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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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 227

One-way from

C$ 152

Popular in

January

Cheapest in

April

Average price

C$ 401

Good round-trip deal

C$ 442 or less

Good one-way deal

C$ 257 or less
Air Canada
  • Air Canada
  • 25/8-11/9
  • Nonstop
  • 3h 37m total
  • Toronto to Chicago
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United Airlines
  • United Airlines
  • 11/9
  • Nonstop
  • 1h 55m 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$ 11 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 12 June 2025.

Wed 10/98:15 a.m.YYZ - ORD
Nonstop1h 53mAir Canada
Fri 12/96:20 p.m.ORD - YYZ
Nonstop1h 42mAir Canada
Deal found 12/6C$ 226
Thu 4/92:30 p.m.YYZ - ORD
1 stop6h 18mUnited Airlines
Wed 10/97:15 a.m.ORD - YYZ
1 stop5h 32mUnited Airlines
Deal found 10/6C$ 235
Tue 30/93:45 p.m.YYZ - ORD
1 stop5h 42mAmerican Airlines
Thu 2/109:48 a.m.ORD - YYZ
1 stop6h 27mAmerican Airlines
Deal found 10/6C$ 261
Thu 3/77:00 a.m.YYZ - ORD
Nonstop1h 59mLufthansa
Mon 7/79:14 p.m.ORD - YYZ
Nonstop1h 44mLufthansa
Deal found 11/6C$ 286
Sun 12/1012:15 p.m.YYZ - ORD
1 stop7h 23mDelta
Sat 18/105:45 p.m.ORD - YYZ
1 stop4h 13mDelta
Deal found 11/6C$ 291
Fri 25/74:00 p.m.YYZ - ORD
1 stop6h 30mMultiple Airlines
Fri 1/86:20 p.m.ORD - YYZ
Nonstop1h 44mMultiple Airlines
Deal found 10/6C$ 340
Mon 21/77:25 p.m.YYZ - ORD
1 stop12h 58mPorter Airlines
Sun 27/75:55 p.m.ORD - YYZ
Nonstop1h 49mPorter Airlines
Deal found 12/6C$ 358

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 12 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

Wed 10/9

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

Nonstop1h 53m

Chicago O'Hare Intl

Fri 12/9

6:20 p.m.-9:02 p.m.

Nonstop1h 42m

C$ 226

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 4/9

2:30 p.m.-7:48 p.m.

1 stop6h 18m

Chicago O'Hare Intl

Wed 10/9

7:15 a.m.-1:47 p.m.

1 stop5h 32m

C$ 235

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 30/9

3:45 p.m.-8:27 p.m.

1 stop5h 42m

Chicago O'Hare Intl

Thu 2/10

9:48 a.m.-5:15 p.m.

1 stop6h 27m

C$ 261

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 3/7

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

Nonstop1h 59m

Chicago O'Hare Intl

Mon 7/7

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

Nonstop1h 44m

C$ 286

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 12/10

12:15 p.m.-6:38 p.m.

1 stop7h 23m

Chicago O'Hare Intl

Sat 18/10

5:45 p.m.-10:58 p.m.

1 stop4h 13m

C$ 291

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 25/7

4:00 p.m.-9:30 p.m.

1 stop6h 30m

Chicago O'Hare Intl

Fri 1/8

6:20 p.m.-9:04 p.m.

Nonstop1h 44m

C$ 340

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 21/7

7:25 p.m.-7:23 a.m.

1 stop12h 58m

Chicago O'Hare Intl

Sun 27/7

5:55 p.m.-8:44 p.m.

Nonstop1h 49m

C$ 358

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

10:00 a.m.-10:53 a.m.

Nonstop1h 53m

C$ 148

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/9

9:00 a.m.-9:55 a.m.

Nonstop1h 55m

C$ 152

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

7:15 a.m.-12:41 p.m.

1 stop6h 26m

C$ 165

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 15 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 9 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$ 352). 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 June 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 62% 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 8 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 12 June 2025.

The most flights from YYZ to ORD are scheduled on a Wednesday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 June 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from Toronto to Chicago have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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
7,946 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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
8,790 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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
2,868 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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
9,537 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

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$ 227), United Airlines (C$ 235), and American Airlines (C$ 261) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 43% 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$ 152. However, be on the lookout for offers from Air Canada and American Airlines, 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 SkyWest Airlines (98%), Republic Airways (92%) or Copa Airlines (91%) 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$ 180. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 201 on average our data indicates C$ 2,717 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$ 352). 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 12 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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 232AverageC$ 330FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 278AverageC$ 512FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 283AverageC$ 393FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 302AverageC$ 441FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 423AverageC$ 577FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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