CHI - YYZ

$95 Find Cheap Flights from Chicago to Toronto Pearson Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$215
Typical prices: $256-$407
Air Canada
Sun 11/4Thu 11/8
ORD - YYZ • Non-stop
Cheapest one-way
$95
Typical prices: $129-$295
Air Canada
Tue 10/2
ORD - YYZ • Non-stop
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 68% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $238 (round-trip)
Shortest trip • 4h 29m (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

Wed, Nov 4 - Sun, Nov 8
Air Canada Logo
12:50 pm - 3:33 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 43mnonstop
Air Canada Logo
2:35 pm - 3:38 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$215Air Canada
Tue, Nov 3 - Sat, Nov 7
Air Canada Logo
4:30 pm - 7:10 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 40mnonstop
Air Canada Logo
2:35 pm - 3:38 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$215Air Canada
Tue, Oct 20 - Tue, Oct 20
Multiple Airlines Logo
10:43 am - 1:42 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mnonstop
Multiple Airlines Logo
4:00 pm - 8:12 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
5h 12m1 stop Montreal Pierre Elliott Trudeau Intl
$228Multiple Airlines
Sun, Oct 4 - Sun, Oct 4
United Airlines Logo
5:00 am - 11:43 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 43m1 stop Newark
United Airlines Logo
2:45 pm - 3:51 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 06mnonstop
$229United Airlines
Wed, Sep 30 - Wed, Sep 30
United Airlines Logo
5:00 am - 1:47 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
7h 47m1 stop Newark
United Airlines Logo
5:15 pm - 6:30 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 15mnonstop
$229United Airlines
Sat, Oct 3 - Sun, Oct 4
Multiple Airlines Logo
9:45 pm - 10:04 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
11h 19m1 stop Washington, D.C. Dulles Intl
Multiple Airlines Logo
12:25 pm - 1:23 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 58mnonstop
$229Multiple Airlines
Wed, Nov 11 - Wed, Nov 25
American Airlines Logo
11:45 am - 2:34 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mnonstop
American Airlines Logo
11:45 am - 1:10 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 25mnonstop
$243American Airlines
Sat, Dec 12 - Sun, Dec 13
American Airlines Logo
2:50 pm - 5:41 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 51mnonstop
American Airlines Logo
7:09 am - 8:39 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mnonstop
$243American Airlines
Fri, Nov 20 - Mon, Nov 23
Delta Logo
6:44 pm - 10:57 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 13m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 9:42 amYYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 42m1 stop Detroit Metropolitan Wayne County
$269Delta
Thu, Oct 1 - Sun, Oct 4
Delta Logo
9:29 am - 5:20 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 51m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:08 pm - 6:33 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 25m1 stop Detroit Metropolitan Wayne County
$269Delta
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 from Chicago to Toronto Pearson Intl Airport 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 start at $215. Prices are below average for this route right now, with typical round-trip fares ranging from $256 to $407. The lowest price found in the past 5 days was $215 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 $315 round-trip. Other Chicago to Toronto Pearson Intl Airport routes average $442, 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?

Wednesday is the cheapest day of the week to fly from Chicago to Toronto Pearson Intl Airport, it is 9% cheaper than the average day. Monday is the most expensive day with flight prices 16% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • January is the cheapest month to fly from Chicago to Toronto Pearson Intl Airport at $258 round-trip.
  • December ($335) and March ($334) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 29% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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 68% 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

$95
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • What airlines are available 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

  • 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).

  • 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 travelers should check the fare details before booking.

  • 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 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 $238 round-trip via Fort Lauderdale (FLL), compared to $315 for nonstop.

  • 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 $21–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • 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

    Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 22% on the Chicago to Toronto Pearson Intl Airport route. Wednesday is the cheapest departure day at $289 round-trip on average, while Monday is the most expensive at $367, a difference of $78. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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 1 hour 54 minutes.

  • 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%.

  • 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.

  • 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 7:02 am and lands at 8:52 am
    • Latest: departs at 9:21 pm and lands at 11:11 pm.

    The flight takes about 1h 50m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 75% above the route average of $315. Book 26 weeks before departure for the lowest fares.

  • 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.

  • 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 $215 to $1,768. That means the highest observed fare was about 8x higher than the lowest one.

  • 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 $106, which is 47% below the typical average for this route.

  • How does American Airlines’s on-time performance compare to other airlines on Chicago to Toronto Pearson Intl Airport flights?

    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 on time 78% of the time on average.

  • How do delay rates compare for morning and evening flights from Chicago to Toronto Pearson Intl Airport?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • 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 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.

  • 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 $8 for economy cars. Top options include:
    • Ace
    • Routes Car & Truck Rentals
    • City Car & Truck Rental
    • Zoom Rent A Car
    • Hertz

  • 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 $256 to $407, with an average of $315 over the past 12 months. Anything below $256 counts as a good deal.

  • 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.

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 can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $289 - about $78 less than Monday (21% 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 68% 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 January. Fares historically average $258 round-trip in that month - typically $77 less than the most expensive month, which is December (based on the last 12 months).
  • If arriving on time is high on your priority list, American Airlines is the strongest pick on this route. 83% of American Airlines flights from Chicago to Toronto Pearson Intl Airport arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 78%. When flights on this route do arrive late, the average delay is 1 hour 54 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • 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 $238 round-trip on this route - about $77 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
    - Sheraton Toronto Airport Hotel & Conference Centre

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