Cheap Flights to Dufferin County from $60 (2026/2027)

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Orangeville

Flights
Orangeville

How Much Does it Cost To Fly To Dufferin County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Dec 21 - Wed, Jan 6
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$180 Roundtrip, found 4 hours ago
$180
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Mon, Dec 21 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Wed, Jan 6, priced at $180 found 4 hours ago
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
YYZ
Pearson Intl.
$202 Roundtrip, found 1 hour ago
$202
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Pearson Intl., returning Mon, Dec 7, priced at $202 found 1 hour ago
Fri, Jan 1 - Sat, Jan 9
IAD
Washington Dulles Intl.
YYZ
Pearson Intl.
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Fri, Jan 1 from Washington Dulles Intl. to Pearson Intl., returning Sat, Jan 9, priced at $229 found 2 hours ago
Thu, Dec 17 - Fri, Dec 18
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$238 Roundtrip, just found
$238
Roundtrip
just found
Select Air Canada flight, departing Thu, Dec 17 from Newark Liberty Intl. Airport to Pearson Intl., returning Fri, Dec 18, priced at $238 just found
Thu, Dec 10 - Fri, Dec 11
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$242 Roundtrip, found 16 hours ago
$242
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Thu, Dec 10 from Ronald Reagan Washington National to Pearson Intl., returning Fri, Dec 11, priced at $242 found 16 hours ago
Mon, Nov 23 - Fri, Nov 27
LGA
LaGuardia
YYZ
Pearson Intl.
$251 Roundtrip, found 21 hours ago
$251
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Nov 23 from LaGuardia to Pearson Intl., returning Fri, Nov 27, priced at $251 found 21 hours ago
Tue, Nov 17 - Thu, Nov 19
BOS
Logan Intl.
YKF
Region of Waterloo Intl.
$263 Roundtrip, found 10 hours ago
$263
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Tue, Nov 17 from Logan Intl. to Region of Waterloo Intl., returning Thu, Nov 19, priced at $263 found 10 hours ago
Sun, Nov 15 - Mon, Nov 16
IAD
Washington Dulles Intl.
YKF
Region of Waterloo Intl.
$265 Roundtrip, found 2 hours ago
$265
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Sun, Nov 15 from Washington Dulles Intl. to Region of Waterloo Intl., returning Mon, Nov 16, priced at $265 found 2 hours ago
Sat, Nov 14 - Sun, Nov 15
DCA
Ronald Reagan Washington National
YKF
Region of Waterloo Intl.
$265 Roundtrip, found 2 hours ago
$265
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Sat, Nov 14 from Ronald Reagan Washington National to Region of Waterloo Intl., returning Sun, Nov 15, priced at $265 found 2 hours ago
OriginDestinationTravel DatesFlights From*
YXXTorontoDecember 4 to December 6$181
LAXTorontoNovember 14 to November 17$404
YVRKitchenerNovember 7 to November 9$436
LAXKitchenerNovember 14 to November 17$545
HKGTorontoNovember 8 to November 14$861
SZXTorontoNovember 7 to November 15$911
CANTorontoNovember 1 to November 15$911
FOCTorontoNovember 30 to February 24$1,012
PVGTorontoDecember 10 to December 31$1,030
PEKTorontoNovember 16 to November 23$1,095
TFUTorontoNovember 7 to November 15$1,106
PVGKitchenerNovember 12 to November 18$1,139
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YVRTorontoOctober 18 to October 21$419
YVRKitchenerOctober 16 to October 19$694
LAXKitchenerOctober 16 to October 19$836
PVGTorontoOctober 17 to April 1$1,070
HKGTorontoOctober 17 to October 28$1,200
LAXTorontoOctober 18 to October 20$1,256
PEKTorontoOctober 18 to March 21$1,263
CANTorontoOctober 17 to October 22$1,354
*Prices include taxes and fees

Best Dufferin County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn
3.5-star property

The Waterside Inn

Dec 8 - Dec 15

7 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Coach
Price was $991, price is now $642 per person
$642
per person
found 1 day ago
Spectacular Views Apartments
4.0-star property

Spectacular Views Apartments

Nov 4 - Nov 8

4 night stay

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Coach
Save 100% on your flight
Price was $1,245, price is now $812 per person
$812
per person
found 24 hours ago
1 Hotel Toronto
5.0-star property

1 Hotel Toronto

Dec 4 - Dec 7

3 night stay

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,313, price is now $867 per person
$867
per person
found 1 day ago
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See all available trips from Boston to Dufferin County
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Travelers ❤️ These Dufferin County 🏨

Hockley Valley Resort

Hockley Valley Resort

3.5 out of 5
793522 3rd Line EHS Mono ON
Book a stay at this spa resort in Mono. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
8.2/10 Very Good! (584 reviews)
"The food was delicious especially the breakfast buffet."

