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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from £102

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 16/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
28 Jul — 4 Aug1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in January or February, booked 84 days in advance, depart on a Friday or Saturday and return on a Wednesday

Cheap flight deals from Pearson Intl to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 June 2026.

Wed 28/1018:40
YYZ
-
ORD
Nonstop2h 03m
Air Canada
Sat 31/1008:45
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 26/6£164
Fri 4/907:00
YYZ
-
ORD
Nonstop2h 00m
Multiple Airlines
Tue 8/915:45
ORD
-
YYZ
Nonstop1h 45m
Multiple Airlines
Deal found 27/6£169
Fri 11/917:27
YYZ
-
ORD
Nonstop2h 03m
Multiple Airlines
Sun 13/915:45
ORD
-
YYZ
Nonstop1h 45m
Multiple Airlines
Deal found 25/6£170
Sun 30/807:00
YYZ
-
ORD
Nonstop2h 00m
Multiple Airlines
Wed 9/914:15
ORD
-
YYZ
Nonstop1h 46m
Multiple Airlines
Deal found 26/6£176
Fri 2/1021:00
YYZ
-
ORD
Nonstop2h 06m
United Airlines
Mon 5/1008:50
ORD
-
YYZ
1 stop9h 12m
United Airlines
Deal found 26/6£177
Mon 7/909:44
YYZ
-
ORD
1 stop5h 43m
Multiple Airlines
Tue 8/914:15
ORD
-
YYZ
Nonstop1h 46m
Multiple Airlines
Deal found 25/6£181
Sat 18/707:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sat 18/713:56
ORD
-
YYZ
Nonstop2h 00m
United Airlines
Deal found 24/6£183
Wed 21/1019:43
YYZ
-
ORD
1 stop4h 49m
Multiple Airlines
Sat 31/1013:55
ORD
-
YYZ
1 stop5h 55m
Multiple Airlines
Deal found 26/6£188

Find flight deals from Pearson Intl to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to O'Hare Intl (ORD). 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 June 2026.

Round-trip from

£164

One-way from

£102

Popular in

December

Cheapest in

January

Average price

£240

Good round-trip deal

£238 or less
Air Canada
  • Air Canada
  • 28/10-31/10
  • Nonstop
  • 3h 46m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 16/10
  • Nonstop
  • 1h 58m total
  • Toronto to Chicago
Search Deals
High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 0% potential price decrease (£2 potential savings vs. average return price).
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Average for round-trip flights in June 2026
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Price to beat on a round-trip flight from Toronto Pearson Intl to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customise your flight search to find flights from Pearson Intl to O'Hare Intl 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 June 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 10/9

11:00-12:00

Nonstop2h 00m

Chicago O'Hare Intl

Wed 16/9

11:05-18:12

1 stop6h 07m

£175

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/8

14:45-15:50

Nonstop2h 05m

Chicago O'Hare Intl

Sat 15/8

20:40-23:24

Nonstop1h 44m

£183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 28/10

06:45-07:54

Nonstop2h 09m

Chicago O'Hare Intl

Sat 31/10

21:21-23:59

Nonstop1h 38m

£190

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 25/7

08:45-09:45

Nonstop2h 00m

Chicago O'Hare Intl

Wed 29/7

13:30-23:54

1 stop9h 24m

£191

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 2/10

06:00-10:37

1 stop5h 37m

Chicago O'Hare Intl

Mon 5/10

08:55-13:34

1 stop3h 39m

£194

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 28/10

12:15-18:40

1 stop7h 25m

Chicago O'Hare Intl

Sat 31/10

07:05-13:32

1 stop5h 27m

£195
Fastest return journey

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/7

08:45-09:45

Nonstop2h 00m

Chicago O'Hare Intl

Sat 25/7

15:50-18:34

Nonstop1h 44m

£203

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/8

19:43-23:31

1 stop4h 48m

Chicago O'Hare Intl

Fri 7/8

17:55-20:44

Nonstop1h 49m

£206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 2/8

06:10-13:03

1 stop7h 53m

Chicago O'Hare Intl

Mon 3/8

13:59-23:03

1 stop8h 04m

£207

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 14/7

09:35-14:29

1 stop5h 54m

Chicago O'Hare Intl

Sat 18/7

15:53-23:54

1 stop7h 01m

£207

Flights are sorted by cheapest return flights first.

Deals found on 27/6

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Pearson Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pearson Intl 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Booking 83 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £195). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in October is currently the most expensive (average of £251). 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 YYZ to ORD?

Find hourly flight availability from Pearson Intl to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 June 2026.

One of the essential ways to save on airfare from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 60% on airfare.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly return from Pearson Intl to O'Hare Intl. Price data was last updated on 27 June 2026.

Travellers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Wednesday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost for a return flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to O'Hare Intl. 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    For as low as £190, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 2h 09m. There are 436 mi between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on time: Copa Airlines (100%), EVA Air (100%), Qatar Airways (90%).

  • What are the cheapest flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Looking for the cheapest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport? While on average our users pay £283, our data indicates the cheapest price to be £159. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around £190.

  • Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to O'Hare Intl.

  • Can I find deals for business class flights from Pearson Intl to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Pearson Intl to O'Hare Intl 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £195). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in October is currently the most expensive (average of £251). 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

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Elk Grove Village

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Deals for Pearson Intl to O'Hare Intl flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to O'Hare Intl?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to O'Hare Intl from Pearson Intl.

Can Cheapflights find flights from Pearson Intl to O'Hare Intl with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Pearson Intl to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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