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O'Hare Intl

$108+ Cheap flights from Toronto (YTO) to O'Hare Intl (ORD)

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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Jun 20 — Jun 271
Fri 6/20
Fri 6/27
1 adult, Economy
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Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 74 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Toronto to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) 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 June 15, 2025.

Round-trip from

$164
(Air Canada)

One-way from

$108
(American Airlines)

Popular in

June

Cheapest in

May

Average price

$376

Good round-trip deal

$248 or less

Good one-way deal

$169 or less
From Toronto (YTO) to Chicago O'Hare Intl
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One-way flight from Toronto (YTO) to Chicago O'Hare Intl
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Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 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 (YTO) to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Toronto (YTO) to Chicago O'Hare Intl.
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Find flight deals from Toronto to O'Hare Intl

Cheapest flights from Toronto to O'Hare Intl
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2025.

This Air Canada deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:10 pmYYZ - ORD
Nonstop1h 54mAir Canada
Mon 9/222:00 pmORD - YYZ
Nonstop1h 43mAir Canada
Deal found 6/14$164
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/199:00 amYYZ - ORD
Nonstop1h 55mUnited Airlines
Mon 9/229:31 pmORD - YYZ
1 stop11h 33mUnited Airlines
Deal found 6/13$174
This Kissandfly.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/47:00 amYYZ - ORD
Nonstop1h 59mLufthansa
Mon 7/75:55 pmORD - YYZ
Nonstop1h 49mLufthansa
Deal found 6/13$193
This Air Canada deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/410:25 amYTZ - ORD
1 stop5h 30mAir Canada
Wed 10/158:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 6/14$207
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1212:15 pmYYZ - ORD
1 stop7h 23mDelta
Sat 10/187:00 amORD - YYZ
1 stop5h 40mDelta
Deal found 6/13$214
This United deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/42:45 pmYYZ - ORD
Nonstop2h 05mMultiple Airlines
Mon 7/78:25 pmORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/13$217
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/412:45 pmYYZ - ORD
1 stop6h 25mAmerican Airlines
Fri 7/186:12 amORD - YYZ
1 stop4h 42mAmerican Airlines
Deal found 6/13$229
This FlightHub deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1210:20 pmYYZ - ORD
2 stops19h 23mWestJet
Wed 10/151:40 pmORD - YYZ
1 stop9h 51mWestJet
Deal found 6/15$317
This Mytrip deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/285:15 pmYTZ - ORD
1 stop14h 22mMultiple Airlines
Tue 7/19:28 pmORD - YTZ
1 stop10h 02mMultiple Airlines
Deal found 6/14$339
This Mytrip deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:00 amYHM - ORD
3 stops25h 03mMultiple Airlines
Sun 8/176:21 pmORD - YHM
3 stops29h 20mMultiple Airlines
Deal found 6/13$387
This Booking.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:00 amYHM - ORD
1 stop11h 43mWestJet
Sat 9/65:30 pmORD - YHM
1 stop30h 10mWestJet
Deal found 6/14$579

Cheapflights Fare Finder

Customize your flight search to find flights from Toronto 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 2,558,603 searches. Data last updated June 15, 2025.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Toronto

