What is the cheapest airline that flies from Toronto Island to Chicago O'Hare Intl?

Air Transat, Air Canada, and Porter Airlines are the most popular carriers operating from Toronto Island to Chicago O'Hare Intl

How old do you have to be to fly from Toronto Island Airport to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Island Airport to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

C$ 218 Cheap Flights from Toronto Island Airport to Chicago O'Hare Intl Airport in 2026/27

Q: How many flights depart from Toronto Island Airport to Chicago O'Hare Intl Airport on average per day?

The number of flights available between Toronto Island Airport and Chicago O'Hare Intl Airport is 2 per day as of October 2026. The most frequent departure time is 12:00p.m., with 50% of daily flights leaving in the afternoon.

Q: How many flights depart from Toronto Island Airport to Chicago O'Hare Intl Airport on average per week?

As of October 2026, there are 14 flights per week flying from Toronto Island Airport to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Toronto Island Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 323Air Canada

Sat, 24 Oct - Fri, 30 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 325Air Canada

Sat, 24 Oct - Fri, 30 Oct

10:45 a.m. - 3:02 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 17m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Tue, 17 Nov - Tue, 24 Nov

6:45 a.m. - 11:07 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 22m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Wed, 25 Nov - Sun, 29 Nov

10:45 a.m. - 3:02 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 17m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Tue, 17 Nov - Sun, 22 Nov

6:45 a.m. - 11:07 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 22m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Fri, 27 Nov - Mon, 7 Dec

10:45 a.m. - 3:00 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 15m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Mon, 16 Nov - Mon, 23 Nov

6:45 a.m. - 11:07 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 22m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 372Air Canada

Fri, 27 Nov - Sat, 28 Nov

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:20 p.m. - 3:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 375Porter Airlines

Sat, 14 Nov - Sat, 21 Nov

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Thu, 3 Dec - Sun, 6 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 527Air Canada

Sat, 10 Oct - Fri, 16 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 527Air Canada

Sat, 10 Oct - Thu, 15 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 529Air Canada

Sat, 10 Oct - Sat, 17 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 604Air Canada

Wed, 7 Oct - Wed, 14 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 607Air Canada

Wed, 7 Oct - Wed, 14 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 625Air Canada

Wed, 7 Oct - Thu, 15 Oct

8:20 a.m. - 12:00 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

4h 40m1 stop Ottawa

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 662Air Canada

Fri, 9 Oct - Sun, 8 Nov

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 684Air Canada

Thu, 8 Oct - Tue, 20 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 940Multiple Airlines

Tue, 6 Oct - Thu, 8 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

1:55 p.m. - 9:30 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

6h 35m1 stop Ottawa

C$ 949Multiple Airlines

Tue, 6 Oct - Thu, 8 Oct

Cheap direct flights

Enter your travel dates to find the best prices.

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 323Air Canada

Sat, 24 Oct - Fri, 30 Oct

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

1:55 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 47mdirect

C$ 325Air Canada

Sat, 24 Oct - Fri, 30 Oct

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:20 p.m. - 3:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 375Porter Airlines

Sat, 14 Nov - Sat, 21 Nov

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Fri, 20 Nov - Mon, 23 Nov

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Thu, 5 Nov - Sun, 8 Nov

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:20 p.m. - 3:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Sat, 28 Nov - Tue, 1 Dec

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Sat, 28 Nov - Tue, 1 Dec

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Fri, 30 Oct - Mon, 2 Nov

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:20 p.m. - 3:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Sat, 21 Nov - Sat, 28 Nov

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 376Porter Airlines

Thu, 3 Dec - Sun, 6 Dec

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Porter Airlines flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Our best Porter Airlines deals on Toronto Island Airport to Chicago O'Hare Intl Airport flight tickets

Porter Airlines

14 Nov

YTZ10:35 a.m.Toronto Island

2h 05m

ORD11:40 a.m.Chicago O'Hare Intl

21 Nov

ORD12:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ3:06 p.m.Toronto Island

