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$121+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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The best prices from Chicago to Toronto are usually found in January or April, booked 69 days in advance, depart on a Friday or Thursday and return on a Wednesday

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 noviembre 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

January

Round-trip from

$253
(Booking.com)

One-way from

$121
(Flightnetwork)
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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High demand for flights, 24% potential price rise
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Best time to find cheap flights, 8% potential price drop
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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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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 noviembre 20, 2024.

This Booking.com deal was found by Cheapflights users on 11/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2411:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
mar. 12/319:30 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/18$253
This Air Canada deal was found by Cheapflights users on 11/18. 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.
mié. 12/1812:52 pmORD - YYZ
Nonstop1h 53mAir Canada
mié. 12/258:00 amYYZ - ORD
Nonstop1h 57mAir Canada
Deal found 11/18$279
This United Airlines deal was found by Cheapflights users on 11/20. 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.
jue. 12/127:19 amORD - YYZ
Nonstop1h 39mUnited Airlines
jue. 12/1212:20 pmYYZ - ORD
1 stop7h 16mUnited Airlines
Deal found 11/20$285
This Booking.com deal was found by Cheapflights users on 11/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/127:20 amORD - YTZ
1 stop6h 30mAir Canada
dom. 12/158:50 amYTZ - ORD
1 stop5h 08mAir Canada
Deal found 11/19$286
This Kissandfly.com deal was found by Cheapflights users on 11/20. 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.
jue. 12/1210:51 amORD - YYZ
Nonstop1h 51mLufthansa
dom. 12/1511:00 amYYZ - ORD
Nonstop1h 59mLufthansa
Deal found 11/20$288
This Priceline deal was found by Cheapflights users on 11/19. 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.
sáb. 12/215:35 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
mar. 12/319:30 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 11/19$290
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1810:22 pmORD - YYZ
2 stops14h 33mMultiple Airlines
mar. 12/317:00 amYYZ - ORD
1 stop25h 47mMultiple Airlines
Deal found 11/19$290
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1810:50 amMDW - YYZ
1 stop26h 05mMultiple Airlines
mar. 12/317:00 amYYZ - MDW
1 stop16h 33mMultiple Airlines
Deal found 11/19$294
This Kissandfly.com deal was found by Cheapflights users on 11/20. 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.
jue. 12/128:02 amORD - YYZ
1 stop7h 38mBritish Airways
dom. 12/1512:36 pmYYZ - ORD
1 stop8h 28mBritish Airways
Deal found 11/20$310
This Trip.com deal was found by Cheapflights users on 11/19. 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. 12/1210:10 amORD - YYZ
1 stop5h 27mWestJet
dom. 12/156:30 amYYZ - ORD
1 stop6h 09mWestJet
Deal found 11/19$321
This Mytrip deal was found by Cheapflights users on 11/19. 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. 12/106:37 pmORD - YTZ
1 stop15h 03mMultiple Airlines
mié. 12/113:00 pmYTZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 11/19$323
This Delta deal was found by Cheapflights users on 11/19. 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.
mar. 12/102:15 pmMDW - YYZ
1 stop8h 19mDelta
jue. 12/1210:05 amYYZ - MDW
1 stop7h 56mDelta
Deal found 11/19$327

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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mar. 12/24

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

mar. 12/31

9:30 am-10:20 am

Nonstop1h 50m

$253

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 12/18

12:52 pm-3:45 pm

Nonstop1h 53m

Toronto Pearson Intl

mié. 12/25

8:00 am-8:57 am

Nonstop1h 57m

$279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 12/12

7:19 am-9:58 am

Nonstop1h 39m

Toronto Pearson Intl

jue. 12/12

12:20 pm-6:36 pm

1 stop7h 16m

$285

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

jue. 12/12

7:20 am-2:50 pm

1 stop6h 30m

Toronto Island

dom. 12/15

8:50 am-12:58 pm

1 stop5h 08m

$286

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 12/12

10:51 am-1:42 pm

Nonstop1h 51m

Toronto Pearson Intl

dom. 12/15

11:00 am-11:59 am

Nonstop1h 59m

$288

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

sáb. 12/21

5:35 pm-8:17 pm

Nonstop1h 42m

Toronto Island

mar. 12/31

9:30 am-10:20 am

Nonstop1h 50m

$290

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 12/18

10:22 pm-1:55 pm

2 stops14h 33m

Toronto Pearson Intl

mar. 12/31

7:00 am-7:47 am

1 stop25h 47m

$290

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 12/18

10:50 am-1:55 pm

1 stop26h 05m

Toronto Pearson Intl

mar. 12/31

7:00 am-10:33 pm

1 stop16h 33m

$294

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 12/12

8:02 am-4:40 pm

1 stop7h 38m

Toronto Pearson Intl

dom. 12/15

12:36 pm-8:04 pm

1 stop8h 28m

$310

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 12/12

10:10 am-4:37 pm

1 stop5h 27m

Toronto Pearson Intl

dom. 12/15

6:30 am-11:39 am

1 stop6h 09m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 35 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 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 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.

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 November 15, 2024.

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 69 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 $242). 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 noviembre 20, 2024.

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 9% 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 November 10, 2024.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday afternoons 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 noviembre 20, 2024.

The most flights from CHI to YTO are scheduled on a Monday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 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 noviembre 20, 2024.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about Air Canada, American Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

Porter Airlines
7.8
Good
288 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

Air Transat
7.8
Good
389 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,004 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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 $253. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at $279 and $285, respectively. You may be able to fly from Chicago to Toronto for 13% 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 $121 on Porter Airlines. Other airlines that offer cheap prices include United Airlines from $127 and Air Canada from $132 one-way.

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

    While some choose either Chicago O'Hare Intl - Toronto Island or Chicago Midway - Toronto Pearson Intl, 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 Cathay Pacific (100%), Jazz (100%) or Republic Airways (96%) 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 $691, our data shows the cheapest flight currently is $122. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $258 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 $242). 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
O'Hare Intl to Toronto Island flights
Midway to Pearson Intl flights
Midway to Toronto Island flights
St. Louis to Pearson Intl flights
Midway to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Ottawa flights
Midway to Ottawa flights
O'Hare Intl to London flights
St. Louis to Pierre Elliott Trudeau Intl flights
St. Louis to Ottawa flights
Moline to Pearson Intl flights
Midway to Thunder Bay flights
O'Hare Intl to Thunder Bay flights
O'Hare Intl to Hamilton flights
Bloomington to Pierre Elliott Trudeau Intl flights
Peoria to Pierre Elliott Trudeau Intl flights
Champaign to Pearson Intl flights
Bloomington to Ottawa flights
O'Hare Intl to Kingston flights
Evansville to Pearson Intl flights
Evansville to Pierre Elliott Trudeau Intl flights
Springfield to Pearson Intl flights
Dubuque 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 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$121Average$294FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$233FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$312FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$145Average$343FlexibilityNo cancel feeOn-time69%
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