CHI - YTZ

$118 Find Cheap Flights from Chicago to Toronto Island - Compare and Save

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Everything you should know

Cheapest round-trip
$264
Typical prices: $238-$390
Porter Airlines
Fri 12/7Fri 12/14
ORD - YTZ • Non-stop
Cheapest one-way
$117
Typical prices: $113-$239
Porter Airlines
Fri 2/23
ORD - YTZ • Non-stop
Nonstop flights
Every day
You can fly direct with Porter Airlines and Air Canada. Average duration is 1h 44m
Direct flights
+1
Direct flights
+1
Top routes
MDW - YTZ
Cheapest • 3% average savings
ORD - YTZ
Most popular
Insights
Insights
Avoid delays
Air Canada
Most punctual • 57% on-time
Morning
Best time • Fewest delays
Insights
Insights
When to book
16 weeks
in advance
Our data shows that travelers who book at least 16 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
When to travel
April
Cheapest • 14% price drop
June
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Toronto Island Airport!
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Booking Insights
Flight Deals

Cheap Flights from Chicago to Toronto Island (CHI-YTZ)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Toronto Island

Mon, Dec 7 - Mon, Dec 14
Porter Airlines Logo
12:15 pm - 3:00 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Porter Airlines Logo
10:29 am - 11:34 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$264Porter Airlines
Thu, Dec 3 - Sun, Dec 6
Porter Airlines Logo
6:20 pm - 9:05 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Porter Airlines Logo
10:29 am - 11:34 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$272Porter Airlines
Thu, Dec 3 - Sun, Dec 6
Porter Airlines Logo
6:20 pm - 9:05 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Porter Airlines Logo
10:29 am - 11:34 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$273Porter Airlines
Mon, Dec 7 - Mon, Dec 14
Air Canada Logo
1:55 pm - 4:42 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mnonstop
Air Canada Logo
7:40 pm - 8:55 pmYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 15mnonstop
$274Air Canada
Thu, Dec 3 - Sun, Dec 6
Porter Airlines Logo
6:20 pm - 9:05 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Porter Airlines Logo
10:29 am - 11:34 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$274Porter Airlines
Fri, Dec 4 - Sun, Dec 6
Air Canada Logo
1:55 pm - 4:42 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mnonstop
Air Canada Logo
12:05 pm - 1:20 pmYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 15mnonstop
$278Air Canada
Thu, Dec 10 - Thu, Dec 10
Multiple Airlines Logo
12:15 pm - 3:00 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Multiple Airlines Logo
7:40 pm - 8:55 pmYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 15mnonstop
$283Multiple Airlines
Fri, Jan 29 - Sun, Jan 31
Multiple Airlines Logo
12:20 pm - 3:00 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 40mnonstop
Multiple Airlines Logo
10:35 am - 11:30 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
1h 55mnonstop
$300Multiple Airlines
Thu, Dec 3 - Sun, Dec 6
Air Canada Logo
1:55 pm - 4:42 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mnonstop
Air Canada Logo
7:40 pm - 8:55 pmYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 15mnonstop
$303Air Canada
Thu, Dec 10 - Sun, Dec 13
Multiple Airlines Logo
12:15 pm - 3:00 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mnonstop
Multiple Airlines Logo
10:29 am - 11:34 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$304Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago to Toronto Island Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Toronto Island Airport?

Round-trip flights from Chicago to Toronto Island Airport typically range from $238 to $390. The lowest price found in the past 5 days was $264, on Porter Airlines.

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

There's little price difference between Chicago to Toronto Island Airport routes. They average around $292 round-trip, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Chicago to Toronto Island Airport. It’s 5% cheaper than the average day, while Sunday is the most expensive, with prices 10% higher.

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

•April is the cheapest month to fly from Chicago to Toronto Island Airport at $251 round-trip.
•February ($373) and November ($320) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 48% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Toronto Island Airport the cheapest?

Flights from Chicago to Toronto Island Airport are cheapest 16 weeks before departure. Booking in this window typically costs about 54% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Chicago to Toronto Island Airport flights

Low season

February

Cheapest flight

$117
Beat the crowds with an average 58% drop in travelers.
The most popular month to fly with an average 64% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Toronto Island Airport

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

Your Chicago to Toronto Island Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Toronto Island Airport?

    These are the earliest and latest flight times currently scheduled from Chicago to Toronto Island Airport:

    • Earliest: departs at 7:20 am and lands at 9:04 am
    • Latest: departs at 6:20 pm and lands at 8:04 pm.

    The flight takes about 1h 44m.

  • What cabin classes can I book on flights from Chicago to Toronto Island Airport?

    Two cabin classes are available on flights from Chicago to Toronto Island Airport:

    • Economy Class
    • Premium Economy Class

  • How long is a flight from Chicago to Toronto Island Airport?

