YTO - ORD

C$ 218 Find Cheap Flights from Toronto to Chicago O'Hare Airport – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 312
Typical prices: C$ 333-C$ 529
Air Canada
Wed 24/10Tue 30/10
YYZ - ORD • Direct
Cheapest one-way flights
C$ 218
Typical prices: C$ 234-C$ 485
Air Transat
Thu 15/11
YTZ - ORD • Direct
Advice from real travellers
Qatar Economy Class adds a free checked bag, while American Basic Economy limits seats.
United Economy Plus adds legroom; watch carry-on size on US-bound flights.
Expert advice
+1
Expert advice
+1
Direct flights
You can fly direct with United Airlines, Air Canada, and others. Average duration is 2h 10m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 4% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 17 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 288 (round-trip)
Shortest trip • 4h 35m (one-way)
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Toronto to O'Hare Intl (YTO-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

Sat, 24 Oct - Fri, 30 Oct
Air Canada Logo
2:00 p.m. - 2:55 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 55mdirect
Air Canada Logo
10:15 a.m. - 12:52 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 312Air Canada
Sat, 24 Oct - Fri, 30 Oct
Air Canada Logo
12:15 p.m. - 1:25 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 10mdirect
Air Canada Logo
1:55 p.m. - 4:42 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mdirect
C$ 325Air Canada
Sat, 24 Oct - Sun, 25 Oct
Lufthansa Logo
7:43 p.m. - 11:31 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
4h 48m1 stop Washington, D.C. Dulles Intl
Lufthansa Logo
11:05 a.m. - 2:03 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 58mdirect
C$ 337Lufthansa
Sat, 17 Oct - Sun, 18 Oct
Lufthansa Logo
7:43 p.m. - 11:31 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
4h 48m1 stop Washington, D.C. Dulles Intl
Lufthansa Logo
7:09 a.m. - 9:54 a.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mdirect
C$ 342Lufthansa
Fri, 30 Oct - Sat, 31 Oct
United Airlines Logo
2:45 p.m. - 9:44 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 59m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
7:03 a.m. - 9:47 a.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 44mdirect
C$ 349United Airlines
Fri, 27 Nov - Sat, 28 Nov
United Airlines Logo
7:44 p.m. - 12:01 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
5h 17m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
7:03 a.m. - 9:47 a.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 44mdirect
C$ 349United Airlines
Sat, 28 Nov - Tue, 1 Dec
Porter Airlines Logo
10:35 a.m. - 11:40 a.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:06 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 46mdirect
C$ 376Porter Airlines
Thu, 5 Nov - Sun, 8 Nov
Porter Airlines Logo
10:35 a.m. - 11:40 a.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
6:20 p.m. - 9:06 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 46mdirect
C$ 376Porter Airlines
Wed, 21 Oct - Wed, 28 Oct
American Airlines Logo
3:14 p.m. - 4:14 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mdirect
American Airlines Logo
8:30 p.m. - 11:29 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mdirect
C$ 497American Airlines
Wed, 4 Nov - Wed, 4 Nov
American Airlines Logo
11:36 a.m. - 1:01 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 25mdirect
American Airlines Logo
8:45 p.m. - 11:46 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
2h 01mdirect
C$ 497American Airlines
Booking Insights

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

Round-trip flights from Toronto to Chicago O'Hare Intl Airport typically range from C$ 333 to C$ 529. The lowest price found in the past 5 days was C$ 312, on Air Canada.

What is the cheapest Toronto to Chicago O'Hare Intl Airport flight route?

There's little price difference between Toronto to Chicago O'Hare Intl Airport routes. They average around C$ 396 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Toronto 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 to Chicago O'Hare Intl Airport. It’s 4% cheaper than the average day, while Monday is the most expensive, with prices 6% higher.

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

•January is the cheapest month to fly from Toronto to Chicago O'Hare Intl Airport at C$ 340 round-trip.
•June (C$ 436) and December (C$ 434) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 28% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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

Flights from Toronto to Chicago O'Hare Intl Airport are cheapest 17 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 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.

Duncan Madden

Duncan Madden

Expert on Emirates

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Gabriel Leigh

Gabriel Leigh

Expert on ANA

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

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.

