YTZ - ORD

C$ 164 Find Cheap Flights from Toronto Island to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto Island to O'Hare Intl departing on 29/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
C$ 272
Air Canada
Sat 31/1Sat 7/2
YTZ - ORD • 1 stop
Cheapest direct flights
C$ 385
Air Canada
Sat 13/6Sun 21/6
YTZ - ORD • Direct
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Toronto Island to O'Hare Intl (YTZ-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto Island to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto Island to O'Hare Intl

Sat, 31 Jan - Sat, 7 Feb
Air Canada Logo
3:30 p.m. - 8:10 p.m.
YTZ
-
ORD
5h 40m1 stop
Air Canada Logo
12:50 p.m. - 7:55 p.m.
ORD
-
YTZ
6h 05m1 stop
C$ 272Air Canada
Fri, 16 Jan - Sun, 18 Jan
Air Canada Logo
8:30 a.m. - 2:55 p.m.
YTZ
-
ORD
7h 25m1 stop
Air Canada Logo
7:15 a.m. - 2:55 p.m.
ORD
-
YTZ
6h 40m1 stop
C$ 274Air Canada
Thu, 15 Jan - Sat, 17 Jan
Air Canada Logo
10:30 a.m. - 2:55 p.m.
YTZ
-
ORD
5h 25m1 stop
Air Canada Logo
3:35 p.m. - 9:35 p.m.
ORD
-
YTZ
5h 00m1 stop
C$ 275Air Canada
Thu, 15 Jan - Sun, 18 Jan
Air Canada Logo
8:30 a.m. - 2:55 p.m.
YTZ
-
ORD
7h 25m1 stop
Air Canada Logo
7:15 a.m. - 2:55 p.m.
ORD
-
YTZ
6h 40m1 stop
C$ 285Air Canada
Sat, 31 Jan - Sat, 7 Feb
Air Canada Logo
3:30 p.m. - 8:10 p.m.
YTZ
-
ORD
5h 40m1 stop
Air Canada Logo
12:50 p.m. - 7:55 p.m.
ORD
-
YTZ
6h 05m1 stop
C$ 303Air Canada
Thu, 15 Jan - Sat, 17 Jan
Air Canada Logo
8:50 a.m. - 2:55 p.m.
YTZ
-
ORD
7h 05m2 stops
Air Canada Logo
3:35 p.m. - 9:35 p.m.
ORD
-
YTZ
5h 00m1 stop
C$ 314Air Canada
Thu, 5 Feb - Sun, 8 Feb
Air Canada Logo
10:45 a.m. - 2:55 p.m.
YTZ
-
ORD
5h 10m1 stop
Air Canada Logo
7:15 a.m. - 2:25 p.m.
ORD
-
YTZ
6h 10m1 stop
C$ 319Air Canada
Thu, 5 Feb - Sun, 8 Feb
Air Canada Logo
10:45 a.m. - 2:55 p.m.
YTZ
-
ORD
5h 10m1 stop
Air Canada Logo
7:15 a.m. - 2:25 p.m.
ORD
-
YTZ
6h 10m1 stop
C$ 321Air Canada
Wed, 14 Jan - Sun, 18 Jan
Air Canada Logo
8:30 a.m. - 2:55 p.m.
YTZ
-
ORD
7h 25m1 stop
Air Canada Logo
7:15 a.m. - 2:55 p.m.
ORD
-
YTZ
6h 40m1 stop
C$ 348Air Canada
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
2:05 p.m. - 11:46 p.m.
YTZ
-
ORD
10h 41m2 stops
Multiple Airlines Logo
5:15 a.m. - 10:03 p.m.
ORD
-
YTZ
15h 48m2 stops
C$ 350Multiple Airlines
Booking Insights

KAYAK's insights & trends for Toronto Island to O'Hare Intl flights

Get data-powered insights and trends into flights from Toronto Island to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly direct between Toronto Island Airport and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Toronto Island Airport to Chicago O'Hare Intl Airport.

There is just one airline that flies from Toronto Island Airport to Chicago O'Hare Intl Airport direct and that is Air Canada. The best round-trip deal found from Air Canada for the route is C$ 305.

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Good to know

Cheapest flightC$ 164
Flight from Toronto Island to Chicago O'Hare Airport

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

Are your dates flexible? Find out the best times to travel from Toronto Island to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Toronto Island to Chicago O'Hare Airport flights

  • What is the cheapest flight from Toronto Island Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Toronto Island Airport to Chicago O'Hare Intl Airport was C$ 164 for a one-way ticket and C$ 272 for a round-trip.

  • Which airports will I be using when flying from Toronto Island to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Toronto Island. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Toronto Island to Chicago O'Hare Airport?

    Only Air Canada offers inflight Wi-Fi service on the Toronto Island to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Toronto Island to Chicago O'Hare Airport?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q is the aircraft model that flies most regularly on the Toronto Island to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Toronto Island to Chicago O'Hare Airport?

    Star Alliance is the only airline alliance operating flights between Toronto Island and Chicago O'Hare Airport.

  • How does KAYAK find such low prices on flights from Toronto Island to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Toronto Island to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto Island to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Toronto Island is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto Island to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Toronto Island with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto Island to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Toronto Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Toronto Island Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 1,124 or less round-trip.

Reviews of the top airline flying from Toronto Island to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto Island to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 10534 reviews
7.3Boarding
7.1Comfort
6.3Food
7.8Crew
6.8Entertainment
Airline reviews

My seat was covered in vomit and I will be reaching out to Air Canada

2.0 MediocreAnonymous, Dec 2025
YYZ - MCO
Read more Air Canada reviews

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Good but need to be better with the flight times.

The staff was great and made the long trip easy peasy!

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

Everything you need to know for your flight from Toronto Island to O'Hare Intl

Information on your arrival and departure airports

Toronto Island (YTZ)
O'Hare Intl (ORD)