cheapest flight can be booked for C$ 111. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 215 on average our data indicates C$ 304 when flying from Chicago to Toronto Pearson Intl Airport.

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

Consider Royal Jordanian (97%), SkyWest Airlines (94%) or Korean Air (93%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Toronto Pearson Intl Airport.

What is the cheapest day to fly round-trip from Chicago to Toronto Pearson Intl Airport?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

What is the cheapest month to fly from Chicago to Toronto Pearson Intl Airport?

Our data shows that July tends to be the cheapest month to fly to Toronto Pearson Intl Airport from Chicago. Users have commonly found prices around C$ 402 for the month, but tickets can be as low as C$ 191. Due to multiple factors, prepare for potentially higher prices in November.

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.

C$ 108+ Flights from Chicago to Toronto Pearson Intl Airport

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

Cheap flight deals from Chicago to Pearson Intl

Round-trip from	C$ 237
One-way from	C$ 108
Popular in	November
Cheapest in	April
Average price	C$ 372
Good round-trip deal	C$ 238 or less
Good one-way deal	C$ 171 or less

Air Canada
29/9-1/10
Nonstop
3h 36m total
Chicago to Toronto

Search Deals

American Airlines
1/9
1 total stop
6h 29m total
Chicago to Toronto

Search Deals

Highest demand for flights based on searches. 4% potential increase in price (C$ 30 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in June 2025

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

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 12 June 2025.

Mon 29/92:00 p.m.ORD - YYZ

Nonstop1h 43mAir Canada

Wed 1/104:40 p.m.YYZ - ORD

Nonstop1h 53mAir Canada

Deal found 12/6C$ 237

Thu 18/99:31 p.m.ORD - YYZ

1 stop11h 33mUnited Airlines

Wed 24/95:15 p.m.YYZ - ORD

Nonstop1h 57mUnited Airlines

Deal found 10/6C$ 242

Tue 15/76:00 a.m.ORD - YYZ

1 stop5h 05mAmerican Airlines

Tue 15/73:45 p.m.YYZ - ORD

1 stop6h 46mAmerican Airlines

Deal found 12/6C$ 282

Sat 26/79:25 p.m.ORD - YYZ

1 stop10h 54mMultiple Airlines

Sat 2/89:45 a.m.YYZ - ORD

1 stop7h 48mMultiple Airlines

Deal found 11/6C$ 317

Tue 23/97:00 a.m.ORD - YYZ

1 stop3h 29mDelta

Fri 26/93:59 p.m.YYZ - ORD

1 stop3h 39mDelta

Deal found 11/6C$ 320

Tue 23/95:59 p.m.MDW - YYZ

1 stop3h 59mDelta

Tue 30/93:59 p.m.YYZ - MDW

1 stop3h 37mDelta

Deal found 11/6C$ 320

Fri 25/710:31 a.m.MDW - YYZ

2 stops26h 34mMultiple Airlines

Sun 27/76:30 a.m.YYZ - MDW

2 stops28h 11mMultiple Airlines

Deal found 10/6C$ 555

Fri 8/812:43 p.m.MDW - YYZ

1 stop20h 36mWestJet

Mon 11/86:30 p.m.YYZ - MDW

2 stops15h 46mWestJet

Deal found 9/6C$ 599

Best flights from Chicago to Pearson Intl
Discover carefully curated flight deals from Chicago to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 12 June 2025.

Mon 29/92:00 p.m.ORD - YYZ

Nonstop1h 43mAir Canada

Wed 1/104:40 p.m.YYZ - ORD

Nonstop1h 53mAir Canada

Deal found 12/6C$ 237

Thu 18/99:31 p.m.ORD - YYZ

1 stop11h 33mUnited Airlines

Wed 24/95:15 p.m.YYZ - ORD

Nonstop1h 57mUnited Airlines

Deal found 10/6C$ 242

Tue 15/76:00 a.m.ORD - YYZ

1 stop5h 05mAmerican Airlines

Tue 15/73:45 p.m.YYZ - ORD

1 stop6h 46mAmerican Airlines

Deal found 12/6C$ 282

Sat 26/79:25 p.m.ORD - YYZ

1 stop10h 54mMultiple Airlines

Sat 2/89:45 a.m.YYZ - ORD

1 stop7h 48mMultiple Airlines

Deal found 11/6C$ 317

Tue 23/96:00 a.m.ORD - YYZ

1 stop4h 29mDelta

Wed 1/102:40 p.m.YYZ - ORD

1 stop5h 37mDelta

Deal found 11/6C$ 320

Fri 8/812:43 p.m.MDW - YYZ

1 stop20h 36mWestJet

Mon 11/86:30 p.m.YYZ - MDW

2 stops15h 46mWestJet

Deal found 9/6C$ 599

Tue 23/95:59 p.m.MDW - YYZ

1 stop3h 59mDelta

Sat 27/96:00 a.m.YYZ - MDW

1 stop3h 45mDelta

Deal found 11/6C$ 320

Fri 25/710:31 a.m.MDW - YYZ

2 stops26h 34mMultiple Airlines

Sun 27/76:30 a.m.YYZ - MDW

2 stops28h 11mMultiple Airlines

Deal found 10/6C$ 555

Direct flights from Chicago to Pearson Intl
Explore direct flight options from Chicago to Pearson Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 12 June 2025.

