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O'Hare Intl

$121+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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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 December 28, 2025.

This Air Canada deal was found by Cheapflights users on 12/25. 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 12/278:30 amYTZ - ORD
1 stop7h 25mAir Canada
Thu 1/81:55 pmORD - YTZ
1 stop6h 33mAir Canada
Deal found 12/25$556
This Air Canada deal was found by Cheapflights users on 12/27. 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 12/308:30 amYTZ - ORD
1 stop7h 25mAir Canada
Sun 1/412:50 pmORD - YTZ
1 stop6h 05mAir Canada
Deal found 12/27$576
This Air Canada deal was found by Cheapflights users on 12/26. 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.
Mon 12/293:30 pmYTZ - ORD
1 stop5h 40mAir Canada
Wed 1/71:55 pmORD - YTZ
1 stop6h 33mAir Canada
Deal found 12/26$580
This Air Canada deal was found by Cheapflights users on 12/26. 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.
Mon 12/298:30 amYTZ - ORD
1 stop7h 25mAir Canada
Tue 1/61:00 pmORD - YTZ
2 stops7h 28mAir Canada
Deal found 12/26$590
This Air Canada deal was found by Cheapflights users on 12/26. 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.
Mon 12/2910:30 amYTZ - ORD
2 stops9h 22mAir Canada
Mon 1/51:24 pmORD - YTZ
2 stops7h 04mAir Canada
Deal found 12/26$605
This Air Canada deal was found by Cheapflights users on 12/25. 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.
Sun 12/283:30 pmYTZ - ORD
1 stop5h 40mAir Canada
Sun 1/46:00 pmORD - YTZ
1 stop14h 42mAir Canada
Deal found 12/25$607
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:40 pmYTZ - ORD
1 stop13h 51mMultiple Airlines
Mon 1/59:34 amORD - YTZ
1 stop8h 21mMultiple Airlines
Deal found 12/26$609
This Air Canada deal was found by Cheapflights users on 12/26. 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.
Sun 12/288:30 amYTZ - ORD
1 stop7h 25mAir Canada
Wed 1/71:55 pmORD - YTZ
1 stop6h 33mAir Canada
Deal found 12/26$624

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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$206
(Booking.com)

One-way from

$121
(Booking.com)

Popular in

December

Cheapest in

July

Average price

$327
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. 10% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 28, 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 2/5

7:00 am-11:06 am

1 stop5h 06m

Chicago O'Hare Intl

Sun 2/8

7:15 am-2:25 pm

1 stop6h 10m

$224

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 2/19

10:45 am-2:55 pm

1 stop5h 10m

Chicago O'Hare Intl

Tue 2/24

7:15 am-2:25 pm

1 stop6h 10m

$225

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 2/10

10:45 am-2:55 pm

1 stop5h 10m

Chicago O'Hare Intl

Tue 2/17

7:15 am-2:25 pm

1 stop6h 10m

$226

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 2/21

8:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Tue 2/24

3:35 pm-9:35 pm

1 stop5h 00m

$242

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 1/24

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Sat 1/31

12:50 pm-7:55 pm

1 stop6h 05m

$242

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 1/24

6:15 pm-10:42 pm

1 stop5h 27m

Chicago O'Hare Intl

Sun 1/25

11:55 am-10:10 pm

1 stop9h 15m

$253

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 2/6

8:30 am-2:55 pm

1 stop7h 25m

$121

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 1/31

7:00 am-4:35 pm

2 stops10h 35m

$130

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 1/24

7:00 am-4:35 pm

2 stops10h 35m

$131

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 1/16

10:30 am-2:55 pm

1 stop5h 25m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 18 results
1
2

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 December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Toronto Island Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 06m. 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
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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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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