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

$103 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $106 and $112, respectively.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago O'Hare 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular airlines that fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

American Airlines, Air Canada and United Airlines are the most popular airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

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

April is one of the best times of the year to fly to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport. Prices for April average $266 per person but you can even find prices for as low as $170. The most expensive prices can be found in the month of December. Opting for a April flight can save you 13% on your journey compared to booking in December

Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?

Yes. In addition to deals on Pearson Intl to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Pearson Intl to O'Hare Intl?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to O'Hare Intl.

Can I find deals for business class flights from Pearson Intl to O'Hare Intl?

Yes. Cheapflights offers flight deals from Pearson Intl to O'Hare 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.

$103+ Flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 83 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Pearson Intl to O'Hare Intl

Round-trip from	$154 (Air Canada)
One-way from	$103 (Air Canada)
Popular in	January
Cheapest in	April
Average price	$277
Good round-trip deal	$292 or less
Good one-way deal	$190 or less

From Toronto Pearson Intl to Chicago O'Hare Intl

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One-way flight from Toronto Pearson Intl to Chicago O'Hare Intl

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Highest demand for flights based on searches. 10% potential increase in price ($35 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($6 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 Toronto Pearson Intl to Chicago O'Hare Intl.

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Price to beat on a one-way flight from Toronto Pearson Intl to Chicago O'Hare Intl.

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Find flight deals from Pearson Intl to O'Hare Intl

Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2025.

Sun 9/78:15 amYYZ - ORD

Nonstop1h 53mAir Canada

Wed 9/108:25 pmORD - YYZ

Nonstop1h 43mAir Canada

Deal found 7/9

$154

Sat 8/303:14 pmYYZ - ORD

Nonstop1h 56mAmerican Airlines

Fri 9/511:48 amORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 7/8

$163

Fri 8/225:15 pmYYZ - ORD

Nonstop1h 57mUnited Airlines

Mon 8/259:12 pmORD - YYZ

Nonstop1h 46mUnited Airlines

Deal found 7/8

$165

Best flights from Pearson Intl to O'Hare Intl
Discover carefully curated flight deals from Pearson Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2025.

Sun 9/78:15 amYYZ - ORD

Nonstop1h 53mAir Canada

Wed 9/108:25 pmORD - YYZ

Nonstop1h 43mAir Canada

Deal found 7/9

$154

Sat 8/303:14 pmYYZ - ORD

Nonstop1h 56mAmerican Airlines

Fri 9/511:48 amORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 7/8

$163

Fri 8/225:15 pmYYZ - ORD

Nonstop1h 57mUnited Airlines

Mon 8/259:12 pmORD - YYZ

Nonstop1h 46mUnited Airlines

Deal found 7/8

$165

Last-minute flights from Pearson Intl to O'Hare Intl
Discover last-minute flight deals from Pearson Intl to O'Hare Intl. Data last updated July 9, 2025 and is based on user searches.

Tue 7/1510:55 amYYZ - ORD

1 stop10h 45mAmerican Airlines

Wed 7/168:41 pmORD - YYZ

1 stop19h 34mAmerican Airlines

Deal found 7/8

$199

Fri 7/189:00 pmYYZ - ORD

Nonstop2h 05mUnited Airlines

Mon 7/219:14 pmORD - YYZ

Nonstop1h 44mUnited Airlines

Deal found 7/7

$165

Fri 7/189:00 pmYYZ - ORD

Nonstop2h 05mAir Canada

Thu 1/12:00 pmORD - YYZ

Nonstop1h 39mAir Canada

Deal found 7/7

$243

Fri 7/181:04 pmYYZ - ORD

1 stop9h 30mDelta

Sun 7/209:00 amORD - YYZ

1 stop7h 15mDelta

Deal found 7/8

$244

Fri 7/189:00 pmYYZ - ORD

Nonstop2h 05mMultiple Airlines

Wed 7/231:56 pmORD - YYZ

1 stop6h 08mMultiple Airlines

Deal found 7/7

$253

Fri 8/812:16 pmYYZ - ORD

1 stop6h 51mDelta

Fri 8/229:10 amORD - YYZ

1 stop7h 13mDelta

Deal found 7/8

$213

Thu 8/147:00 amYYZ - ORD

Nonstop1h 59mUnited Airlines

Mon 8/189:14 pmORD - YYZ

Nonstop1h 44mUnited Airlines

Deal found 7/9

$164

Fri 8/154:40 pmYYZ - ORD

Nonstop1h 57mAir Canada

Thu 1/12:00 pmORD - YYZ

Nonstop1h 39mAir Canada

Deal found 7/7

$160

Sat 8/1612:14 pmYYZ - ORD

1 stop4h 59mMultiple Airlines

Mon 8/188:25 pmORD - YYZ

Nonstop1h 45mMultiple Airlines

Deal found 7/8

$219

Sat 8/303:14 pmYYZ - ORD

Nonstop1h 56mAmerican Airlines

Fri 9/511:48 amORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 7/8

$163

One-way flights from Pearson Intl to O'Hare Intl
Search for one-way flight options from Pearson Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated July 9, 2025.

