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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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
12 Oct — 19 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Chicago to Toronto are usually found in July or June, booked 86 days in advance, depart on a Thursday or Monday and return on a Thursday

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 12 September 2025.

Round-trip from

£162

One-way from

£63

Popular in

January

Cheapest in

July

Average price

£204

Good round-trip deal

£129 or less

Good one-way deal

£41 or less
United Airlines
  • United Airlines
  • 8/10-18/10
  • Nonstop
  • 3h 38m total
  • Chicago to Toronto
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24/9
  • 24/9
  • 1 total stop
  • 18h 21m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 8% potential increase in price (£15 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (£2 potential savings vs. average return price).
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Average for round-trip flights in September 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

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 September 2025.

Wed 8/1021:12ORD - YYZ
Nonstop1h 46mUnited Airlines
Fri 17/1014:45YYZ - ORD
Nonstop2h 03mUnited Airlines
Deal found 9/9£162
Thu 25/1214:30ORD - YYZ
1 stop8h 16mUnited Airlines
Wed 31/1211:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 9/9£169
Wed 24/1221:20ORD - YYZ
Nonstop1h 39mUnited Airlines
Wed 31/1218:40YYZ - ORD
1 stop5h 55mUnited Airlines
Deal found 9/9£173
Thu 25/1214:30ORD - YYZ
1 stop8h 16mUnited Airlines
Mon 5/119:40YYZ - ORD
1 stop5h 04mUnited Airlines
Deal found 9/9£180
Wed 22/1010:48ORD - YYZ
Nonstop1h 54mMultiple Airlines
Sun 26/1022:00YYZ - ORD
1 stop14h 18mMultiple Airlines
Deal found 9/9£190
Fri 3/1018:01ORD - YYZ
Nonstop1h 43mUnited Airlines
Mon 6/1007:00YYZ - ORD
Nonstop1h 58mUnited Airlines
Deal found 9/9£193
Sun 12/1008:50ORD - YYZ
1 stop4h 29mUnited Airlines
Sun 19/1007:00YYZ - ORD
Nonstop1h 58mUnited Airlines
Deal found 9/9£200
Sat 11/1013:25ORD - YYZ
1 stop8h 30mDelta
Mon 20/1015:35YYZ - ORD
1 stop5h 48mDelta
Deal found 9/9£205
Thu 9/1007:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Fri 17/1014:45YYZ - ORD
Nonstop2h 03mUnited Airlines
Deal found 9/9£205
Sun 26/1018:54ORD - YYZ
1 stop24h 06mMultiple Airlines
Sun 2/1116:00YYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 11/9£206
Thu 9/1013:26ORD - YYZ
1 stop6h 41mMultiple Airlines
Thu 16/1007:15YYZ - ORD
1 stop10h 42mMultiple Airlines
Deal found 11/9£207

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 September 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

Tue 14/10

21:20-10:04

1 stop11h 44m

Toronto Pearson Intl

Fri 17/10

07:00-07:58

Nonstop1h 58m

£169

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 11/10

12:52-15:46

Nonstop1h 54m

Toronto Pearson Intl

Tue 14/10

18:00-23:30

1 stop6h 30m

£173

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 3/10

18:01-20:44

Nonstop1h 43m

Toronto Pearson Intl

Mon 6/10

18:00-23:30

1 stop6h 30m

£173

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 12/10

06:08-11:47

1 stop4h 39m

Toronto Pearson Intl

Wed 22/10

12:15-16:11

1 stop4h 56m

£180

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 25/12

14:30-23:46

1 stop8h 16m

Toronto Pearson Intl

Thu 1/1

18:40-23:35

1 stop5h 55m

£180

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 20/10

18:59-11:20

1 stop15h 21m

Toronto Pearson Intl

Tue 21/10

14:30-19:25

1 stop5h 55m

£226

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 21/10

06:00-13:47

1 stop6h 47m

Toronto Pearson Intl

Tue 21/10

17:15-18:22

Nonstop2h 07m

£238

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 20/10

07:10-22:55

1 stop14h 45m

Toronto Pearson Intl

Sat 25/10

06:15-09:12

1 stop3h 57m

£244

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 12/10

16:42-19:37

Nonstop1h 55m

Toronto Pearson Intl

Tue 14/10

13:00-14:01

Nonstop2h 01m

£246

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 23/10

07:10-09:58

Nonstop1h 48m

Toronto Pearson Intl

Thu 23/10

13:00-14:01

Nonstop2h 01m

£249

Flights are sorted by cheapest return flights first.

Deals found on 9/9

Showing 1-10 of 24 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 29 August 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 86 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, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of £490). Flying from Chicago to Toronto in July is currently the most expensive (average of £708). 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 September 2025.

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 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 September 2025.

The most flights from CHI to YTO are scheduled on a Friday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 on average).

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

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 12 September 2025.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,000 reviews
Check prices

Entertainment

6.8

Food

6.3

Overall

7.1

Comfort

7.1

Boarding

7.3

Crew

7.8

Reviews

1 / 20
10.0
Excellent

janet,Sept 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.
Air Canada
7.1
Good
10,000 reviews
Air Canada
7.1
Good
10,000 reviews
Check prices

Entertainment

6.8

Food

6.3

Overall

7.1

Comfort

7.1

Boarding

7.3

Crew

7.8

Reviews

1 / 20
10.0
Excellent

janet,Sept 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.

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 8h 16m. 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 Qatar Airways (85%), Envoy Air (80%) or SkyWest Airlines (80%) 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 £37. On average you can expect to pay £101. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for £150.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of £490). Flying from Chicago to Toronto in July is currently the most expensive (average of £708). 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

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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?

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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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