Cheap Flights to Simcoe County from $99 (2026/2027)

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Collingwood

Flights
Collingwood

How Much Does it Cost To Fly To Simcoe County?

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

Mon, Oct 26 - Wed, Nov 18
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$234 Roundtrip, found 8 hours ago
$234
Roundtrip
found 8 hours ago
Select Delta flight, departing Mon, Oct 26 from Ronald Reagan Washington National to Pearson Intl., returning Wed, Nov 18, priced at $234 found 8 hours ago
Mon, Oct 26 - Wed, Nov 18
IAD
Washington Dulles Intl.
YYZ
Pearson Intl.
$255 Roundtrip, found 8 hours ago
$255
Roundtrip
found 8 hours ago
Select Delta flight, departing Mon, Oct 26 from Washington Dulles Intl. to Pearson Intl., returning Wed, Nov 18, priced at $255 found 8 hours ago
Wed, Oct 28 - Thu, Oct 29
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Oct 28 from Logan Intl. to Billy Bishop Toronto City, returning Thu, Oct 29, priced at $256 found 1 day ago
Fri, Oct 23 - Mon, Oct 26
EWR
Newark Liberty Intl. Airport
YTZ
Billy Bishop Toronto City
$260 Roundtrip, found 4 days ago
$260
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, Oct 23 from Newark Liberty Intl. Airport to Billy Bishop Toronto City, returning Mon, Oct 26, priced at $260 found 4 days ago
Tue, Oct 27 - Wed, Oct 28
BOS
Logan Intl.
YYZ
Pearson Intl.
$264 Roundtrip, found 12 hours ago
$264
Roundtrip
found 12 hours ago
Select Porter Airlines flight, departing Tue, Oct 27 from Logan Intl. to Pearson Intl., returning Wed, Oct 28, priced at $264 found 12 hours ago
Wed, Oct 28 - Fri, Oct 30
DCA
Ronald Reagan Washington National
YTZ
Billy Bishop Toronto City
$268 Roundtrip, found 6 days ago
$268
Roundtrip
found 6 days ago
Select Air Canada flight, departing Wed, Oct 28 from Ronald Reagan Washington National to Billy Bishop Toronto City, returning Fri, Oct 30, priced at $268 found 6 days ago
Mon, Oct 26 - Wed, Oct 28
LGA
LaGuardia
YYZ
Pearson Intl.
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Mon, Oct 26 from LaGuardia to Pearson Intl., returning Wed, Oct 28, priced at $269 found 2 days ago
Mon, Nov 9 - Thu, Nov 12
IAD
Washington Dulles Intl.
YTZ
Billy Bishop Toronto City
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Nov 9 from Washington Dulles Intl. to Billy Bishop Toronto City, returning Thu, Nov 12, priced at $271 found 2 days ago
Sun, Nov 22 - Tue, Nov 24
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$275 Roundtrip, found 4 hours ago
$275
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Sun, Nov 22 from Newark Liberty Intl. Airport to Pearson Intl., returning Tue, Nov 24, priced at $275 found 4 hours ago
OriginDestinationTravel DatesFlights From*
YVRTorontoOctober 22 to October 24$257
LAXGravenhurstNovember 19 to November 26$587
HKGTorontoOctober 27 to November 22$861
CANTorontoNovember 26 to January 24$925
PVGTorontoNovember 18 to March 17$955
PEKTorontoNovember 12 to April 7$992
SZXTorontoDecember 23 to January 24$1,049
FOCTorontoNovember 26 to December 1$1,103
TFUTorontoNovember 7 to November 15$1,106
PEKTorontoNovember 12 to April 7$1,248
XIYTorontoNovember 8 to November 15$1,263
PVGTorontoNovember 22 to November 29$1,334
HKGTorontoNovember 7 to November 14$1,434
CANTorontoNovember 8 to November 12$1,944
SZXTorontoDecember 23 to January 24$3,993
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YVRTorontoOctober 11 to October 19$348
YVRTorontoOctober 9 to October 16$530
LAXTorontoOctober 10 to November 7$890
LAXTorontoOctober 11 to October 20$1,012
PVGTorontoOctober 11 to November 8$1,186
PVGTorontoOctober 11 to November 8$1,188
PEKTorontoOctober 11 to October 31$1,264
CANTorontoOctober 11 to October 26$1,331
FOCTorontoOctober 11 to October 18$1,382
TFUTorontoOctober 9 to October 13$2,014
*Prices include taxes and fees

Best Simcoe County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Spectacular Views Apartments
4.0-star property

Spectacular Views Apartments

Oct 22 - Oct 27

5 night stay

Washington (WAS) to Toronto (YYZ)

