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O'Hare Intl

$139+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Find 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 October 16, 2025.

This Trip.com deal was found by Cheapflights users on 10/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:30 amYTZ - ORD
1 stop7h 25mAir Canada
Sun 12/77:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/13$243
This Mytrip deal was found by Cheapflights users on 10/13. 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.
Sat 11/1510:30 amYTZ - ORD
1 stop5h 25mAir Canada
Sun 11/167:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/13$253
This Trip.com deal was found by Cheapflights users on 10/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:30 pmYTZ - ORD
1 stop5h 30mAir Canada
Sun 11/97:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/15$256
This Kissandfly.com deal was found by Cheapflights users on 10/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:30 amYTZ - ORD
1 stop5h 25mAir Canada
Sun 11/167:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/14$259
This Air Canada deal was found by Cheapflights users on 10/12. 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.
Wed 11/58:30 amYTZ - ORD
1 stop7h 25mAir Canada
Sat 11/87:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/12$261
This Air Canada deal was found by Cheapflights users on 10/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2210:30 amYTZ - ORD
1 stop5h 25mAir Canada
Mon 12/13:35 pmORD - YTZ
1 stop5h 00mAir Canada
Deal found 10/13$274
This Air Canada deal was found by Cheapflights users on 10/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:30 amYTZ - ORD
1 stop7h 25mAir Canada
Sat 11/297:05 amORD - YTZ
1 stop6h 50mAir Canada
Deal found 10/13$275

Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(Trip.com)

One-way from

$139
(Gotogate)

Popular in

December

Cheapest in

July

Average price

$289
Provider with most accurate pricing for Toronto Island-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Toronto Island-Chicago O'Hare Intl flights.
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From Toronto Island to Chicago O'Hare Intl
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One-way flight from Toronto Island to Chicago O'Hare Intl
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Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 16, 2025.
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 12/4

8:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Sun 12/7

12:50 pm-7:55 pm

1 stop6h 05m

$251

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 2/12

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Mon 2/16

3:35 pm-9:35 pm

1 stop5h 00m

$261

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 11/4

10:30 am-8:00 pm

1 stop10h 30m

Chicago O'Hare Intl

Sun 11/9

7:05 am-2:55 pm

1 stop6h 50m

$293

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 11/5

8:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Tue 11/11

7:05 am-4:55 pm

1 stop8h 50m

$293

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 11/27

8:50 am-2:55 pm

2 stops7h 05m

Chicago O'Hare Intl

Thu 12/4

7:05 am-2:55 pm

1 stop6h 50m

$301

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 10/30

7:45 am-1:03 am

3 stops18h 18m

Chicago O'Hare Intl

Tue 11/4

5:10 am-10:03 pm

2 stops15h 53m

$311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 10/29

2:05 pm-1:03 am

2 stops11h 58m

Chicago O'Hare Intl

Sun 11/2

5:10 am-8:50 pm

2 stops14h 40m

$313

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 10/29

2:05 pm-1:03 am

2 stops11h 58m

Chicago O'Hare Intl

Wed 11/5

5:10 am-10:23 pm

2 stops16h 13m

$318

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 11/13

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Mon 11/17

3:35 pm-9:35 pm

1 stop5h 00m

$319

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 11/28

8:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Fri 12/5

3:35 pm-9:35 pm

1 stop5h 00m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 21 results
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Compare providers for flights from Toronto Island to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Toronto Island to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 7h 25m. 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.

  • 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
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Racine
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Alternative routes for Toronto Island to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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