RM517 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

View RM517 flight on Sat, 28 Feb 2026Opens in a new window

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at RM517 for one-way flights and RM905 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM905 Return, found 6 days ago
RM905
Return
found 6 days ago
Select Air Canada flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM905 found 6 days ago
United
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM905 Return, found 6 days ago
RM905
Return
found 6 days ago
Select United flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM905 found 6 days ago
Air Canada
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM905 Return, found 6 days ago
RM905
Return
found 6 days ago
Select Air Canada flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM905 found 6 days ago
Delta
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM940 Return, found 6 days ago
RM940
Return
found 6 days ago
Select Delta flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM940 found 6 days ago
United
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM983 Return, found 6 days ago
RM983
Return
found 6 days ago
Select United flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM983 found 6 days ago
Air Canada
Wed, 14 Jan - Sat, 17 Jan
YYZ
Toronto
ORD
Chicago
RM984 Return, found 14 hours ago
RM984
Return
found 14 hours ago
Select Air Canada flight, departing Wed, 14 Jan from Toronto to Chicago, returning Sat, 17 Jan, priced at RM984 found 14 hours ago
United
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM985 Return, found 6 days ago
RM985
Return
found 6 days ago
Select United flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM985 found 6 days ago
Air Canada
Wed, 14 Jan - Sat, 17 Jan
YYZ
Toronto
ORD
Chicago
RM997 Return, found 14 hours ago
RM997
Return
found 14 hours ago
Select Air Canada flight, departing Wed, 14 Jan from Toronto to Chicago, returning Sat, 17 Jan, priced at RM997 found 14 hours ago
Air Canada
Wed, 14 Jan - Sat, 17 Jan
YYZ
Toronto
ORD
Chicago
RM998 Return, found 14 hours ago
RM998
Return
found 14 hours ago
Select Air Canada flight, departing Wed, 14 Jan from Toronto to Chicago, returning Sat, 17 Jan, priced at RM998 found 14 hours ago
American Airlines
Sat, 28 Feb - Sun, 1 Mar
YYZ
Toronto
ORD
Chicago
RM1,114 Return, found 6 days ago
RM1,114
Return
found 6 days ago
Select American Airlines flight, departing Sat, 28 Feb from Toronto to Chicago, returning Sun, 1 Mar, priced at RM1,114 found 6 days ago

Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)

February is typically the cheapest month to fly

From RM 630 - RM 1,067 per traveller.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from RM 984
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from RM 984
0
Toronto to Chicago route information
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Return price
RM905
Distance
697 km

Perfect flights from Toronto to Chicago

Your Journey from Toronto to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Toronto to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Air Canada, United, Delta, American Airlines. Our selection of flights from Pearson Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Toronto to Chicago Flights

Experience the joy of finding cheap flights from Pearson Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from RM517 and roundtrip prices from RM905*.
 

Pre-Flight Essentials

Ensure a smooth journey from Toronto to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Toronto to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Toronto to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Toronto to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Toronto to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Toronto Pearson Airport to O'Hare Airport?
The lowest price advertised for a round-trip flight between Toronton Pearson and O'Hare Airport is RM905. But you better get a move on. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pearson Intl. Airport (YYZ) to ORD?
Most flights can be cancelled online, but every airline has its own terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Pearson Intl. Airport (YYZ) to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Pearson Intl. Airport (YYZ) to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
It's just 700 kilometres between Toronto Pearson Airport and O'Hare Intl. Airport (ORD). Chances are you'll spend more time travelling to and from the airport than you will actually flying!
Which airlines fly direct from YYZ to ORD?
American Airlines (AA) is one of the top choices for travellers jetting between YYZ and O'Hare Intl. Airport (ORD). Select from the 152 flights it offers on this route each month. You could also have a look at the deals on offer with United Airlines (UA). This carrier operates 152 flights a month between Mississauga and Chicago.
Are Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Pearson Intl. Airport (YYZ) to O'Hare Airport at the last minute could save you some serious cash. However, it could end up costing a good deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated on Expedia all the time.

Explore a world of travel with Expedia

*Available to Expedia members.