C$ 375

Porter Airlines

28 Nov

YTZ10:35 a.m.Toronto Island

2h 05m

ORD11:40 a.m.Chicago O'Hare Intl

1 Dec

ORD6:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ9:06 p.m.Toronto Island

C$ 376

Porter Airlines

31 Oct

YTZ10:35 a.m.Toronto Island

2h 05m

ORD11:40 a.m.Chicago O'Hare Intl

3 Nov

ORD12:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ3:06 p.m.Toronto Island

C$ 378

Air Canada flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Our best Air Canada deals on Toronto Island Airport to Chicago O'Hare Intl Airport flight tickets

Air Canada

24 Oct

YTZ12:15 p.m.Toronto Island

2h 10m

ORD1:25 p.m.Chicago O'Hare Intl

30 Oct

ORD1:55 p.m.Chicago O'Hare Intl

1h 47m

YTZ4:42 p.m.Toronto Island

C$ 323

Air Canada

24 Oct

YTZ12:15 p.m.Toronto Island

2h 10m

ORD1:25 p.m.Chicago O'Hare Intl

30 Oct

ORD1:55 p.m.Chicago O'Hare Intl

1h 47m

YTZ4:42 p.m.Toronto Island

C$ 325

Air Canada

17 Nov

YTZ10:45 a.m.Toronto Island

5h 17m

1 stop

ORD3:02 p.m.Chicago O'Hare Intl

22 Nov

ORD1:55 p.m.Chicago O'Hare Intl

1h 47m

YTZ4:42 p.m.Toronto Island

C$ 372

momondo 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

Sat 24/10

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

Nonstop2h 10m

Chicago O'Hare Intl

Fri 30/10

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 323

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 24/10

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

Nonstop2h 10m

Chicago O'Hare Intl

Fri 30/10

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 325

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 17/11

10:45 a.m.-3:02 p.m.

1 stop5h 17m

Chicago O'Hare Intl

Tue 24/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 25/11

6:45 a.m.-11:07 a.m.

1 stop5h 22m

Chicago O'Hare Intl

Sun 29/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 17/11

10:45 a.m.-3:02 p.m.

1 stop5h 17m

Chicago O'Hare Intl

Sun 22/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 27/11

6:45 a.m.-11:07 a.m.

1 stop5h 22m

Chicago O'Hare Intl

Mon 7/12

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 16/11

10:45 a.m.-3:00 p.m.

1 stop5h 15m

Chicago O'Hare Intl

Mon 23/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 27/11

6:45 a.m.-11:07 a.m.

1 stop5h 22m

Chicago O'Hare Intl

Sat 28/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 372

Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 14/11

10:35 a.m.-11:40 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sat 21/11

12:20 p.m.-3:06 p.m.

Nonstop1h 46m

C$ 375

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 3/12

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

Nonstop2h 05m

Chicago O'Hare Intl

Sun 6/12

6:20 p.m.-9:06 p.m.

Nonstop1h 46m

C$ 376

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Toronto Island Airport to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 693. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Toronto Island Airport to Chicago O'Hare Intl Airport for around C$ 975.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Toronto Island Airport to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 712. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,118 on average. Flights to Chicago O'Hare Intl Airport from Toronto Island Airport in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Toronto Island to Chicago O'Hare Intl flight route?

Fly from Toronto Island to Chicago O'Hare Intl for the best Toronto Island - Chicago O'Hare Intl flight prices

What cabin class options are available on Toronto Island Airport to Chicago O'Hare Intl Airport flights?

There are 3 cabin classes available to choose from on Toronto Island Airport to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Toronto Island Airport to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Toronto Island Airport to Chicago O'Hare Intl Airport.

When to book flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Island Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Toronto Island Airport to Chicago O'Hare Intl Airport (YTZ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Island Airport to Chicago O'Hare Intl Airport

Best price found	C$ 218
Fastest flight time	2h 05m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Toronto Island Airport in the past 72 hours is C$ 218. The best round-trip flight deal from Toronto Island Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 323.

