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Cheap flights from Chicago to Toronto from £66

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 8/2. 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 Wednesday or Monday and return on a Saturday

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 25/1218:21ORD - YYZ
1 stop4h 25mUnited Airlines
Wed 31/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 10/12£189
Thu 25/1218:21ORD - YYZ
1 stop4h 25mUnited Airlines
Mon 5/110:00YYZ - ORD
1 stop14h 44mUnited Airlines
Deal found 10/12£200
Thu 25/1218:21ORD - YYZ
1 stop4h 25mUnited Airlines
Mon 29/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 11/12£204
Wed 24/1218:16ORD - YYZ
Nonstop2h 05mUnited Airlines
Wed 31/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 10/12£277
Thu 25/1218:21ORD - YYZ
1 stop4h 25mUnited Airlines
Sat 27/1206:50YYZ - ORD
Nonstop2h 13mUnited Airlines
Deal found 10/12£285
Thu 25/1211:15ORD - YYZ
1 stop11h 31mUnited Airlines
Thu 1/110:00YYZ - ORD
1 stop14h 44mUnited Airlines
Deal found 10/12£286
Tue 30/1218:16ORD - YYZ
Nonstop2h 05mUnited Airlines
Mon 5/118:40YYZ - ORD
1 stop5h 55mUnited Airlines
Deal found 11/12£288

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

£137

One-way from

£66

Popular in

February

Cheapest in

September

Average price

£220

Good one-way deal

£132 or less
Air Canada
  • Air Canada
  • 25/1-1/2
  • Nonstop
  • 3h 36m total
  • Chicago to Toronto
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Delta
  • Delta
  • 6/2
  • 1 total stop
  • 4h 37m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (£16 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in December 2025
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Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
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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 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

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 30/1

21:15-23:59

Nonstop1h 44m

Toronto Pearson Intl

Mon 2/2

21:00-22:05

Nonstop2h 05m

£158

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 21/1

06:05-11:48

1 stop4h 43m

Toronto Pearson Intl

Wed 21/1

15:30-16:40

Nonstop2h 10m

£171

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

07:00-17:18

1 stop9h 18m

Toronto Pearson Intl

Sun 15/2

17:15-20:44

1 stop4h 29m

£174

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 29/1

07:10-09:58

Nonstop1h 48m

Toronto Pearson Intl

Mon 2/2

15:30-16:40

Nonstop2h 10m

£177

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 13/1

21:15-23:59

Nonstop1h 44m

Toronto Pearson Intl

Sat 17/1

09:00-10:06

Nonstop2h 06m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 12/1

07:10-09:58

Nonstop1h 48m

Toronto Pearson Intl

Wed 14/1

11:00-12:08

Nonstop2h 08m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 15/1

13:13-16:02

Nonstop1h 49m

Toronto Pearson Intl

Thu 22/1

09:00-10:06

Nonstop2h 06m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 12/1

16:50-19:45

Nonstop1h 55m

Toronto Pearson Intl

Fri 23/1

21:00-22:05

Nonstop2h 05m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 11/1

07:10-09:58

Nonstop1h 48m

Toronto Pearson Intl

Thu 15/1

09:00-10:06

Nonstop2h 06m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 11/1

21:15-23:59

Nonstop1h 44m

Toronto Pearson Intl

Fri 16/1

11:00-12:08

Nonstop2h 08m

£181

Flights are sorted by cheapest return flights first.

Deals found on 10/12

Showing 1-10 of 19 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 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 £59). Flying from Chicago to Toronto in December is currently the most expensive (average of £157). 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.

Unlike in the evening, when flights are generally more expensive, you can save up to 51% on flights from Chicago to Toronto by exploring options for tickets in the morning.

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 for a return flight from Chicago to Toronto?

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 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 1h 53m. Fly via United Airlines or Delta to get the fastest option. There are 436 mi between Chicago and Toronto. This flight may include one or multiple stops.

  • 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 (94%), SkyWest Airlines (82%) or Japan Airlines (79%) 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 £116. On average you can expect to pay £165. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for £176.

  • 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 £59). Flying from Chicago to Toronto in December is currently the most expensive (average of £157). 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

Fly with Cheapflights

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

When you search for this flight from Chicago to Toronto, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights simply makes it quick and affordable to book flights from Chicago to Toronto by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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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