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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 148

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 17/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
5 Jul — 12 Jul1
1 adult

Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 83 days in advance, depart on a Friday or Saturday and return on a Saturday

Cheap 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 30 June 2025.

Round-trip from

C$ 223

One-way from

C$ 148

Popular in

January

Cheapest in

April

Average price

C$ 408

Good round-trip deal

C$ 507 or less

Good one-way deal

C$ 310 or less
Air Canada
  • Air Canada
  • 7/9-24/9
  • Nonstop
  • 3h 36m total
  • Toronto to Chicago
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United Airlines
  • United Airlines
  • 17/7
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 10% potential increase in price (C$ 66 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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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Find flight deals from Pearson Intl to O'Hare Intl

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 30 June 2025.

Sun 7/98:15 a.m.YYZ - ORD
Nonstop1h 53mAir Canada
Wed 24/92:00 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 28/6C$ 223
Fri 18/77:00 a.m.YYZ - ORD
Nonstop1h 59mUnited Airlines
Mon 21/79:14 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 30/6C$ 224
Wed 10/911:44 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Fri 12/99:39 a.m.ORD - YYZ
Nonstop1h 53mAmerican Airlines
Deal found 30/6C$ 235
Thu 10/79:00 a.m.YYZ - ORD
Nonstop1h 59mLufthansa
Sun 13/79:14 p.m.ORD - YYZ
Nonstop1h 44mLufthansa
Deal found 30/6C$ 241
Tue 22/79:00 a.m.YYZ - ORD
Nonstop1h 59mMultiple Airlines
Wed 23/78:25 p.m.ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 29/6C$ 268
Wed 10/910:10 a.m.YYZ - ORD
1 stop3h 35mDelta
Fri 12/99:10 a.m.ORD - YYZ
1 stop5h 12mDelta
Deal found 30/6C$ 291

Cheapflights Fare Finder

Customize 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 629,999 searches. Data last updated 30 June 2025.
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

Pearson Intl

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 7/9

8:15 a.m.-9:08 a.m.

Nonstop1h 53m

Chicago O'Hare Intl

Wed 24/9

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

C$ 223

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 18/7

7:00 a.m.-7:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Mon 21/7

9:14 p.m.-11:58 p.m.

Nonstop1h 44m

C$ 224

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

3:11 p.m.-4:06 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Fri 12/9

8:15 a.m.-11:01 a.m.

Nonstop1h 46m

C$ 235

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 10/7

9:00 a.m.-9:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Sun 13/7

9:14 p.m.-11:58 p.m.

Nonstop1h 44m

C$ 241

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 22/7

9:00 a.m.-9:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Wed 23/7

8:25 p.m.-11:10 p.m.

Nonstop1h 45m

C$ 268

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

10:10 a.m.-12:45 p.m.

1 stop3h 35m

Chicago O'Hare Intl

Fri 12/9

9:10 a.m.-3:22 p.m.

1 stop5h 12m

C$ 291

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 18/7

7:00 a.m.-7:59 a.m.

Nonstop1h 59m

C$ 148

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 1/9

6:30 a.m.-7:26 a.m.

Nonstop1h 56m

C$ 153

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 12/10

6:15 a.m.-9:51 a.m.

1 stop4h 36m

C$ 157

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/11

2:40 p.m.-10:37 p.m.

1 stop8h 57m

C$ 202

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/6

Showing 1-10 of 12 results
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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 round-trip 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 round-trip flight from Pearson Intl to O'Hare Intl. Price data was last updated on 27 June 2025.

The price you pay for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 64 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 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 C$ 261). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 351). 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 30 June 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 61% on flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

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 round-trip from Pearson Intl to O'Hare Intl. Price data was last updated on 29 June 2025.

Travelers 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 afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Explore weekly flight availability from Pearson Intl to O'Hare Intl. 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 30 June 2025.

The most flights from YYZ to ORD are scheduled on a Friday (62 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (48 on average).

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 30 June 2025.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines 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.
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,969 reviews
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,852 reviews
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,908 reviews
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,657 reviews
Delta
8.0
Very good
7,969 reviews
Check prices

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Air Canada (C$ 223), United Airlines (C$ 224), and American Airlines (C$ 269) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 44% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as C$ 148. However, be on the lookout for offers from American Airlines and Air Canada, as they are both options that can get you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for a low price.

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

    Consider Copa Airlines (96%), SkyWest Airlines (93%) or ANA (93%) when booking your flight. These represent the most reliable airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

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

    Looking at all options, your cheapest flight can be booked for C$ 187. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 213 on average our data indicates C$ 1,354 when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

  • 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 vacation 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 C$ 261). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 351). 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 Toronto Pearson Intl Airport?

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Elk Grove Village
Evanston
Downers Grove
Skokie
Naperville
Bolingbrook
Romeoville

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Fly from Pearson Intl to O'Hare Intl on these airlines

Choose from the following airlines for your flight from Pearson Intl to O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on 30 June 2025.
Air Canada flights from Toronto Pearson Intl to Chicago O'Hare Intl
United Airlines flights from Toronto Pearson Intl to Chicago O'Hare Intl
American Airlines flights from Toronto Pearson Intl to Chicago O'Hare Intl

Top 5 airlines flying from Pearson Intl to O'Hare Intl

Discover the top 5 airlines 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 629,999 searches. Data last updated 30 June 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 222AverageC$ 495FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 232AverageC$ 322FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 277AverageC$ 394FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 294AverageC$ 437FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 424AverageC$ 551FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers 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?

Millions of users choose and trust Cheapflights to book the best flight deals from Pearson Intl to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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?

Not ready to book yet? You can track prices for flights from Pearson Intl to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

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