Flights To Simcoe County - Cheap Flights Starting at CA $87

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

Jet to one of Simcoe County's top cities

A historic brick building with green shutters and a sign for 'Arcade'.

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.

Fri, Sep 11 - Fri, Sep 11
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
CA $154 Roundtrip, found 1 hour ago
CA $154
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Fri, Sep 11 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Fri, Sep 11, priced at CA $154 found 1 hour ago
Wed, Sep 9 - Mon, Sep 14
YWG
Winnipeg James Armstrong Richardson Intl.
YTZ
Billy Bishop Toronto City
CA $188 Roundtrip, found 4 days ago
CA $188
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Sep 9 from Winnipeg James Armstrong Richardson Intl. to Billy Bishop Toronto City, returning Mon, Sep 14, priced at CA $188 found 4 days ago
Mon, Oct 5 - Thu, Oct 8
YHZ
Stanfield Intl.
YTZ
Billy Bishop Toronto City
CA $188 Roundtrip, found 4 hours ago
CA $188
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Mon, Oct 5 from Stanfield Intl. to Billy Bishop Toronto City, returning Thu, Oct 8, priced at CA $188 found 4 hours ago
Thu, Sep 17 - Sun, Sep 20
YHZ
Stanfield Intl.
YTZ
Billy Bishop Toronto City
CA $188 Roundtrip, found 4 hours ago
CA $188
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Thu, Sep 17 from Stanfield Intl. to Billy Bishop Toronto City, returning Sun, Sep 20, priced at CA $188 found 4 hours ago
Thu, Oct 15 - Thu, Oct 15
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
CA $192 Roundtrip, found 3 days ago
CA $192
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Oct 15 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Thu, Oct 15, priced at CA $192 found 3 days ago
Tue, Sep 8 - Fri, Sep 18
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
CA $194 Roundtrip, just found
CA $194
Roundtrip
just found
Select Flair Airlines flight, departing Tue, Sep 8 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Fri, Sep 18, priced at CA $194 just found
Thu, Sep 10 - Sun, Sep 13
YHZ
Stanfield Intl.
YYZ
Pearson Intl.
CA $205 Roundtrip, just found
CA $205
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Sep 10 from Stanfield Intl. to Pearson Intl., returning Sun, Sep 13, priced at CA $205 just found
Tue, Sep 8 - Tue, Sep 8
YXE
John G. Diefenbaker Intl.
YYZ
Pearson Intl.
CA $226 Roundtrip, found 6 hours ago
CA $226
Roundtrip
found 6 hours ago
Select WestJet flight, departing Tue, Sep 8 from John G. Diefenbaker Intl. to Pearson Intl., returning Tue, Sep 8, priced at CA $226 found 6 hours ago
OriginDestinationTravel datesFlights from*
YVRTorontoSeptember 18 to September 19CA $419
LAXTorontoSeptember 11 to September 17CA $557
LAXTorontoAugust 26 to September 7CA $739
CANTorontoOctober 7 to November 5CA $1,223
PVGTorontoOctober 7 to October 22CA $1,333
FOCTorontoOctober 5 to November 5CA $1,451
HKGTorontoOctober 16 to October 24CA $1,532
HKGTorontoOctober 2 to October 22CA $1,583
PEKTorontoSeptember 16 to September 30CA $1,589
PVGTorontoOctober 9 to October 19CA $1,621
XIYTorontoOctober 3 to November 2CA $1,857
CTUTorontoJuly 23 to September 28CA $2,018
CANTorontoSeptember 13 to February 20CA $2,021
SZXTorontoAugust 27 to September 3CA $2,355
PEKTorontoJuly 26 to August 30CA $2,480
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YVRTorontoJuly 11 to July 25CA $625
YXXTorontoJuly 11 to July 16CA $657
LAXTorontoJuly 12 to July 19CA $1,309
LAXTorontoJuly 12 to August 8CA $1,340
CANTorontoJuly 11 to July 15CA $1,520
PVGTorontoJuly 10 to July 26CA $1,868
HKGTorontoJuly 12 to July 22CA $1,969
HKGTorontoJuly 10 to July 20CA $2,013
FOCTorontoJuly 11 to July 19CA $2,035
CTUTorontoJuly 11 to August 12CA $2,182
PEKTorontoJuly 11 to August 4CA $2,434
PEKTorontoJuly 12 to August 30CA $2,468
SZXTorontoJuly 11 to July 15CA $2,548
XIYTorontoJuly 11 to July 25CA $2,566
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

Sep 18 - Sep 22

4 night stay

Vancouver (YVR) to Toronto (YYZ)

WestJet • Non-stop roundtrip • Coach
Price was CA $2,082, price is now CA $1,414 per person
CA $1,414
per person
found 1 day ago
Fort York Suites Toronto
3.5-star property

Fort York Suites Toronto

Sep 11 - Sep 18

7 night stay

St. John's (YYT) to Toronto (YYZ)

Flair Airlines • Roundtrip • Coach
Price was CA $2,440, price is now CA $1,622 per person
CA $1,622
per person
found 13 hours ago
The Hazelton Hotel Toronto
5.0-star property

The Hazelton Hotel Toronto

Sep 24 - Sep 27

3 night stay

Winnipeg (YWG) to Toronto (YYZ)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $2,656, price is now CA $1,938 per person
CA $1,938
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Vancouver to Simcoe County
View all trips

Travelers ❤️ These Simcoe County 🏨

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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
8.4/10 Very good! (1,586 reviews)
"Amazing! The staff made you feel like you were family. Whatever we needed, the staff was there to provide exceptional service with genuine smiles & care."

Reviewed on Jul 7, 2026

Opens in a new windowLiving Water Resort and Spa
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 Vettä Nordic Spa are located nearby.
9/10 Wonderful! (1,017 reviews)
"My husband and I have stayed at this resort a number of times and usually have no issues. However this time I had bad experience. I used the hot tub on the first day we were there for less than a hour and by the next day my bathing suit went from black to brown. I told the receptionist and she just ..."

Reviewed on Jul 7, 2026

Opens in a new windowCarriage Ridge Resort, an Ascend Collection Resort
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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
9/10 Wonderful! (1,502 reviews)
"Clean room and nice to have breakfast included"

Reviewed on Jul 6, 2026

Opens in a new windowDays Inn & Suites by Wyndham Collingwood
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Georgian Bay Hotel Trademark Collection by Wyndham

Georgian Bay Hotel Trademark Collection by Wyndham

3 out of 5
10 Vacation Inn Collingwood ON
Stay at this resort in Collingwood. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. Popular attractions Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
8.6/10 Excellent! (1,017 reviews)
"Staff was excellent , property was well kept and loved the indoor and outdoor pool , overall no complaints !"

Reviewed on Jul 7, 2026

Opens in a new windowGeorgian Bay Hotel Trademark Collection by Wyndham
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 CA $154 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?
September 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, CA $154 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 CA $154 and CA $2,566. 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.