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YTZ - ORD

$146 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 6/8. 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
Sat 6/8
Sat 6/15

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 43,968,530 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
11:00 am - 9:52 pmYTZ-ORD
11h 52m1 stop
5:07 pm - 8:35 amORD-YTZ
14h 28m1 stop
Wed, Jun 5 - Wed, Jun 12
8:20 am - 2:40 pmYTZ-ORD
7h 20m1 stop
7:21 am - 2:49 pmORD-YTZ
6h 28m1 stop
$283Air Canada
Find Deal
Fri, Jul 12 - Sun, Jul 14
9:20 am - 12:37 pmYTZ-ORD
4h 17m1 stop
2:00 pm - 8:44 pmORD-YTZ
5h 44m1 stop
$287Air Canada
Find Deal
Fri, Sep 27 - Sun, Sep 29
2:00 pm - 9:52 pmYTZ-ORD
8h 52m1 stop
7:40 am - 9:15 pmORD-YTZ
12h 35m2 stops
Wed, Jun 5 - Wed, Jun 12
2:00 pm - 9:46 pmYTZ-ORD
8h 46m1 stop
5:19 pm - 9:35 amORD-YTZ
15h 16m1 stop
Fri, May 24 - Tue, May 28
9:20 am - 12:42 pmYTZ-ORD
4h 22m1 stop
7:25 am - 8:44 pmORD-YTZ
12h 19m1 stop
$302Air Canada
Find Deal
Fri, Sep 13 - Sun, Sep 15
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
1:55 pm - 7:49 pmORD-YTZ
4h 54m1 stop
$313Air Canada
Find Deal
Wed, Jul 10 - Sat, Jul 13
10:20 am - 2:36 pmYTZ-ORD
5h 16m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$321Air Canada
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:20 am - 2:41 pmYTZ-ORD
5h 21m1 stop
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$322Air Canada
Find Deal
Wed, May 22 - Sun, May 26
3:20 pm - 8:11 pmYTZ-ORD
5h 51m1 stop
8:45 am - 2:49 pmORD-YTZ
5h 04m1 stop
$324Air Canada
Find Deal
Sat, Aug 17 - Tue, Aug 20

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 $411 and $393 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 47 days before departure.

Good to know

Cheapest flight

$146
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 $146 for a one-way ticket and $280 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 6918 reviews
7.8Crew
6.8Entertainment
7.2Boarding
7.0Comfort
6.2Food
Airline reviews

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

8.0 ExcellentAnonymous, May 2024YYZ - ATL
Read more about Air Canada reviews

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

Limited snack options cause the snack vendor was on strike

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

The staff were so kind and helpful. We flew back from NY with another airline and it was horrible. We will always stick with Air Canada as everything was far better!

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.
6/8Sat
1 stopAir Canada
5h 56mYTZ-ORD
$146
7/9Tue
1 stopAir Canada
7h 20mYTZ-ORD
$152
5/29Wed
1 stopAir Canada
5h 21mYTZ-ORD
$153
7/22Mon
1 stop
20h 13mYTZ-ORD
$157
7/22Mon
1 stop
20h 13mYTZ-ORD
$158
6/3Mon
2 stops
20h 55mYTZ-ORD
$162
6/3Mon
2 stops
23h 15mYTZ-ORD
$163
5/29Wed
2 stops
14h 28mYTZ-ORD
$165
6/12Wed
2 stops
14h 28mYTZ-ORD
$166
6/1Sat
1 stop
8h 46mYTZ-ORD
$168

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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.
5/12Sun
multi-stopAir Canada
6h 16mYTZ-ORD
5/19Sun
multi-stopAir Canada
5h 54mORD-YTZ
$436
5/11Sat
multi-stopAir Canada
6h 16mYTZ-ORD
5/21Tue
multi-stopAir Canada
5h 46mORD-YTZ
$451
5/11Sat
multi-stopAir Canada
5h 21mYTZ-ORD
5/20Mon
multi-stopAir Canada
6h 29mORD-YTZ
$462
5/10Fri
multi-stopAir Canada
5h 55mYTZ-ORD
5/15Wed
multi-stopAir Canada
5h 46mORD-YTZ
$472
5/10Fri
multi-stopAir Canada
7h 21mYTZ-ORD
5/21Tue
multi-stopAir Canada
5h 46mORD-YTZ
$482
5/10Fri
multi-stopAir Canada
5h 55mYTZ-ORD
5/20Mon
multi-stopAir Canada
6h 29mORD-YTZ
$493
5/13Mon
multi-stopAir Canada
5h 55mYTZ-ORD
5/17Fri
multi-stopAir Canada
6h 29mORD-YTZ
$494
5/11Sat
multi-stopAir Canada
7h 21mYTZ-ORD
5/22Wed
multi-stopAir Canada
5h 46mORD-YTZ
$496
5/13Mon
multi-stop
20h 00mYTZ-ORD
5/17Fri
multi-stop
20h 32mORD-YTZ
$537
5/13Mon
multi-stop
29h 55mYTZ-ORD
5/17Fri
multi-stop
12h 49mORD-YTZ
$571

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Toronto Island - Chicago O'Hare Airport Flights

Departure:

Toronto Island (undefined)Canada

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Toronto Island

Cabin classes: