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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 161

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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
25 Aug — 1 Sep1
1 adult

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 20 August 2025.

Round-trip from

C$ 268

One-way from

C$ 161

Popular in

July

Cheapest in

April

Average price

C$ 479
Air Canada
  • Air Canada
  • 10/12-17/12
  • 2 total stops
  • 11h 30m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 22/10
  • 1 total stop
  • 7h 30m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 106 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease (C$ 54 potential savings vs. average RT price).
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Average for round-trip flights in August 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 20 August 2025.

Wed 10/1210:30 a.m.YTZ - ORD
1 stop5h 25mAir Canada
Wed 17/1212:50 p.m.ORD - YTZ
1 stop6h 05mAir Canada
Deal found 20/8C$ 268
Wed 1/108:25 a.m.YTZ - ORD
1 stop7h 30mAir Canada
Thu 23/108:40 a.m.ORD - YTZ
1 stop7h 05mAir Canada
Deal found 18/8C$ 287
Sun 12/103:25 p.m.YTZ - ORD
1 stop5h 57mAir Canada
Sat 18/103:35 p.m.ORD - YTZ
1 stop4h 59mAir Canada
Deal found 20/8C$ 309
Sun 12/103:25 p.m.YTZ - ORD
1 stop5h 57mAir Canada
Tue 14/108:40 a.m.ORD - YTZ
1 stop7h 05mAir Canada
Deal found 18/8C$ 311
Thu 2/1012:25 p.m.YTZ - ORD
1 stop8h 57mAir Canada
Sun 5/1010:40 a.m.ORD - YTZ
1 stop5h 05mAir Canada
Deal found 20/8C$ 316

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 629,999 searches. Data last updated 20 August 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

Wed 10/12

10:30 a.m.-2:55 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Wed 17/12

12:50 p.m.-7:55 p.m.

1 stop6h 05m

C$ 268

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 1/10

8:25 a.m.-2:55 p.m.

1 stop7h 30m

Chicago O'Hare Intl

Thu 23/10

8:40 a.m.-4:45 p.m.

1 stop7h 05m

C$ 287

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 12/10

3:25 p.m.-8:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Sat 18/10

3:35 p.m.-9:34 p.m.

1 stop4h 59m

C$ 309

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 11/10

3:25 p.m.-8:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Wed 15/10

3:35 p.m.-9:34 p.m.

1 stop4h 59m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 8/11

10:30 a.m.-2:55 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Sun 9/11

7:15 a.m.-2:55 p.m.

1 stop6h 40m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 26/11

10:30 a.m.-2:55 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Mon 1/12

12:50 p.m.-7:55 p.m.

1 stop6h 05m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 11/10

3:25 p.m.-8:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Sun 12/10

8:40 a.m.-4:45 p.m.

1 stop7h 05m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 15/10

10:25 a.m.-2:55 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Wed 22/10

3:35 p.m.-9:34 p.m.

1 stop4h 59m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 12/10

3:25 p.m.-8:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Tue 14/10

8:40 a.m.-4:45 p.m.

1 stop7h 05m

C$ 311

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 22/10

8:25 a.m.-2:55 p.m.

1 stop7h 30m

C$ 161

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/8

Showing 1-10 of 17 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.

Cheapflights Insights

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

What is the cheapest time of day to fly from YTZ to ORD?

Find hourly flight availability from Toronto Island to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 20 August 2025.

It’s typically best to fly out from Toronto Island Airport to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 35% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 20 August 2025.
Read reviews from past customers who have flown Air Canada from Toronto Island Airport to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,000 reviews
Check prices

Comfort

7.1

Food

6.3

Crew

7.8

Overall

7.1

Entertainment

6.8

Boarding

7.3

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.
Air Canada
7.1
Good
10,000 reviews
Air Canada
7.1
Good
10,000 reviews
Check prices

Comfort

7.1

Food

6.3

Crew

7.8

Overall

7.1

Entertainment

6.8

Boarding

7.3

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.

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?

    For as low as C$ 268, Air Canada can have you in Chicago O'Hare Intl Airport from Toronto Island Airport in 5h 25m. The distance from Toronto Island Airport to Chicago O'Hare Intl Airport is about 716 km.

  • What is the cheapest airline to fly from Toronto Island Airport to Chicago O'Hare Intl Airport round-trip?

    Currently priced at C$ 307, Air Canada will fly you from Toronto Island Airport to Chicago O'Hare Intl Airport and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Users have found that Air Canada is 44% cheaper than the other options available to this destination.

  • 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, January is the cheapest month in which you can book a flight from Toronto Island Airport to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Toronto Island Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 351). 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
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville

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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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Pearson Intl to Midway flights
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Region of Waterloo Intl to O'Hare Intl flights
Hamilton to O'Hare Intl flights

Top airline flying from Toronto Island to O'Hare Intl

Discover the top airline that operate flights from Toronto Island to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 20 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 307AverageC$ 570FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Toronto Island to O'Hare Intl?

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Why should you use Cheapflights to find cheap flight tickets from Toronto Island to O'Hare Intl?

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Can Cheapflights find flights from Toronto Island 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 Island 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 Island to O'Hare Intl become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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