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O'Hare Intl

$128+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
dic. 5 — dic. 121
vie. 12/5
vie. 12/12
1 adult, Economy
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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 41 days in advance, depart on a Friday or Thursday and return on a Thursday

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 noviembre 5, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/27:30 amYYZ - ORD
1 stop7h 29mAmerican Airlines
sáb. 12/68:00 amORD - YYZ
1 stop7h 35mAmerican Airlines
Deal found 11/4$184
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/116:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
dom. 12/148:10 amORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 11/3$188
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/236:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
lun. 12/15:00 amORD - YYZ
1 stop5h 03mAmerican Airlines
Deal found 11/5$190
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
lun. 12/86:04 amORD - YYZ
1 stop4h 52mAmerican Airlines
Deal found 11/5$192
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/256:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
mar. 12/26:06 amORD - YYZ
1 stop4h 48mAmerican Airlines
Deal found 11/3$193
This Trip.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/114:50 pmYYZ - ORD
Nonstop1h 58mAir Canada
lun. 12/152:00 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 11/4$194
This Trip.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/207:00 amYYZ - ORD
1 stop5h 18mAir Canada
mié. 11/268:15 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 11/5$195
This Air Canada deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/234:50 pmYYZ - ORD
Nonstop1h 58mAir Canada
lun. 12/18:15 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 11/5$200
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/69:00 amYYZ - ORD
Nonstop2h 02mUnited Airlines
dom. 12/77:10 amORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 11/5$201
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/265:30 pmYYZ - ORD
Nonstop2h 09mUnited Airlines
dom. 11/301:19 pmORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 11/5$202
This Air Canada deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/26:30 pmYYZ - ORD
Nonstop2h 00mAir Canada
mar. 12/93:55 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 11/3$203

Cheap flight deals from Pearson Intl to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to O'Hare Intl (ORD). 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 noviembre 5, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$184
(United Airlines)

One-way from

$128
(Delta)

Popular in

October

Cheapest in

April

Average price

$283

Good round-trip deal

$427 or less

Good one-way deal

$197 or less
Provider with most accurate pricing for Toronto Pearson Intl-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Toronto Pearson Intl-Chicago O'Hare Intl flights.
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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
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Toronto Pearson Intl to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Toronto Pearson Intl to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl to O'Hare 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 2,558,603 searches. Data last updated noviembre 5, 2025.
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

Pearson Intl

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

dom. 11/23

6:00 am-7:15 am

Nonstop2h 15m

Chicago O'Hare Intl

sáb. 11/29

6:47 am-3:30 pm

1 stop7h 43m

$190

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 1/5

6:40 pm-11:35 pm

1 stop5h 55m

Chicago O'Hare Intl

mié. 1/14

1:13 pm-4:02 pm

Nonstop1h 49m

$193

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 1/5

6:40 pm-11:35 pm

1 stop5h 55m

Chicago O'Hare Intl

dom. 1/11

11:15 am-2:01 pm

Nonstop1h 46m

$193

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 2/26

10:05 am-1:21 pm

1 stop4h 16m

Chicago O'Hare Intl

mar. 3/3

2:03 pm-7:08 pm

1 stop4h 05m

$201

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 11/18

3:30 pm-4:52 pm

Nonstop2h 22m

Chicago O'Hare Intl

mié. 11/26

8:15 pm-10:54 pm

Nonstop1h 39m

$202

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

vie. 11/28

11:00 am-12:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

dom. 11/30

9:20 pm-11:59 pm

Nonstop1h 39m

$202

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 12/30

9:00 am-10:05 am

Nonstop2h 05m

Chicago O'Hare Intl

jue. 1/1

9:20 pm-11:59 pm

Nonstop1h 39m

$202

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 1/6

3:30 pm-4:40 pm

Nonstop2h 10m

Chicago O'Hare Intl

dom. 1/11

6:05 am-11:48 am

1 stop4h 43m

$206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 1/6

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

jue. 1/15

6:05 am-11:48 am

1 stop4h 43m

$206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

sáb. 1/10

3:30 pm-4:40 pm

Nonstop2h 10m

Chicago O'Hare Intl

jue. 1/15

6:05 am-11:48 am

1 stop4h 43m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 23 results
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Compare providers for flights from Pearson Intl to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pearson Intl to O'Hare Intl in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

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 October 31, 2025.

Booking 41 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $137). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $222). 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?

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 noviembre 5, 2025.

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 31% versus a flight in the afternoon.

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 November 2, 2025.

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

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

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

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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.

Read more about YYZby Kaitlyn McInnis
ORD

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

Read more about ORDby Ramsey Qubein
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on Qatar Airways

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on Air Canada

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYZ

Kaitlyn McInnis

Kaitlyn McInnis

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Read more

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare 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 O'Hare Intl. Reviews last updated noviembre 5, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, 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.
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
387 reviews
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,001 reviews
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
American Airlines
7.2
Good
11,039 reviews
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
WestJet
7.2
Good
3,153 reviews
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,404 reviews
Porter Airlines
8.0
Very good
387 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

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  • How long is the flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    For as low as $190, American Airlines can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 2h 15m. The distance from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is about 436 mi. This flight may include one or multiple stops.

  • 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 $146. Additional round-trip tickets that might be worth considering are offered by United Airlines and Porter Airlines, with the lowest prices starting at $165 and $180, respectively. Users have found that Air Canada is 49% 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?

    $128 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and Air Canada, with prices starting from $129 and $132, 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 EVA Air (94%), Egyptair (92%) and ANA (88%).

  • 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 $1,266, our data indicates the cheapest price to be $145. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around $153.

  • 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $137). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $222). 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.

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Alternative routes for Pearson Intl to O'Hare Intl

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Top 5 airlines flying from Pearson Intl to O'Hare Intl

Discover the top 5 airlines that operate flights from Pearson Intl to O'Hare 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 2,558,603 searches. Data last updated noviembre 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$146Average$271FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$288FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$180Average$423FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$196Average$345FlexibilityNo cancel feeOn-time71%
WestJetCheapest$208Average$348FlexibilityNo cancel feeOn-time60%

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