YYZ - ORD

$132 Find Cheap Flights from Toronto to Chicago O'Hare Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$198
Typical prices: $234-$373
Air Canada
Sat 10/6Wed 10/10
YYZ - ORD • Non-stop
Cheapest one-way
$132
Typical prices: $170-$346
Air Canada
Mon 9/24
YYZ - ORD • Non-stop
Advice from real travelers
Qatar Economy includes a free checked bag; American Basic Economy limits seats.
For comfort, United Economy Plus adds legroom; Air Canada Preferred Economy too.
Expert advice
+1
Expert advice
+1
Nonstop flights
You can fly direct with United Airlines, American Airlines and Air Canada. Average duration is 2h 08m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 13 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $203 (round-trip)
Shortest trip • 4h 49m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

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

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

Tue, Oct 6 - Sat, Oct 10
Air Canada Logo
12:25 pm - 1:23 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 58mnonstop
Air Canada Logo
9:55 am - 12:40 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mnonstop
$198Air Canada
Tue, Oct 6 - Sat, Oct 10
Air Canada Logo
8:05 am - 9:00 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 55mnonstop
Air Canada Logo
3:40 pm - 11:18 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 38m1 stop Montreal Pierre Elliott Trudeau Intl
$201Air Canada
Wed, Nov 25 - Wed, Nov 25
United Airlines Logo
8:35 am - 9:44 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mnonstop
United Airlines Logo
1:57 pm - 4:47 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
$205United Airlines
Tue, Oct 27 - Tue, Nov 3
United Airlines Logo
10:53 am - 11:57 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 04mnonstop
United Airlines Logo
9:21 pm - 11:59 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 38mnonstop
$205United Airlines
Wed, Nov 4 - Wed, Nov 4
American Airlines Logo
7:09 am - 8:39 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mnonstop
American Airlines Logo
2:50 pm - 5:41 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 51mnonstop
$205American Airlines
Sat, Nov 21 - Tue, Nov 24
American Airlines Logo
7:09 am - 8:39 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mnonstop
American Airlines Logo
2:50 pm - 5:40 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
$205American Airlines
Tue, Nov 3 - Tue, Nov 17
Multiple Airlines Logo
10:53 am - 11:57 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 04mnonstop
Multiple Airlines Logo
10:15 am - 12:52 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mnonstop
$205Multiple Airlines
Mon, Nov 23 - Sat, Dec 5
Multiple Airlines Logo
8:35 am - 9:44 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mnonstop
Multiple Airlines Logo
8:45 am - 11:27 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 42mnonstop
$205Multiple Airlines
Tue, Nov 3 - Tue, Nov 17
Porter Airlines Logo
11:36 am - 1:01 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 25mnonstop
Porter Airlines Logo
8:00 am - 10:50 amORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
$349Porter Airlines
Mon, Nov 23 - Thu, Nov 26
Porter Airlines Logo
11:45 am - 1:10 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 25mnonstop
Porter Airlines Logo
9:42 am - 12:31 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mnonstop
$349Porter Airlines
Booking Insights

Price, demand and travel trends for Toronto Pearson Intl 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 from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with more confidence.

How much is a round-trip flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Round-trip flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport start at $198. Prices are below average for this route right now, with typical round-trip fares ranging from $234 to $373. The lowest price found in the past 5 days was $198 on Air Canada.

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

Thursday is the cheapest day of the week to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, it is 4% cheaper than the average day. Monday is the most expensive day with flight prices 7% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • January is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport at $240 round-trip.
  • August ($314) and June ($311) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 30% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport the cheapest?

Flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport are cheapest 13 weeks before departure. Booking in this window typically costs about 53% 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 Toronto to O'Hare 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 Qatar Airways, Air Canada, United Airlines, 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

$132
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

When to book flights from Toronto to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Toronto 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

Flights from Toronto to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Toronto to O'Hare Intl 
NicholFlew with United AirlinesAug 2026
If you are a US citizen, make sure you allow enough time for customs in Toronto Pearson airport. My trip was really quick and smooth, but I've seen it at other times where it has been busier and needed more time.
BrianFlew with Air CanadaOct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Verified travelerFlew with United AirlinesMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time

Your Toronto Pearson Intl Airport to Chicago O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?

    Among airlines operating Toronto Pearson Intl Airport to Chicago O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    3 airlines operate flights between Toronto Pearson Intl Airport and Chicago O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

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

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

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

    • Economy Class
    • Business Class
    • First Class

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $203 round-trip via Charlotte Douglas (CLT), compared to $288 for nonstop.

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

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$100 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 Pearson Intl 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 Transat. Other aircraft seen on the route include Embraer 175 (Enhanced Winglets) variants.

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

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

    • Detroit Metropolitan Wayne County (DTW) - 79% of one-stop connections
    • Minneapolis St Paul (MSP) - 7% of one-stop connections
    • Fort Lauderdale (FLL) - 3% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) - 3% 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 10% on the Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport route. Thursday is the cheapest departure day at $279 round-trip on average, while Monday is the most expensive at $309, a difference of $30. 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 Toronto Pearson Intl Airport to Chicago O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport route, 13% of flights were delayed in the past 3 months, with delays averaging 2 hours 20 minutes.

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

    Morning is the busiest departure period on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights, with 40% of flights leaving in that window. Afternoon departures account for 40%, evening flights for 20%, and night flights for 0%.

  • What 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, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • What are the earliest and latest flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

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

    • Earliest: departs at 6:30 am and lands at 8:38 am
    • Latest: departs at 9:00 pm and lands at 11:08 pm.

    The flight takes about 2h 08m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 66% above the route average of $288. Book 13 weeks before departure for the lowest fares.

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

    A nonstop flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport takes 2h 08m, covering 436 miles.

  • Do I need a passport to fly from Toronto Pearson Intl 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.

  • Have flight prices from Toronto Pearson Intl 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 $198 to $1,583. That means the highest observed fare was about 8x higher than the lowest one.

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

    One-way fares from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $153, which is 36% below the typical average for this route.

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

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

    • United Airlines: 91% on time
    • American Airlines: 87% on time
    • Air Canada: 80% on time

    Overall, flights on this route are on time 87% of the time on average.

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

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 4h 49m, compared with 4h 54m via Detroit Metropolitan Wayne County (DTW) and 5h 05m via Charlotte Douglas (CLT).

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

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

  • 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 starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • How much should I expect to pay for a Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport range from $234 to $373, with an average of $288 over the past 12 months. Anything below $234 counts as a good deal.

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

    Three airlines offer in-flight Wi-Fi on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights:

    • • Air Canada
    • • United Airlines
    • • American 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 Toronto Pearson Intl 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 can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $279 - about $30 less than Monday (10% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 13 weeks before you fly. On this route, that window historically saves about 53% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport trip for January. Fares historically average $240 round-trip in that month - typically $74 less than the most expensive month, which is August (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 91% of United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 87%. When flights on this route do arrive late, the average delay is 2 hours 20 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 Charlotte Douglas Airport (CLT) can be cheaper than flying direct. The cheapest layover option averages $203 round-trip on this route - about $85 less than direct flights (based on the last 12 months).

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

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

Direct departures

Toronto Pearson Intl to Chicago O'Hare 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

Chicago O'Hare Intl 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

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

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