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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 165

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
7 Apr — 14 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 8 March 2026.

Wed 3/610:45 a.m.
YTZ
-
ORD
1 stop5h 05m
Air Canada
Wed 10/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 3/3C$ 258
Fri 17/49:30 a.m.
YTZ
-
ORD
1 stop6h 25m
Air Canada
Fri 24/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 2/3C$ 262
Sat 23/58:30 a.m.
YTZ
-
ORD
1 stop7h 23m
Air Canada
Wed 27/58:45 a.m.
ORD
-
YTZ
1 stop6h 07m
Air Canada
Deal found 3/3C$ 270
Sat 18/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Sat 25/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 4/3C$ 277
Thu 4/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Wed 10/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 4/3C$ 278
Thu 16/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Mon 20/412:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 3/3C$ 281
Fri 5/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 7/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 3/3C$ 285
Sun 19/46:45 a.m.
YTZ
-
ORD
1 stop5h 08m
Air Canada
Sun 26/48:40 a.m.
ORD
-
YTZ
1 stop6h 12m
Air Canada
Deal found 5/3C$ 287

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 8 March 2026.

Round-trip from

C$ 258

One-way from

C$ 165

Popular in

December

Cheapest in

July

Average price

C$ 358

Good round-trip deal

C$ 1,003 or less
Air Canada
  • Air Canada
  • 3/6-10/6
  • 1 total stop
  • 6h 46m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 2/5
  • 1 total stop
  • 5h 08m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 33 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).
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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 8 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

Mon 8/6

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

Nonstop1h 56m

Chicago O'Hare Intl

Wed 10/6

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

Nonstop1h 41m

C$ 285

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 24/4

7:55 a.m.-12:17 p.m.

1 stop5h 22m

Chicago O'Hare Intl

Fri 1/5

10:43 a.m.-6:22 p.m.

1 stop6h 39m

C$ 369

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 27/4

10:20 a.m.-8:05 p.m.

2 stops10h 45m

Chicago O'Hare Intl

Fri 1/5

10:43 a.m.-6:22 p.m.

1 stop6h 39m

C$ 373
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 1/6

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

Nonstop1h 55m

Chicago O'Hare Intl

Sat 20/6

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

Nonstop1h 41m

C$ 403

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 5/8

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

Nonstop1h 56m

Chicago O'Hare Intl

Sun 9/8

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

Nonstop1h 41m

C$ 412

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 3/8

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

Nonstop1h 56m

Chicago O'Hare Intl

Fri 28/8

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

Nonstop1h 41m

C$ 441

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 29/6

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

Nonstop1h 56m

Chicago O'Hare Intl

Fri 3/7

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

1 stop6h 39m

C$ 441

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 9/7

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

Nonstop1h 55m

Chicago O'Hare Intl

Mon 13/7

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

Nonstop1h 41m

C$ 441

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 10/7

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

Nonstop1h 55m

Chicago O'Hare Intl

Mon 13/7

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

Nonstop1h 41m

C$ 441

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 21/7

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

Nonstop1h 55m

Chicago O'Hare Intl

Thu 23/7

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

1 stop6h 39m

C$ 442

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

Showing 1-10 of 21 resultsSorted by cheapest first
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2
3

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.

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 8 March 2026.
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
10,794 reviews
Check prices

Food

6.3

Overall

7.1

Entertainment

6.8

Crew

7.8

Comfort

7.1

Boarding

7.3

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.
Air Canada
7.1
Good
10,794 reviews
Air Canada
7.1
Good
10,794 reviews
Check prices

Food

6.3

Overall

7.1

Entertainment

6.8

Crew

7.8

Comfort

7.1

Boarding

7.3

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.

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$ 285, 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$ 442. On average you can expect to pay C$ 1,187. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 401.

  • 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.
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

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 8 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 347AverageC$ 557FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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