YTZ - ORD

C$ 148 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 6/10. 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

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
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights 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, 13 Sep - Sat, 20 Sep
Air Canada Logo
3:25 p.m. - 8:11 p.m.YTZ-ORD
5h 46m1 stop
Air Canada Logo
3:35 p.m. - 9:34 p.m.ORD-YTZ
4h 59m1 stop
C$ 214Air Canada
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Air Canada Logo
10:25 a.m. - 2:55 p.m.YTZ-ORD
5h 30m1 stop
Air Canada Logo
10:40 a.m. - 4:45 p.m.ORD-YTZ
5h 05m1 stop
C$ 236Air Canada
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Air Canada Logo
10:25 a.m. - 2:55 p.m.YTZ-ORD
5h 30m1 stop
Air Canada Logo
10:40 a.m. - 4:45 p.m.ORD-YTZ
5h 05m1 stop
C$ 239Air Canada
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Air Canada Logo
10:25 a.m. - 2:55 p.m.YTZ-ORD
5h 30m1 stop
Air Canada Logo
8:40 a.m. - 4:45 p.m.ORD-YTZ
7h 05m1 stop
C$ 241Air Canada
Find Deal
Sat, 13 Sep - Mon, 15 Sep
Air Canada Logo
3:25 p.m. - 8:11 p.m.YTZ-ORD
5h 46m1 stop
Air Canada Logo
10:40 a.m. - 4:45 p.m.ORD-YTZ
5h 05m1 stop
C$ 257Air Canada
Find Deal
Fri, 5 Sep - Mon, 8 Sep
Air Canada Logo
10:25 a.m. - 2:55 p.m.YTZ-ORD
5h 30m1 stop
Air Canada Logo
8:40 a.m. - 4:45 p.m.ORD-YTZ
7h 05m1 stop
C$ 273Air Canada
Find Deal
Mon, 6 Oct - Thu, 9 Oct
Air Canada Logo
3:25 p.m. - 8:22 p.m.YTZ-ORD
5h 57m1 stop
Air Canada Logo
8:40 a.m. - 2:45 p.m.ORD-YTZ
5h 05m1 stop
C$ 280Air Canada
Find Deal
Wed, 27 Aug - Sun, 7 Sep
Air Canada Logo
3:25 p.m. - 8:16 p.m.YTZ-ORD
5h 51m1 stop
Air Canada Logo
8:40 a.m. - 4:45 p.m.ORD-YTZ
7h 05m1 stop
C$ 284Air Canada
Find Deal
Mon, 22 Sep - Tue, 23 Sep
Logo
8:25 a.m. - 9:58 p.m.YTZ-ORD
14h 33m2 stops
Logo
5:17 p.m. - 2:45 p.m.ORD-YTZ
20h 28m2 stops
C$ 428
Find Deal
Thu, 4 Sep - Mon, 8 Sep
Logo
8:30 a.m. - 9:58 p.m.YTZ-ORD
14h 28m2 stops
Logo
6:44 p.m. - 1:40 p.m.ORD-YTZ
17h 56m2 stops
C$ 436
Find Deal
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.

What is the most popular layover airport when flying from Toronto Island to Chicago O'Hare Airport?

Percentage of one-stop round-trip flights from Toronto Island to Chicago O'Hare Airport chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Ottawa (YOW) is the top choice – 75% of KAYAK users who clicked on one-stop flights from Toronto Island to Chicago O'Hare Airport picked an itinerary connecting there.

What is the cheapest layover airport when flying from Toronto Island to Chicago O'Hare Airport?

Average round-trip price for one-stop flights from Toronto Island to Chicago O'Hare Airport clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Ottawa (YOW) offer the most affordable fares, with an average round-trip price of C$ 613.

Which layover airport offers the shortest total travel time from Toronto Island to Chicago O'Hare Airport?

Shortest average total travel time for one-stop one-way flights from Toronto Island to Chicago O'Hare Airport via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Ottawa (YOW) for the shortest journey. The average one-way travel time for flights connecting there is 4h 10m.

Which layover airport has the quickest connection when flying from Toronto Island to Chicago O'Hare Airport?

Average layover duration at different layover airports for one-stop one-way flights from Toronto Island to Chicago O'Hare Airport, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Montreal (YUL) often has the shortest layovers from Toronto Island to Chicago O'Hare Airport, with an average of 1h 54m.

Find deals

Good to know

Low seasonApril
Cheapest flightC$ 148
Best time to beat the crowds (39% less expensive on average)
Most popular time to fly and prices are also 39% lower on average.
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$ 107 for a one-way ticket and C$ 155 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 aircraft models fly most regularly from Toronto Island to Chicago O'Hare Airport?

    We unfortunately don’t have that data for this specific 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.

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 9851 reviews
7.1Comfort
7.3Boarding
7.8Crew
6.8Entertainment
6.3Food
Airline reviews

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

2.0 MediocreAnonymous, Jul 2025YYZ - LGA
Read more Air Canada reviews

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

Wonderful airline. All staff were pleasant and helpful. What is sad is that it wasn’t grand gestures just everyday pleasantness and friendliness that are missing from the other airlines I have flown recently.

Friendly efficient crew, but plane had no way to charge phone. That is a near necessity with today’s travel where we carry out travel documents on our phones.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

This was an excellent experience for a very short flight.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.