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Cheap flights from Chicago to Toronto from C$ 124

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
29 May — 5 Jun1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto are usually found in September or July, booked 73 days in advance, depart on a Thursday or Friday 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 29 April 2026.

Thu 16/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 19/78:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 27/4C$ 291
Tue 4/87:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Sun 9/812:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 26/4C$ 291
Fri 15/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Mon 18/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 27/4C$ 292
Tue 2/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Tue 9/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Deal found 29/4C$ 292
Tue 5/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
GOL
Sat 9/54:00 p.m.
YYZ
-
ORD
Nonstop1h 59m
GOL
Deal found 28/4C$ 292
Fri 15/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Tue 19/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 25/4C$ 294
Sat 13/69:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Sat 20/612:25 p.m.
YYZ
-
ORD
Nonstop1h 57m
Air Canada
Deal found 29/4C$ 294
Wed 27/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Fri 29/51:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 27/4C$ 295
Fri 19/610:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 21/61:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 29/4C$ 296
Thu 28/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Mon 1/61:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 28/4C$ 296
Wed 22/710:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 26/78:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/4C$ 298
Mon 11/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 17/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 25/4C$ 299

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 29 April 2026.

Round-trip from

C$ 291

One-way from

C$ 124

Popular in

April

Cheapest in

September

Average price

C$ 423

Good round-trip deal

C$ 138 or less

Good one-way deal

C$ 133 or less
Porter Airlines
  • Porter Airlines
  • 16/7-19/7
  • Nonstop
  • 3h 30m total
  • Chicago to Toronto
Search Deals
Air Canada
  • Air Canada
  • 5/6
  • Nonstop
  • 1h 41m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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).
Search Deals

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 April 2026.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 18/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sat 25/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 296

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 6/6

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

Toronto Island

Sat 6/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

C$ 309

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 16/6

12:55 p.m.-3:46 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Tue 16/6

7:00 p.m.-11:30 p.m.

1 stop5h 30m

C$ 309

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 20/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 309

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/8

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 16/8

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 309

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 18/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 26/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 309

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 7/6

8:50 a.m.-11:49 a.m.

Nonstop1h 59m

Toronto Pearson Intl

Wed 10/6

2:45 p.m.-3:50 p.m.

Nonstop2h 05m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 14/6

4:37 p.m.-7:37 p.m.

Nonstop2h 00m

Toronto Pearson Intl

Wed 24/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

5:55 p.m.-8:44 p.m.

Nonstop1h 49m

Toronto Pearson Intl

Sun 31/5

8:50 a.m.-9:50 a.m.

Nonstop2h 00m

C$ 321

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

Toronto Island

Mon 8/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 60 resultsSorted by cheapest first
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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?

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 85 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$ 79). Flying from Chicago to Toronto in May is currently the most expensive (average of C$ 851). 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 April 2026.

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 59% 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 25 April 2026.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Friday mornings when fares are most often at their lowest. Wednesday at noon 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 29 April 2026.

The most flights from CHI to YTO are scheduled on a Wednesday (71 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (23 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 50% 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$ 325.

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 20m.

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 20% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 131 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 Sunday 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, Porter Airlines has had the lowest number of delays on this route, with just 14% 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 29 April 2026.
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
435 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,680 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,979 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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, Air Canada, and United Airlines can get you from Chicago to Toronto in just under 1h 40m. Your travel time will be generally consistent. Chicago and Toronto are separated by a distance of 711 km. All flights are typically direct.

  • 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$ 133 on this airline. Additional options worth looking into are United Airlines and Air Canada, starting at C$ 257 and C$ 262 round-trip. You may be able to fly from Chicago to Toronto for 62% 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 United Airlines. According to our data, you can fly for as low as C$ 94. Users have also found prices from C$ 110 and C$ 118 on American Airlines and Porter 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 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 (100%), Korean Air (91%) and Republic Airways (75%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 380, our data shows the cheapest flight currently is C$ 117. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 292 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$ 79). Flying from Chicago to Toronto in May is currently the most expensive (average of C$ 851). 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 29 April 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 133AverageC$ 676FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 257AverageC$ 331FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 262AverageC$ 366FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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