Cheap flights from Chicago to Toronto - ORD to YYZ - As Low As CA $148

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

The cheapest flights to Pearson Intl. found within the past 7 days were CA $346 round trip and CA $148 one way. Prices and availability subject to change. Additional terms may apply.

Fri, May 15 - Fri, May 22

ORD

Chicago

YYZ

Toronto

CA $346

Roundtrip

found 1 day ago

Fri, May 15 - Fri, May 22

ORD

Chicago

YYZ

Toronto

CA $355

Roundtrip

found 1 day ago

Sun, Jun 21 - Tue, Jun 23

ORD

Chicago

YYZ

Toronto

CA $364

Roundtrip

found 5 days ago

Fri, May 15 - Fri, May 22

ORD

Chicago

YYZ

Toronto

CA $369

Roundtrip

found 1 day ago

Thu, Jun 4 - Sun, Jun 7

ORD

Chicago

YYZ

Toronto

CA $378

Roundtrip

found 19 hours ago

Fri, May 15 - Fri, May 22

ORD

Chicago

YYZ

Toronto

CA $378

Roundtrip

found 1 day ago

Sat, Jun 20 - Sat, Jun 20

ORD

Chicago

YYZ

Toronto

CA $380

Roundtrip

found 5 days ago

Wed, Jun 10 - Tue, Jun 30

ORD

Chicago

YYZ

Toronto

CA $383

Roundtrip

found 4 days ago

Wed, Jun 10 - Tue, Jun 30

ORD

Chicago

YYZ

Toronto

CA $391

Roundtrip

found 4 days ago

Fri, May 15 - Fri, May 22

ORD

Chicago

YYZ

CA $959

per person

Jun 24 - Jun 27

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Toronto (YYZ)

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FAQs

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.

*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.

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

Travellers

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

Pearson Intl. flight + hotel packages - economy flights

Great Canadian Casino Resort Toronto

Hotel Riu Plaza Toronto

One King West Hotel & Residence

Town Inn Suites Hotel

Holiday Inn Toronto Downtown Centre by IHG

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