CHI - YYZ

$102 Find Cheap Flights from Chicago to Toronto Pearson Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$226
Typical prices: $253-$407
Multiple Airlines
Fri 2/23Mon 2/26
ORD - YYZ • 1 stop
Cheapest non-stop
$238
Typical prices: $254-$404
Air Canada
Mon 12/3Thu 12/6
ORD - YYZ • Non-stop
Advice from real travelers
United Economy Plus adds up to 6 inches of legroom; Air Canada Preferred Economy adds 4.
American Main Cabin Extra adds early boarding; Air Canada offers free messaging.
Expert advice
+1
Expert advice
+1
Nonstop 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 travelers 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 $292 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
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We hope you love 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

Tue, Feb 23 - Fri, Feb 26
Multiple Airlines Logo
8:25 am - 10:55 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
13h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
9:20 am - 10:19 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
13h 59m1 stop Fort Lauderdale
$226Multiple Airlines
Thu, Dec 3 - Sun, Dec 6
Air Canada Logo
8:45 am - 11:27 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 42mnonstop
Air Canada Logo
8:05 am - 9:08 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$238Air Canada
Thu, Dec 3 - Sun, Dec 6
Air Canada Logo
8:45 am - 11:27 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 42mnonstop
Air Canada Logo
8:05 am - 9:08 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$239Air Canada
Thu, Dec 24 - Tue, Dec 29
American Airlines Logo
11:45 am - 2:44 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mnonstop
American Airlines Logo
7:14 am - 8:44 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mnonstop
$277American Airlines
Wed, Dec 23 - Tue, Dec 29
American Airlines Logo
2:45 pm - 5:40 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 55mnonstop
American Airlines Logo
3:25 pm - 4:44 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mnonstop
$277American Airlines
Mon, Jan 18 - Sat, Jan 23
Delta Logo
6:40 pm - 10:59 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:45 am - 1:01 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
6h 16m1 stop Detroit Metropolitan Wayne County
$285Delta
Wed, Jan 27 - Sun, Jan 31
Delta Logo
1:54 pm - 7:25 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
4h 31m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 am - 4:26 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 41m1 stop Detroit Metropolitan Wayne County
$294Delta
Wed, Dec 16 - Wed, Dec 16
United Airlines Logo
5:55 am - 11:48 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
4h 53m1 stop Newark
United Airlines Logo
3:35 pm - 4:44 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mnonstop
$360United Airlines
Sun, Dec 6 - Sun, Dec 6
United Airlines Logo
5:55 am - 2:25 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
7h 30m1 stop Washington, D.C. Reagan-National
United Airlines Logo
5:55 pm - 7:05 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 10mnonstop
$360United Airlines
Thu, Nov 12 - Sun, Nov 15
Multiple Airlines Logo
9:30 am - 1:30 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 00m1 stop Detroit Metropolitan Wayne County
Multiple Airlines Logo
6:00 am - 12:51 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 51m1 stop Detroit Metropolitan Wayne County
$395Multiple 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.

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

Chicago Greater Rockford Airport (RFD) to Toronto Pearson Intl Airport (YYZ) is the cheapest Chicago to Toronto Pearson Intl Airport route, averaging $287 round-trip. Other Chicago to Toronto Pearson Intl Airport routes average $378, 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’s 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 $254 round-trip.
•August ($339) and March ($334) 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
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Air Canada, ORD and YYZ

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.

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.

Key details for Chicago to Toronto Pearson Intl Airport flights

Low season

February

Cheapest flight

$102
Beat the crowds with an average 30% drop in travelers.
The most popular month to fly with an average 43% increase in travelers.
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

Flights from Chicago to Pearson Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Pearson Intl 
Verified travelerFlew with Air Canada-Oct 2026
O'Hare is a big airport, so find some time to look at the layout befire arrival so you know roughly where you are and where you're going. Signage is great so it shouldn't be a great hassle.
NikhilFlew with Air Canada-Jul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.

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.

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

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

    • Economy Class
    • Business Class
    • First Class

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

    A nonstop flight from Chicago to Toronto Pearson Intl Airport takes 1h 50m, covering 424 miles.

  • 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 $253 to $407, with an average of $314 over the past 12 months. Anything below $253 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 $314 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 nonstop options on average. Layover fares average $292 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $313 for nonstop.

  • 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

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

  • 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 $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 Pearson Intl Airport spread across the day?

    Morning is the busiest departure period on Chicago to Toronto Pearson Intl Airport flights, with 44% of flights 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 $226 to $1,867. That means the highest observed fare was about 8x 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 $122, which is 39% 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 averaging $36 for economy cars. Top options include:

    • Ace
    • City Car & Truck Rental
    • Routes Car & Truck Rentals
    • 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 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 3 months, with delays averaging 1h 54m.

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

    Connecting flights from Chicago to Toronto Pearson Intl Airport most commonly pass through:

    • Detroit Metropolitan Wayne County (DTW) - 98% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 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 $292 round-trip on average, while Monday is the most expensive at $353, a difference of $61.

    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 Pearson Intl Airport?

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

    • United Airlines
    • American Airlines
    • Air Canada

  • How much time can I save by choosing a different layover airport 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 38m, compared with 10h 54m via Atlanta Hartsfield-Jackson (ATL).

  • 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.

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

    Some of the most popular sights in Toronto Pearson Intl Airport are Rogers Centre, Union Station and Scotiabank Arena. 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 cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: 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 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 $292, about $61 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 $254 round-trip in that month - typically $85 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 Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $292 round-trip on this route - about $21 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.

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

Prefer to fly direct from Chicago to Toronto Pearson Airport?

 
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 direct 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 direct flights

More options for your flight from Chicago to Pearson Intl

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