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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 158

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in November or May, booked 86 days in advance, depart on a Friday or Saturday and return on a Thursday

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 January 2026.

Round-trip from

C$ 254

One-way from

C$ 158

Popular in

July

Cheapest in

November

Average price

C$ 523

Good round-trip deal

C$ 636 or less

Good one-way deal

C$ 374 or less
American Airlines
  • American Airlines
  • 6/2-8/2
  • 1 total stop
  • 6h 59m total
  • Toronto to Chicago
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United Airlines
  • United Airlines
  • 9/2
  • Nonstop
  • 2h 10m 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 January 2026
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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

Enter your travel dates to find the best prices.

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 14 January 2026.

Fri 6/21:14 p.m.
YYZ
-
ORD
Nonstop2h 00m
American Airlines
Sun 8/26:00 a.m.
ORD
-
YYZ
1 stop4h 59m
American Airlines
Deal found 10/1C$ 254
Wed 25/22:15 p.m.
YYZ
-
ORD
1 stop5h 37m
Air Canada
Thu 26/26:00 a.m.
ORD
-
YYZ
1 stop5h 47m
Air Canada
Deal found 12/1C$ 255
Thu 5/22:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 9/22:00 p.m.
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Deal found 12/1C$ 257
Tue 24/24:50 p.m.
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Thu 26/28:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 12/1C$ 260
Wed 25/26:40 p.m.
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Wed 4/38:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 11/1C$ 261
Tue 3/26:45 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Thu 19/28:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 13/1C$ 264
Sat 28/210:51 a.m.
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Fri 27/36:25 p.m.
ORD
-
YYZ
Nonstop1h 53m
United Airlines
Deal found 11/1C$ 269
Thu 5/27:00 a.m.
YYZ
-
ORD
1 stop5h 06m
Air Canada
Sun 8/210:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 11/1C$ 271
Thu 5/210:45 a.m.
YTZ
-
ORD
1 stop5h 10m
Air Canada
Mon 9/212:50 p.m.
ORD
-
YTZ
1 stop6h 05m
Air Canada
Deal found 12/1C$ 304
Thu 5/29:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Sun 8/212:50 p.m.
ORD
-
YTZ
1 stop6h 05m
Air Canada
Deal found 12/1C$ 305
Thu 29/110:30 a.m.
YTZ
-
ORD
1 stop5h 25m
Air Canada
Sun 1/23:35 p.m.
ORD
-
YTZ
1 stop5h 00m
Air Canada
Deal found 10/1C$ 310
Wed 8/49:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Sun 12/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 10/1C$ 311

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 629,999 searches. Data last updated 14 January 2026.
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

Tue 10/2

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 18/2

4:47 p.m.-7:45 p.m.

Nonstop1h 58m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 9/2

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 15/2

11:11 a.m.-2:01 p.m.

Nonstop1h 50m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 27/2

5:30 p.m.-6:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sun 1/3

6:00 a.m.-11:48 a.m.

1 stop4h 48m

C$ 283

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 21/2

6:30 a.m.-11:45 a.m.

1 stop6h 15m

Chicago O'Hare Intl

Mon 23/2

9:35 a.m.-4:14 p.m.

1 stop5h 39m

C$ 298

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 29/3

7:00 a.m.-8:03 a.m.

Nonstop2h 03m

Chicago O'Hare Intl

Sun 29/3

5:57 p.m.-8:44 p.m.

Nonstop1h 47m

C$ 300

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 29/3

7:00 a.m.-8:03 a.m.

Nonstop2h 03m

Chicago O'Hare Intl

Tue 31/3

9:05 a.m.-11:49 a.m.

Nonstop1h 44m

C$ 300

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 6/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Mon 9/2

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 303

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 12/2

10:45 a.m.-2:55 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Tue 17/2

7:15 a.m.-2:25 p.m.

1 stop6h 10m

C$ 305

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

10:05 a.m.-1:13 p.m.

1 stop4h 08m

Chicago O'Hare Intl

Fri 20/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

C$ 308

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 29/1

10:30 a.m.-2:55 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Sun 1/2

3:35 p.m.-9:35 p.m.

1 stop5h 00m

C$ 310

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 results
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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 9 January 2026.

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, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 114). Flying from Toronto to Chicago O'Hare Intl Airport in July is currently the most expensive (average of C$ 268). 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 January 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 16% 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 10 January 2026.

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Thursday 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 14 January 2026.

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 (44 on average).

How much does it cost to fly round-trip from Toronto to Chicago O'Hare Intl Airport?

How often are flights from Toronto to Chicago delayed?

About 10% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 143 minutes.

What is the most punctual flight time for Toronto to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Toronto to Chicago flights?

Over the past year, United Airlines has had the lowest number of delays on this route, with just 6% of flights being delayed.

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 January 2026.
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
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
407 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
United Airlines
7.4
Good
9,156 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
American Airlines
7.2
Good
11,118 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
WestJet
7.2
Good
3,240 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,619 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Comfort

7.9

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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.

  • How long is the flight from Toronto to Chicago O'Hare Intl Airport?

    For as low as C$ 282, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto in 2h 05m. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Both multi-stop and direct flights can be found to your destination and back.

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

    According to our current data, Porter Airlines (C$ 224), Air Canada (C$ 250), and American Airlines (C$ 251) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 46% 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 Porter Airlines. According to our data, you can fly for as low as C$ 129. Users have also found prices from C$ 162 and C$ 163 on United Airlines and Air Canada, 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 Hamilton - 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 Japan Airlines (82%), Copa Airlines (75%) or Egyptair (73%) 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$ 229. On average you can expect to pay C$ 1,844. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 240.

  • 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, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 114). Flying from Toronto to Chicago O'Hare Intl Airport in July is currently the most expensive (average of C$ 268). 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
Elk Grove Village
Downers Grove
Racine
Naperville
Bolingbrook
Romeoville

Browse thousands of different options on Cheapflights for your next trip

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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 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 224AverageC$ 276FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 257AverageC$ 408FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 261AverageC$ 422FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 264AverageC$ 404FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 352AverageC$ 492FlexibilityNo 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 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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