American Airlines • Roundtrip • Coach
Price was $1,901, price is now $1,037 per person
$1,037
per person
found 1 day ago
1 Hotel Toronto
5.0-star property

1 Hotel Toronto

Dec 26 - Jan 2

7 night stay

Fort Lauderdale (FLL) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Fort Lauderdale (FLL)

Delta • Coach
Save 100% on your flight
Price was $2,700, price is now $1,664 per person
$1,664
per person
found 1 day ago
Four Seasons Hotel Toronto
5.0-star property

Four Seasons Hotel Toronto

Dec 3 - Dec 6

3 night stay

Fort Lauderdale (FLL) to Toronto (YYZ)

Flair Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,769, price is now $1,124 per person
$1,124
per person
found 10 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Simcoe County 🏨

Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave Collingwood ON
Book a stay at this golf resort in Collingwood. Enjoy free WiFi, free parking, and an outdoor pool. 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.
8.2/10 Very Good! (1,370 reviews)
"We stayed at the Living Stone Golf Resort for our anniversary this past weekend. It was our first time in Collingwood. We were disappointed in a few things. The hotel itself was ok. There were some issues within the rooms (like caulking around the tub, holes in the bathroom mirrors, dirty carpet) ..."

Reviewed on Oct 6, 2026

Opens in a new windowLiving Stone Golf Resort
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

2.5 out of 5
3303 Line 3 N Oro-Medonte ON
Book a stay at this family-friendly hotel in Oro-Medonte. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Horseshoe Valley and Mount St. Louis Moonstone are located nearby.
8.8/10 Excellent! (1,014 reviews)
"The room was a good size and clean. There is no breakfast options at all which is wildly unhelpful for a hotel that is in the middle of nowhere. The staff both through messaging platform and in person were not overly accommodating."

Reviewed on Oct 6, 2026

Opens in a new windowCarriage Ridge Resort, an Ascend Collection Resort
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
Book a stay at this spa resort in Collingwood. Enjoy an outdoor pool, a full-service spa, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
8.4/10 Very Good! (1,585 reviews)
"Restaurant food and staff were great. Room was fantastic."

Reviewed on Oct 6, 2026

Opens in a new windowLiving Water Resort and Spa
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Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

2.5 out of 5
15 Cambridge Street Collingwood ON
Book a stay at this business-friendly hotel in Collingwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Opens in a new windowDays Inn & Suites by Wyndham Collingwood
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 Simcoe County?
In the last seven days, the cheapest roundtrip flight to Simcoe County cost $234 on our site. Take a look at our superb deals, book your tickets and prepare for your next getaway. This price was available on Travelocity for flights to Simcoe County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Simcoe County?
October is the cheapest period to jet off to Simcoe County — that's based on Travelocity's direct return flight demand from January to December last year. We can help you find a great bargain so you can start organizing your getaway today.
How can I check my flight status to Simcoe County?
Get useful updates about any changes to your flights and gate numbers with Trips. Travelocity's customer portal can be found at the top of our homepage and is the place to view and manage your bookings. Sign in to your account or create a new one within seconds and get access to what you need. You can also use the Travelocity app to see the details of your flight to Simcoe County while you're out and about — and even while you're offline. The app can sort out all your booking needs. Whether you want to add transportation from your airport or share travel details with any members of your family flying with you, the app is your one-stop shop.
How do I find the best deals on flights to Simcoe County?
One easy way to land an awesome deal is to be flexible with your dates. Start by searching for your flight to Simcoe County, then tap on the "Flexible dates" box at the top of the page. This will reveal any cheaper prices for the surrounding dates. Want another great tip? Book in advance. To give you an idea of fares, $234 was the best price for a return flight to Simcoe County in the last seven days. 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 Simcoe County with Travelocity?
An amazing getaway is only a click of a button away when you make a reservation with Travelocity. With a wide selection of choices and competitive deals on cheap family flights, places to stay, rental cars and more, we make it simple to discover the best prices for you. You can also take advantage of our 24/7 online chat support and free cancellations on most hotels during every stage of the process. Wander with us and snag your cheap flights to Simcoe County today.
What are the most popular flight routes to Simcoe County?
If you're planning to book a flight to Simcoe County, here are some major routes to consider:

  • 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 Simcoe County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Simcoe County cost between $234 and $3,993. When you're ready to take off, Travelocity will help you find a fare that won't blow 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 Simcoe County?
Listed below are a selection of leading direct flights to Simcoe County and their average flight times:

  • 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 Simcoe County?
This mainly depends on where you're flying from and which airline company you go with. You're likely to find all kinds of flights to Simcoe County, from first class fares to cheap flights for family vacations. For long-haul flights, airlines will typically offer warm meals and entertainment as well as games for the youngsters.