What is the cheapest airline to fly from Toronto Island Airport to Chicago O'Hare Intl Airport round-trip?

Currently priced at C$ 134, 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.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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$ 177. On average you can expect to pay C$ 363. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 246.

What are the most reliable airlines from Toronto Island Airport to Chicago O'Hare Intl Airport?

No one likes to see their flight delayed. When booking a flight from Toronto Island Airport to Chicago O'Hare Intl Airport consider choosing Air Canada (33%), Jazz (33%) or United Airlines (25%) as they are the most reliable in getting you off to your destination on time.

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.

C$ 183+ Cheap Flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Cheap flight deals from Toronto Island to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

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 7 September 2026.

Wed 21/1012:15 p.m. -

Nonstop2h 10m

Wed 28/101:55 p.m. -

Nonstop1h 47m

Deal found 6/9C$ 285

Tue 27/109:45 a.m. -

1 stop6h 07m

Wed 28/101:55 p.m. -

1 stop6h 41m

Deal found 3/9C$ 288

Sun 1/114:35 p.m. -

Nonstop2h 05m

Thu 5/116:20 p.m. -

Nonstop1h 46m

Deal found 4/9C$ 289

Sat 24/1012:15 p.m. -

Nonstop2h 10m

Sun 25/106:20 p.m. -

Nonstop1h 46m

Deal found 7/9C$ 291

Fri 30/107:20 p.m. -

Nonstop2h 01m

Tue 3/112:00 p.m. -

Nonstop1h 41m

Deal found 2/9C$ 293

Fri 2/1012:15 p.m. -

Nonstop2h 10m

Mon 5/108:45 a.m. -

1 stop6h 05m

Deal found 5/9C$ 297

Wed 30/910:45 a.m. -

1 stop5h 07m

Wed 7/102:00 p.m. -

Nonstop1h 48m

Deal found 2/9C$ 300

Thu 1/1010:45 a.m. -

1 stop5h 07m

Tue 6/102:00 p.m. -

Nonstop1h 48m

Deal found 5/9C$ 303

Sat 10/1012:20 p.m. -

2 stops8h 52m

Sun 18/1011:05 a.m. -

1 stop5h 45m

Deal found 5/9C$ 304

Find flight deals from Toronto Island to O'Hare Intl

Round-trip from	C$ 285
One-way from	C$ 183
Popular in	October
Cheapest in	February
Average price	C$ 365
Good round-trip deal	C$ 359 or less
Good one-way deal	C$ 191 or less

Air Canada
21/10-28/10
Nonstop
3h 57m total
Toronto to Chicago

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Air Canada
29/9-31/12
Nonstop
2h 06m total
Toronto to Chicago

Search Deals

Highest demand for flights based on searches. 1% potential increase in price (C$ 8 potential increase over avg. RT price).

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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 September 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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Price to beat on a one-way flight from Toronto Island to Chicago O'Hare Intl.

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Cheapflights Fare Finder

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 Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 13/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 184

Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 7/11

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 205

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 14/10

6:55 p.m.-10:12 a.m.

2 stops16h 17m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 205

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 10/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 205

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 25/9

6:50 a.m.-11:21 a.m.

1 stop5h 31m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 234

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 26/10

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 257

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 6/10

3:15 p.m.-11:32 p.m.

1 stop9h 17m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 275

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 28/9

3:15 p.m.-11:32 p.m.

1 stop9h 17m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 275

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 5/10

3:15 p.m.-9:29 p.m.

1 stop7h 14m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 275

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 29/12

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 277

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 22 resultsSorted by cheapest first

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.

YTZ-ORD

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?

