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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 185

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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
25 Feb — 4 Mar1
1 adult

The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or July, booked 85 days in advance, depart on a Friday or Saturday and return on a Tuesday

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 20 February 2025.

Round-trip from

C$ 314

One-way from

C$ 186

Popular in

January

Cheapest in

April

Average price

C$ 449

Good round-trip deal

C$ 471 or less

Good one-way deal

C$ 245 or less
Air Canada
  • Air Canada
  • 26/3-29/3
  • Nonstop
  • 3h 45m total
  • Toronto to Chicago
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17/3
  • 17/3
  • 1 total stop
  • 24h 13m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 8% potential increase in price (C$ 53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in February 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 20 February 2025.

Sat 24/54:00 p.m.YYZ - ORD
1 stop5h 12mAir Canada
Sat 7/610:40 a.m.ORD - YYZ
1 stop6h 18mAir Canada
Deal found 20/2C$ 290
Thu 13/39:00 p.m.YYZ - ORD
Nonstop2h 06mMultiple Airlines
Thu 10/47:10 a.m.ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 19/2C$ 315
Sat 26/412:45 p.m.YYZ - ORD
1 stop4h 59mUnited Airlines
Wed 30/411:15 a.m.ORD - YYZ
1 stop4h 54mUnited Airlines
Deal found 20/2C$ 349
Fri 18/49:45 a.m.YYZ - ORD
1 stop7h 23mDelta
Sat 19/45:00 p.m.ORD - YYZ
1 stop4h 55mDelta
Deal found 20/2C$ 359
Fri 28/26:15 a.m.YYZ - ORD
1 stop10h 54mWestJet
Sun 2/32:35 p.m.ORD - YYZ
1 stop7h 17mWestJet
Deal found 20/2C$ 395
Thu 20/34:10 p.m.YYZ - ORD
1 stop4h 56mAmerican Airlines
Mon 24/36:30 p.m.ORD - YYZ
Nonstop1h 45mAmerican Airlines
Deal found 19/2C$ 439

Find flights from Pearson Intl to O'Hare Intl within your budget

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 20 February 2025.

Fly from

Pearson Intl

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 24/5

4:00 p.m.-8:12 p.m.

1 stop5h 12m

Chicago O'Hare Intl

Sat 7/6

10:40 a.m.-5:58 p.m.

1 stop6h 18m

C$ 290

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 13/3

9:00 p.m.-10:06 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Thu 10/4

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 315

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 26/4

12:45 p.m.-4:44 p.m.

1 stop4h 59m

Chicago O'Hare Intl

Wed 30/4

11:15 a.m.-5:09 p.m.

1 stop4h 54m

C$ 349

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 18/4

9:45 a.m.-4:08 p.m.

1 stop7h 23m

Chicago O'Hare Intl

Sat 19/4

5:00 p.m.-10:55 p.m.

1 stop4h 55m

C$ 359

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 28/3

5:15 p.m.-8:44 p.m.

1 stop4h 29m

Chicago O'Hare Intl

Mon 31/3

6:15 p.m.-10:38 p.m.

1 stop3h 23m

C$ 408

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 20/3

4:10 p.m.-8:06 p.m.

1 stop4h 56m

Chicago O'Hare Intl

Mon 24/3

6:30 p.m.-9:15 p.m.

Nonstop1h 45m

C$ 439

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 21/4

10:15 a.m.-12:23 a.m.

1 stop15h 08m

C$ 185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 1/4

2:05 p.m.-6:54 p.m.

1 stop5h 49m

C$ 192

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 22/3

12:20 p.m.-1:11 p.m.

Nonstop1h 51m

C$ 193

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 24/3

6:20 p.m.-7:20 p.m.

Nonstop2h 00m

C$ 212

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

Showing 1-10 of 13 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.

Travel insights for flights from Pearson Intl to O'Hare Intl

Get recent, data-driven insights about flights from Pearson Intl to O'Hare Intl including ideal travel times, pricing trends, and more.

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 14 February 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 85 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$ 355). 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 20 February 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 64% 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 16 February 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 20 February 2025.

The most flights from YYZ to ORD are scheduled on a Thursday (53 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (38 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 20 February 2025.
See what other customers who have flown with Delta, Austrian Airlines and United 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
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Austrian Airlines
7.6
Good
773 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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$ 322), United Airlines (C$ 349), and Delta (C$ 359) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 26% 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 Air Canada, with whom users have recently found tickets for as low as C$ 192. However, be on the lookout for offers from United Airlines 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 Emirates (90%), Republic Airways (89%) or ANA (84%) 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$ 189. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 304 on average our data indicates C$ 1,415 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$ 355). 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 20 February 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 20 February 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 300AverageC$ 348FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 322AverageC$ 416FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 350AverageC$ 463FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 354AverageC$ 541FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 457AverageC$ 572FlexibilityNo 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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