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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 171

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
3 May — 10 May1
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 3 April 2026.

Fri 28/812:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 30/88:45 a.m.
ORD
-
YTZ
1 stop6h 06m
Air Canada
Deal found 29/3C$ 275
Sat 5/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Tue 8/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 30/3C$ 277
Sat 25/46:50 a.m.
YTZ
-
ORD
1 stop5h 03m
Air Canada
Sat 9/58:45 a.m.
ORD
-
YTZ
1 stop6h 07m
Air Canada
Deal found 1/4C$ 284
Tue 21/46:50 a.m.
YTZ
-
ORD
1 stop5h 03m
Air Canada
Sat 25/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 2/4C$ 285
Fri 23/1010:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Air Transat
Fri 23/103:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Air Transat
Deal found 29/3C$ 288
Mon 13/77:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Tue 21/72:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 29/3C$ 289
Sat 25/710:50 a.m.
YTZ
-
ORD
1 stop10h 15m
Air Canada
Wed 29/78:45 a.m.
ORD
-
YTZ
1 stop6h 06m
Air Canada
Deal found 30/3C$ 291
Mon 13/79:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Thu 16/72:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 29/3C$ 294
Fri 26/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Mon 29/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 31/3C$ 295
Fri 14/87:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Mon 17/87:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 29/3C$ 296

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 3 April 2026.

Round-trip from

C$ 275

One-way from

C$ 171

Popular in

March

Cheapest in

July

Average price

C$ 346

Good round-trip deal

C$ 1,025 or less
Air Canada
  • Air Canada
  • 28/8-30/8
  • 1 total stop
  • 8h 01m total
  • Toronto to Chicago
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Porter Airlines
  • Porter Airlines
  • 1/9
  • Nonstop
  • 1h 55m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 3% potential increase in price (C$ 18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
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Average for round-trip flights in April 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 3 April 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

Wed 15/4

10:45 a.m.-2:55 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Sat 18/4

8:40 a.m.-3:52 p.m.

1 stop6h 12m

C$ 309

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 1/6

8:20 a.m.-12:11 p.m.

1 stop4h 51m

Chicago O'Hare Intl

Fri 5/6

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

Nonstop1h 41m

C$ 341
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 3/6

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

Nonstop1h 55m

Chicago O'Hare Intl

Sun 7/6

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

Nonstop1h 41m

C$ 373

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 20/6

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

Nonstop1h 55m

Chicago O'Hare Intl

Tue 23/6

11:03 a.m.-6:42 p.m.

1 stop6h 39m

C$ 373

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 8/6

8:20 a.m.-12:11 p.m.

1 stop4h 51m

Chicago O'Hare Intl

Wed 10/6

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

Nonstop1h 41m

C$ 373

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 4/6

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

Nonstop1h 55m

Chicago O'Hare Intl

Sun 7/6

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

Nonstop1h 41m

C$ 373

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$ 374

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 14/5

7:40 a.m.-12:17 p.m.

1 stop5h 37m

Chicago O'Hare Intl

Sun 17/5

1:55 p.m.-9:32 p.m.

1 stop6h 37m

C$ 381

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 4/6

10:45 a.m.-2:50 p.m.

1 stop5h 05m

Chicago O'Hare Intl

Sun 7/6

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

Nonstop1h 41m

C$ 435

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 18/6

9:30 a.m.-2:44 p.m.

1 stop6h 14m

Chicago O'Hare Intl

Sun 21/6

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

Nonstop1h 41m

C$ 470

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/3

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$ 373, Air Canada 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. This flight may include one or multiple stops.

  • 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$ 387. On average you can expect to pay C$ 1,219. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 249.

  • 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

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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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Region of Waterloo Intl to O'Hare Intl flights

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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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