Cheap Flights From O'Hare Intl. (ORD) To Pearson Intl. (YYZ)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Chicago (ORD) to Toronto (YYZ)

The cheapest flights to Pearson Intl. found within the past 7 days were CA $397 round trip and CA $189 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Apr 22 - Tue, May 5
ORD
Chicago
YYZ
Toronto
CA $397 Roundtrip, found 4 days ago
CA $397
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Apr 22 from Chicago to Toronto, returning Tue, May 5, priced at CA $397 found 4 days ago
Mon, May 25 - Wed, May 27
ORD
Chicago
YYZ
Toronto
CA $397 Roundtrip, found 6 days ago
CA $397
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, May 25 from Chicago to Toronto, returning Wed, May 27, priced at CA $397 found 6 days ago
Wed, May 13 - Sun, May 17
ORD
Chicago
YYZ
Toronto
CA $405 Roundtrip, found 3 days ago
CA $405
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 13 from Chicago to Toronto, returning Sun, May 17, priced at CA $405 found 3 days ago
Fri, May 15 - Wed, May 20
ORD
Chicago
YYZ
Toronto
CA $424 Roundtrip, found 2 hours ago
CA $424
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, May 15 from Chicago to Toronto, returning Wed, May 20, priced at CA $424 found 2 hours ago
Fri, Apr 3 - Mon, Apr 6
ORD
Chicago
YYZ
Toronto
CA $431 Roundtrip, found 22 hours ago
CA $431
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Fri, Apr 3 from Chicago to Toronto, returning Mon, Apr 6, priced at CA $431 found 22 hours ago
Fri, May 15 - Wed, May 20
ORD
Chicago
YYZ
Toronto
CA $432 Roundtrip, found 2 hours ago
CA $432
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, May 15 from Chicago to Toronto, returning Wed, May 20, priced at CA $432 found 2 hours ago
Wed, May 13 - Sun, May 17
ORD
Chicago
YYZ
Toronto
CA $440 Roundtrip, found 3 days ago
CA $440
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 13 from Chicago to Toronto, returning Sun, May 17, priced at CA $440 found 3 days ago
Wed, Apr 1 - Mon, Apr 6
ORD
Chicago
YYZ
Toronto
CA $445 Roundtrip, found 6 days ago
CA $445
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Apr 1 from Chicago to Toronto, returning Mon, Apr 6, priced at CA $445 found 6 days ago
Wed, May 13 - Sun, May 17
ORD
Chicago
YYZ
Toronto
CA $446 Roundtrip, found 3 days ago
CA $446
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 13 from Chicago to Toronto, returning Sun, May 17, priced at CA $446 found 3 days ago
Fri, May 15 - Wed, May 20
ORD
Chicago
YYZ
Toronto
CA $459 Roundtrip, found 2 hours ago
CA $459
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, May 15 from Chicago to Toronto, returning Wed, May 20, priced at CA $459 found 2 hours ago

Pearson Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was CA $676, price is now CA $558 per person
CA $558
per person
Apr 13 - Apr 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was CA $1,051, price is now CA $762 per person
CA $762
per person
Apr 13 - Apr 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Price was CA $892, price is now CA $776 per person
CA $776
per person
Apr 13 - Apr 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
The Westin Toronto Airport

The Westin Toronto Airport

4 out of 5
Price was CA $743, price is now CA $648 per person
CA $648
per person
Apr 13 - Apr 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was CA $722, price is now CA $640 per person
CA $640
per person
Apr 13 - Apr 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Don't see what you're looking for?
See all available trips from O'Hare Intl. to Pearson Intl.
View all trips

Frequently asked questions

Are there direct flights from O'Hare Airport to Toronto Pearson Airport?
Your next unforgettable adventure is on the other side of a single flight. You can jet direct from ORD to Toronton Pearson with multiple airlines, including Air Canada and United Airlines.
What airlines fly from ORD to YYZ?
If you're planning a trip to Toronto from Chicago, you'll find a number of airlines that offer direct flights. One of the best is Air Canada (AC), which operates 152 flights each month. If you need more options, have a look at the deals on offer from United Airlines (UA). This airline has 95 flights on the Chicago to Toronto route each month. Between the two, we're sure you'll find a deal to suit your needs.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.