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CHI - YTZ

$118 Find cheap flights from Chicago to Toronto Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto Island departing on 6/12. 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 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Toronto Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, 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 Chicago to Toronto, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Toronto Island (CHI-YTZ)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Toronto Island 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
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
8:50 pm - 9:37 pmYTZ-MDW
1h 47mnonstop
$242Porter Airlines
Find Deal
Thu, Jul 4 - Thu, Jul 4
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
10:45 am - 11:32 amYTZ-MDW
1h 47mnonstop
$245Porter Airlines
Find Deal
Fri, Aug 16 - Sat, Aug 24
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$246Porter Airlines
Find Deal
Mon, Jun 17 - Tue, Jun 25
8:40 am - 11:22 amMDW-YTZ
1h 42mnonstop
9:20 am - 10:07 amYTZ-MDW
1h 47mnonstop
$248Porter Airlines
Find Deal
Sun, Jul 7 - Mon, Jul 8
8:00 am - 10:42 amMDW-YTZ
1h 42mnonstop
8:50 pm - 9:37 pmYTZ-MDW
1h 47mnonstop
$249Porter Airlines
Find Deal
Sat, Jun 15 - Sun, Jun 16
8:00 am - 10:42 amMDW-YTZ
1h 42mnonstop
9:20 am - 10:07 amYTZ-MDW
1h 47mnonstop
$253Porter Airlines
Find Deal
Thu, Aug 1 - Mon, Aug 5
9:10 pm - 2:23 pmORD-YTZ
16h 13m1 stop
7:55 am - 9:52 pmYTZ-ORD
14h 57m1 stop
$289
Find Deal
Tue, Jun 11 - Tue, Jun 18
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
$298Air Canada
Find Deal
Fri, Jul 5 - Sat, Jul 6
2:00 pm - 8:44 pmORD-YTZ
5h 44m1 stop
9:20 am - 12:37 pmYTZ-ORD
4h 17m1 stop
$308Air Canada
Find Deal
Wed, Oct 16 - Wed, Oct 23
8:45 am - 2:49 pmORD-YTZ
5h 04m1 stop
9:20 am - 12:42 pmYTZ-ORD
4h 22m1 stop
$330Air Canada
Find Deal
Wed, Aug 28 - Tue, Sep 3

Flights from Chicago to Toronto Island - Travel Insights & Trends

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

What is the cheapest Chicago to Toronto Island Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Toronto Island Airport.
Our data shows that the cheapest route for a one-way flight from Chicago to Toronto Island Airport cost $111 and was between Chicago Midway Airport and Toronto Island Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $150.

What’s the cheapest day of the week to fly from Chicago to Toronto Island?

The average price of all flights from Chicago to Toronto Island Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Toronto Island, look for departures on Sundays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Toronto Island, Thursday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago to Toronto Island Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Toronto Island 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 Chicago to Toronto Island Airport is February, where tickets cost $223 on average. On the other hand, the most expensive months are October and May, where the average cost of tickets is $549 and $474 respectively.

Which airlines provide the cheapest flights from Chicago to Toronto Island?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Toronto Island found on KAYAK was with Porter Airlines for $119. Porter Airlines proposed a round-trip connection from $242 and Air Canada from $298.

Which airlines fly non-stop between Chicago and Toronto Island Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Toronto Island Airport.
There is just one airline that flies from Chicago to Toronto Island Airport direct and that is Porter Airlines. The best one-way deal found from Porter Airlines for the route is $203.

How many flights are there between Chicago and Toronto Island Airport per day?

Each day, there are between 2 and 3 nonstop flights that take off from Chicago and land in Toronto Island Airport, with an average flight time of 1h 42m. The most common departure time is 5:00 pm and most flights take off in the morning. Each week, there are 20 flights. The most frequent day of departure is Thursday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and Toronto Island Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Toronto Island take?

A direct flight to Toronto Island will take on average 1h 42m to travel the 434 miles flying distance from Chicago.

What’s the earliest departure time from Chicago to Toronto Island?

Early birds can take the earliest flight from Chicago at 8:00 am and will be landing in Toronto Island Airport at 10:42 am.

What’s the latest departure time from Chicago to Toronto Island?

If you prefer to fly at night, the latest flight from Chicago to Toronto Island Airport jets off at 5:25 pm and lands at 8:07 pm.

Good to know

Low season

February

High season

July

Cheapest flight

$118
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago O'Hare Airport to Toronto Island

When to book flights from Chicago to Toronto Island

Are your dates flexible? Find out the best times to travel from Chicago to Toronto Island 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 Chicago to Toronto Island flights

  • What is the cheapest flight from Chicago to Toronto Island Airport?

    In the last 3 days, the lowest price for a flight from Chicago to Toronto Island Airport was $118 for a one-way ticket and $242 for a round-trip.

