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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 182

YTO — ORD
12 Oct — 19 Oct1
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 February, booked 84 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap 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

Fri 25/911:00 a.m. -
Nonstop2h 00m
Sun 27/99:55 a.m. -
Nonstop1h 45m
Deal found 11/9C$ 284
Sat 10/106:50 p.m. -
Nonstop1h 58m
Sat 17/103:45 p.m. -
Nonstop1h 46m
Deal found 10/9C$ 285
Thu 24/910:45 a.m. -
1 stop5h 07m
Thu 1/102:00 p.m. -
Nonstop1h 48m
Deal found 10/9C$ 285
Thu 24/911:00 a.m. -
Nonstop2h 00m
Sun 27/97:09 a.m. -
Nonstop1h 45m
Deal found 9/9C$ 287
Thu 24/97:35 p.m. -
Nonstop2h 06m
Sun 27/97:25 a.m. -
Nonstop1h 42m
Deal found 10/9C$ 287
Sat 26/96:50 p.m. -
Nonstop1h 58m
Mon 28/93:40 p.m. -
1 stop6h 38m
Deal found 10/9C$ 288
Thu 24/97:35 p.m. -
Nonstop2h 06m
Mon 28/97:25 a.m. -
Nonstop1h 42m
Deal found 10/9C$ 288
Thu 24/912:25 p.m. -
Nonstop1h 58m
Sun 27/93:40 p.m. -
1 stop6h 38m
Deal found 9/9C$ 290
Fri 16/102:00 p.m. -
Nonstop1h 55m
Sun 18/109:55 a.m. -
Nonstop1h 45m
Deal found 8/9C$ 291
Fri 25/97:35 p.m. -
Nonstop2h 06m
Sun 27/97:25 a.m. -
Nonstop1h 42m
Deal found 11/9C$ 291
Sat 10/106:50 p.m. -
Nonstop1h 58m
Tue 13/108:40 p.m. -
Nonstop1h 46m
Deal found 9/9C$ 292
Mon 21/94:00 p.m. -
1 stop5h 12m
Sat 26/911:05 a.m. -
1 stop5h 28m
Deal found 7/9C$ 294

Find flight deals from Toronto to O'Hare Intl

Round-trip from

C$ 284

One-way from

C$ 182

Popular in

January

Cheapest in

November

Average price

C$ 389

Good round-trip deal

C$ 360 or less

Good one-way deal

C$ 191 or less
Air Canada
  • Air Canada
  • 25/9-27/9
  • Nonstop
  • 3h 45m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 29/10-31/12
  • 1 total stop
  • 5h 07m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 5% potential increase in price (C$ 31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
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Average for round-trip flights in September 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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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 2/11

10:35 a.m.-11:40 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 183

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 6/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 193
Quickest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 1/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 198

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 11/10

10:15 a.m.-11:21 a.m.

Nonstop2h 06m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 198

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 8/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 198

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 13/12

8:35 a.m.-9:44 a.m.

Nonstop2h 09m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 200

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 28/11

12:15 p.m.-6:30 p.m.

1 stop7h 15m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 206

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 4/10

12:08 p.m.-6:26 p.m.

1 stop7h 18m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 206

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 29/9

9:45 a.m.-12:59 p.m.

1 stop4h 14m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 206

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 1/11

9:44 a.m.-12:01 a.m.

1 stop15h 17m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 206

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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

Cheapflights Insights

Everything you need to know about your flight from Toronto to Chicago O'Hare Intl Airport

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

Currently, February is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 381). Flying from Toronto to Chicago O'Hare Intl Airport in October is currently the most expensive (average of C$ 470). 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?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 13% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the morning.

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

The most flights from YTO to ORD are scheduled on a Wednesday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 on average).

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

Airfare is below average for this route at the moment.
Toronto to Chicago O'Hare Intl Airport flights typically cost between C$ 320 and C$ 538 in September.
The cheapest round-trip price found within the last 5 days was C$ 284 on Multiple Airlines (25 Sep-27 Sep).

How often are flights from Toronto to Chicago delayed?

About 13% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 140 minutes.

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

Historically, flights departing in the morning 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?

Thursday 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 9% of flights being delayed.

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

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 83 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 day to fly from Toronto to Chicago O'Hare Intl Airport?

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Friday at noon 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.

Reviews of airlines servicing O'Hare Intl

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
460 reviews
Check prices

Entertainment

6.9

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
460 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Entertainment

6.9

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
United Airlines
7.4
Good
10,205 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Entertainment

6.9

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
American Airlines
7.1
Good
12,049 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Entertainment

6.9

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,617 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Entertainment

6.9

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Related info for your journey

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

    For as low as C$ 284, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto in 2h. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Generally, flights for this route are direct.

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

    According to our current data, Air Canada (C$ 134), Porter Airlines (C$ 245), and American Airlines (C$ 261) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Air Canada is 68% 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 United Airlines. According to our data, you can fly for as low as C$ 156. Users have also found prices from C$ 162 and C$ 165 on Air Canada and American Airlines, 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 Egyptair (86%), Japan Airlines (80%) or ANA (75%) 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$ 233. On average you can expect to pay C$ 2,375. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 284.

  • 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, February is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 381). Flying from Toronto to Chicago O'Hare Intl Airport in October is currently the most expensive (average of C$ 470). 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
Northbrook
Evanston
Des Plaines
Racine
Rockford
Naperville
Schaumburg
Elk Grove Village
Skokie

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Toronto to O'Hare Intl

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 134AverageC$ 424FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 245AverageC$ 514FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 261AverageC$ 429FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 286AverageC$ 418FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 352AverageC$ 422FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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?

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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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