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$90+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
1 adult, Economy
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Find cheap flights from Chicago to Toronto with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago to Toronto are usually found in July or August, 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 April 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$190
(Kiwi.com)

One-way from

$90
(Trip.com)

Popular in

November

Cheapest in

July

Average price

$335

Good round-trip deal

$223 or less

Good one-way deal

$133 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 ($13 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 April 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 April 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/189:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/184:05 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 4/15$190
This Gotogate deal was found by Cheapflights users on 4/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:16 pmORD - YTZ
1 stop5h 21mAir Canada
Fri 6/68:50 amYTZ - ORD
1 stop4h 06mAir Canada
Deal found 4/15$201
This Gotogate deal was found by Cheapflights users on 4/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/308:25 pmORD - YYZ
Nonstop1h 42mAir Canada
Fri 6/62:10 pmYYZ - ORD
Nonstop1h 55mAir Canada
Deal found 4/15$201
This Gotogate deal was found by Cheapflights users on 4/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/309:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Fri 6/64:05 pmYTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 4/15$212
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Tue 5/69:05 pmORD - YYZ
1 stop11h 59mUnited Airlines
Wed 5/71:00 pmYYZ - ORD
Nonstop2h 06mUnited Airlines
Deal found 4/15$231
This Kissandfly.com deal was found by Cheapflights users on 4/16. 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.
Thu 5/89:02 amORD - YYZ
Nonstop1h 47mLufthansa
Sun 5/117:55 amYYZ - ORD
Nonstop1h 55mLufthansa
Deal found 4/16$248
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Wed 5/149:08 pmORD - YYZ
1 stop14h 22mMultiple Airlines
Wed 5/212:20 pmYYZ - ORD
1 stop9h 44mMultiple Airlines
Deal found 4/15$261
This Delta deal was found by Cheapflights users on 4/16. 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.
Thu 5/87:10 amORD - YYZ
1 stop6h 50mDelta
Wed 5/146:05 pmYYZ - ORD
1 stop3h 16mDelta
Deal found 4/16$267
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/315:25 pmMDW - YYZ
1 stop4h 33mDelta
Sat 6/76:30 amYYZ - MDW
1 stop6h 58mDelta
Deal found 4/15$268
This Trip.com deal was found by Cheapflights users on 4/15. 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.
Tue 9/29:15 amMDW - YTZ
Nonstop1h 42mAir Transat
Thu 9/43:35 pmYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 4/15$282
This Mytrip deal was found by Cheapflights users on 4/14. 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.
Wed 5/1412:41 pmORD - YTZ
2 stops29h 46mMultiple Airlines
Mon 5/192:00 pmYTZ - ORD
1 stop18h 27mMultiple Airlines
Deal found 4/14$302
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Thu 5/88:11 amORD - YYZ
Nonstop1h 40mAmerican Airlines
Thu 5/153:10 pmYYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 4/16$302

Cheapflights Fare Finder

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 April 16, 2025.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Chicago

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 5/18

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Sun 5/18

4:05 pm-4:54 pm

Nonstop1h 49m

$190

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 5/30

2:16 pm-8:37 pm

1 stop5h 21m

Toronto Island

Fri 6/6

8:50 am-11:56 am

1 stop4h 06m

$201

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/30

8:25 pm-11:07 pm

Nonstop1h 42m

Toronto Pearson Intl

Fri 6/6

2:10 pm-3:05 pm

Nonstop1h 55m

$201

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/30

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Fri 6/6

4:05 pm-4:54 pm

Nonstop1h 49m

$212

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 5/6

9:05 pm-10:04 am

1 stop11h 59m

Toronto Pearson Intl

Wed 5/7

1:00 pm-2:06 pm

Nonstop2h 06m

$231

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/8

9:02 am-11:49 am

Nonstop1h 47m

Toronto Pearson Intl

Sun 5/11

7:55 am-8:50 am

Nonstop1h 55m

$248

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 5/14

12:41 pm-2:05 pm

1 stop24h 24m

Toronto Pearson Intl

Sun 5/18

6:30 am-8:50 am

1 stop27h 20m

$256

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/8

7:10 am-3:00 pm

1 stop6h 50m

Toronto Pearson Intl

Sat 5/17

6:05 pm-9:00 pm

1 stop3h 55m

$267

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 5/31

9:16 am-5:15 pm

1 stop6h 59m

Toronto Pearson Intl

Tue 6/3

3:50 pm-6:45 pm

1 stop3h 55m

$268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 9/2

9:15 am-11:57 am

Nonstop1h 42m

Toronto Island

Thu 9/4

3:35 pm-4:24 pm

Nonstop1h 49m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 37 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 eDreams the most. eDreams 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

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 Chicago to Toronto trip
Airlines
Air Canada

Economy Latitude offers priority check-in and two checked bags, ideal for efficient travel.


Air Canada provides high-speed Wi-Fi on most flights, book in advance for best rates.

Read more about Air Canadaby Jessica Macdonald
United Airlines

United's Economy Plus offers extra legroom seats, enhancing comfort for short flights.


United Polaris offers lie-flat seats and upscale amenities, perfect for premium travel.

Read more about United Airlinesby Harriet Baskas
Airports
ORD

For a quick departure from ORD, consider using the “L” train to avoid traffic delays common around the airport.

Read more about ORDby Ramsey Qubein
YYZ

Upon arrival at YYZ, use public transportation to avoid traffic and save money when heading to Downtown Toronto.

Read more about YYZby Kaitlyn McInnis
Our travel experts
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

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

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 April 11, 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 April 16, 2025.

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the afternoon.

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 March 30, 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 April 16, 2025.

The most flights from CHI to YTO 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 (46 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 April 16, 2025.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about Japan Airlines, Porter Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.
Japan Airlines
8.3
Very good
1,440 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.
Porter Airlines
8.0
Very good
281 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.
Delta
8.0
Very good
7,916 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.
Air Transat
7.8
Good
385 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.
United Airlines
7.4
Good
8,665 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Entertainment

7.8

Overall

8.3

Crew

8.7

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
10.0
Excellent

L,Nov 2024

SNA - SEA

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

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 Porter Airlines is currently your cheapest option to Toronto, with prices starting at $190. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at $201 and $231, 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 $90 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $97 and Lufthansa from $104 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 Sun Country Air (100%), Finnair (100%) or Korean Air (86%) 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 $917, our data shows the cheapest flight currently is $111. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $223 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.

See more FAQs

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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
O'Hare Intl to Toronto Island flights
Midway to Pierre Elliott Trudeau Intl 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
Moline to Pearson Intl flights
O'Hare Intl to Hamilton flights
Champaign to Pearson Intl flights
St. Louis to Ottawa flights
Bloomington to Pierre Elliott Trudeau Intl flights
Midway to Thunder Bay flights
O'Hare Intl to Thunder Bay flights
Evansville to Pierre Elliott Trudeau Intl flights
Bloomington to Ottawa flights
Evansville to Pearson Intl flights
Peoria to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Kingston flights
O'Hare Intl to London 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 April 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$120Average$306FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$288FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$124Average$360FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$174Average$359FlexibilityNo cancel feeOn-time69%

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