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$104+ Cheap flights from Chicago (CHI) to Toronto (YTO)

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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
mar. 2 — mar. 91
dom. 3/2
dom. 3/9
1 adult, Economy
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1. Tell us where you want to go
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The best prices from Chicago to Toronto are usually found in April or July, booked 87 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Chicago to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). 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 febrero 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(123 Milhas)

One-way from

$104
(Cheapflightsfares)

Popular in

November

Cheapest in

April

Average price

$336

Good round-trip deal

$215 or less

Good one-way deal

$117 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
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From Chicago (CHI) to Toronto (YTO)
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One-way flight from Chicago (CHI) to Toronto (YTO)
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
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Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
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Find flight deals from Chicago to Toronto

Cheapest flights from Chicago to Toronto
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 25, 2025.

This 123 Milhas deal was found by Cheapflights users on 2/25. 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 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/257:20 amORD - YYZ
1 stop5h 21mAir Canada
mar. 4/12:00 pmYYZ - ORD
Nonstop1h 55mAir Canada
Deal found 2/25$191
This Mytrip deal was found by Cheapflights users on 2/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/16:25 pmORD - YYZ
2 stops28h 30mMultiple Airlines
mar. 4/87:05 amYYZ - ORD
1 stop17h 54mMultiple Airlines
Deal found 2/24$194
This 123 Milhas deal was found by Cheapflights users on 2/25. 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 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/107:20 amORD - YTZ
1 stop6h 30mAir Canada
jue. 4/177:20 pmYTZ - ORD
1 stop13h 42mAir Canada
Deal found 2/25$205
This Mytrip deal was found by Cheapflights users on 2/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/111:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
mar. 4/83:50 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 2/24$210
This Priceline deal was found by Cheapflights users on 2/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/2611:15 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
mié. 4/23:50 pmYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 2/24$241
This Trip.com deal was found by Cheapflights users on 2/25. 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. 5/229:15 amMDW - YTZ
Nonstop1h 42mAir Transat
mar. 6/33:35 pmYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 2/25$249
This United Airlines deal was found by Cheapflights users on 2/24. 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. 3/197:26 amORD - YYZ
1 stop6h 55mUnited Airlines
mié. 3/196:40 pmYYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 2/24$254
This Kissandfly.com deal was found by Cheapflights users on 2/24. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/219:12 pmORD - YYZ
Nonstop1h 47mLufthansa
dom. 3/238:00 amYYZ - ORD
Nonstop2h 01mLufthansa
Deal found 2/24$268
This Mytrip deal was found by Cheapflights users on 2/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/12:34 pmORD - YTZ
2 stops27h 19mMultiple Airlines
mar. 4/812:25 pmYTZ - ORD
1 stop6h 57mMultiple Airlines
Deal found 2/25$270
This Delta deal was found by Cheapflights users on 2/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/2110:25 amORD - YYZ
1 stop7h 42mDelta
lun. 3/2410:20 amYYZ - ORD
1 stop6h 55mDelta
Deal found 2/24$297
This Delta deal was found by Cheapflights users on 2/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/111:15 pmMDW - YYZ
1 stop8h 43mDelta
dom. 4/136:00 amYYZ - MDW
1 stop7h 35mDelta
Deal found 2/25$297
This American Airlines deal was found by Cheapflights users on 2/25. 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. 3/189:44 amORD - YYZ
Nonstop1h 50mAmerican Airlines
mar. 3/254:44 pmYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 2/25$312

Find flights from Chicago to Toronto within your budget

Customize your flight search to find flights from Chicago to Toronto 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 febrero 25, 2025.

Fly from

Chicago

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 3/25

7:20 am-1:41 pm

1 stop5h 21m

Toronto Pearson Intl

mar. 4/1

2:00 pm-2:55 pm

Nonstop1h 55m

$191

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 4/1

6:25 pm-11:55 pm

2 stops28h 30m

Toronto Pearson Intl

mar. 4/8

7:05 am-11:59 pm

1 stop17h 54m

$194

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

jue. 4/10

7:20 am-2:50 pm

1 stop6h 30m

Toronto Island

jue. 4/17

7:20 pm-8:02 am

1 stop13h 42m

$205

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mar. 4/1

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

mar. 4/8

3:50 pm-4:40 pm

Nonstop1h 50m

$210

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 3/26

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

lun. 3/31

9:30 am-10:20 am

Nonstop1h 50m

$241

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

jue. 5/22

9:15 am-11:57 am

Nonstop1h 42m

Toronto Island

mar. 6/3

3:35 pm-4:24 pm

Nonstop1h 49m

$249

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 3/19

7:26 am-3:21 pm

1 stop6h 55m

Toronto Pearson Intl

mié. 3/19

6:40 pm-7:37 pm

Nonstop1h 57m

$254

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

vie. 3/21

9:12 pm-11:59 pm

Nonstop1h 47m

Toronto Pearson Intl

dom. 3/23

8:00 am-9:01 am

Nonstop2h 01m

$268

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

mar. 4/1

2:34 pm-6:53 pm

2 stops27h 19m

Toronto Island

mar. 4/8

12:25 pm-6:22 pm

1 stop6h 57m

$270

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

vie. 3/21

6:45 am-4:12 pm

1 stop8h 27m

Toronto Pearson Intl

dom. 3/23

6:00 am-12:41 pm

1 stop7h 41m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

Showing 1-10 of 36 results
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Compare providers for flights from Chicago to Toronto

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 Chicago to Toronto in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust 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 Chicago-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Toronto flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago-Toronto flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Chicago to Toronto flights

Find out what our experts recommend to make the most of your Chicago to Toronto trip
Airlines
Porter Airlines

PorterReserve offers early boarding and front-of-cabin seating with extra legroom (36 inches).


