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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 178

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
7 Jan — 14 Jan1
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 December 2025.

Thu 25/123:30 p.m.YTZ - ORD
1 stop5h 40mAir Canada
Mon 12/13:35 p.m.ORD - YTZ
1 stop5h 00mAir Canada
Deal found 8/12C$ 507
Thu 25/123:30 p.m.YTZ - ORD
1 stop5h 40mAir Canada
Sun 18/110:35 a.m.ORD - YTZ
1 stop5h 20mAir Canada
Deal found 7/12C$ 519
Wed 24/123:30 p.m.YTZ - ORD
1 stop5h 40mAir Canada
Wed 7/110:35 a.m.ORD - YTZ
1 stop5h 20mAir Canada
Deal found 8/12C$ 561
Thu 25/127:40 p.m.YTZ - ORD
1 stop13h 51mMultiple Airlines
Mon 12/18:43 p.m.ORD - YTZ
2 stops18h 42mMultiple Airlines
Deal found 8/12C$ 590
Fri 26/123:30 p.m.YTZ - ORD
1 stop5h 40mAir Canada
Thu 1/112:50 p.m.ORD - YTZ
1 stop6h 05mAir Canada
Deal found 8/12C$ 613
Thu 25/127:40 p.m.YTZ - ORD
1 stop13h 51mMultiple Airlines
Sun 18/15:15 a.m.ORD - YTZ
2 stops12h 40mMultiple Airlines
Deal found 7/12C$ 667
Sat 20/128:30 p.m.YTZ - ORD
2 stops28h 56mMultiple Airlines
Sun 4/19:34 a.m.ORD - YTZ
1 stop21h 46mMultiple Airlines
Deal found 6/12C$ 674
Mon 29/126:15 p.m.YTZ - ORD
1 stop15h 16mMultiple Airlines
Fri 9/112:44 p.m.ORD - YTZ
2 stops21h 56mMultiple Airlines
Deal found 7/12C$ 692
Tue 30/127:40 p.m.YTZ - ORD
1 stop13h 51mMultiple Airlines
Fri 9/112:44 p.m.ORD - YTZ
2 stops21h 56mMultiple Airlines
Deal found 7/12C$ 714
Mon 8/122:05 p.m.YTZ - ORD
2 stops11h 04mMultiple Airlines
Mon 15/129:14 p.m.ORD - YTZ
3 stops23h 49mMultiple Airlines
Deal found 7/12C$ 717

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 December 2025.

Round-trip from

C$ 289

One-way from

C$ 178

Popular in

December

Cheapest in

July

Average price

C$ 442

Good round-trip deal

C$ 1,128 or less
Air Canada
  • Air Canada
  • 16/1-18/1
  • 2 total stops
  • 14h 05m total
  • Toronto to Chicago
Search Deals
Air Canada
  • Air Canada
  • 15/1
  • 1 total stop
  • 7h 25m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Toronto Island to Chicago O'Hare Intl.
Search Deals

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 December 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

Fri 16/1

8:30 a.m.-2:55 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Sun 18/1

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

1 stop6h 40m

C$ 289

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 14/1

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

1 stop5h 25m

Chicago O'Hare Intl

Sun 18/1

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

1 stop6h 40m

C$ 380

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 20/2

12:30 p.m.-6:52 p.m.

1 stop7h 22m

Chicago O'Hare Intl

Mon 23/2

7:25 a.m.-3:13 p.m.

1 stop6h 48m

C$ 383

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 14/1

8:30 a.m.-2:55 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Sat 17/1

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

1 stop5h 00m

C$ 383

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 22/1

10:25 a.m.-6:37 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Thu 29/1

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

1 stop6h 40m

C$ 384

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 29/1

8:30 a.m.-2:55 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Sun 1/2

7:10 a.m.-6:13 p.m.

2 stops10h 03m

C$ 388

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 21/1

10:25 a.m.-6:37 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Wed 28/1

1:00 p.m.-9:28 p.m.

2 stops7h 28m

C$ 390

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 15/1

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

1 stop5h 25m

C$ 178

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 16/1

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

1 stop5h 25m

C$ 178

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 28/1

12:30 p.m.-6:51 p.m.

1 stop7h 21m

C$ 227

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/12

Showing 1-10 of 12 results
1
2

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 8 December 2025.

It’s typically best to fly out from Toronto Island Airport to Chicago O'Hare Intl Airport at noon. Doing so could potentially save you 54% on the flight price compared to flying in the evening, 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 8 December 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
10,514 reviews
Check prices

Crew

7.8

Comfort

7.1

Overall

7.1

Boarding

7.3

Food

6.3

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍
Air Canada
7.1
Good
10,514 reviews
Air Canada
7.1
Good
10,514 reviews
Check prices

Crew

7.8

Comfort

7.1

Overall

7.1

Boarding

7.3

Food

6.3

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍

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$ 289, Air Canada can have you in Chicago O'Hare Intl Airport from Toronto Island Airport in 7h 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$ 306, 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.

  • 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$ 1,128. On average you can expect to pay C$ 1,680. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 379.

  • 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
Elk Grove Village
Downers Grove
Racine
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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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

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 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 306AverageC$ 442FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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