Mon 29/92:00 p.m.ORD - YYZ

Nonstop1h 43mAir Canada

Wed 1/104:40 p.m.YYZ - ORD

Nonstop1h 53mAir Canada

Deal found 12/6C$ 237

Thu 18/98:55 a.m.ORD - YYZ

Nonstop1h 54mUnited Airlines

Sat 20/97:00 a.m.YYZ - ORD

Nonstop1h 59mUnited Airlines

Deal found 12/6C$ 258

Thu 10/79:14 p.m.ORD - YYZ

Nonstop1h 44mLufthansa

Thu 17/77:00 a.m.YYZ - ORD

Nonstop1h 59mLufthansa

Deal found 12/6C$ 282

Wed 25/68:28 p.m.ORD - YYZ

Nonstop2h 00mAmerican Airlines

Sun 29/66:30 a.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Deal found 12/6C$ 302

Fri 11/78:24 p.m.ORD - YYZ

Nonstop2h 05mFinnair

Sat 12/76:24 p.m.YYZ - ORD

Nonstop2h 00mFinnair

Deal found 12/6C$ 3,485

Last-minute flights from Chicago to Pearson Intl
Discover last-minute flight deals from Chicago to Pearson Intl. Data last updated 12 June 2025 and is based on user searches.

Tue 17/65:05 p.m.ORD - YYZ

1 stop15h 16mWestJet

Wed 18/63:31 p.m.YYZ - ORD

1 stop5h 56mWestJet

Deal found 10/6C$ 576

Wed 18/611:39 a.m.MDW - YYZ

2 stops35h 08mMultiple Airlines

Sun 22/61:28 p.m.YYZ - MDW

1 stop5h 34mMultiple Airlines

Deal found 12/6C$ 838

Fri 20/65:15 p.m.ORD - YYZ

1 stop4h 43mDelta

Sun 22/66:30 a.m.YYZ - ORD

1 stop4h 33mDelta

Deal found 10/6C$ 338

Sat 21/65:55 p.m.ORD - YYZ

Nonstop1h 49mUnited Airlines

Tue 29/75:15 p.m.YYZ - ORD

Nonstop2h 00mUnited Airlines

Deal found 10/6C$ 299

Sat 21/68:25 p.m.ORD - YYZ

Nonstop1h 45mAir Canada

Tue 5/86:15 a.m.YYZ - ORD

1 stop4h 37mAir Canada

Deal found 11/6C$ 308

Sat 21/69:24 a.m.MDW - YYZ

1 stop4h 17mDelta

Tue 29/79:45 a.m.YYZ - MDW

1 stop3h 44mDelta

Deal found 10/6C$ 334

Sat 21/69:36 p.m.ORD - YYZ

1 stop11h 45mAmerican Airlines

Tue 24/67:25 p.m.YYZ - ORD

1 stop5h 32mAmerican Airlines

Deal found 10/6C$ 336

Sat 21/68:25 p.m.ORD - YYZ

Nonstop1h 45mMultiple Airlines

Sun 29/612:30 a.m.YYZ - ORD

1 stop8h 25mMultiple Airlines

Deal found 9/6C$ 453

Sat 21/69:21 a.m.MDW - YYZ

2 stops19h 53mWestJet

Wed 30/711:29 a.m.YYZ - MDW

1 stop11h 13mWestJet

Deal found 10/6C$ 678

Tue 24/66:00 a.m.ORD - YYZ

1 stop6h 37mDelta

Wed 2/76:30 a.m.YYZ - ORD

1 stop7h 25mDelta

Deal found 9/6C$ 334

Sat 28/66:10 a.m.ORD - YYZ

1 stop14h 35mSun Country Air

Thu 3/711:40 a.m.YYZ - ORD

1 stop26h 11mSun Country Air

Deal found 9/6C$ 495

Sat 12/71:46 p.m.MDW - YYZ

1 stop8h 24mWestJet

Tue 15/76:30 p.m.YYZ - MDW

2 stops16h 15mWestJet

Deal found 12/6C$ 607

One-way flights from Chicago to Pearson Intl
Search for one-way flight options from Chicago to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated 12 June 2025.

Mon 1/99:50 a.m.ORD - YYZ

1 stop6h 29mAmerican Airlines

Deal found 12/6C$ 108

Sat 21/68:25 p.m.ORD - YYZ

Nonstop1h 45mAir Canada

Deal found 11/6C$ 109

Mon 8/97:15 a.m.ORD - YYZ

1 stop5h 32mUnited Airlines

Deal found 12/6C$ 113

Mon 8/99:30 a.m.MDW - YYZ

1 stop3h 02mDelta

Deal found 10/6C$ 122

Sat 26/75:20 p.m.ORD - YYZ

1 stop4h 38mDelta

Deal found 10/6C$ 127

Tue 21/101:03 p.m.ORD - YYZ

2 stops24h 02mMultiple Airlines

Deal found 11/6C$ 176

Wed 2/76:15 p.m.ORD - YYZ

1 stop15h 25mSun Country Air

Deal found 12/6C$ 212

Fri 8/81:11 p.m.MDW - YYZ

2 stops23h 54mMultiple Airlines

Deal found 12/6C$ 220

Tue 29/75:30 p.m.ORD - YYZ

2 stops12h 17mWestJet

Deal found 12/6C$ 258

Wed 6/89:24 a.m.MDW - YYZ

2 stops12h 30mWestJet

Deal found 11/6C$ 264

Cheapflights Fare Finder

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

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 29/9

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Wed 1/10

4:40 p.m.-5:33 p.m.

