C$ 194 Find Cheap Flights from Toronto Pearson Airport to Chicago O'Hare Airport – Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pearson Intl to O'Hare Intl departing on 26/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Round-trip
1 adult
Economy
0 bags
Round-trip
1 adult, Economy, 0 bags
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Everything you should know
Cheapest round-trip
C$ 310
Typical prices: C$ 329-C$ 523
Air Canada
Tue 20/11Sat 24/11
YYZ - ORD • 1 stop
Cheapest direct flights
C$ 312
Typical prices: C$ 329-C$ 523
Air Canada
Tue 11/12Fri 14/12
YYZ - ORD • Direct
Advice from real travellers
AI-powered summary based on content written by KAYAK users. AI can make mistakes.
Qatar Airways Economy includes a free checked bag; American Basic Economy limits seats.
United Economy Plus adds legroom; watch carry-on size on US-bound flights.
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 Pearson Intl to O'Hare Intl (YYZ-ORD)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pearson Intl to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Round-trip
One-way
Last minute
Direct
Recent round-trip flight deals from Pearson Intl to O'Hare Intl
Fri, 20 Nov - Tue, 24 Nov
8:00 a.m. - 3:00 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
8h 00m1 stop Montreal Pierre Elliott Trudeau Intl
10:15 a.m. - 12:52 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 310Air Canada
3+ days ago
Fri, 11 Dec - Mon, 14 Dec
2:35 p.m. - 3:38 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
10:05 a.m. - 12:42 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 312Air Canada
3+ days ago
Wed, 2 Dec - Sun, 6 Dec
7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mdirect
9:42 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 53mdirect
C$ 320American Airlines
2 days ago
Fri, 5 Feb - Mon, 15 Feb
7:10 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 29mdirect
9:05 p.m. - 11:57 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 52mdirect
C$ 320American Airlines
2 days ago
Sat, 14 Nov - Sun, 15 Nov
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
7:03 a.m. - 9:47 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 44mdirect
C$ 327Lufthansa
3 hours ago
Sat, 12 Dec - Sun, 13 Dec
2:45 p.m. - 11:29 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
9h 44m1 stop Washington, D.C. Dulles Intl
11:05 a.m. - 2:03 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 58mdirect
C$ 329Lufthansa
16 hours ago
Fri, 13 Nov - Sat, 14 Nov
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
7:03 a.m. - 9:47 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 44mdirect
C$ 345United Airlines
1 day ago
Fri, 13 Nov - Sat, 14 Nov
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
11:05 a.m. - 2:03 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 58mdirect
C$ 347United Airlines
3+ days ago
Wed, 27 Jan - Mon, 1 Feb
3:21 p.m. - 4:40 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mdirect
8:00 a.m. - 10:59 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mdirect
C$ 524Porter Airlines
13 hours ago
Wed, 27 Jan - Sun, 31 Jan
6:25 p.m. - 7:44 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mdirect
8:45 p.m. - 11:44 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mdirect
C$ 524Porter Airlines
13 hours ago
Recent one-way flight deals from Pearson Intl to O'Hare Intl
Thu, 26 Nov
8:05 a.m. - 3:02 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 57m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
C$ 194Air Canada
3+ days ago
Tue, 24 Nov
11:45 a.m. - 1:10 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 25mdirect
C$ 197American Airlines
2 days ago
Thu, 10 Dec
6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
C$ 197Air Canada
3+ days ago
Tue, 1 Dec
6:21 p.m. - 7:41 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
C$ 197American Airlines
2 days ago
Mon, 23 Nov
7:35 a.m. - 11:34 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
16h 59m1 stop Fort Lauderdale
C$ 217Multiple Airlines
1 day ago
Thu, 26 Nov
6:00 a.m. - 1:59 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
8h 59m1 stop Detroit Metropolitan Wayne County
C$ 218Delta
3+ days ago
Thu, 3 Dec
5:55 p.m. - 7:05 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 10mdirect
C$ 248United Airlines
2 days ago
Fri, 27 Nov
3:35 p.m. - 4:44 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mdirect
C$ 248United Airlines
3+ days ago
Tue, 10 Nov
1:17 p.m. - 2:37 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
C$ 288Porter Airlines
17 hours ago
Sat, 9 Jan
1:22 p.m. - 2:41 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mdirect
C$ 295Porter Airlines
16 hours ago
Recent last minute flight deals from Pearson Intl to O'Hare Intl
Sat, 31 Oct - Sat, 31 Oct
7:43 a.m. - 1:59 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 16m1 stop Newark
6:17 p.m. - 9:15 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 58mdirect
