YTZ - ORD

C$ 189 Find Cheap Flights from Toronto Island to Chicago O'Hare Airport – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 297
Typical prices: C$ 322-C$ 441
Porter Airlines
Mon 19/11Fri 23/11
YTZ - ORD • Direct
Cheapest direct flights
C$ 297
Typical prices: C$ 322-C$ 438
Porter Airlines
Wed 5/12Thu 6/12
YTZ - ORD • Direct
Direct flights
You can fly direct with Porter Airlines and Air Canada. Average duration is 2h 08m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travellers who book at least 17 weeks in advance save around 56% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 14% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 505 (round-trip)
Shortest trip • 5h 38m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Toronto Island to O'Hare Intl (YTZ-ORD)

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

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

Thu, 19 Nov - Mon, 23 Nov
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:05 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 297Porter Airlines
Thu, 19 Nov - Mon, 23 Nov
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:05 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 297Porter Airlines
Sat, 5 Dec - Sun, 6 Dec
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:05 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 297Porter Airlines
Thu, 19 Nov - Sun, 22 Nov
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:05 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 299Porter Airlines
Wed, 2 Dec - Sun, 6 Dec
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
12:15 p.m. - 3:00 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 300Porter Airlines
Tue, 19 Jan - Thu, 21 Jan
Porter Airlines Logo
10:35 a.m. - 11:30 a.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
1h 55mdirect
Porter Airlines Logo
6:20 p.m. - 9:00 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 40mdirect
C$ 300Porter Airlines
Sat, 12 Dec - Thu, 17 Dec
Porter Airlines Logo
4:35 p.m. - 5:40 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:05 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 45mdirect
C$ 300Porter Airlines
Fri, 29 Jan - Mon, 1 Feb
Porter Airlines Logo
10:35 a.m. - 11:30 a.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
1h 55mdirect
Porter Airlines Logo
12:20 p.m. - 3:00 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 40mdirect
C$ 300Porter Airlines
Fri, 11 Dec - Mon, 14 Dec
Air Canada Logo
8:20 a.m. - 3:02 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
7h 42m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
1:55 p.m. - 4:42 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mdirect
C$ 310Air Canada
Sun, 22 Nov - Tue, 24 Nov
Air Canada Logo
12:05 p.m. - 1:20 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 15mdirect
Air Canada Logo
1:55 p.m. - 4:42 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mdirect
C$ 313Air Canada
Booking Insights

Price, demand, and travel trends for Toronto Island Airport to Chicago O'Hare Intl 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 Toronto Island Airport to Chicago O'Hare Intl Airport?

Round-trip flights from Toronto Island Airport to Chicago O'Hare Intl Airport typically range from C$ 322 to C$ 441. The lowest price found in the past 5 days was C$ 297, on Porter Airlines.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Toronto Island Airport to Chicago O'Hare Intl Airport. It's 7% cheaper than the average day, while Sunday is the most expensive, with prices 11% higher.

When are flights from Toronto Island Airport to Chicago O'Hare Intl Airport the cheapest?

Flights from Toronto Island Airport to Chicago O'Hare Intl Airport are cheapest 17 weeks before departure. Booking in this window typically costs about 56% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Toronto Island Airport to Chicago O'Hare Intl Airport flights

Cheapest flight

C$ 189
The most popular month to fly with an average 83% increase in traveller numbers.
One-way flight from Toronto Island Airport to Chicago O'Hare Intl 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

Your Toronto Island Airport to Chicago O'Hare Intl 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 Toronto Island Airport to Chicago O'Hare Intl Airport?

    These are the earliest and latest flight times available from Toronto Island Airport to Chicago O'Hare Intl Airport:

    • Earliest: departs at 10:30 am and lands at 12:38 pm
    • Latest: departs at 7:40 pm and lands at 9:48 pm.

    The flight takes about 2h 08m.

  • Which cabin classes can I book on flights from Toronto Island Airport to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Toronto Island Airport to Chicago O'Hare Intl Airport.

  • How long does a flight from Toronto Island Airport to Chicago O'Hare Intl Airport take?

    A direct flight from Toronto Island Airport to Chicago O'Hare Intl Airport takes 2h 08m, covering 1,154 km.

