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YTZ - ORD

$141 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 8/24. 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
0 bags
Thu 7/11
Thu 7/18

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare 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
In the last 7 days travelers have searched 44,212,782 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$240Air Canada
Find Deal
Wed, Jul 10 - Wed, Jul 17
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$252Air Canada
Find Deal
Thu, Jul 11 - Tue, Jul 16
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
1:55 pm - 7:49 pmORD-YTZ
4h 54m1 stop
$268Air Canada
Find Deal
Thu, Jul 11 - Sat, Jul 13
11:20 am - 6:55 pmYTZ-ORD
8h 35m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$269Air Canada
Find Deal
Mon, Jul 8 - Mon, Jul 15
4:20 pm - 11:14 pmYTZ-ORD
7h 54m2 stops
2:00 pm - 8:44 pmORD-YTZ
5h 44m1 stop
$274Air Canada
Find Deal
Mon, Sep 9 - Wed, Sep 18
9:20 am - 12:42 pmYTZ-ORD
4h 22m1 stop
7:25 am - 3:44 pmORD-YTZ
7h 19m1 stop
$278Air Canada
Find Deal
Mon, Sep 9 - Wed, Sep 18
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$279Air Canada
Find Deal
Fri, Jul 12 - Sun, Jul 14
8:20 am - 1:13 pmYTZ-ORD
5h 53m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$282Air Canada
Find Deal
Thu, Jul 4 - Mon, Jul 8
7:55 am - 6:19 pmYTZ-ORD
11h 24m1 stop
12:24 pm - 10:09 pmORD-YTZ
8h 45m2 stops
Wed, Jul 10 - Wed, Jul 17
9:30 am - 6:19 pmYTZ-ORD
9h 49m2 stops
12:24 pm - 10:09 pmORD-YTZ
8h 45m2 stops
Wed, Jul 10 - Wed, Jul 17

Flights from Toronto Island to O'Hare Intl - Travel Insights & Trends

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’s the cheapest day of the week to fly from Toronto Island to Chicago O'Hare Airport?

The average price of all flights from Toronto Island Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from Toronto Island to Chicago O'Hare Airport, you should consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to Toronto Island, you’ll find the best rates on Mondays and the most expensive ones on Fridays.

What is the cheapest month to fly from Toronto Island Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Toronto Island Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Toronto Island Airport to Chicago O'Hare Intl Airport is January, where tickets cost $262 on average. On the other hand, the most expensive months are August and July, where the average cost of tickets is $405 and $388 respectively.

How far in advance should I book a flight from Toronto Island Airport to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Toronto Island Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Toronto Island Airport to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 39 days before departure.

Good to know

Cheapest flight

$141
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 $141 for a one-way ticket and $240 for a round-trip.

  • Do I need a passport to fly between Toronto Island and Chicago O'Hare Airport?

    Yes

  • 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 travelers 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. Booking your flights between Toronto Island and ORD can sometimes prove cheaper using this method.

  • 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.

See more FAQs

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.
7.0
Air CanadaOverall score based on 7079 reviews
7.8Crew
7.2Boarding
6.8Entertainment
6.2Food
7.0Comfort
Airline reviews

Experienced flight cancelations and delays in 5 days. They seem pretty common to AC. Experienced with one of AC's check-in agents at the counter of a big liar. She lied and acted (yes like acting in a movie) that an early flight was fully booked and refused to rebook me, but my flight was delayed two hours so I could not make my connection. Later, I got help at the gate to switch the early flight (Big thanks to that agent). Ater boading, I found the early flight was only 2/3 full meaning there was almost one vacant seat in a 3-person seater, and multiple empty 3-seaters. AC is wired that it is filled with good and bad employees. BTW, AC employees seem never smile, or they don't know how.

2.0 MediocreJ, Jun 2024YYZ - SFO
Read more about Air Canada reviews

Experienced flight cancelations and delays in 5 days. They seem pretty common to AC. Experienced with one of AC's check-in agents at the counter of a big liar. She lied and acted (yes like acting in a movie) that an early flight was fully booked and refused to rebook me, but my flight was delayed two hours so I could not make my connection. Later, I got help at the gate to switch the early flight (Big thanks to that agent). Ater boading, I found the early flight was only 2/3 full meaning there was almost one vacant seat in a 3-person seater, and multiple empty 3-seaters. AC is wired that it is filled with good and bad employees. BTW, AC employees seem never smile, or they don't know how.