Reviewed on Oct 12, 2026

Opens in a new windowHockley Valley Resort
Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

2.5 out of 5
7 Buena Vista Drive Orangeville ON
Book a stay at this business-friendly hotel in Orangeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dragonfly Park and Island Lake Conservation Area are located nearby.
Opens in a new windowBest Western Plus Orangeville Inn & Suites
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
156 Jozo Weider Blvd The Blue Mountains ON
Book a stay at this ski hotel in The Blue Mountains. Enjoy free WiFi, an outdoor pool, and 10 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
9/10 Wonderful! (6,167 reviews)
"Very clean, helpful staff& friendly staff"

Reviewed on Oct 13, 2026

Opens in a new windowBlue Mountain Resort Village Suites
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Blue Mountain Resort Inn

Blue Mountain Resort Inn

2.5 out of 5
110 Jozo Weider Blvd The Blue Mountains ON
Book a stay at this golf hotel in The Blue Mountains. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
8.8/10 Excellent! (1,856 reviews)
"Resort provides the ticket to 4 activities during stay. Kid had fun."

Reviewed on Oct 13, 2026

Opens in a new windowBlue Mountain Resort Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Dufferin County?
To give you a figure to work with, the cheapest roundtrip flight to Dufferin County cost $180 in the last seven days. An easy way to score a great deal is to be flexible with your dates. This price was available on Travelocity for flights to Dufferin County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Dufferin County?
December is the cheapest month to fly to Dufferin County based on Travelocity's direct return flight demand between January and December last year. We're here to help you score a top deal so you can start preparing your escape today.
How can I check my flight status to Dufferin County?
Check for status updates on your flight to Dufferin County, make changes and plenty more from our helpful Trips portal. Found at the top right of our homepage, it's the place to view and manage your bookings. All you need to do is log in or create a new account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get alerts for flight delays and gate changes, as well as the ability to view and book hotels, rental cars and activities while you're out and about. If you have friends or family flying with you, it's also an useful way to share your travel itinerary with each other.
How do I find the best deals on flights to Dufferin County?
Be flexible with your travel dates and there's a strong chance you'll find an epic deal. After you've searched for flights on Travelocity, hit the "Flexible dates" box above your results to compare prices with nearby days. Also try to book ahead of time and avoid peak periods. In the last seven days, the lowest price for a return flight to Dufferin County was $180. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dufferin County with Travelocity?
From cheap family flights to vacation packages, Travelocity has got you covered for awesome adventures. With everything at hand, you can spend more time gearing up for the fun things that await you in Dufferin County and less time on the nitty-gritty of travel planning. Plus with our Price Match Guarantee and online chat support, our mission is to make your next vacation the most magical one yet.
What are the most popular flight routes to Dufferin County?
If you're planning to catch a flight to Dufferin County, here are a few main routes that'll get you there:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 3,700 flights a month.
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 3,622 flights a month.
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3,583 flights a month.

How much is a flight to Dufferin County on average?
Get your next break off to a great start by snapping up a fabulous deal with Travelocity. In the last seven days, roundtrip flights to Dufferin County cost between $180 and $1,354. Look through our site and lock in an airfare that fits in your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Dufferin County?
To get an idea of the average time of a direct flight to Dufferin County, have a look at these common routes:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 4 hours and 29 minutes
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 1 hour and 44 minutes
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3 hours and 39 minutes

What can I expect on a flight to Dufferin County?
How long your flight takes and whether you go with a budget or full-service carrier will determine what to expect on board. If you're seeking long-haul flights to Dufferin County, entertainment and food should be included. After cheap flights for family vacations? Look into the deals from low-cost carriers. Typically, these airlines don't have as many inclusions, so be prepared to pay for your drinks and meals.