C$ 462United Airlines
2 days ago
Sat, 31 Oct - Sat, 31 Oct
7:43 a.m. - 1:59 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 16m1 stop Newark
6:17 p.m. - 9:15 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 58mdirect
C$ 483United Airlines
3+ days ago
Sat, 31 Oct - Tue, 3 Nov
1:15 p.m. - 2:20 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mdirect
9:42 a.m. - 12:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mdirect
C$ 516Qantas Airways
16 hours ago
Sat, 31 Oct - Thu, 12 Nov
7:35 a.m. - 3:37 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
9h 02m1 stop Fort Lauderdale
10:19 a.m. - 3:20 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
28h 01m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
C$ 541Multiple Airlines
3+ days ago
Thu, 5 Nov - Wed, 25 Nov
8:20 a.m. - 9:23 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
8:45 a.m. - 11:27 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 42mdirect
C$ 569Air Canada
3+ days ago
Sat, 31 Oct - Tue, 3 Nov
7:29 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 10mdirect
9:42 a.m. - 12:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mdirect
C$ 583Porter Airlines
2 days ago
Wed, 4 Nov - Tue, 10 Nov
4:30 p.m. - 5:43 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 13mdirect
4:30 p.m. - 7:10 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 40mdirect
C$ 590Air Canada
3+ days ago
Tue, 3 Nov - Tue, 10 Nov
6:21 p.m. - 7:41 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
8:45 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
2h 01mdirect
C$ 594American Airlines
2 days ago
Tue, 3 Nov - Tue, 10 Nov
1:17 p.m. - 2:37 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
12:01 p.m. - 7:00 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 59m1 stop New York LaGuardia
C$ 608American Airlines
2 days ago
Thu, 5 Nov - Tue, 10 Nov
3:15 p.m. - 4:35 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mdirect
11:45 a.m. - 2:34 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mdirect
C$ 625Porter Airlines
2 days ago
Recent direct flight deals from Pearson Intl to O'Hare Intl
Fri, 11 Dec - Mon, 14 Dec
2:35 p.m. - 3:38 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
10:05 a.m. - 12:42 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 312Air Canada
3+ days ago
Fri, 20 Nov - Sun, 22 Nov
2:35 p.m. - 3:38 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
8:45 a.m. - 11:27 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 42mdirect
C$ 319Air Canada
3+ days ago
Wed, 2 Dec - Sun, 6 Dec
7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mdirect
9:42 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 53mdirect
C$ 320American Airlines
2 days ago
Fri, 5 Feb - Mon, 15 Feb
7:10 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 29mdirect
9:05 p.m. - 11:57 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 52mdirect
C$ 320American Airlines
2 days ago
Sat, 14 Nov - Mon, 16 Nov
8:35 a.m. - 9:44 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 09mdirect
8:40 p.m. - 11:23 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 43mdirect
C$ 369Multiple Airlines
3+ days ago
Tue, 5 Jan - Sat, 9 Jan
6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 12mdirect
10:05 a.m. - 12:42 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 372Multiple Airlines
3+ days ago
Sat, 26 Dec - Thu, 31 Dec
6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 12mdirect
9:22 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 37mdirect
C$ 421United Airlines
3+ days ago
Mon, 28 Dec - Thu, 31 Dec
6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 12mdirect
3:45 p.m. - 6:45 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
2h 00mdirect
C$ 421United Airlines
1 day ago
Fri, 29 Jan - Sun, 31 Jan
6:25 p.m. - 7:44 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mdirect
9:44 a.m. - 12:41 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 57mdirect
C$ 524Porter Airlines
13 hours ago
Wed, 27 Jan - Mon, 1 Feb
3:21 p.m. - 4:40 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 19mdirect
8:00 a.m. - 10:59 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 59mdirect
C$ 524Porter Airlines
13 hours ago
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 with more confidence.
Prices
Airlines
Delays
Layovers
More
How much is a round-trip flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport departing in november.
Round-trip flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport typically range from C$ 329 to C$ 523. The lowest price found in the past 5 days was C$ 310, on Air Canada.
What's the cheapest day of the week to fly from Toronto Pearson Intl Airport 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 Pearson Intl Airport to Chicago O'Hare Intl Airport. It's 3% cheaper than the average day, while Monday is the most expensive, with prices 9% higher.