Porter flights feature free Wi-Fi and in-seat power ports for all passengers.

Read more about Porter Airlinesby Daniel Scheffler
Air Canada

Economy Latitude includes priority check-in and two checked bags.


Preferred Seats offer up to four inches of extra space, available for a fee.

Read more about Air Canadaby Jessica Macdonald
United Airlines

Basic Economy allows a personal item only; carry-ons require a fee unless exceptions apply.


United First includes two free checked bags and priority perks on the ground.

Read more about United Airlinesby Harriet Baskas
Airports
ORD

Prepare for long walks between terminals at ORD. Use the free shuttle train outside security for easier navigation.

Read more about ORDby Ramsey Qubein
MDW

Order food via the airport’s mobile system directly to your gate to save time and avoid long lines.

Read more about MDWby Ramsey Qubein
YYZ

Expect some wait time at Canadian customs upon arrival at YYZ, but the process is generally quick.

Read more about YYZby Kaitlyn McInnis
YTZ

Take the free shuttle from Toronto Union Station to YTZ every 15 minutes for a convenient and affordable transfer.

Read more about YTZby Kaitlyn McInnis
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Porter Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

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 and MDW

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 and YTZ

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

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.

Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto 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.

Travel insights for flights from Chicago to Toronto

Get recent, data-driven insights about flights from Chicago to Toronto including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Toronto?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toronto. Price data was last updated on February 25, 2025.

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 87 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?

Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of $243). Flying from Chicago to Toronto in July is currently the most expensive (average of $359). 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 YTO?

Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated febrero 25, 2025.

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago to Toronto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on February 23, 2025.

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

Weekly flight availability from Chicago to Toronto

Explore weekly flight availability from Chicago to Toronto. 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 febrero 25, 2025.

The most flights from CHI to YTO are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

Rainfall in Toronto by month

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

In terms of precipitation, rainfall in Toronto ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto when rainfall is around 2.0 in.

Temperature in Toronto by month

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

If weather is an important factor for your trip to Toronto, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated febrero 25, 2025.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about Japan Airlines, Delta and Porter Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Japan Airlines
8.3
Very good
1,439 reviews
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Delta
8.0
Very good
8,165 reviews
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Porter Airlines
7.9
Good
277 reviews
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Air Transat
7.8
Good
385 reviews
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

United Airlines
7.4
Good
8,733 reviews
Japan Airlines
8.3
Very good
1,439 reviews

Comfort

8.2

Crew

8.7

Boarding

8.4

Entertainment

7.8

Overall

8.3

Food

7.7

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Toronto. 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 round-trip?

    Flying on Air Canada is currently your cheapest option to Toronto, with prices starting at $191. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Transat, with the lowest prices starting at $210 and $249, respectively. You may be able to fly from Chicago to Toronto for 37% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Toronto one-way?

    One-way options have recently been found by users for as low as $104 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $105 and Air Transat from $107 one-way.

  • What are the most popular routes from Chicago to Toronto?

    While some choose either Chicago Midway - Toronto Pearson Intl or Chicago Midway - Toronto Island, Chicago O'Hare Intl - Toronto Pearson Intl is the most popular route from Chicago to Toronto.

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Toronto consider choosing Egyptair (100%), Royal Jordanian (91%) or Copa Airlines (78%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally $1,410, our data shows the cheapest flight currently is $106. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $247 for that flight.

  • Can I find deals for flights from Chicago to Toronto that include hotel bookings?

    Yes. In addition to deals on Chicago to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Toronto.

  • Can I find deals for business class flights from Chicago to Toronto?

    Yes. Cheapflights offers flight deals from Chicago to Toronto 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?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of $243). Flying from Chicago to Toronto in July is currently the most expensive (average of $359). 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 Chicago to Toronto

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
Midway to Pearson Intl flights
Midway to Toronto Island flights
Midway to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Toronto Island flights
St. Louis to Pearson Intl flights
O'Hare Intl to Ottawa flights
St. Louis to Pierre Elliott Trudeau Intl flights
Midway to Ottawa flights
O'Hare Intl to Hamilton flights
St. Louis to Ottawa flights
Moline to Pearson Intl flights
O'Hare Intl to London flights
Midway to Thunder Bay flights
O'Hare Intl to Thunder Bay flights
Peoria to Pierre Elliott Trudeau Intl flights
Champaign to Pearson Intl flights
Bloomington to Ottawa flights
Bloomington to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Kingston flights
Evansville to Pearson Intl flights
Evansville to Pierre Elliott Trudeau Intl flights
Dubuque to Pearson Intl flights
Springfield to Pearson Intl flights

Top 4 airlines flying from Chicago to Toronto

Discover the top 4 airlines that operate flights from Chicago to Toronto. 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 febrero 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$266FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$346FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$309FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$147Average$357FlexibilityNo cancel feeOn-time69%
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