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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from £99

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
12 May — 19 May1
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 May, booked 68 days in advance, depart on a Friday or Wednesday 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 12 April 2026.

Thu 30/414:45
YYZ
-
ORD
Nonstop1h 58m
United Airlines
Sun 3/509:04
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 8/4£157
Wed 27/508:00
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Wed 27/520:35
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 8/4£162
Sun 24/512:25
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Sun 31/520:35
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 9/4£164
Sun 19/711:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Tue 28/707:09
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 9/4£167
Sat 6/619:43
YYZ
-
ORD
1 stop4h 43m
United Airlines
Wed 10/607:09
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 8/4£169
Sat 4/706:00
YYZ
-
ORD
1 stop8h 17m
Delta
Tue 7/708:52
ORD
-
YYZ
1 stop3h 42m
Delta
Deal found 8/4£169
Mon 20/715:00
YYZ
-
ORD
1 stop7h 00m
United Airlines
Thu 23/706:00
ORD
-
YYZ
1 stop4h 43m
United Airlines
Deal found 7/4£173
Wed 27/507:20
YYZ
-
ORD
Nonstop2h 12m
American Airlines
Wed 27/515:04
ORD
-
YYZ
1 stop7h 01m
American Airlines
Deal found 8/4£175
Fri 26/611:00
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sat 4/707:09
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 8/4£176
Sat 16/512:29
YYZ
-
ORD
1 stop9h 51m
Delta
Sun 17/509:25
ORD
-
YYZ
1 stop6h 56m
Delta
Deal found 8/4£177
Sun 10/514:20
YYZ
-
ORD
1 stop4h 45m
Delta
Thu 14/507:00
ORD
-
YYZ
1 stop5h 30m
Delta
Deal found 9/4£178
Wed 22/421:00
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Sat 25/411:40
ORD
-
YYZ
1 stop5h 48m
United Airlines
Deal found 8/4£178

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 12 April 2026.

Round-trip from

£157

One-way from

£99

Popular in

December

Cheapest in

January

Average price

£232

Good round-trip deal

£166 or less
United Airlines
  • United Airlines
  • 6/5-13/5
  • Nonstop
  • 3h 45m total
  • Toronto to Chicago
Search Deals
United Airlines
  • United Airlines
  • 9/6
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (£2 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).
Search Deals
Average for round-trip flights in April 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 12 April 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
Fastest return journey

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 30/4

14:45-15:43

Nonstop1h 58m

Chicago O'Hare Intl

Sun 3/5

09:04-11:49

Nonstop1h 45m

£157

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 16/5

12:29-21:20

1 stop9h 51m

Chicago O'Hare Intl

Sun 17/5

09:25-17:21

1 stop6h 56m

£177

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 22/7

14:24-20:31

1 stop7h 07m

Chicago O'Hare Intl

Sat 25/7

07:01-13:34

1 stop5h 33m

£177

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 24/5

06:10-08:45

1 stop3h 35m

Chicago O'Hare Intl

Sun 31/5

08:42-18:31

1 stop8h 49m

£178

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 30/5

08:50-09:50

Nonstop2h 00m

Chicago O'Hare Intl

Sun 7/6

07:09-09:54

Nonstop1h 45m

£178

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 23/4

12:16-16:18

1 stop5h 02m

Chicago O'Hare Intl

Tue 5/5

09:35-18:09

1 stop7h 34m

£179

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

11:00-12:00

Nonstop2h 00m

Chicago O'Hare Intl

Tue 9/6

05:00-11:43

1 stop5h 43m

£183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 4/5

14:15-18:52

1 stop5h 37m

Chicago O'Hare Intl

Thu 7/5

07:05-13:40

1 stop5h 35m

£189

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 5/10

14:15-18:41

1 stop5h 26m

Chicago O'Hare Intl

Wed 7/10

08:55-13:25

1 stop3h 30m

£190

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 24/5

19:00-23:30

1 stop5h 30m

Chicago O'Hare Intl

Sun 31/5

07:09-09:54

Nonstop1h 45m

£194

Flights are sorted by cheapest return flights first.

Deals found on 9/4

Showing 1-10 of 22 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?

Use this chart to determine the optimal time to book a return flight from Pearson Intl to O'Hare Intl. Price data was last updated on 10 April 2026.

Booking 68 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 £95). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of £148). 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 12 April 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 at midday could potentially save you up to 59% 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 4 April 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. Saturday mornings 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 12 April 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
10,917 reviews
Check prices

Entertainment

6.8

Overall

7.1

Crew

7.8

Comfort

7.1

Boarding

7.3

Food

6.3

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.
Air Canada
7.1
Good
10,917 reviews
Air Canada
7.1
Good
10,917 reviews
Check prices

Entertainment

6.8

Overall

7.1

Crew

7.8

Comfort

7.1

Boarding

7.3

Food

6.3

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.

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 £157, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 1h 58m. 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 £136, 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: Emirates (100%), Finnair (100%), Copa Airlines (87%).

  • 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 £174, our data indicates the cheapest price to be £140. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around £173.

  • 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 £95). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of £148). 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 12 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest£136Average£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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