Not much food/snacks. I had just tea and it was so bitter.

My mother, 80years old, had arranged for wheelchair assist to and from the aircraft cabin and in the airport but, no one showed up for her to de-plane. Apart from Air Canada having a reputation of being late for every leg of its flight so nothing was new this time so this time they did worse by not assisting seniors. I guess our whole family is done with this airline

Seating for almost 3 hours in the plan before aircraft takeoff. Very exhausted .

The bathroom did not have hand soap. That is unacceptable.

I was seated next to someone who was, to be polite, not a small person. I had to press myself against the wall as I had no personal space. Aside from that the crew was wonderful and they got me home safely, which is the most important part of my journey. I am very appreciative to your air crews for the job they have, which isn't easy, and appreciative of the fact that they are professional and courteous. The employees I encountered on my journey, with the few exceptions I mentioned in a previous review, are a credit to Air Canada.

Air Canada had a lot of delays on our flight going back to Seattle. So much inconvenience for a long trip.

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

The terminal this flight boarded from was so far away, poorly temperature controlled, and generally uncomfortable. The plane was small but the flight was short, so it wasn't so bad.

Seriously need to improve the time schedule and the plans

Book cheap flights from Toronto to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Chicago found on KAYAK in the last 72 hours.
8/24Sat
1 stopAir Canada
5h 51mYTZ-ORD
$141
9/9Mon
1 stopAir Canada
4h 22mYTZ-ORD
$142
7/2Tue
1 stopAir Canada
5h 53mYTZ-ORD
$148
8/27Tue
1 stopAir Canada
4h 22mYTZ-ORD
$149
7/12Fri
1 stopAir Canada
5h 20mYTZ-ORD
$151
6/24Mon
1 stop
14h 34mYTZ-ORD
$155
7/26Fri
1 stopAir Canada
7h 20mYTZ-ORD
$158
7/9Tue
1 stop
8h 52mYTZ-ORD
$161
9/9Mon
1 stop
12h 42mYTZ-ORD
$162
6/26Wed
1 stop
15h 34mYTZ-ORD
$163

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Last minute flights from Toronto Island to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Toronto to Chicago that are departing in the next 10 days.
6/15Sat
multi-stop
20h 59mYTZ-ORD
6/17Mon
multi-stop
25h 47mORD-YTZ
$443
6/15Sat
multi-stop
20h 59mYTZ-ORD
6/22Sat
multi-stop
12h 51mORD-YTZ
$449
6/14Fri
multi-stopAir Canada
5h 53mYTZ-ORD
6/17Mon
multi-stopAir Canada
5h 49mORD-YTZ
$455
6/14Fri
multi-stopAir Canada
5h 53mYTZ-ORD
6/17Mon
multi-stopAir Canada
5h 49mORD-YTZ
$457
6/15Sat
multi-stop
20h 59mYTZ-ORD
6/17Mon
multi-stop
18h 35mORD-YTZ
$479
6/14Fri
multi-stop
26h 46mYTZ-ORD
6/17Mon
multi-stop
18h 35mORD-YTZ
$487
6/14Fri
multi-stop
26h 46mYTZ-ORD
6/17Mon
multi-stop
23h 37mORD-YTZ
$489
6/14Fri
multi-stop
26h 46mYTZ-ORD
6/17Mon
multi-stop
23h 59mORD-YTZ
$492
6/14Fri
multi-stop
26h 46mYTZ-ORD
6/17Mon
multi-stop
25h 47mORD-YTZ
$493
6/12Wed
multi-stopAir Canada
13h 40mYTZ-ORD
6/19Wed
multi-stopAir Canada
5h 49mORD-YTZ
$496

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Toronto Island - Chicago O'Hare Airport Flights

Departure:

Toronto Island (YTZ)Canada

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Toronto Island

Cabin classes: