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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 174

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 21/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
22 Apr — 29 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto Island to O'Hare Intl

Enter your travel dates to find the best prices.

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 23 March 2026.

Thu 18/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Sun 21/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 19/3C$ 270
Thu 10/91:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 13/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 22/3C$ 276
Wed 9/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Wed 16/97:00 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 22/3C$ 278
Wed 3/610:45 a.m.
YTZ
-
ORD
1 stop5h 05m
Air Canada
Sun 7/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 19/3C$ 283
Thu 17/91:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 20/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 19/3C$ 285
Fri 10/712:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Tue 14/77:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 20/3C$ 287
Thu 9/77:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Mon 13/72:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 20/3C$ 288

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 23 March 2026.

Round-trip from

C$ 270

One-way from

C$ 174

Popular in

December

Cheapest in

July

Average price

C$ 370

Good round-trip deal

C$ 1,015 or less
Air Canada
  • Air Canada
  • 18/6-21/6
  • Nonstop
  • 3h 37m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 17/7
  • Nonstop
  • 1h 56m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
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Average for round-trip flights in March 2026
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Price to beat on a round-trip flight from Toronto Island to Chicago O'Hare Intl.
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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 629,999 searches. Data last updated 23 March 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 18/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Sun 21/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 270

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 19/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Mon 22/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 383
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 9/6

12:15 p.m.-1:10 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Tue 16/6

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

C$ 383

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 13/4

3:00 p.m.-12:22 a.m.

1 stop10h 22m

Chicago O'Hare Intl

Wed 15/4

2:09 p.m.-10:25 a.m.

1 stop19h 16m

C$ 443

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 18/4

6:25 p.m.-11:42 a.m.

1 stop18h 17m

Chicago O'Hare Intl

Sat 25/4

12:53 p.m.-4:43 p.m.

2 stops26h 50m

C$ 476

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 5/5

9:15 a.m.-11:01 p.m.

2 stops14h 46m

Chicago O'Hare Intl

Sat 9/5

12:53 p.m.-9:35 a.m.

1 stop19h 42m

C$ 521

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 30/4

6:50 a.m.-10:53 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Sat 29/8

8:45 a.m.-3:51 p.m.

1 stop6h 06m

C$ 523

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 26/5

10:45 a.m.-8:08 p.m.

1 stop10h 23m

Chicago O'Hare Intl

Wed 3/6

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

C$ 531

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 5/5

10:45 a.m.-2:53 p.m.

1 stop5h 08m

Chicago O'Hare Intl

Sat 9/5

8:45 a.m.-3:52 p.m.

1 stop6h 07m

C$ 545

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 25/4

6:50 a.m.-10:53 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Wed 29/4

8:40 a.m.-6:22 p.m.

2 stops8h 42m

C$ 550

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/3

Showing 1-10 of 22 resultsSorted by cheapest first
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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?

    For as low as C$ 270, Air Canada can have you in Chicago O'Hare Intl Airport from Toronto Island Airport in 1h 56m. The distance from Toronto Island Airport to Chicago O'Hare Intl Airport is about 716 km. All flights are typically direct.

  • 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 C$ 400. On average you can expect to pay C$ 1,195. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 277.

  • 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

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
Skokie
Downers Grove
Elk Grove Village
Racine
Naperville
Bolingbrook
Romeoville
Schaumburg

Browse thousands of different options on Cheapflights for your next trip

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

Fly with Cheapflights

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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?

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