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 45% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing O'Hare Intl

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

11,593 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had

Air Canada

7.1

Good

11,593 reviews

Air Canada

7.1

Good

11,593 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Related info for your journey

How long is the flight from Toronto Island Airport to Chicago O'Hare Intl Airport?
For as low as C$ 379, Air Canada can have you in Chicago O'Hare Intl Airport from Toronto Island Airport in 2h 05m. The distance from Toronto Island Airport to Chicago O'Hare Intl Airport is about 716 km. All flights are typically direct.
What is the cheapest airline to fly from Toronto Island Airport to Chicago O'Hare Intl Airport round-trip?
Currently priced at C$ 134, 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 most reliable airlines from Toronto Island Airport to Chicago O'Hare Intl Airport?
No one likes to see their flight delayed. When booking a flight from Toronto Island Airport to Chicago O'Hare Intl Airport consider choosing Air Canada (33%), Jazz (33%) or United Airlines (25%) as they are the most reliable in getting you off to your destination on time.
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$ 177. On average you can expect to pay C$ 363. The most popular route, (Toronto Island - Chicago O'Hare Intl), can usually be booked for C$ 246.
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.

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Top airline flying from Toronto Island to O'Hare Intl

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 134	AverageC$ 389	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

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How does Cheapflights help users find flights from Toronto Island to O'Hare Intl?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Toronto Island today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Toronto Island to O'Hare Intl?

Cheapflights helps you find that perfect flight to O'Hare Intl from Toronto Island by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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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Cheap flights from Toronto Island Airport to Chicago O'Hare Intl Airport from C$ 183

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Toronto Island to O'Hare Intl

Cheapest flights from Toronto Island to O'Hare IntlExplore 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 7 September 2026.

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 7 September 2026.

Best flights from Toronto Island to O'Hare IntlDiscover carefully curated flight deals from Toronto Island to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Discover carefully curated flight deals from Toronto Island to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Direct flights from Toronto Island to O'Hare IntlExplore direct flight options from Toronto Island to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Explore direct flight options from Toronto Island to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Last-minute flights from Toronto Island to O'Hare IntlDiscover last-minute flight deals from Toronto Island to O'Hare Intl. Data last updated 7 September 2026 and is based on user searches.

Discover last-minute flight deals from Toronto Island to O'Hare Intl. Data last updated 7 September 2026 and is based on user searches.

One-way flights from Toronto Island to O'Hare IntlSearch for one-way flight options from Toronto Island to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Search for one-way flight options from Toronto Island to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Find flight deals from Toronto Island to O'Hare Intl

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One-way from

Popular in

Cheapest in

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Good round-trip deal

Good one-way deal

Cheapflights Fare Finder

Use the filters below to find and compare flights from Toronto Island Airport to Chicago O'Hare Intl Airport that are best for you.

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.

Cheapflights Insights

What is the cheapest time of day to fly from YTZ to ORD?

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 45% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing O'Hare Intl

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.

Related info for your journey

How long is the flight from Toronto Island Airport to Chicago O'Hare Intl Airport?

What is the cheapest airline to fly from Toronto Island Airport to Chicago O'Hare Intl Airport round-trip?

What are the most reliable airlines from Toronto Island Airport to Chicago O'Hare Intl Airport?

What are the cheapest flights from Toronto Island Airport to Chicago O'Hare Intl Airport?

Can I find deals for flights from Toronto Island to O'Hare Intl that include hotel bookings?

How can I 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?

Travelling to a place near Chicago O'Hare Intl Airport?

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Alternative routes for Toronto Island to O'Hare Intl

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Complete your trip

Complete your trip to O'Hare Intl by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Illinois

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Search flights from Toronto Island to O'Hare Intl by cabin class

Find flights from Toronto Island to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to O'Hare Intl

Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 7 September 2026.

Toronto Island and O'Hare Intl flights

Browse other Toronto Island and O'Hare Intl flight options. Last updated on 7 September 2026.

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Can Cheapflights notify me if prices for flights from Toronto Island to O'Hare Intl become cheaper?

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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 7 September 2026.

Best flights from Toronto Island to O'Hare Intl
Discover carefully curated flight deals from Toronto Island to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Direct flights from Toronto Island to O'Hare Intl
Explore direct flight options from Toronto Island to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Last-minute flights from Toronto Island to O'Hare Intl
Discover last-minute flight deals from Toronto Island to O'Hare Intl. Data last updated 7 September 2026 and is based on user searches.

One-way flights from Toronto Island to O'Hare Intl
Search for one-way flight options from Toronto Island to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.