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Cheap flights from Toronto to Chicago O'Hare Intl Airport

YTO — ORD
19 Aug — 26 Aug1
1 adult

Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 86 days in advance, depart on a Friday or Saturday and return on a Saturday

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 14 August 2025.

Round-trip from

C$ 203

One-way from

C$ 146

Popular in

July

Cheapest in

May

Average price

C$ 403

Good round-trip deal

C$ 560 or less

Good one-way deal

C$ 296 or less
Air Canada
  • Air Canada
  • 6/11-10/11
  • Nonstop
  • 3h 34m total
  • Toronto to Chicago
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American Airlines
  • American Airlines
  • 14/11
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 7% potential increase in price (C$ 45 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
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Average for round-trip flights in August 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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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 8 August 2025.

To ensure you get the cheapest price possible for a flight from Toronto to Chicago O'Hare Intl Airport, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Toronto 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 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 14 August 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 59% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

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 16 December 2024.

Travelers seeking maximum savings on their Toronto 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 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 14 August 2025.

The most flights from YTO to ORD are scheduled on a Thursday (61 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (40 on average).

How much does it cost to fly round-trip from Toronto 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 14 August 2025.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Porter Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
332 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,916 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
3,015 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,949 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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?

    According to our current data, Porter Airlines (C$ 229), Air Canada (C$ 265), and United Airlines (C$ 282) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 45% cheaper than the other options available to this destination.

  • 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 C$ 146. Users have also found prices from C$ 152 and C$ 193 on Air Canada and WestJet, respectively.

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

    When deciding which route to take from Toronto to Chicago O'Hare Intl Airport consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago O'Hare Intl or Toronto Region of Waterloo Intl - Chicago O'Hare Intl as they are the most popular.

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

    No one likes to see their flight delayed. When booking a flight from Toronto to Chicago O'Hare Intl Airport consider choosing SkyWest Airlines (89%), Egyptair (87%) or Copa Airlines (87%) as they are the most reliable in getting you off to your destination on time.

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

    The cheapest flight price from Toronto to Chicago O'Hare Intl Airport is C$ 194. On average you can expect to pay C$ 1,510. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 203.

  • 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, January is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Toronto 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville
Elk Grove Village

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Top 5 airlines flying from Toronto to O'Hare Intl

Discover the top 5 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 629,999 searches. Data last updated 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 229AverageC$ 308FlexibilityNo cancel feeOn-time52%
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Air CanadaCheapestC$ 265AverageC$ 439FlexibilityNo cancel feeOn-time67%
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United AirlinesCheapestC$ 282AverageC$ 425FlexibilityNo cancel feeOn-time69%
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American AirlinesCheapestC$ 289AverageC$ 494FlexibilityNo cancel feeOn-time71%
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WestJetCheapestC$ 422AverageC$ 582FlexibilityNo cancel feeOn-time60%
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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 Toronto to O'Hare Intl?

Cheapflights makes it easy to find Toronto to O'Hare Intl flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Toronto to O'Hare Intl?

Cheapflights simply makes it quick and affordable to book flights from Toronto to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Toronto 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 Toronto 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 Toronto to O'Hare Intl become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to O'Hare Intl from Toronto today and book when prices fit your budget.

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