CHI - YYZ

C$ 155 Find Cheap Flights from Chicago to Toronto – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 459
Typical prices: C$ 361-C$ 581
Air Canada
Fri 16/11Fri 23/11
ORD - YYZ • Direct
Cheapest one-way flights
C$ 194
Typical prices: C$ 187-C$ 398
Air Canada
Sat 10/11
ORD - YYZ • Direct
Direct flights
You can fly direct with United Airlines, American Airlines, and Air Canada. Average duration is 1h 50m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 17% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 26 weeks in advance save around 67% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 339 (round-trip)
Shortest trip • 4h 29m (one-way)
Insights
Insights
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We hope you enjoy your trip to Toronto Pearson Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Pearson Intl (CHI-YYZ)

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

Recent round-trip flight deals from Chicago to Pearson Intl

Mon, 16 Nov - Mon, 23 Nov
Air Canada Logo
12:50 p.m. - 3:33 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 43mdirect
Air Canada Logo
2:45 p.m. - 3:48 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
C$ 459Air Canada
Fri, 23 Oct - Sun, 25 Oct
Air Canada Logo
3:45 p.m. - 6:31 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 46mdirect
Air Canada Logo
8:20 a.m. - 9:23 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
C$ 461Air Canada
Mon, 16 Nov - Mon, 23 Nov
Air Canada Logo
12:50 p.m. - 3:33 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 43mdirect
Air Canada Logo
7:00 a.m. - 11:07 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
5h 07m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 461Air Canada
Thu, 19 Nov - Thu, 26 Nov
Multiple Airlines Logo
9:42 a.m. - 12:31 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mdirect
Multiple Airlines Logo
12:15 p.m. - 6:14 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
6h 59m1 stop Detroit Metropolitan Wayne County
C$ 495Multiple Airlines
Thu, 3 Dec - Sun, 6 Dec
Delta Logo
9:37 a.m. - 5:20 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 43m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 a.m. - 1:01 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 16m1 stop Detroit Metropolitan Wayne County
C$ 498Delta
Mon, 2 Nov - Mon, 9 Nov
Delta Logo
1:27 p.m. - 10:56 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
8h 29m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:15 p.m. - 6:04 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
6h 49m1 stop Detroit Metropolitan Wayne County
C$ 498Delta
Wed, 28 Oct - Wed, 28 Oct
United Airlines Logo
6:04 a.m. - 2:25 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
7h 21m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:55 p.m. - 7:05 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 10mdirect
C$ 528United Airlines
Fri, 13 Nov - Fri, 13 Nov
United Airlines Logo
6:00 a.m. - 11:48 a.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
4h 48m1 stop Newark
United Airlines Logo
3:35 p.m. - 4:44 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mdirect
C$ 528United Airlines
Tue, 24 Nov - Tue, 24 Nov
American Airlines Logo
9:42 a.m. - 12:31 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mdirect
American Airlines Logo
6:21 p.m. - 7:41 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
C$ 548American Airlines
Thu, 19 Nov - Thu, 19 Nov
American Airlines Logo
9:42 a.m. - 12:31 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mdirect
American Airlines Logo
6:21 p.m. - 7:41 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
C$ 548American Airlines
Booking Insights

Price, demand, and travel trends for Chicago to Toronto Pearson 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 Chicago to Toronto Pearson Intl Airport?

Round-trip flights from Chicago to Toronto Pearson Intl Airport typically range from C$ 361 to C$ 581. The lowest price found in the past 5 days was C$ 459, on Air Canada.

What is the cheapest Chicago to Toronto Pearson Intl Airport flight route?

Chicago O'Hare Intl Airport (ORD) to Toronto Pearson Intl Airport (YYZ) is the cheapest Chicago to Toronto Pearson Intl Airport route, averaging C$ 449 round-trip. Other Chicago to Toronto Pearson Intl Airport routes average C$ 630, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago to Toronto Pearson Intl Airport. It’s 8% cheaper than the average day, while Monday is the most expensive, with prices 12% higher.

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

•October is the cheapest month to fly from Chicago to Toronto Pearson Intl Airport at C$ 362 round-trip.
•August (C$ 483) and March (C$ 476) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 33% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Toronto Pearson Intl Airport the cheapest?

Flights from Chicago to Toronto Pearson Intl Airport are cheapest 26 weeks before departure. Booking in this window typically costs about 67% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Pearson Intl

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on Air Canada and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Mark Stachiew

Mark Stachiew

Expert on YYZ

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Key details for Chicago to Toronto Pearson Intl Airport flights

Low season

February

Cheapest flight

C$ 194
Beat the crowds with an average 36% drop in traveller numbers.
The most popular month to fly with an average 40% increase in traveller numbers.
One-way flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport

When to book flights from Chicago to Pearson Intl

Are your dates flexible? Find out the best times to travel from Chicago to Pearson Intl 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 Pearson 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 Chicago to Toronto Pearson Intl Airport?

    These are the earliest and latest flight times available from Chicago to Toronto Pearson Intl Airport:

    • Earliest: departs at 6:54 am and lands at 8:44 am
    • Latest: departs at 9:22 pm and lands at 11:12 pm.

