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Cheap flights from Chicago to Toronto from C$ 114

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 28/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Chicago to Toronto are usually found in September or July, booked 75 days in advance, depart on a Thursday or Saturday and return on a Friday

Cheap flight deals from Chicago to Toronto

Enter your travel dates to find the best prices.

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 12 December 2025.

Thu 25/122:30 p.m.ORD - YYZ
1 stop8h 16mUnited Airlines
Fri 26/126:50 a.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Deal found 10/12C$ 349
Thu 25/126:21 p.m.ORD - YYZ
1 stop4h 25mUnited Airlines
Mon 5/110:00 a.m.YYZ - ORD
1 stop14h 44mUnited Airlines
Deal found 10/12C$ 370
Thu 25/126:21 p.m.ORD - YYZ
1 stop4h 25mUnited Airlines
Mon 29/129:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 11/12C$ 376
Wed 31/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 10/12C$ 422
Tue 30/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/19:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 451
Thu 25/126:21 p.m.ORD - YYZ
1 stop4h 25mUnited Airlines
Wed 31/1212:10 p.m.YYZ - ORD
1 stop7h 43mUnited Airlines
Deal found 9/12C$ 459
Wed 24/126:40 a.m.ORD - YTZ
2 stops33h 08mMultiple Airlines
Wed 31/126:45 a.m.YTZ - ORD
1 stop16h 22mMultiple Airlines
Deal found 10/12C$ 495
Tue 30/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/12C$ 501
Thu 25/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 506
Thu 25/126:21 p.m.ORD - YYZ
1 stop4h 25mUnited Airlines
Thu 1/15:30 p.m.YYZ - ORD
Nonstop2h 20mUnited Airlines
Deal found 9/12C$ 508
Tue 30/127:44 a.m.MDW - YTZ
1 stop23h 36mMultiple Airlines
Fri 2/19:20 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 10/12C$ 509
Tue 23/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 31/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 510

Find 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 12 December 2025.

Round-trip from

C$ 254

One-way from

C$ 114

Popular in

February

Cheapest in

September

Average price

C$ 405

Good round-trip deal

C$ 280 or less

Good one-way deal

C$ 149 or less
Air Canada
  • Air Canada
  • 25/1-1/2
  • Nonstop
  • 3h 36m total
  • Chicago to Toronto
Search Deals
28/1
  • 28/1
  • 1 total stop
  • 17h 05m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
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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 629,999 searches. Data last updated 12 December 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

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sat 28/2

11:05 a.m.-11:55 a.m.

Nonstop1h 50m

C$ 257

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 25/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/2

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 30/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sat 31/1

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 272

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/2

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 8/2

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 24/1

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Sat 31/1

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 26/1

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Mon 2/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

C$ 291

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 30/1

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

Toronto Pearson Intl

Mon 2/2

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 291

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 24/1

3:35 p.m.-9:35 p.m.

1 stop5h 00m

Toronto Island

Sat 31/1

3:30 p.m.-8:10 p.m.

1 stop5h 40m

C$ 294

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 21/1

6:05 a.m.-11:48 a.m.

1 stop4h 43m

Toronto Pearson Intl

Wed 21/1

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

C$ 316

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

7:00 a.m.-5:18 p.m.

1 stop9h 18m

Toronto Pearson Intl

Sun 15/2

5:15 p.m.-8:44 p.m.

1 stop4h 29m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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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 5 December 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 75 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, March is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 109). Flying from Chicago to Toronto in December is currently the most expensive (average of C$ 290). 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 12 December 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight in the morning.

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 16 December 2024.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Wednesday 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 12 December 2025.

The most flights from CHI to YTO are scheduled on a Monday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).

How much does it cost to fly round-trip from Chicago to Toronto?

What’s the top layover airport for flights from Chicago to Toronto?

Share of one-stop round-trip flights from Chicago to Toronto chosen by Cheapflights users in the past 12 months, using the same layover each way.

Detroit (DTW) – chosen by Cheapflights users on 67% of one-stop itineraries from Chicago to Toronto on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Toronto?

Average round-trip fare for 1-stop flights from Chicago to Toronto, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Montreal (YUL) is the most affordable 1-stop option, with an average round-trip price of C$ 328.

What’s the fastest layover option from Chicago to Toronto?

Shortest average travel time for 1-stop one-way flights from Chicago to Toronto, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 4h 10m.

Which airport typically offers the quickest layover for flights from Chicago to Toronto?

Average layover duration for 1-stop one-way flights from Chicago to Toronto, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Montreal (YUL) offer the fastest connection on this route, with an average layover time of 1h 11m.

How often are flights from Chicago to Toronto delayed?

About 17% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 130 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the past year, Korean Air has had the lowest number of delays on this route, with just 11% of flights being delayed.

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 12 December 2025.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Porter Airlines,United Airlines, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
397 reviews
Check prices

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
397 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
United Airlines
7.4
Good
9,095 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,514 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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.

  • How long is the flight from Chicago to Toronto?

    Porter Airlines, United Airlines, and Air Canada can get you from Chicago to Toronto in just under 1h 42m. Your travel time can differ by up to 3h 18m. Chicago and Toronto are separated by a distance of 711 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Toronto round-trip?

    Our cheapest airline available from Chicago to Toronto is American Airlines. Our recent data shows that you can find tickets from as low as C$ 150 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 167 and C$ 243 round-trip. You may be able to fly from Chicago to Toronto for 59% less than the average price by searching for these airlines.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 88. Users have also found prices from C$ 95 and C$ 111 on United Airlines and American Airlines, respectively.

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

    The most popular route from Chicago to Toronto is Chicago O'Hare Intl - Toronto Pearson Intl. You may also consider Chicago Midway - Toronto Island or Chicago O'Hare Intl - Toronto Island.

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

    The top 3 most reliable airlines when flying from Chicago to Toronto are Korean Air (94%), SkyWest Airlines (82%) and Japan Airlines (79%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 343, our data shows the cheapest flight currently is C$ 88. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 230 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, March is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 109). Flying from Chicago to Toronto in December is currently the most expensive (average of C$ 290). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Chicago to Toronto

Discover the top 3 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 629,999 searches. Data last updated 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 150AverageC$ 464FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 203AverageC$ 356FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 260AverageC$ 359FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Toronto?

Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.

Can Cheapflights find flights from Chicago to Toronto with no change fees?

Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Toronto become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.

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