What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
•January is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport at C$ 336 round-trip. •October (C$ 459) and December (C$ 441) are the most expensive months. •The price difference between flying in the cheapest and most expensive months is 36% on average. This is based on KAYAK aggregated and averaged internal data over the past 12 months.
When are flights 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 54% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.
Which airline is the cheapest to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Air Canada (C$ 310) and American Airlines (C$ 320) are the cheapest airlines to fly round-trip from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport according to KAYAK data over the last 5 days.
Which airline offers the most direct flights between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport?
United Airlines and American Airlines offer the most frequent direct flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport at 41 and 35 flights per week, respectively. Air Canada is another good option, operating 29 flights per week. Based on KAYAK flight data over the last 3 months.
What’s the most punctual time of day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Morning flights have the fewest delays. Evening departures experience delays most often.
Which day of the week has the fewest delays on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?
Thursday has the fewest flight delays on the Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport route, at only 9% of flights delayed. Saturday has the most delays at 16%.
Which airline is the most punctual on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?
United Airlines is the most punctual airline on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights. 91% of flights were on time in the past three months.
What’s the most popular layover airport when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.
Detroit Metropolitan Wayne County (DTW) is the most popular layover for the Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport route. 87% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via DTW.
What is the cheapest layover airport when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Flights via Charlotte Douglas (CLT) offer the most affordable fares, with an average round-trip price of C$ 283. Based on KAYAK data over the past 3 months.
Which route with a layover is the fastest from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Detroit Metropolitan Wayne County (DTW) offers the shortest 1-stop connection from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport at 4h 44m one-way, 2h 30m longer than the 2h 14m direct flight. Based on KAYAK data over the past 3 months.
When flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, which airport offers the shortest layover?
Charlotte Douglas (CLT) had the shortest average connection time for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport layovers at 3h over the past three months.
How many direct flights run daily between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport?
There are 14 to 16 flights per day from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, which is about 105 flights per week. Monday has the most departures with 15% of weekly flights.
What time of day do most flights depart from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Based on KAYAK flight schedules for the upcoming 3 months.
Most direct flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport depart in the morning, accounting for 41% of direct departures. Around 6 flights are scheduled in that window over the next three months.
Expert advice for your flight from Pearson Intl to O'Hare Intl
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
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 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 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 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 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 Pearson Intl Airport to Chicago O'Hare Intl Airport flights
Low season
February
High season
August
Cheapest flight
C$ 194
Beat the crowds with an average 26% drop in traveller numbers.
The most popular month to fly with an average 31% increase in traveller numbers.
One-way flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
When to book flights from Pearson Intl to O'Hare Intl
Are your dates flexible? Find out the best times to travel from Pearson Intl 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Flights from Pearson Intl to O'Hare Intl: the best tips from KAYAK users' own experiences
Insights shared by verified travellers who flew the route from Pearson Intl to O'Hare Intl
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 answers about this route, including flight times, airports, airlines, and booking tips.
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 6:45 am and lands at 8:59 am • Latest: departs at 7:26 pm and lands at 9:40 pm.
The flight takes about 2h 14m.
Which 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 long does a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport take?
A direct flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport takes 2h 14m, covering 1,128 km.
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.
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 C$ 329 to C$ 523, with an average of C$ 403 over the past 12 months. Anything below C$ 329 counts as a good deal.
How expensive are last-minute Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?
Last-minute fares on this route (booked within two weeks of departure) run 64% above the C$ 403 route average. Book 13 weeks before departure for the lowest fares.
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 direct options on average. Layover fares average C$ 283 round-trip via Charlotte Douglas (CLT), compared to C$ 403 for direct.
How does on-time performance compare across airlines flying from Toronto Pearson Intl Airport 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 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
On average, flights on this route are punctual 87% of the time.
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 C$ 34–C$ 140 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 Boeing 737 MAX 8 variants.
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 41% leaving in that window. Afternoon departures account for 33%, Evening flights for 26%, and Night flights for 0%.
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 C$ 310 to C$ 2,257. That means the highest observed fare was about 7x higher than the lowest one.
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.
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 C$ 230, which is 30% 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 averaging C$ 89 for economy cars. Top options include:
• Routes Car & Truck Rentals • Europcar • Hertz • Ace • Dollar
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).
What time of day has the fewest delays on flights from Toronto Pearson Intl Airport 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 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 three months, with delays averaging 2h 20m.