The fastest flight from Toronto Island Airport to Chicago O'Hare Intl Airport takes 2h 05m

Direct flights go from Toronto Island Airport to Chicago O'Hare Intl Airport every day.

Search flight deals

Frequently asked questions about flying from Toronto Island Airport to Chicago O'Hare Intl Airport

How far is Toronto Island to Chicago O'Hare Intl by plane?
A flight from Toronto Island to Chicago O'Hare Intl will travel around 716.9 km. In terms of flight time, this usually takes a little over 2h 05m.
When did momondo last update prices for flights from Toronto Island Airport to Chicago O'Hare Intl Airport?
Prices for flights from Toronto Island Airport to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Toronto Island Airport to Chicago O'Hare Intl Airport?
The number of operators available for flights from Toronto Island Airport to Chicago O'Hare Intl Airport is 1 as of October 2026.
How old do you have to be to fly from Toronto Island Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Island Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Toronto Island Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Toronto Island Airport and Chicago O'Hare Intl Airport, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 38.09% of the total bookings. Other popular models include Embraer 175 with 7.92%, Boeing 737 MAX 8 with 7.43%, and Embraer 175 (Enhanced Winglets) with 6.62%.
What is the most popular airline from Toronto Island Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Toronto Island Airport to Chicago O'Hare Intl Airport is Air Canada (100% of total bookings).

Best airlines flying from Toronto Island Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Toronto Island Airport to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 138	Free Cancellation	Rating 7.1 11,716 reviews		Search Air Canada flights

Air Canada Flights From Toronto Island Airport to Chicago O'Hare Intl Airport
Across 7 Air Canada flights from Toronto Island Airport to Chicago O'Hare Intl Airport this week, the average price was C$ 401, with the best Air Canada deals starting from C$ 138 round-trip. 11,716 users have rated Air Canada on momondo, with an average score of 7.1/10.

Crystal Lake

Schaumburg

Waukegan

Glenview

Rosemont

Des Plaines

Merrillville

Kenosha

Tinley Park

Northbrook

Skokie

Evanston

Benton Harbor

Hammond

Downers Grove

Naperville

Munster

Harvey

Monroe

Hoffman Estates

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Why should I use momondo to find a flight deal from Toronto to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Toronto to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Toronto to Chicago with flexible booking policies on momondo?

Flights from Toronto to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Toronto to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Toronto.

I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Toronto. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Toronto Island Airport to Chicago from C$ 218

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Porter Airlines flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Our best Porter Airlines deals on Toronto Island Airport to Chicago O'Hare Intl Airport flight tickets

Air Canada flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Our best Air Canada deals on Toronto Island Airport to Chicago O'Hare Intl Airport flight tickets

momondo 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.

See travel insights to Chicago from

How to get the cheapest flight ticket from Toronto Island Airport to Chicago O'Hare Intl Airport

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Toronto Island to Chicago O'Hare Intl flight route?

What cabin class options are available on Toronto Island Airport to Chicago O'Hare Intl Airport flights?

Can stopping save me money on Toronto Island Airport to Chicago O'Hare Intl Airport flights?

What is the cheapest airline that flies from Toronto Island to Chicago O'Hare Intl?

How many flights depart from Toronto Island Airport to Chicago O'Hare Intl Airport on average per day?

How many flights depart from Toronto Island Airport to Chicago O'Hare Intl Airport on average per week?

When to book flights from Toronto Island Airport to Chicago O'Hare Intl Airport

Cheap Toronto Island Airport to Chicago O'Hare Intl Airport (YTZ to ORD) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Toronto Island Airport to Chicago O'Hare Intl Airport

Best airlines flying from Toronto Island Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Toronto Island Airport to Chicago O'Hare Intl Airport with momondo

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Toronto Island Airport flight routes

According to popular flight searches on momondo this year

Chicago O'Hare Intl Airport flight routes

According to popular flight searches on momondo this year

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Complete your trip to Chicago

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According to popular flight searches on momondo this year