  • Do I need a passport to fly from Toronto Island Airport to Chicago O'Hare Intl 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 Toronto Island Airport to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Toronto Island Airport to Chicago O'Hare Intl Airport range from C$ 322 to C$ 441, with an average of C$ 377 over the past 12 months. Anything below C$ 322 counts as a good deal.

  • How expensive are last-minute Toronto Island Airport to Chicago O'Hare Intl Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 70% above the C$ 377 route average. Book 17 weeks before departure for the lowest fares.

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

    On this route, direct flights are cheaper than layover options on average. Direct fares average C$ 376 round-trip, compared to C$ 505 via a layover through Montreal Pierre Elliott Trudeau Intl (YUL).

  • What is the standard checked bag allowance on flights from Toronto Island Airport to Chicago O'Hare Intl Airport?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 35–C$ 140 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Toronto Island Airport to Chicago O'Hare Intl Airport?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q family is used most often on this route, operated mainly by Porter Airlines and Air Canada. Other aircraft seen on the route include Embraer 175 variants.

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

    Afternoon is the busiest departure period on Toronto Island Airport to Chicago O'Hare Intl Airport flights, with 66% leaving in that window. Morning departures account for 34%, Evening flights for 0%, and Night flights for 0%.

  • Have flight prices from Toronto Island Airport to Chicago O'Hare Intl 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 C$ 297 to C$ 2,301. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Toronto Island Airport to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Toronto Island Airport to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 193, which is 19% below the typical average for this route.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates averaging C$ 89 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from Toronto Island Airport to Chicago O'Hare Intl Airport?

    Flights from Toronto Island Airport to Chicago O'Hare Intl Airport usually depart from Toronto Island (YTZ) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from Toronto Island Airport to Chicago O'Hare Intl Airport pass through?

    Connecting flights from Toronto Island Airport to Chicago O'Hare Intl Airport most commonly pass through:

    • Ottawa (YOW) – 71% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) – 29% of one-stop connections

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

    Yes. Flexible dates can save you up to 16% on flights from Toronto Island Airport to Chicago O'Hare Intl Airport. Thursday is the cheapest departure day at C$ 353 round-trip on average, while Sunday is the most expensive at C$ 419, a difference of C$ 66.

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

  • Which airlines fly from Toronto Island Airport to Chicago O'Hare Intl Airport?

    2 airlines operate flights between Toronto Island Airport and Chicago O'Hare Intl Airport. The airlines offering direct flights on this route include:

    • Porter Airlines
    • Air Canada

  • How much time can I save by choosing a different layover airport when travelling from Toronto Island Airport to Chicago O'Hare Intl Airport?

    Flying via Montreal Pierre Elliott Trudeau Intl (YUL) gives the shortest average 1-stop total travel time at 5h 37m, compared with 5h 38m via Ottawa (YOW).

  • What is the time difference between Toronto Island Airport and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Toronto Island Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Toronto Island Airport to Chicago O'Hare Intl Airport flights?

    Among airlines operating Toronto Island Airport to Chicago O'Hare Intl Airport flights:

    • Air Canada: offers extra legroom; offers free seat selection
    • United Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

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

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

    • Air Canada: a carry-on bag and a checked bag in Economy Class
    • Porter Airlines: a carry-on bag and a checked bag in Economy Class
    • Air Transat: a cabin bag in Economy Class class

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

Your guide to booking Toronto Island Airport to Chicago O'Hare Intl 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 C$ 353, about C$ 66 less than Sunday fares (16% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 17 weeks before you fly. On this route, that window historically saves about 56% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Toronto Island Airport to Chicago O'Hare Intl Airport trip for September. Fares historically average C$ 323 round-trip in that month – typically C$ 156 less than the most expensive month, which is May (based on the last 12 months).

Prefer to fly direct from Toronto Island to Chicago O'Hare Airport?

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

Direct departures

Toronto Island to Chicago O'Hare Intl

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 nonstop flights

Direct returns

Chicago O'Hare Intl 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 nonstop flights

More options for your flight from Toronto Island to O'Hare Intl

Complete your trip to O'Hare Intl with a hotel stay or car rental