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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 185

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
11 Jun — 18 Jun1
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 12 May 2026.

Wed 2/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Tue 8/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 11/5C$ 276
Wed 2/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 7/97:00 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 8/5C$ 278
Wed 23/91:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sat 26/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 11/5C$ 279
Tue 1/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sat 5/97:00 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 9/5C$ 282
Mon 7/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 14/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/5C$ 283
Tue 15/91:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Thu 17/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 8/5C$ 286
Thu 10/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 13/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/5C$ 289
Tue 8/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 14/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/5C$ 291
Tue 1/98:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Thu 10/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/5C$ 294
Sat 5/91:40 p.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Wed 9/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 10/5C$ 297
Mon 1/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 7/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 9/5C$ 298

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 12 May 2026.

Round-trip from

C$ 276

One-way from

C$ 185

Popular in

May

Cheapest in

July

Average price

C$ 382

Good round-trip deal

C$ 333 or less

Good one-way deal

C$ 206 or less
Porter Airlines
  • Porter Airlines
  • 2/9-8/9
  • Nonstop
  • 3h 35m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 4/6
  • Nonstop
  • 1h 56m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (C$ 5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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Price to beat on a round-trip flight from Toronto Island to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way 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 12 May 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
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 24/9

8:40 p.m.-9:35 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Mon 28/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 294

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 9/9

8:40 p.m.-9:35 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Fri 11/9

7:00 a.m.-9:40 a.m.

Nonstop1h 40m

C$ 305

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 23/9

8:40 p.m.-9:35 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sun 27/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

C$ 339

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 10/7

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

Nonstop1h 56m

Chicago O'Hare Intl

Sun 12/7

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

Nonstop1h 41m

C$ 382

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 9/6

2:55 p.m.-8:40 p.m.

1 stop6h 45m

Chicago O'Hare Intl

Wed 10/6

10:00 a.m.-6:42 p.m.

1 stop7h 42m

C$ 433

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 8/6

2:55 p.m.-9:55 p.m.

1 stop8h 00m

Chicago O'Hare Intl

Wed 10/6

10:00 a.m.-6:42 p.m.

1 stop7h 42m

C$ 433

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sun 21/6

6:55 p.m.-7:45 a.m.

1 stop13h 50m

Chicago O'Hare Intl

Thu 25/6

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

Nonstop1h 41m

C$ 448

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 10/7

2:55 p.m.-9:32 p.m.

1 stop7h 37m

Chicago O'Hare Intl

Sun 12/7

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

Nonstop1h 41m

C$ 473

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 17/7

2:55 p.m.-11:31 p.m.

1 stop9h 36m

Chicago O'Hare Intl

Sun 19/7

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

Nonstop1h 41m

C$ 473

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 24/10

10:05 a.m.-11:00 a.m.

Nonstop1h 55m

Chicago O'Hare Intl

Fri 30/10

1:12 p.m.-6:45 p.m.

1 stop4h 33m

C$ 474

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/5

Showing 1-10 of 21 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$ 294, Porter Airlines can have you in Chicago O'Hare Intl Airport from Toronto Island Airport in 1h 55m. 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$ 182. On average you can expect to pay C$ 338. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 276.

  • 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
Pearson Intl to Midway flights
Toronto Island 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?

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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