YTZ - ORD

C$ 166 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 5/6. 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

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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Flights Deals

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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Toronto Island to O'Hare Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
Air Canada Logo
8:50 a.m. - 11:56 a.m.YTZ-ORD
4h 06m1 stop
Air Canada Logo
2:16 p.m. - 8:37 p.m.ORD-YTZ
5h 21m1 stop
C$ 274Air Canada
Find Deal
Tue, 10 Jun - Sat, 14 Jun
Air Canada Logo
8:50 a.m. - 11:56 a.m.YTZ-ORD
4h 06m1 stop
Air Canada Logo
2:16 p.m. - 8:37 p.m.ORD-YTZ
5h 21m1 stop
C$ 275Air Canada
Find Deal
Tue, 10 Jun - Thu, 12 Jun
Air Canada Logo
7:25 a.m. - 11:24 a.m.YTZ-ORD
4h 59m1 stop
Air Canada Logo
2:16 p.m. - 8:37 p.m.ORD-YTZ
5h 21m1 stop
C$ 276Air Canada
Find Deal
Fri, 6 Jun - Mon, 9 Jun
Air Canada Logo
8:25 a.m. - 2:55 p.m.YTZ-ORD
7h 30m1 stop
Air Canada Logo
2:16 p.m. - 8:37 p.m.ORD-YTZ
5h 21m1 stop
C$ 282Air Canada
Find Deal
Tue, 3 Jun - Fri, 6 Jun
Air Canada Logo
8:50 a.m. - 11:56 a.m.YTZ-ORD
4h 06m1 stop
Air Canada Logo
1:56 p.m. - 8:36 p.m.ORD-YTZ
5h 40m1 stop
C$ 285Air Canada
Find Deal
Tue, 24 Jun - Thu, 26 Jun
Air Canada Logo
8:50 a.m. - 11:56 a.m.YTZ-ORD
4h 06m1 stop
Air Canada Logo
2:16 p.m. - 8:36 p.m.ORD-YTZ
5h 20m1 stop
C$ 286Air Canada
Find Deal
Sat, 14 Jun - Sat, 21 Jun
Air Canada Logo
7:25 a.m. - 11:24 a.m.YTZ-ORD
4h 59m1 stop
Air Canada Logo
1:56 p.m. - 8:36 p.m.ORD-YTZ
5h 40m1 stop
C$ 289Air Canada
Find Deal
Mon, 9 Jun - Sun, 29 Jun
Air Canada Logo
7:25 a.m. - 11:24 a.m.YTZ-ORD
4h 59m1 stop
Air Canada Logo
1:56 p.m. - 8:36 p.m.ORD-YTZ
5h 40m1 stop
C$ 292Air Canada
Find Deal
Fri, 25 Jul - Sun, 27 Jul
Logo
12:50 p.m. - 8:07 p.m.YTZ-ORD
8h 17m1 stop
Logo
5:51 a.m. - 4:45 p.m.ORD-YTZ
9h 54m1 stop
C$ 399
Find Deal
Thu, 29 May - Thu, 5 Jun
Logo
12:50 p.m. - 8:07 p.m.YTZ-ORD
8h 17m1 stop
Logo
5:51 a.m. - 1:40 p.m.ORD-YTZ
6h 49m1 stop
C$ 426
Find Deal
Mon, 19 May - Wed, 21 May
Useful Info

Good to know

Low seasonJune
High seasonApril
Cheapest flightC$ 166
Best time to beat the crowds (40% less expensive on average)
Most popular time to fly and prices are also 27% 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$ 120 for a one-way ticket and C$ 198 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.

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 9254 reviews
7.3Boarding
7.8Crew
6.8Entertainment
6.3Food
7.0Comfort
Airline reviews

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

2.0 MediocreAnonymous, Apr 2025YYZ - IAD
Read more Air Canada reviews

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

My plane was cancelled and had to be rebook for the evening was not happy.

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

Information on your arrival and departure airports

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

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