Nonstop1h 53m

C$ 237

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 18/9

9:31 p.m.-10:04 a.m.

1 stop11h 33m

Toronto Pearson Intl

Wed 24/9

5:15 p.m.-6:12 p.m.

Nonstop1h 57m

C$ 242

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 15/7

6:00 a.m.-12:05 p.m.

1 stop5h 05m

Toronto Pearson Intl

Tue 15/7

3:45 p.m.-9:31 p.m.

1 stop6h 46m

C$ 282

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 26/7

9:25 p.m.-9:19 a.m.

1 stop10h 54m

Toronto Pearson Intl

Sat 2/8

9:45 a.m.-4:33 p.m.

1 stop7h 48m

C$ 317

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 23/9

6:00 a.m.-11:29 a.m.

1 stop4h 29m

Toronto Pearson Intl

Wed 1/10

2:40 p.m.-7:17 p.m.

1 stop5h 37m

C$ 320

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 23/9

5:59 p.m.-10:58 p.m.

1 stop3h 59m

Toronto Pearson Intl

Sat 27/9

6:00 a.m.-8:45 a.m.

1 stop3h 45m

C$ 320

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 25/7

10:31 a.m.-2:05 p.m.

2 stops26h 34m

Toronto Pearson Intl

Sun 27/7

6:30 a.m.-9:41 a.m.

2 stops28h 11m

C$ 555

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 8/8

12:43 p.m.-10:19 a.m.

1 stop20h 36m

Toronto Pearson Intl

Mon 11/8

6:30 p.m.-9:16 a.m.

2 stops15h 46m

C$ 599

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 1/9

9:50 a.m.-5:19 p.m.

1 stop6h 29m

C$ 108

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 21/6

8:25 p.m.-11:10 p.m.

Nonstop1h 45m

C$ 109

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 18 results

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 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$ 255). 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?

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 15% 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?

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

The most flights from CHI to YYZ are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

Rainfall in Pearson Intl by month

In terms of precipitation, rainfall in Toronto Pearson Intl Airport ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 51.0 mm.

Temperature in Pearson Intl by month

If weather is an important factor for your trip to Toronto Pearson Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

Reviews of airlines servicing Pearson Intl

Read through reviews of airlines operating flights from Chicago to Toronto, such as Delta, United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,946 reviews

Check prices

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

7,946 reviews

Delta

8.0

Very good

7,946 reviews

Check prices

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

8,790 reviews

Delta

8.0

Very good

7,946 reviews

Check prices

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

7,946 reviews

Check prices

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

2,868 reviews

Delta

8.0

Very good

7,946 reviews

Check prices

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!

Air Canada

7.1

Good

9,537 reviews

Delta

8.0

Very good

7,946 reviews

Check prices

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

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$ 237. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at C$ 242 and C$ 282, respectively. Air Canada is 43% 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$ 108 on American Airlines. Other airlines that offer cheap prices include Air Canada from C$ 109 and United Airlines from C$ 113 one-way.
What are the most reliable airlines from Chicago to Toronto Pearson Intl Airport?
Consider Royal Jordanian (97%), SkyWest Airlines (94%) or Korean Air (93%) 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$ 111. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 215 on average our data indicates C$ 304 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$ 255). 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

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Peterborough

St. Catharines

Cambridge

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Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Chicago to Pearson Intl

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 201	AverageC$ 456	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 211	AverageC$ 402	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights

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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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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 108

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.

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

Cheap flight deals from Chicago to Pearson Intl

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to Pearson Intl

Cheapest flights from Chicago to Pearson IntlExplore 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 12 June 2025.

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 12 June 2025.

Cheapflights Fare Finder

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

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.

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 9 June 2025.

What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

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 12 June 2025.

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.

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 12 June 2025.

Rainfall in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average rainfall totals by month.

Temperature in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average temperature totals by month.

Reviews of airlines servicing Pearson Intl

Read through reviews of airlines operating flights from Chicago to Toronto, such as Delta, United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest airlines to fly from Chicago to Toronto Pearson Intl Airport one-way?

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

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

Can I find deals for flights from Chicago to Pearson Intl that include hotel bookings?

How can I find direct flights from Chicago to Pearson Intl?

Can I find deals for business class flights from Chicago to Pearson Intl?

What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

Travelling to a place near Chicago?

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.

Alternative routes for Chicago to Pearson Intl

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Top 2 airlines flying from Chicago to Pearson Intl

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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 12 June 2025.