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/19

2:10 pm-3:04 pm

Nonstop1h 54m

Chicago O'Hare Intl

Mon 9/22

2:00 pm-4:43 pm

Nonstop1h 43m

$164

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/19

9:00 am-9:55 am

Nonstop1h 55m

Chicago O'Hare Intl

Mon 9/22

9:31 pm-10:04 am

1 stop11h 33m

$174

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 7/4

7:00 am-7:59 am

Nonstop1h 59m

Chicago O'Hare Intl

Mon 7/7

5:55 pm-8:44 pm

Nonstop1h 49m

$193

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/4

10:25 am-2:55 pm

1 stop5h 30m

Chicago O'Hare Intl

Wed 10/15

8:40 am-2:45 pm

1 stop5h 05m

$207

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 10/12

12:15 pm-6:38 pm

1 stop7h 23m

Chicago O'Hare Intl

Sat 10/18

7:00 am-1:40 pm

1 stop5h 40m

$214

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 7/4

12:45 pm-6:10 pm

1 stop6h 25m

Chicago O'Hare Intl

Fri 7/18

6:12 am-11:54 am

1 stop4h 42m

$229

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 8/11

4:00 pm-9:30 pm

1 stop6h 30m

Chicago O'Hare Intl

Wed 8/27

6:50 pm-2:05 pm

1 stop18h 15m

$276

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 10/12

10:20 pm-4:43 pm

2 stops19h 23m

Chicago O'Hare Intl

Wed 10/15

1:40 pm-12:31 am

1 stop9h 51m

$317

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 6/28

5:15 pm-6:37 am

1 stop14h 22m

Chicago O'Hare Intl

Tue 7/1

9:28 pm-8:30 am

1 stop10h 02m

$339

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 8/11

6:00 am-6:03 am

3 stops25h 03m

Chicago O'Hare Intl

Sun 8/17

6:21 pm-12:41 am

3 stops29h 20m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 22 results
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The best insider tips for Toronto to Chicago O'Hare Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Toronto to Chicago O'Hare Intl Airport trip
Airlines
British Airways

BA offers complimentary hot meals and beverages in economy class on transatlantic flights.


BA's Executive Club offers free seat selection for mid-tier or higher status members.

Read more about British Airwaysby Gabriel Leigh
Air Canada

Air Canada offers free texting on flights for Aeroplan members using services like WhatsApp.


Air Canada's Preferred Seats offer up to four inches more space, ideal for taller passengers.

Read more about Air Canadaby Jessica Macdonald
United Airlines

United's Polaris Lounges offer showers, daybeds, and dining for premium passengers.


United's Economy Plus offers extra legroom and priority boarding for MileagePlus members.

Read more about United Airlinesby Harriet Baskas
Airports
YYZ

Toronto Pearson offers fast and reliable Wi-Fi throughout the airport, perfect for business travelers needing to stay connected.

Read more about YYZby Kaitlyn McInnis
ORD

For a quick city transfer, take the 'L' train from O'Hare to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on British Airways

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on Air Canada

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYZ

Kaitlyn McInnis

Kaitlyn McInnis

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Read more

Best time to book a flight from Toronto to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto 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 to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to O'Hare Intl. Price data was last updated on June 13, 2025.

The best time to book flights from Toronto to Chicago O'Hare Intl Airport is 74 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 YTO to ORD?

Find hourly flight availability from Toronto 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 June 15, 2025.

When flying from Toronto to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 40% versus a flight in the afternoon.

What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Toronto to O'Hare Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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

Explore weekly flight availability from Toronto 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 June 15, 2025.

The most flights from YTO to ORD are scheduled on a Monday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 15, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from Toronto to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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
8,798 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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
2,872 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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
9,549 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

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 Toronto 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 to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $164, Air Canada will fly you from Toronto to Chicago O'Hare Intl Airport and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Lufthansa - these airlines can fly you to your destination from $174 and $193, respectively. Air Canada is priced at 45% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $108. Users have also found prices from $112 and $118 on Air Canada and United Airlines, respectively.

  • What are the most popular routes from Toronto to Chicago O'Hare Intl Airport?

    The most popular flight routes from Toronto to Chicago O'Hare Intl Airport are Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago O'Hare Intl and Hamilton - Chicago O'Hare Intl.

  • What are the most reliable airlines from Toronto 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 to Chicago O'Hare Intl Airport on time: SkyWest Airlines (98%), Republic Airways (92%), Copa Airlines (91%).

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

    While on average a flight from Toronto to Chicago O'Hare Intl Airport is generally $1,135, our data shows the cheapest flight currently is $121. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $164 for that flight.

  • Can I find deals for flights from Toronto to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Toronto to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto 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 Toronto to O'Hare Intl.

  • Can I find deals for business class flights from Toronto to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Toronto 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 to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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

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Top 3 airlines flying from Toronto to O'Hare Intl

Discover the top 3 airlines that operate flights from Toronto 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 2,558,603 searches. Data last updated June 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$162Average$269FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$287FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$318FlexibilityNo cancel feeOn-time71%

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