$104 Cheap United flights Toronto (YYZ) to Chicago (ORD)

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$104 Cheap United flights Toronto (YYZ) to Chicago (ORD)

Prices were available within the past 7 days and start at $104 for one-way flights and $155 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Feb 4 - Mon, Feb 9
YYZ
Toronto
ORD
Chicago
$155 Roundtrip, just found
$155
Roundtrip
just found
Select United flight, departing Wed, Feb 4 from Toronto to Chicago, returning Mon, Feb 9, priced at $155 just found
United
Fri, Jan 9 - Sun, Feb 1
YYZ
Toronto
ORD
Chicago
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jan 9 from Toronto to Chicago, returning Sun, Feb 1, priced at $179 found 2 days ago
United
Sat, Feb 7 - Sun, Feb 8
YYZ
Toronto
ORD
Chicago
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select United flight, departing Sat, Feb 7 from Toronto to Chicago, returning Sun, Feb 8, priced at $189 found 2 days ago
United
Tue, Jan 20 - Tue, Feb 10
YYZ
Toronto
ORD
Chicago
$193 Roundtrip, found 6 days ago
$193
Roundtrip
found 6 days ago
Select United flight, departing Tue, Jan 20 from Toronto to Chicago, returning Tue, Feb 10, priced at $193 found 6 days ago
United
Wed, Feb 4 - Mon, Feb 9
YYZ
Toronto
ORD
Chicago
$195 Roundtrip, just found
$195
Roundtrip
just found
Select United flight, departing Wed, Feb 4 from Toronto to Chicago, returning Mon, Feb 9, priced at $195 just found
United
Wed, Jan 28 - Sat, Jan 31
YYZ
Toronto
ORD
Chicago
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select United flight, departing Wed, Jan 28 from Toronto to Chicago, returning Sat, Jan 31, priced at $204 found 5 days ago

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

February is typically the cheapest month to fly

From $152 - $258 per traveler.

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $852
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $852
0
Flights from Toronto (YYZ) to Chicago (ORD)
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Popular airline
WestJet
Distance
436 mi

Frequently asked questions

How much is a United Airlines flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
You'll discover affordable return United Airlines flights from $155 from YYZ to ORD by sorting your results from "Price (lowest to highest)" on Expedia. Or look for options from $104 for a one-way trip.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from YYZ to ORD with United Airlines?
January is one of the cheapest months to get away to Chicago with United Airlines. You could also find excellent prices on one-way and return tickets in February.
What is the cheapest time to book flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) with United Airlines?
Look for United Airlines flights from YYZ to ORD about one month before you want to leave. The most affordable time to book an international flight is usually 18 to 29 days ahead of your departure date when you can save 17% versus booking four to five months in advance. Regardless of itinerary or fare class, the best day of the week to book international airfare is usually Sunday. Friday is often the most expensive. Passengers who book on a Sunday can save 17% on average compared to those who book on a Friday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
United Airlines offers direct flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD), with 41 weekly departures. Simply choose the "Nonstop" and "Airline" filters while searching on Expedia to show all direct United Airlines flights to ORD.
How long does it take to fly from YYZ to ORD with United Airlines?
Take off from Pearson Intl. Airport (YYZ) for O'Hare Intl. Airport (ORD) on a direct United Airlines flight, and you'll be in the sky for around 2h 12m.
Which day of the week has the most United Airlines flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Tuesday has the most United Airlines flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD). With 6 daily departures, this is the best day of the week to find something that will suit your schedule.
What is the earliest United Airlines flight from YYZ to ORD?
Taking off from YYZ at 6:52AM UTC-5, the first United Airlines flight to ORD lands at 8:05AM UTC-6. Traveling early means you're less likely to experience delays.* Not a morning person? The last United Airlines flight from YYZ to ORD departs at 9:00PM UTC-5 and touches down at 10:13PM UTC-6.*Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in Chicago?
O'Hare Intl. Airport (ORD) is the primary Chicago gateway for United Airlines flights from Pearson Intl. Airport (YYZ).
Why fly with United Airlines from YYZ to ORD?
A rewarding loyalty program and the ability to rack up points through United Mileage Plus are the start of the reasons to leave from YYZ to ORD with United Airlines. Plus, when you sign up to our One Key™ program, you can receive OneKeyCash™* on top of any airline loyalty program earnings. It's yours to use wherever your next trip takes you.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
You'll likely board an Embraer 170 or an Embraer 175 when flying United Airlines from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD). However, keep in mind that a different aircraft could be assigned to your route due to operational demands.
Can I change or cancel my United Airlines flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
It's usually possible to cancel or reschedule your flight, although there may be additional fees if you booked over 24 hours ago. Want to keep your options open? Make use of our "No cancel fee" or "Changes included" filter to find flights that won't charge you extra if you need to revise your plans. To modify your booking, go to "Trips," select your flight and click on "Manage Booking" for more information.

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