    A nonstop flight from Chicago to Toronto Island Airport takes about 1h 44m, covering 434 miles.

  • Do I need a passport to fly from Chicago to Toronto Island Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago to Toronto Island Airport flight?

    Round-trip flights from Chicago to Toronto Island Airport range from $238 to $390, with an average of $293 over the past 12 months. Anything below $238 counts as a good deal.

  • How expensive are last-minute Chicago to Toronto Island Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 71% above the $293 route average. Book 16 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Toronto Island Airport?

    On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $292 round-trip, compared to $1,141 via a layover through Montreal Pierre Elliott Trudeau Intl (YUL).

  • How does on-time performance compare across airlines flying from Chicago to Toronto Island Airport?

    Air Canada is the only airline operating Chicago to Toronto Island Airport flights. 57% of its flights are on time.

  • What is the standard checked-bag allowance on flights from Chicago to Toronto Island Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $30–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Toronto Island Airport spread across the day?

    Afternoon is most often the busiest departure period on Chicago to Toronto Island Airport flights, with 66% of flights leaving in that window. The rest depart in the evening.

  • Have flight prices from Chicago to Toronto Island Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $264 to $1,506. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago to Toronto Island Airport looking right now?

    One-way fares from Chicago to Toronto Island Airport are currently lower than usual. Average one-way flight prices are about $126, which is 20% below the typical average for this route.

  • What car rental options are available at Toronto Island Airport (YTZ)?

    Toronto Island Airport (YTZ) hosts 5 major car rental companies, with daily rates averaging $55 for economy cars. Top options include:

    • Hertz
    • Enterprise Rent-A-Car
    • National
    • Advance Car And Truck Rental
    • Zoom Rent A Car

  • Which airports can I use when flying from Chicago to Toronto Island Airport?

    Flights from Chicago to Toronto Island Airport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Toronto Island (YTZ).

  • What time of day has the fewest delays on flights from Chicago to Toronto Island Airport?

    Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

  • At what point is a flight considered delayed from Chicago to Toronto Island Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Toronto Island Airport route, 43% of flights were delayed in the past 3 months, with delays averaging 2h 03m.

  • Which airports do connecting flights from Chicago to Toronto Island Airport pass through?

    Most connecting flights from Chicago to Toronto Island Airport pass through Montreal Pierre Elliott Trudeau Intl (YUL), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Chicago to Toronto Island Airport?

    Yes. Flexible dates can save you up to 14% on flights from Chicago to Toronto Island Airport. Thursday is the cheapest departure day at $280 round-trip on average, while Sunday is the most expensive at $324, a difference of $44.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Toronto Island Airport?

    Only Porter Airlines and Air Canada currently operate flights between Chicago and Toronto Island Airport on a regular basis.

  • What is the time difference between Chicago and Toronto Island Airport?

    Toronto Island Airport is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Toronto Island Airport?

    Some of the most popular sights in Toronto Island Airport are Rogers Centre, Union Station and Scotiabank Arena. These are among the most viewed places in Toronto Island Airport on KAYAK.

  • Which airlines offer free seat selection on Chicago to Toronto Island Airport flights?

    The following airlines offer free seat selection on this route:

    • Porter Airlines
    • Air Canada
    • United Airlines

    Availability depends on fare class.

  • Which airlines offer extra legroom on Chicago to Toronto Island Airport flights?

    None of the airlines on this route currently offer extra legroom.

  • Which airlines include bags at no extra cost on Chicago to Toronto Island Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Porter Airlines: a cabin bag and a checked bag in Economy Class
    • Air Canada: a cabin bag and a checked bag in Economy Class
    • Air Transat: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Toronto Island Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Sunday. On this route, Thursday flights average $280, about $44 less than Sunday fares (14% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 54% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Toronto Island Airport trip for April. Fares historically average $251 round-trip in that month - typically $122 less than the most expensive month, which is February (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Toronto Island Airport.

    • The Omni King Edward Hotel
    • DoubleTree by Hilton Toronto Downtown
    • Hilton Toronto

Prefer to fly direct from Chicago to Toronto Island?

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

Direct departures

Chicago to Toronto Island

Monday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Tuesday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Wednesday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Thursday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Friday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Saturday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Sunday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

See more direct flights

Direct returns

Toronto Island to Chicago

Monday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Tuesday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Wednesday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Thursday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Friday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Saturday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

Sunday

Air Canada,Porter Airlines

Air Canada,Porter Airlines

See more direct flights

More options for your flight from Chicago to Toronto Island

Complete your trip to Toronto with a hotel stay or car rental

Car rentals in Toronto
Hotels in Toronto
Vacations in Toronto