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) – 87% of one-stop connections • Atlanta Hartsfield-Jackson (ATL) – 3% of one-stop connections • Charlotte Douglas (CLT) – 3% of one-stop connections • Washington, D.C. Reagan-National (DCA) – 3% of one-stop connections
Can I save money by using flexible dates for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Yes. Flexible dates can save you up to 12% on flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. Thursday is the cheapest departure day at C$ 392 round-trip on average, while Monday is the most expensive at C$ 441, a difference of C$ 49.
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 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 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 44m, compared with 5h 05m via Charlotte Douglas (CLT) and 5h 07m via Washington, D.C. Reagan-National (DCA).
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.
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 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 • Porter Airlines: 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 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 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.
Are there alternative arrival airports to Chicago O'Hare International Airport (ORD)?
You can also find flights from Toronto Pearson International Airport (YYZ) that land at Chicago Midway International Airport (MDW), an alternative to ORD. MDW may be better if you will stay in Chicago's south or west sides. However, this route has limited flight options and is mainly served by one-stop flights operated by WestJet and Delta Air Lnes.
How do I get to downtown Chicago from Chicago O'Hare International Airport (ORD)?
ORD is around 29 km from downtown Chicago. If you have less luggage, consider the CTA Blue Line L-train, which takes you to downtown Chicago in 30 to 40 minutes. PACE buses, through their Route 250 and Route 330 lines, take you to different parts of downtown Chicago from ORD. Taxis, ridesharing options, and various car rental providers with a counter at the airport are other options.
What lounges are available at Toronto Pearson International Airport (YYZ)?
You can check into the Air Canada Maple Leaf Lounge, Plaza Premium Lounge, American Airlines Admirals Club (proof of American Airlines ticket required), or Air France KLM Lounge. These lounges have comfortable sofas, free WiFi, dining and entertainment options.
Which airlines have Business Class flights from Toronto Pearson Airport to Chicago O'Hare Airport?
Consider booking Air Canada, United Airlines, and American Airlines, which fly Business Class on their direct and one-stop flights from Toronto Pearson Airport (YYZ) to Chicago O'Hare Airport (ORD). This travel option lets you enjoy priority check-in and boarding, access to specific lounges, specialized onboard service, gourmet dining options, in-flight entertainment, and a special baggage allowance.
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 are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average C$ 392, about C$ 49 less than Monday fares (11% 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 54% 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 C$ 336 round-trip in that month – typically C$ 123 less than the most expensive month, which is October (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 Pearson Intl Airport 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$ 283 round-trip on this route – about C$ 119 less than direct flights (based on the last 12 months).
Toronto Pearson International Airport (YYZ) is the main hub for Canada’s national carrier Air Canada. It also serves other major airlines with domestic and international connections. Flights from Toronto Pearson Airport to Chicago O'Hare Airport (ORD) are mainly operated by Air Canada, United Airlines, ANA, American Airlines, British Airways, WestJet, and Delta Air Lines.
The YYZ to ORD route features many direct and one-stop flights. If you take a one-stop flight, you’ll likely have a layover in Ottawa (YOW), Detroit (DTW), Montreal (YUL), Atlanta (ATL), Washington (WAS), Minneapolis (MSP), New York (EWR), or Charlotte (CLT). The flight route determines the layover city since no airline has a specific layover airport.
Alternative Toronto airports with flights to Chicago O'Hare International Airport (ORD) include John C. Munro Hamilton International Airport (YHM), Region of Waterloo International Airport (YKF), and Billy Bishop Toronto City Airport (YTZ). These airports only have one-stop flights to ORD. YYZ remains the best departure airport because it has more flight options to ORD.
If you wish to extend your trip from ORD, you can fly to domestic destinations such as Atlanta, Dallas, New York, Los Angeles, and San Francisco or international destinations like London, Mexico, Tokyo, Frankfurt, and different Caribbean cities.
For eco-friendly flights from Toronto Pearson Airport to Chicago O'Hare Airport, consider booking United Airlines flights which emit 38% less CO₂ (117 kg CO₂) per passenger compared to other flights on this route. You may also consider Air Canada flights which emit 29% less CO₂ (135 kg CO₂).
Prefer to fly direct from Toronto Pearson Airport to Chicago O'Hare Airport?
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Toronto Pearson Intl to Chicago O'Hare Intl.
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 nonstop 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 nonstop flights
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Cabin classes available on flights to O'Hare Intl. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
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The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
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