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 Toronto to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

C$ 218
Beat the crowds with an average 35% drop in traveller numbers.
The most popular month to fly with an average 38% increase in traveller numbers.
One-way flight from Toronto Island 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 travellers who flew the route from Toronto to O'Hare Intl 
NicholFlew with United Airlines-Aug 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 Canada-Oct 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 Airlines-Mar 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 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 to Chicago O'Hare Intl Airport?

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

    • Earliest: departs at 6:30 am and lands at 8:40 am
    • Latest: departs at 9:00 pm and lands at 11:10 pm.

    The flight takes about 2h 10m.

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

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

    • Economy Class
    • Business Class
    • First Class

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

    A direct flight from Toronto to Chicago O'Hare Intl Airport takes 2h 10m, covering 1,157 km.

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

    Round-trip flights from Toronto to Chicago O'Hare Intl Airport range from C$ 333 to C$ 529, with an average of C$ 407 over the past 12 months. Anything below C$ 333 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 67% above the C$ 407 route average. Book 17 weeks before departure for the lowest fares.

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

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 288 round-trip via Charlotte Douglas (CLT), compared to C$ 406 for direct.

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

    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 to Chicago O'Hare Intl Airport flights are:

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

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

  • What is the standard checked bag allowance on flights from Toronto 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$ 142 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

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

    Morning is the busiest departure period on Toronto to Chicago O'Hare Intl Airport flights, with 39% leaving in that window. Afternoon departures account for 39%, Evening flights for 22%, and Night flights for 0%.

  • Have flight prices from Toronto 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$ 312 to C$ 2,365. That means the highest observed fare was about 8x higher than the lowest one.

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

    Three airlines offer in-flight Wi-Fi on Toronto 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.

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

    One-way fares from Toronto to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 254, which is 23% 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 starting from around C$ 24 for economy cars. Top options include:

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

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

    Flights from Toronto to Chicago O'Hare Intl Airport may depart from several airports in Toronto area, including Toronto Region of Waterloo Intl (YKF), Toronto Island (YTZ) and Toronto Pearson Intl (YYZ). Flights usually arrive at Chicago O'Hare Intl (ORD).

  • What time of day has the fewest delays on flights from Toronto to Chicago O'Hare 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 Toronto 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 to Chicago O'Hare Intl Airport route, 13% of flights were delayed in the past three months, with delays averaging 2h 20m.

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

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

    • Detroit Metropolitan Wayne County (DTW) – 58% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 24% of one-stop connections
    • Minneapolis St Paul (MSP) – 5% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) – 3% of one-stop connections

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

    Yes. Flexible dates can save you up to 10% on flights from Toronto to Chicago O'Hare Intl Airport. Thursday is the cheapest departure day at C$ 393 round-trip on average, while Monday is the most expensive at C$ 436, a difference of C$ 43.

    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 to Chicago O'Hare Intl Airport?

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

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

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

    Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 4h 35m, compared with 4h 49m via Minneapolis St Paul (MSP) and 4h 54m via Detroit Metropolitan Wayne County (DTW).

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

    Chicago O'Hare Intl Airport is 1 hour behind Toronto (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 to Chicago O'Hare Intl Airport flights?

    Among airlines operating Toronto 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.

  • Which airlines include bags at no extra cost on Toronto 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
    • 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 Toronto 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 Monday. On this route, Thursday flights average C$ 393, about C$ 43 less than Monday fares (10% 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 53% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Toronto to Chicago O'Hare Intl Airport trip for January. Fares historically average C$ 340 round-trip in that month – typically C$ 95 less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 91% of United Airlines flights from Toronto to Chicago O'Hare Intl Airport arrived on time, slightly above the route average of 87%. When flights on this route arrive late, they're delayed by an average of 2h 20m, 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 Charlotte Douglas Airport (CLT) can be cheaper than flying direct. The cheapest layover option averages C$ 288 round-trip on this route – about C$ 118 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 to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Toronto to Chicago O'Hare Intl

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more nonstop flights

Direct returns

Chicago O'Hare Intl to Toronto

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more nonstop flights

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

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