Fri 9/56:35 pmYYZ - ORD

Nonstop1h 54mAir Canada

Deal found 7/9

$103

Tue 9/911:44 amYYZ - ORD

Nonstop1h 55mAmerican Airlines

Deal found 7/9

$106

Sun 10/57:00 amYYZ - ORD

Nonstop1h 58mUnited Airlines

Deal found 7/7

$112

Sat 8/91:04 pmYYZ - ORD

1 stop9h 30mDelta

Deal found 7/8

$139

Sat 8/27:55 amYYZ - ORD

2 stops16h 58mMultiple Airlines

Deal found 7/8

$157

Mon 8/116:30 pmYYZ - ORD

2 stops16h 34mWestJet

Deal found 7/9

$159

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 9/7

8:15 am-9:08 am

Nonstop1h 53m

Chicago O'Hare Intl

Wed 9/10

8:25 pm-11:08 pm

Nonstop1h 43m

$154

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/30

3:14 pm-4:10 pm

Nonstop1h 56m

Chicago O'Hare Intl

Fri 9/5

11:48 am-2:31 pm

Nonstop1h 43m

$163

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 8/22

5:15 pm-6:12 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 8/25

9:12 pm-11:58 pm

Nonstop1h 46m

$165

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/5

6:35 pm-7:29 pm

Nonstop1h 54m

$103

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 9/9

11:44 am-12:39 pm

Nonstop1h 55m

$106

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 10/5

7:00 am-7:58 am

Nonstop1h 58m

$112

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/9

1:04 pm-9:34 pm

1 stop9h 30m

$139

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/2

7:55 am-11:53 pm

2 stops16h 58m

$157

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 8/11

6:30 pm-10:04 am

2 stops16h 34m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

The best insider tips for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport trip

Airlines

Qatar Airways

Qatar Airways allows only one carry-on item in economy, plan ahead to avoid extra fees.

Qatar Airways' business class offers luxury with pajamas, fresh flowers, and anytime dining.

Read more about Qatar Airwaysby Brandon Schultz

Air Canada

Air Canada offers Preferred Seats with up to four inches extra space, ideal for taller travelers.

Air Canada's Economy Flex includes a checked bag and free advanced seat selection.

Read more about Air Canadaby Jessica Macdonald

United Airlines

United's Basic Economy restricts carry-ons; exceptions for Premier members and select routes.

United's Economy Plus offers extra legroom and priority boarding for MileagePlus Premier members.

Read more about United Airlinesby Harriet Baskas

Airports

YYZ

Security lines at YYZ are efficient, moving quickly even for US-bound flights. Arrive early to clear US customs before boarding.

ORD

For arrivals at ORD, take the 'L' train for a reliable and efficient trip to downtown Chicago, avoiding traffic delays.

Our travel experts

Brandon Schultz

Expert on Qatar Airways

Jessica Macdonald

Expert on Air Canada

Harriet Baskas

Expert on United Airlines

Ramsey Qubein

Expert on ORD

Kaitlyn McInnis

Expert on YYZ

Best time to book a flight from Pearson Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pearson Intl 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 YYZ to ORD?

When flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 39% versus a flight in the afternoon.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

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

Weekly flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

The most flights from YYZ to ORD are scheduled on a Monday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

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

Reviews of airlines servicing O'Hare Intl

Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,954 reviews

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

7,954 reviews

Delta

8.0

Very good

7,954 reviews

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

8,842 reviews

Delta

8.0

Very good

7,954 reviews

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

7,954 reviews

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

2,922 reviews

Delta

8.0

Very good

7,954 reviews

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

9,691 reviews

Delta

8.0

Very good

7,954 reviews

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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?
Flying on Air Canada is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $154. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $163 and $165, respectively. Users have found that Air Canada is 47% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport one-way?
$103 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $106 and $112, respectively.
What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
The top 3 most reliable airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport are Cathay Pacific (100%), Copa Airlines (93%) and Egyptair (92%).
What are the cheapest flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Looking for the cheapest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport? While on average our users pay $1,177, our data indicates the cheapest price to be $120. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around $147.
Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?
Yes. In addition to deals on Pearson Intl to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Pearson Intl to O'Hare Intl?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to O'Hare Intl.
Can I find deals for business class flights from Pearson Intl to O'Hare Intl?
Yes. Cheapflights offers flight deals from Pearson Intl to O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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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Top 3 airlines flying from Pearson Intl to O'Hare Intl

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	Cheapest$160	Average$268	FlexibilityNo cancel fee	On-time67%
United Airlines	Cheapest$165	Average$280	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$211	Average$323	FlexibilityNo cancel fee	On-time71%

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$103+ Cheap flights from Pearson Intl (YYZ) to O'Hare Intl (ORD)

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Pearson Intl to O'Hare Intl with Cheapflights

1. Tell us where you want to go

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3. Compare prices and book

Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 83 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Pearson Intl to O'Hare Intl

Round-trip from

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Cheapest flights from Pearson Intl to O'Hare IntlExplore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2025.

Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2025.

Cheapflights Fare Finder

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

The best insider tips for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport trip

Airlines

Qatar Airways

Air Canada

United Airlines

Airports

YYZ

ORD

Our travel experts

Best time to book a flight from Pearson Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pearson Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to O'Hare Intl. Price data was last updated on June 27, 2025.

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

What is the cheapest time of day to fly from YYZ to ORD?

Find hourly flight availability from Pearson Intl to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 9, 2025.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to O'Hare Intl. Price data was last updated on July 6, 2025.

Weekly flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

Reviews of airlines servicing O'Hare Intl

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?

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

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

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

Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?

How can I find direct flights from Pearson Intl to O'Hare Intl?

Can I find deals for business class flights from Pearson Intl to O'Hare Intl?

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

Traveling to a place near Toronto Pearson Intl Airport?

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Alternative routes for Pearson Intl to O'Hare Intl

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Top 3 airlines flying from Pearson Intl to O'Hare Intl

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Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2025.