Toronto

$103+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
Apr 2 — Apr 91
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Find cheap flights from Chicago to Toronto with Cheapflights

1. Tell us where you want to go
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2. Select your favorite providers
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Cheapflights Tip: The best prices from Chicago to Toronto are usually found in April or September, 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$218
(Trip.com)

One-way from

$103
(Trip.com)

Popular in

March

Cheapest in

April

Average price

$400

Good round-trip deal

$224 or less

Good one-way deal

$139 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
From Chicago (CHI) to Toronto (YTO)
One-way flight from Chicago (CHI) to Toronto (YTO)
Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in March 2025
Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).

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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/26. 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 5/148:40 amORD - YTZ
2 stops8h 57mAir Canada
Fri 5/2310:20 amYTZ - ORD
2 stops10h 52mAir Canada
Deal found 3/26$204
This Trip.com deal was found by Cheapflights users on 3/27. 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.
Thu 4/2411:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 5/17:55 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 3/27$220
This Flightnetwork deal was found by Cheapflights users on 3/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/116:30 pmORD - YYZ
Nonstop1h 46mAir Canada
Sun 5/186:35 pmYYZ - ORD
Nonstop1h 55mAir Canada
Deal found 3/27$227
This Flightnetwork deal was found by Cheapflights users on 3/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/39:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Sat 5/107:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 3/27$234
This Mytrip deal was found by Cheapflights users on 3/28. 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.
Mon 5/125:20 pmORD - YYZ
1 stop26h 48mMultiple Airlines
Mon 5/198:20 amYYZ - ORD
1 stop9h 05mMultiple Airlines
Deal found 3/28$251
This Delta deal was found by Cheapflights users on 3/26. 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.
Tue 5/136:24 amORD - YYZ
1 stop4h 16mDelta
Wed 5/216:30 amYYZ - ORD
1 stop7h 11mDelta
Deal found 3/26$255
This Delta deal was found by Cheapflights users on 3/26. 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 5/19:20 amMDW - YYZ
1 stop4h 49mDelta
Tue 5/279:49 amYYZ - MDW
1 stop3h 39mDelta
Deal found 3/26$255
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2511:15 amMDW - YTZ
Nonstop1h 42mAir Transat
Mon 4/289:30 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 3/27$263
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 9/67:10 amORD - YYZ
1 stop5h 33mUnited Airlines
Sat 9/65:15 pmYYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 3/27$269
This Mytrip deal was found by Cheapflights users on 3/26. 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 4/235:55 amORD - YTZ
1 stop13h 10mMultiple Airlines
Wed 4/307:45 amYTZ - ORD
1 stop11h 32mMultiple Airlines
Deal found 3/26$284
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Mon 4/215:14 pmORD - YYZ
1 stop4h 39mAmerican Airlines
Fri 4/253:14 pmYYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 3/26$308
This Priceline deal was found by Cheapflights users on 3/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/231:55 pmMDW - YYZ
1 stop8h 19mWestJet
Mon 5/266:30 pmYYZ - MDW
2 stops16h 05mWestJet
Deal found 3/25$342

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 March 28, 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

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 5/14

8:40 am-6:37 pm

2 stops8h 57m

Toronto Island

Fri 5/23

10:20 am-8:12 pm

2 stops10h 52m

$204

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/24

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

Thu 5/1

7:55 am-8:45 am

Nonstop1h 50m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 5/11

6:30 pm-9:16 pm

Nonstop1h 46m

Toronto Pearson Intl

Sun 5/18

6:35 pm-7:30 pm

Nonstop1h 55m

$227

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 5/3

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Sat 5/10

7:55 am-8:45 am

Nonstop1h 50m

$234

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 5/12

5:20 pm-9:08 pm

1 stop26h 48m

Toronto Pearson Intl

Mon 5/19

8:20 am-4:25 pm

1 stop9h 05m

$251

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 5/13

6:24 am-11:40 am

1 stop4h 16m

Toronto Pearson Intl

Wed 5/21

6:30 am-12:41 pm

1 stop7h 11m

$255

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/1

9:20 am-3:09 pm

1 stop4h 49m

Toronto Pearson Intl

Tue 5/27

9:49 am-12:28 pm

1 stop3h 39m

$255

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 4/25

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

Mon 4/28

9:30 am-10:20 am

Nonstop1h 50m

$263

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/6

7:10 am-1:43 pm

1 stop5h 33m

Toronto Pearson Intl

Sat 9/6

5:15 pm-6:12 pm

Nonstop1h 57m

$269

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 4/23

5:55 am-8:05 pm

1 stop13h 10m

Toronto Island

Wed 4/30

7:45 am-6:17 pm

1 stop11h 32m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 31 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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 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

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.

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 March 21, 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 March 28, 2025.

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 39% 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 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 March 28, 2025.

The most flights from CHI to YTO are scheduled on a Friday (59 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 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 March 28, 2025.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about Delta, Porter Airlines and Air Transat. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $218. Additional round-trip tickets that might be worth considering are offered by Air Canada and Delta, with the lowest prices starting at $224 and $255, respectively. You may be able to fly from Chicago to Toronto for 29% 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 $103 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $104 and Air Transat from $116 one-way.

  • What are the most popular routes 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%), Korean Air (83%) or Air New Zealand (80%) 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 $1,514, 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 $236 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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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$278FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$354FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$310FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$157Average$362FlexibilityNo cancel feeOn-time69%
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