Cheap flights from Chicago to Toronto from £63

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 26/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
27 Feb — 6 Mar1
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 Monday 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 28 January 2026.

Fri 13/314:00
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Fri 20/316:50
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 27/1£141
Tue 31/306:00
ORD
-
YYZ
1 stop4h 43m
United Airlines
Tue 31/314:45
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Deal found 27/1£151
Sat 4/412:52
ORD
-
YYZ
Nonstop1h 54m
United Airlines
Sat 4/419:43
YYZ
-
ORD
1 stop5h 00m
United Airlines
Deal found 27/1£155
Mon 30/321:15
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Sat 4/408:50
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Deal found 27/1£162
Wed 6/521:15
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Sun 10/507:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Deal found 25/1£163
Tue 17/208:50
ORD
-
YYZ
1 stop4h 24m
United Airlines
Thu 26/210:51
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Deal found 26/1£169
Fri 13/307:10
ORD
-
YYZ
Nonstop1h 48m
United Airlines
Fri 20/312:45
YYZ
-
ORD
1 stop5h 16m
United Airlines
Deal found 26/1£173
Tue 19/509:04
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Sun 24/509:44
YYZ
-
ORD
1 stop5h 28m
United Airlines
Deal found 27/1£173
Fri 20/206:00
ORD
-
YYZ
1 stop4h 48m
United Airlines
Fri 20/215:30
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Deal found 26/1£176
Mon 16/214:05
ORD
-
YYZ
1 stop7h 35m
Delta
Wed 25/206:15
YYZ
-
ORD
1 stop4h 26m
Delta
Deal found 26/1£180
Tue 31/309:50
ORD
-
YYZ
1 stop4h 18m
Delta
Sun 5/412:15
YYZ
-
ORD
1 stop5h 28m
Delta
Deal found 27/1£181

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 28 January 2026.

Round-trip from

£141

One-way from

£63

Popular in

January

Cheapest in

September

Average price

£225

Good one-way deal

£101 or less
Air Canada
  • Air Canada
  • 13/3-20/3
  • Nonstop
  • 3h 37m total
  • Chicago to Toronto
United Airlines
  • United Airlines
  • 19/2
  • Nonstop
  • 1h 51m total
  • Chicago to Toronto
Highest demand for flights based on searches. 11% potential increase in price (£18 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (£3 potential savings vs. average return price).
Average for round-trip flights in January 2026
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).

Cheapflights Fare Finder

 
Customise 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 858,174 searches. Data last updated 28 January 2026.
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 - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 31/3

21:15-23:59

Nonstop1h 44m

Toronto Pearson Intl

Sat 4/4

07:00-08:03

Nonstop2h 03m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 17/2

16:47-19:45

Nonstop1h 58m

Toronto Pearson Intl

Thu 19/2

17:30-18:40

Nonstop2h 10m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/4

21:15-23:59

Nonstop1h 44m

Toronto Pearson Intl

Mon 6/4

08:50-09:50

Nonstop2h 00m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 30/3

09:05-11:49

Nonstop1h 44m

Toronto Pearson Intl

Wed 1/4

08:50-09:50

Nonstop2h 00m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 31/3

07:04-09:54

Nonstop1h 50m

Toronto Pearson Intl

Sun 5/4

08:50-09:50

Nonstop2h 00m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 30/3

17:57-20:44

Nonstop1h 47m

Toronto Pearson Intl

Fri 3/4

07:00-08:03

Nonstop2h 03m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 28/3

21:15-23:58

Nonstop1h 43m

Toronto Pearson Intl

Tue 31/3

10:15-11:18

Nonstop2h 03m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 1/4

09:05-11:49

Nonstop1h 44m

Toronto Pearson Intl

Sun 5/4

10:15-11:18

Nonstop2h 03m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 30/3

07:04-09:54

Nonstop1h 50m

Toronto Pearson Intl

Sat 4/4

07:00-08:03

Nonstop2h 03m

£162

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 1/4

09:05-11:49

Nonstop1h 44m

Toronto Pearson Intl

Sat 4/4

11:00-12:03

Nonstop2h 03m

£162

Flights are sorted by cheapest return flights first.

Deals found on 26/1

Showing 1-10 of 23 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 return 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 return flight from Chicago to Toronto. Price data was last updated on 23 January 2026.

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 £58). Flying from Chicago to Toronto in January is currently the most expensive (average of £129). 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 28 January 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 58% on flights from Chicago to Toronto by exploring options for tickets at midday.

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 28 January 2026.

The most flights from CHI to YTO are scheduled on a Friday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

How much does it cost for a return flight from Chicago to Toronto?

How often are flights from Chicago to Toronto delayed?

About 18% 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 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, Korean Air have had the lowest number of delays on this route, with just 11% of flights being delayed.

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?

    There are many flights that can get you from Chicago to Toronto in 4h 43m. Fly via United Airlines to get the fastest option. There are 436 mi between Chicago and 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 Korean Air (88%), Alaska Airlines (73%) or Japan Airlines (72%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Toronto?

    The cheapest flight price from Chicago to Toronto is £74. On average you can expect to pay £103. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for £157.

  • 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 holiday 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 £58). Flying from Chicago to Toronto in January is currently the most expensive (average of £129). 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.

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

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to Toronto flexibly with Cheapflights today.

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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