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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from £107

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
14 Jun — 21 Jun1
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 15 May 2026.

Tue 21/714:00
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Fri 24/720:40
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 12/5£157
Sat 13/612:25
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Sun 14/620:20
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 12/5£165
Fri 12/610:15
YYZ
-
ORD
Nonstop2h 06m
United Airlines
Sun 14/621:20
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 14/5£172
Wed 24/614:00
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Wed 1/709:50
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 10/5£180
Mon 25/511:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Fri 29/505:00
ORD
-
YYZ
1 stop5h 43m
United Airlines
Deal found 11/5£180
Fri 19/621:00
YYZ
-
ORD
Nonstop2h 05m
United Airlines
Sun 28/621:20
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 14/5£184
Sat 6/619:43
YYZ
-
ORD
1 stop4h 43m
United Airlines
Sun 14/621:20
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 12/5£185
Wed 10/617:15
YYZ
-
ORD
Nonstop2h 04m
United Airlines
Sun 20/907:09
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 13/5£186
Thu 11/618:25
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Fri 12/620:20
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 14/5£188
Sat 6/612:09
YYZ
-
ORD
1 stop5h 20m
Delta
Sat 13/611:15
ORD
-
YYZ
1 stop5h 09m
Delta
Deal found 12/5£192

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 15 May 2026.

Round-trip from

£157

One-way from

£107

Popular in

December

Cheapest in

January

Average price

£214

Good round-trip deal

£290 or less

Good one-way deal

£291 or less
Air Canada
  • Air Canada
  • 21/7-24/7
  • Nonstop
  • 3h 40m total
  • Toronto to Chicago
Search Deals
United Airlines
  • United Airlines
  • 13/6
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
Search Deals
High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease (£2 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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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Price to beat on a one-way 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 15 May 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

Tue 26/5

07:00-08:00

Nonstop2h 00m

Chicago O'Hare Intl

Tue 14/7

07:09-09:54

Nonstop1h 45m

£185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 27/5

14:30-20:46

1 stop7h 16m

Chicago O'Hare Intl

Sat 30/5

15:47-23:14

1 stop6h 27m

£196

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 20/7

13:00-14:06

Nonstop2h 06m

Chicago O'Hare Intl

Thu 23/7

07:09-09:54

Nonstop1h 45m

£196

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 18/6

14:29-18:29

1 stop5h 00m

Chicago O'Hare Intl

Sun 21/6

07:01-15:19

1 stop7h 18m

£197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 26/5

12:45-19:32

1 stop7h 47m

Chicago O'Hare Intl

Fri 29/5

12:55-15:46

Nonstop1h 51m

£197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 28/5

14:20-20:14

1 stop6h 54m

Chicago O'Hare Intl

Sun 31/5

17:19-22:59

1 stop4h 40m

£197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 31/5

06:30-14:57

1 stop9h 27m

Chicago O'Hare Intl

Mon 8/6

12:27-23:14

1 stop9h 47m

£197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 15/6

14:29-20:31

1 stop7h 02m

Chicago O'Hare Intl

Wed 17/6

07:01-15:19

1 stop7h 18m

£197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/6

12:09-16:26

1 stop5h 17m

Chicago O'Hare Intl

Fri 12/6

17:22-23:02

1 stop4h 40m

£197
Fastest return journey

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 21/6

08:45-09:45

Nonstop2h 00m

Chicago O'Hare Intl

Mon 22/6

21:20-23:59

Nonstop1h 39m

£214

Flights are sorted by cheapest return flights first.

Deals found on 14/5

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

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 £189). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of £246). 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 15 May 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 9 May 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?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 15 May 2026.
Get a feel of what it's like to fly with Air Canada from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
11,042 reviews
Check prices

Food

6.3

Comfort

7.1

Boarding

7.3

Overall

7.1

Crew

7.8

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good
Air Canada
7.1
Good
11,042 reviews
Air Canada
7.1
Good
11,042 reviews
Check prices

Food

6.3

Comfort

7.1

Boarding

7.3

Overall

7.1

Crew

7.8

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Thomas,Apr 2026

YYZ - LHR

Food is sub par. I travel a lot and AC food is not good

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 £185, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 2h. 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 is the cheapest airline to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?

    Currently priced at £138, Air Canada will fly you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Air Canada is priced at 37% lower than the current average price of a flight leaving 3 months from now.

  • 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: EVA Air (100%), Copa Airlines (89%), Japan Airlines (75%).

  • 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 £353, our data indicates the cheapest price to be £162. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around £157.

  • 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 £189). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of £246). 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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Top airline flying from Pearson Intl to O'Hare Intl

Discover the top airline that operate flights from Pearson Intl to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 15 May 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest£138Average£189FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Pearson Intl to O'Hare Intl?

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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