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O'Hare Intl

$146+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$251
(Mytrip)

One-way from

$146
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$487
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. 11% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/183:25 pmYTZ - ORD
1 stop5h 52mAir Canada
Sat 10/258:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 9/14$251
This Trip.com deal was found by Cheapflights users on 9/13. 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.
Sat 10/43:25 pmYTZ - ORD
1 stop5h 41mAir Canada
Mon 10/68:40 amORD - YTZ
1 stop7h 05mAir Canada
Deal found 9/13$265
This Air Canada deal was found by Cheapflights users on 9/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/183:25 pmYTZ - ORD
1 stop5h 52mAir Canada
Mon 10/208:40 amORD - YTZ
1 stop7h 05mAir Canada
Deal found 9/15$279
This Justfly.com deal was found by Cheapflights users on 9/13. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:25 amYTZ - ORD
1 stop7h 23mAir Canada
Wed 10/158:40 amORD - YTZ
2 stops9h 06mAir Canada
Deal found 9/13$284
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:00 pmYTZ - ORD
2 stops23h 52mMultiple Airlines
Tue 10/711:13 amORD - YTZ
1 stop9h 07mMultiple Airlines
Deal found 9/13$286
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/183:25 pmYTZ - ORD
1 stop5h 52mAir Canada
Sun 10/198:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 9/14$291
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/147:30 pmYTZ - ORD
1 stop18h 15mMultiple Airlines
Sat 10/1811:12 amORD - YTZ
1 stop22h 23mMultiple Airlines
Deal found 9/13$294
This Air Canada deal was found by Cheapflights users on 9/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:25 pmYTZ - ORD
1 stop5h 52mAir Canada
Wed 10/158:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 9/15$298
This Flightnetwork deal was found by Cheapflights users on 9/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/288:30 amYTZ - ORD
1 stop7h 25mAir Canada
Tue 11/47:15 amORD - YTZ
1 stop6h 40mAir Canada
Deal found 9/13$303
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:00 pmYTZ - ORD
2 stops23h 52mMultiple Airlines
Wed 10/811:13 amORD - YTZ
1 stop6h 42mMultiple Airlines
Deal found 9/14$306

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 September 15, 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

Sat 10/18

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Sat 10/25

8:40 am-2:45 pm

1 stop5h 05m

$251

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/18

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Mon 10/20

8:40 am-4:45 pm

1 stop7h 05m

$279

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/18

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Tue 10/21

8:40 am-2:45 pm

1 stop5h 05m

$279

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 11/4

3:30 pm-8:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 11/10

12:50 pm-7:55 pm

1 stop6h 05m

$279

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 11/5

10:30 am-2:55 pm

1 stop5h 25m

Chicago O'Hare Intl

Sat 11/8

3:35 pm-9:35 pm

1 stop5h 00m

$279

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/18

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Fri 10/24

8:40 am-2:45 pm

1 stop5h 05m

$279

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/18

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Sun 10/19

8:40 am-2:45 pm

1 stop5h 05m

$291

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 10/11

3:25 pm-8:17 pm

1 stop5h 52m

Chicago O'Hare Intl

Wed 10/15

8:40 am-2:45 pm

1 stop5h 05m

$298

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 10/28

10:25 am-8:00 pm

2 stops10h 35m

Chicago O'Hare Intl

Tue 11/4

7:15 am-2:55 pm

1 stop6h 40m

$298

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 10/29

3:30 pm-8:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Wed 11/5

7:15 am-2:55 pm

1 stop6h 40m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 22 results
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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 52m. 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.

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

    Currently, August is the cheapest month in which you can book a flight from Toronto Island Airport to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto Island Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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

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
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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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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