HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$145+ Cheap flights from Toronto Island (YTZ) 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Toronto Island to O'Hare Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Toronto Island to O'Hare Intl

Cheapest flights from Toronto Island to O'Hare Intl
Explore the most affordable flight options available from Toronto Island to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Trip.com deal was found by Cheapflights users on 1/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:00 am
YTZ
-
ORD
1 stop5h 06m
Air Canada
Fri 2/207:15 am
ORD
-
YTZ
1 stop6h 10m
Air Canada
Deal found 1/19$230
This Ticket deal was found by Cheapflights users on 1/20. 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 Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:45 am
YTZ
-
ORD
1 stop5h 10m
Air Canada
Mon 2/233:35 pm
ORD
-
YTZ
1 stop5h 00m
Air Canada
Deal found 1/20$235
This Mytrip deal was found by Cheapflights users on 1/21. 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.
Thu 2/58:30 am
YTZ
-
ORD
1 stop7h 25m
Air Canada
Sun 2/83:35 pm
ORD
-
YTZ
1 stop5h 00m
Air Canada
Deal found 1/21$241
This Air Canada deal was found by Cheapflights users on 1/19. 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.
Tue 2/310:45 am
YTZ
-
ORD
1 stop5h 10m
Air Canada
Thu 2/57:15 am
ORD
-
YTZ
1 stop6h 10m
Air Canada
Deal found 1/19$245
This Air Canada deal was found by Cheapflights users on 1/20. 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 2/137:00 am
YTZ
-
ORD
1 stop5h 06m
Air Canada
Sun 2/157:15 am
ORD
-
YTZ
1 stop6h 10m
Air Canada
Deal found 1/20$246
This Air Canada deal was found by Cheapflights users on 1/18. 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 2/2112:30 pm
YTZ
-
ORD
2 stops8h 40m
Air Canada
Tue 2/243:35 pm
ORD
-
YTZ
1 stop5h 00m
Air Canada
Deal found 1/18$261
This Air Canada deal was found by Cheapflights users on 1/21. 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 2/610:45 am
YTZ
-
ORD
1 stop5h 10m
Air Canada
Mon 2/912:50 pm
ORD
-
YTZ
1 stop6h 05m
Air Canada
Deal found 1/21$263

Find flight deals from Toronto Island to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Toronto Island (YTZ) 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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$232
(Trip.com)

One-way from

$145
(Air Canada)

Popular in

January

Cheapest in

July

Average price

$293

Good round-trip deal

$843 or less
Provider with most accurate pricing for Toronto Island-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto Island-Chicago O'Hare Intl flights.
Search Deals
From Toronto Island to Chicago O'Hare Intl
Search Deals
One-way flight from Toronto Island to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Toronto Island to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto Island 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 January 21, 2026.
Use the filters below to find and compare flights from Toronto Island Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Toronto Island

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 2/19

10:45 am-2:55 pm

1 stop5h 10m

Chicago O'Hare Intl

Mon 2/23

3:35 pm-9:35 pm

1 stop5h 00m

$235

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 2/13

7:00 am-11:06 am

1 stop5h 06m

Chicago O'Hare Intl

Tue 2/17

7:15 am-2:25 pm

1 stop6h 10m

$246

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 2/24

7:00 am-11:06 am

1 stop5h 06m

Chicago O'Hare Intl

Fri 2/27

3:35 pm-9:35 pm

1 stop5h 00m

$261

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 2/21

10:25 am-8:10 pm

2 stops10h 45m

Chicago O'Hare Intl

Tue 2/24

7:15 am-2:25 pm

1 stop6h 10m

$262

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 2/5

9:30 am-2:55 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 2/8

3:35 pm-9:35 pm

1 stop5h 00m

$262

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 2/12

7:00 am-11:06 am

1 stop5h 06m

$145

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 2/17

7:00 am-11:06 am

1 stop5h 06m

$145

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 2/3

10:45 am-2:55 pm

1 stop5h 10m

$145

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 2/13

7:00 am-11:06 am

1 stop5h 06m

$145

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 2/4

9:30 am-2:55 pm

1 stop6h 25m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 13 results
1
2
  • Most accurate provider: When it comes to deals on Toronto Island Airport-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toronto Island Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Toronto Island Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Island Airport-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Island Airport-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

Related info for your journey

Find useful and relevant information for your journey from Toronto Island 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 Island Airport to Chicago O'Hare Intl Airport?

    Airlines like Air Canada fly from Toronto Island Airport to Chicago O'Hare Intl Airport in about 5h 10m. The time it takes to get you to your destination can typically vary by up to . The distance between Toronto Island Airport and Chicago O'Hare Intl Airport is about 445 mi.

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

    The cheapest flight price from Toronto Island Airport to Chicago O'Hare Intl Airport is $843. On average you can expect to pay $943. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for $245.

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

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

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

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

    Yes. Cheapflights offers flight deals from Toronto Island 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.

See more FAQs

Traveling 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
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Toronto Island to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
Pearson Intl to Midway flights
Toronto Island to Midway flights
Hamilton to O'Hare Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.