    The flight takes about 1h 50m.

  • Which cabin classes can I book on flights from Chicago to Toronto Pearson Intl Airport?

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

    • Economy Class
    • Business Class

  • How long does a flight from Chicago to Toronto Pearson Intl Airport take?

    A direct flight from Chicago to Toronto Pearson Intl Airport takes 1h 50m, covering 1,099 km.

  • Do I need a passport to fly from Chicago to Toronto Pearson 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 Chicago to Toronto Pearson Intl Airport flight?

    Round-trip flights from Chicago to Toronto Pearson Intl Airport range from C$ 361 to C$ 581, with an average of C$ 447 over the past 12 months. Anything below C$ 361 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 72% above the C$ 447 route average. Book 26 weeks before departure for the lowest fares.

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

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 339 round-trip via Fort Lauderdale (FLL), compared to C$ 447 for direct.

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

    American Airlines is slightly above the route average for timely arrivals, while United Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago to Toronto Pearson Intl Airport flights are:

    • American Airlines: 83% on time
    • United Airlines: 82% on time
    • Air Canada: 68% on time

    On average, flights on this route are punctual 78% of the time.

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

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 43–C$ 143 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 Pearson Intl Airport spread across the day?

    Morning is the busiest departure period on Chicago to Toronto Pearson Intl Airport flights, with 44% leaving in that window. Afternoon departures account for 32%, Evening flights for 18%, and Night flights for 6%.

  • Have flight prices from Chicago to Toronto Pearson 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$ 459 to C$ 2,836. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Toronto Pearson Intl Airport flights?

    Four airlines offer in-flight Wi-Fi on Chicago to Toronto Pearson Intl Airport flights:

    • Air Canada
    • United Airlines
    • American Airlines
    • Porter Airlines

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

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

    One-way fares from Chicago to Toronto Pearson Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 224, which is 21% below the typical average for this route.

  • What car rental options are available at Toronto Pearson Intl Airport (YYZ)?

    Toronto Pearson Intl Airport (YYZ) hosts 5 major car rental companies, with daily rates starting from around C$ 12 for economy cars. Top options include:

    • Ace
    • Routes Car & Truck Rentals
    • City Car & Truck Rental
    • Zoom Rent A Car
    • Hertz

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

    Flights from Chicago to Toronto Pearson Intl 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 Pearson Intl (YYZ).

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

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

  • At what point is a flight considered delayed on the route from Chicago to Toronto Pearson Intl 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 Pearson Intl Airport route, 22% of flights were delayed in the past three months, with delays averaging 1h 54m.

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

    One-stop flights from Chicago to Toronto Pearson Intl Airport most commonly connect through:

    • Detroit Metropolitan Wayne County (DTW) – 91% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) – 4% of one-stop connections
    • Orlando (MCO) – 4% of one-stop connections
    • Fort Lauderdale (FLL) – 2% of one-stop connections

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

    Yes. Flexible dates can save you up to 18% on flights from Chicago to Toronto Pearson Intl Airport. Wednesday is the cheapest departure day at C$ 416 round-trip on average, while Monday is the most expensive at C$ 503, a difference of C$ 87.

    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 Chicago to Toronto Pearson Intl Airport?

    3 airlines operate flights between Chicago and Toronto Pearson Intl Airport. The airlines offering direct flights on this route include:

    • United Airlines
    • American Airlines
    • Air Canada

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

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 29m, compared with 7h 58m via Atlanta Hartsfield-Jackson (ATL) and 10h 04m via Fort Lauderdale (FLL).

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

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

  • Which popular places can I visit in Toronto Pearson Intl Airport?

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

  • Which airlines offer extra legroom and free seat selection on Chicago to Toronto Pearson Intl Airport flights?

    Among airlines operating Chicago to Toronto Pearson Intl Airport flights:

    • Air Canada: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; 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 Chicago to Toronto Pearson 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
    • United Airlines: a carry-on bag and a checked bag in Economy Class
    • American Airlines: a carry-on bag and a checked bag in Economy 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 Chicago to Toronto Pearson 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 Wednesday departure and avoid flying on Monday. On this route, Wednesday flights average C$ 416, about C$ 87 less than Monday fares (17% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 67% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Toronto Pearson Intl Airport trip for October. Fares historically average C$ 362 round-trip in that month – typically C$ 121 less than the most expensive month, which is August (based on the last 12 months).
  • For the best chance of arriving on time, fly with American Airlines. Over the past three months, 83% of American Airlines flights from Chicago to Toronto Pearson Intl Airport arrived on time, slightly above the route average of 78%. When flights on this route arrive late, they're delayed by an average of 1h 54m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages C$ 339 round-trip on this route – about C$ 107 less than direct flights (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 Pearson Intl Airport.

    • Sheraton Gateway Hotel in Toronto International Airport
    • DoubleTree by Hilton Toronto Airport
    • Crowne Plaza Toronto Airport By IHG

Prefer to fly direct from Chicago to Toronto?

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

Direct departures

Chicago to Toronto Pearson Intl

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more nonstop flights

Direct returns

Toronto Pearson Intl to Chicago

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more nonstop flights

More options for your flight from Chicago to Pearson Intl

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