  • Do I need a passport to fly between Chicago and Toronto Island?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Toronto Island.

  • Which airports will I be using when flying from Chicago to Toronto Island?

    On your way to Toronto Island, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Toronto Island.

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

    All the following airlines offer inflight Wi-Fi service on the Chicago to Toronto Island flight route: Air Canada, American Airlines, United Airlines, Breeze Airways, Delta, and British Airways.

  • Which aircraft models fly most regularly from Chicago to Toronto Island?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Toronto Island flight route.

  • On which days can I fly direct from Chicago to Toronto Island?

    There are nonstop flights from Chicago to Toronto Island on a daily basis.

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

    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 Chicago to Toronto Island.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto Island from Chicago 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 Chicago to Toronto Island?

    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 Toronto Island with an airline and back to Chicago with another airline.

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

    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 Toronto Island from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for $125 or less one-way and $266 or less round-trip.

Prefer to fly non-stop from Chicago to Toronto Island?

Find which airlines fly direct from Chicago to Toronto Island, which days they fly and book direct flights.

Nonstop departures

Chicago to Toronto Island

Monday

Porter Airlines

Porter Airlines

Tuesday

Porter Airlines

Porter Airlines

Wednesday

Porter Airlines

Porter Airlines

Thursday

Porter Airlines

Porter Airlines

Friday

Porter Airlines

Porter Airlines

Saturday

Porter Airlines

Porter Airlines

Sunday

Porter Airlines

Porter Airlines

See more direct flights

Nonstop returns

Toronto Island to Chicago

Monday

Porter Airlines

Porter Airlines

Tuesday

Porter Airlines

Porter Airlines

Wednesday

Porter Airlines

Porter Airlines

Thursday

Porter Airlines

Porter Airlines

Friday

Porter Airlines

Porter Airlines

Saturday

Porter Airlines

Porter Airlines

Sunday

Porter Airlines

Porter Airlines

See more direct flights
See more direct flights

Top airline flying from Chicago to Toronto Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. 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 Chicago to Toronto Island? 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.
7.4
Porter AirlinesOverall score based on 394 reviews
8.2Crew
7.5Comfort
6.6Entertainment
7.6Boarding
7.4Food
Airline reviews

Wish we had music during take off and landing like the last flight

10.0 ExcellentAnonymous, Apr 2024EWR - YTZ
Read more about Porter Airlines reviews

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

Book cheap flights from Chicago to Toronto

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
6/12Wed
2 stops
13h 56mORD-YTZ
$118
8/2Fri
nonstopPorter Airlines
1h 42mMDW-YTZ
$119
6/19Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$122
6/11Tue
1 stop
15h 03mORD-YTZ
$122
6/18Tue
1 stopAir Canada
5h 49mORD-YTZ
$127
7/14Sun
1 stopAir Canada
5h 49mORD-YTZ
$130
6/24Mon
1 stopAir Canada
5h 04mORD-YTZ
$132
7/30Tue
2 stops
9h 56mORD-YTZ
$137
9/28Sat
2 stops
12h 56mORD-YTZ
$139
6/10Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$174

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Last minute flights from Chicago to Toronto Island

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 Chicago to Toronto that are departing in the next 10 days.
6/3Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
6/12Wed
nonstopPorter Airlines
1h 47mYTZ-MDW
$429
6/3Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
6/10Mon
nonstopPorter Airlines
1h 47mYTZ-MDW
$453
6/1Sat
nonstopPorter Airlines
1h 42mMDW-YTZ
6/5Wed
nonstopPorter Airlines
1h 47mYTZ-MDW
$463
6/2Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
6/5Wed
nonstopPorter Airlines
1h 47mYTZ-MDW
$464
6/4Tue
nonstopPorter Airlines
1h 42mMDW-YTZ
6/7Fri
nonstopPorter Airlines
1h 47mYTZ-MDW
$468
6/3Mon
multi-stop
12h 49mORD-YTZ
6/10Mon
multi-stop
31h 00mYTZ-ORD
$473
6/3Mon
multi-stop
26h 16mORD-YTZ
6/10Mon
multi-stop
31h 00mYTZ-ORD
$478
6/4Tue
multi-stopAir Canada
5h 49mORD-YTZ
6/12Wed
multi-stopAir Canada
6h 53mYTZ-ORD
$480
6/3Mon
multi-stopAir Canada
5h 49mORD-YTZ
6/6Thu
multi-stopAir Canada
5h 53mYTZ-ORD
$544
6/2Sun
multi-stopAir Canada
4h 54mORD-YTZ
6/9Sun
multi-stopAir Canada
5h 53mYTZ-ORD
$563

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Flights to Toronto Island

Destination:

Toronto Island (YTZ)Canada

Return flight deals:

Toronto Island - Chicago

Cabin classes:

$477
$150

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