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Cheap flights from Chicago to Toronto from C$ 116

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Chicago to Toronto are usually found in September or July, booked 83 days in advance, depart on a Thursday or Tuesday 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 29 October 2025.

Round-trip from

C$ 265

One-way from

C$ 116

Popular in

January

Cheapest in

September

Average price

C$ 418

Good round-trip deal

C$ 398 or less

Good one-way deal

C$ 142 or less
Porter Airlines
  • Porter Airlines
  • 12/11-17/11
  • Nonstop
  • 3h 32m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 12/12
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 10% potential increase in price (C$ 67 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in October 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

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 29 October 2025.

Wed 19/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 22/1111:00 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 29/10C$ 263
Wed 12/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 265
Fri 5/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 7/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 267
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/10C$ 268
Wed 12/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 13/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 29/10C$ 270
Fri 14/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/10C$ 271
Sat 6/126:04 a.m.ORD - YYZ
1 stop4h 52mAmerican Airlines
Sun 7/126:24 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 27/10C$ 271
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 14/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 274
Fri 5/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Mon 8/124:13 p.m.YYZ - ORD
1 stop7h 41mAmerican Airlines
Deal found 27/10C$ 279
Fri 5/128:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Sun 7/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Deal found 29/10C$ 284
Thu 4/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Sun 7/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Deal found 29/10C$ 285
Fri 21/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 3/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 29/10C$ 288

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 29 October 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

Fri 5/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/12

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

Nonstop1h 50m

C$ 265

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 4/3

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

Nonstop1h 42m

Toronto Island

Sat 7/3

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

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/3

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

Nonstop1h 42m

Toronto Island

Sat 7/3

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

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/11

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

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 3/3

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

Nonstop1h 42m

Toronto Island

Sat 7/3

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

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Thu 13/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 14/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 271

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Sat 22/11

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

Nonstop1h 50m

C$ 275

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 9/1

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

Nonstop1h 42m

Toronto Island

Sun 11/1

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

Nonstop1h 50m

C$ 288

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 21/3

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

Nonstop1h 42m

Toronto Island

Sun 22/3

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

Nonstop1h 50m

C$ 295

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 60 results
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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 24 October 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 83 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$ 148). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 242). 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 29 October 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 Thursday at noon 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.

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 44% 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$ 332.

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.

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 29 October 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
384 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
9,001 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,371 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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 Delta can get you from Chicago to Toronto in just under 1h 42m. Your travel time can differ by up to 6h 55m. 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 Air Canada. Our recent data shows that you can find tickets from as low as C$ 206 on this airline. An additional option worth looking into is United Airlines, starting at C$ 263. You may be able to fly from Chicago to Toronto for 47% 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$ 116. Users have also found prices from C$ 124 and C$ 127 on Delta and Air Canada, 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 Midway - Toronto Pearson Intl.

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

    The top 3 most reliable airlines when flying from Chicago to Toronto are Finnair (92%), Qatar Airways (91%) and British Airways (89%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 407, our data shows the cheapest flight currently is C$ 113. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 232 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$ 148). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 242). 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 2 airlines flying from Chicago to Toronto

Discover the top 2 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 29 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 206AverageC$ 364FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 263AverageC$ 371FlexibilityNo 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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