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Cheap flights from Chicago to Toronto from £67

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 22/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
2 Jun — 9 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 Wednesday or Thursday 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 3 May 2026.

Wed 13/509:04
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Wed 13/514:30
YYZ
-
ORD
1 stop8h 01m
United Airlines
Deal found 28/4£166
Sun 14/620:20
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Sun 21/612:25
YYZ
-
ORD
Nonstop1h 57m
Air Canada
Deal found 30/4£167
Sat 16/521:35
ORD
-
YYZ
1 stop11h 29m
United Airlines
Sun 17/513:00
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Deal found 30/4£170
Tue 2/616:37
ORD
-
YYZ
Nonstop2h 00m
United Airlines
Thu 4/611:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Deal found 28/4£173
Wed 27/521:20
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Wed 3/617:15
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Deal found 29/4£180
Wed 27/506:00
ORD
-
YYZ
1 stop6h 47m
United Airlines
Sun 31/507:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Deal found 28/4£180
Sun 17/509:04
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Mon 18/511:00
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Deal found 29/4£181
Fri 29/512:55
ORD
-
YYZ
Nonstop1h 51m
United Airlines
Tue 2/619:43
YYZ
-
ORD
1 stop4h 43m
United Airlines
Deal found 28/4£185
Wed 27/505:00
ORD
-
YYZ
1 stop7h 47m
United Airlines
Thu 28/521:00
YYZ
-
ORD
Nonstop2h 05m
United Airlines
Deal found 29/4£187

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 3 May 2026.

Round-trip from

£166

One-way from

£67

Popular in

April

Cheapest in

September

Average price

£182

Good one-way deal

£66 or less
United Airlines
  • United Airlines
  • 16/6-16/6
  • 1 total stop
  • 8h 59m total
  • Chicago to Toronto
Search Deals
United Airlines
  • United Airlines
  • 27/5
  • Nonstop
  • 1h 49m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (£5 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
Search Deals

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 3 May 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 return flight

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 6/6

07:09-09:54

Nonstop1h 45m

Toronto Pearson Intl

Sat 6/6

13:00-14:06

Nonstop2h 06m

£181
Fastest return journey

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 7/6

07:09-09:54

Nonstop1h 45m

Toronto Pearson Intl

Fri 12/6

07:00-08:00

Nonstop2h 00m

£181

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 29/5

21:20-23:59

Nonstop1h 39m

Toronto Pearson Intl

Mon 1/6

19:00-23:30

1 stop5h 30m

£185

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

05:00-11:43

1 stop5h 43m

Toronto Pearson Intl

Mon 1/6

08:50-09:50

Nonstop2h 00m

£187

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 8/6

21:20-23:59

Nonstop1h 39m

Toronto Pearson Intl

Fri 12/6

19:00-23:30

1 stop5h 30m

£191

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 17/6

15:55-23:14

1 stop6h 19m

Toronto Pearson Intl

Wed 24/6

06:05-13:04

1 stop7h 59m

£198

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 24/5

09:25-15:19

1 stop4h 54m

Toronto Pearson Intl

Sat 30/5

10:00-19:09

1 stop10h 09m

£200

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 11/6

14:07-23:02

1 stop7h 55m

Toronto Pearson Intl

Mon 15/6

12:09-18:29

1 stop7h 20m

£200

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 16/5

07:00-13:30

1 stop5h 30m

Toronto Pearson Intl

Sun 17/5

14:20-20:14

1 stop6h 54m

£200

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 14/6

07:01-15:19

1 stop7h 18m

Toronto Pearson Intl

Sun 21/6

12:09-18:29

1 stop7h 20m

£200

Flights are sorted by cheapest return flights first.

Deals found on 1/5

Showing 1-10 of 22 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 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?

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 £43). Flying from Chicago to Toronto in May is currently the most expensive (average of £459). 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 3 May 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 57% on flights from Chicago to Toronto by exploring options for tickets in the evening.

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 3 May 2026.

The most flights from CHI to YTO are scheduled on a Friday (68 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (49 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 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 have had the lowest number of delays on this route, with just 14% 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 51m. Fly via United Airlines to get the fastest option. There are 436 mi between Chicago and Toronto. All flights are typically direct.

  • 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 (91%), EVA Air (80%) or Republic Airways (77%) 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 £59. On average you can expect to pay £67. 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 £43). Flying from Chicago to Toronto in May is currently the most expensive (average of £459). 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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