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Cheap flights from Chicago to Toronto from £81

CHI — YTO
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto are usually found in January or March, booked 47 days in advance, depart on a Friday 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

Mon 30/1118:20 -
Nonstop1h 45m
Fri 4/1210:30 -
Nonstop2h 05m
Deal found 25/10£215
Thu 3/1208:39 -
1 stop7h 41m
Sun 6/1209:45 -
1 stop5h 11m
Deal found 27/10£227
Wed 25/1105:00 -
1 stop5h 48m
Wed 25/1114:35 -
Nonstop2h 03m
Deal found 26/10£234
Sat 21/1117:26 -
2 stops18h 24m
Fri 27/1116:35 -
Nonstop2h 05m
Deal found 27/10£240
Sat 26/1221:22 -
Nonstop1h 37m
Fri 1/112:00 -
Nonstop2h 13m
Deal found 26/10£244
Thu 12/1113:57 -
Nonstop1h 50m
Wed 25/1108:00 -
1 stop8h 02m
Deal found 26/10£250
Fri 11/1216:37 -
1 stop5h 49m
Sun 13/1214:35 -
Nonstop2h 03m
Deal found 26/10£252
Sat 21/1118:20 -
Nonstop1h 45m
Fri 27/1110:29 -
Nonstop2h 05m
Deal found 27/10£254
Mon 23/1114:44 -
1 stop7h 13m
Mon 30/1112:15 -
1 stop7h 15m
Deal found 25/10£255
Sat 21/1114:44 -
1 stop7h 13m
Sat 28/1112:15 -
1 stop7h 15m
Deal found 27/10£256
Thu 19/1107:03 -
Nonstop1h 44m
Sun 22/1107:00 -
1 stop5h 07m
Deal found 26/10£262
Sat 12/1207:20 -
Nonstop1h 47m
Sat 19/1215:20 -
1 stop5h 32m
Deal found 28/10£262

Find flight deals from Chicago to Toronto

Round-trip from

£215

One-way from

£81

Popular in

October

Cheapest in

January

Average price

£250

Good round-trip deal

£158 or less
Porter Airlines
  • Porter Airlines
  • 30/11-4/12
  • Nonstop
  • 3h 50m total
  • Chicago to Toronto
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Air Transat
  • Air Transat
  • 17/11-31/12
  • Nonstop
  • 1h 45m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (£12 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
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Cheapflights Fare Finder

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

Fly from

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Route

Depart

Return

Price

Cheapest return flight

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 25/11

14:44-22:57

1 stop7h 13m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£91

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 12/12

14:41-23:07

1 stop7h 26m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£91

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 27/2

13:35-19:07

1 stop4h 32m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£91

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 1/12

11:39-17:20

1 stop4h 41m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£91

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Mon 7/12

12:15-15:00

Nonstop1h 45m

Toronto Island

Wed 31/12

00:00-23:00

Nonstop0h 00m

£103

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Mon 7/12

07:05-14:21

1 stop6h 16m

Toronto Island

Wed 31/12

00:00-23:00

Nonstop0h 00m

£118
Fastest return journey

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 10/11

21:21-23:59

Nonstop1h 38m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£121

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 2/12

15:47-18:45

Nonstop1h 58m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£121

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Fri 27/11

15:47-18:45

Nonstop1h 58m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£121

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 23/2

21:20-23:59

Nonstop1h 39m

Toronto Pearson Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£122

Flights are sorted by cheapest return flights first.

Deals found on 25/10

Showing 1-10 of 37 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

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

What is the cheapest month to book a flight from Chicago to Toronto?

Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of £216). Flying from Chicago to Toronto in August is currently the most expensive (average of £268). 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?

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 afternoon.

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

Airfare is typical for this route at the moment.
Chicago to Toronto flights typically cost between £182 and £291 in November.
The cheapest return price found within the last 5 days was £215 on Porter Airlines (30 Nov–4 Dec).

How often are flights from Chicago to Toronto delayed?

About 22% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 133 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, American Airlines have had the lowest number of delays on this route, with just 17% of flights being delayed.

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 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

  • How long is the flight from Chicago to Toronto?

    There are many flights that can get you from Chicago to Toronto in 1h 45m. Fly via Porter Airlines, Delta, or United Airlines to get the fastest option. There are 445 mi between Chicago and Toronto. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Chicago to Toronto round-trip?

    According to our current data, Air Canada (£186), offers the cheapest pricing from Chicago to Toronto. Users have found that Air Canada is 16% cheaper than the other options available to this destination.

  • 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 Atlas Air (88%), Korean Air (87%) or Republic Airways (84%) 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 £156. On average you can expect to pay £158. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for £274.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of £216). Flying from Chicago to Toronto in August is currently the most expensive (average of £268). 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

Alternative routes for Chicago to Toronto

O'Hare Intl to Pearson Intl flights

Top airline flying from Chicago to Toronto

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest£186Average£276FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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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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