$101 Cheap flights to Simcoe County

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Top places to visit in Simcoe County

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Collingwood

Collingwood
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Wasaga Beach

Wasaga Beach
Innisfil water front beach shore line with farm land and lake simco in view
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Innisfil

Innisfil

Cheap flights to Simcoe County from $101 One Way, $224 Round Trip

$224 return flights and $101 one-way flights to Simcoe County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 22 - Thu, Sep 24
BOS
Boston
YTZ
Toronto
$224 Roundtrip, found 19 hours ago
$224
Roundtrip
found 19 hours ago
Select Porter Airlines flight, departing Tue, Sep 22 from Boston to Toronto, returning Thu, Sep 24, priced at $224 found 19 hours ago
Thu, Aug 6 - Tue, Aug 11
BOS
Boston
YYZ
Toronto
$246 Roundtrip, found 17 hours ago
$246
Roundtrip
found 17 hours ago
Select Air Canada flight, departing Thu, Aug 6 from Boston to Toronto, returning Tue, Aug 11, priced at $246 found 17 hours ago
Sat, Oct 10 - Sat, Oct 17
LGA
New York
YYZ
Toronto
$253 Roundtrip, found 11 hours ago
$253
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Oct 10 from New York to Toronto, returning Sat, Oct 17, priced at $253 found 11 hours ago
Tue, Jul 21 - Tue, Jul 21
EWR
New York
YYZ
Toronto
$260 Roundtrip, found 12 hours ago
$260
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Tue, Jul 21 from New York to Toronto, returning Tue, Jul 21, priced at $260 found 12 hours ago
Mon, Jul 13 - Mon, Jul 20
IAD
Washington
YTZ
Toronto
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Mon, Jul 13 from Washington to Toronto, returning Mon, Jul 20, priced at $266 found 1 day ago
Thu, Aug 13 - Mon, Aug 17
BOS
Boston
YQA
Muskoka District
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Aug 13 from Boston to Muskoka District, returning Mon, Aug 17, priced at $273 found 4 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YXXTorontoJune 19 to July 5$466
YVRTorontoJune 19 to June 22$691
LAXTorontoJune 21 to June 24$969
HKGTorontoJune 20 to September 19$1,006
LAXTorontoJune 21 to June 24$1,226
PVGTorontoJune 20 to July 6$1,461
CANTorontoJune 20 to December 20$1,467
PEKTorontoJune 21 to June 25$1,487
HKGTorontoJune 20 to September 19$2,555
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Simcoe County Accommodation Deals

Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $170 total per night from Jun 21 to Jun 22
$170 total
Jun 21 - Jun 22
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,580 reviews)
"Room was advertised with waterview but after booking was confirmed a message was received that water view is not guaranteed. Room smelled of bleach. Bed was ok. Plenty of other choices around. Wasn’t worth it for me."

Reviewed on Jun 15, 2026

Opens in a new windowLiving Water Resort and Spa
Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Jul 5 to Jul 6
$128 total
Jul 5 - Jul 6
Total with taxes and fees
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 ...
8.2/10 Very Good! (1,259 reviews)
"The elevator hadn't been working for days before we arrived. We were on the 5th floor so had to walk up each time. They kept saying it would be working the next day. We were supposed to stay for 5 nights but cancelled the last night due to the stairs. I have knee and ankle issues. When we checked ..."

Reviewed on Jun 15, 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
Fully refundable
$87 nightly
The price is $99 total per night from Jun 28 to Jun 29
$99 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
9/10 Wonderful! (1,009 reviews)
"The play machines in the Reception area are to loud and should be moved to a separate room. Other than that everything was fantastic 😍"

Reviewed on Jun 15, 2026

Opens in a new windowCarriage Ridge Resort, an Ascend Collection Resort
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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
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $142 total per night from Jun 17 to Jun 18
$142 total
Jun 17 - Jun 18
Total with taxes and fees
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 ...
9/10 Wonderful! (1,494 reviews)
"Hotel was great. Directly besides a major grocery store(Metro)and on the main highway through town. Minutes to the trails and walking distance to the water and many restaurants."

Reviewed on Jun 15, 2026

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Simcoe County

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Simcoe County and Simcoe County flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Simcoe County?
Browse the deals from the 12 airlines that offer services to Simcoe County. Whether you'd like to get comfy in first class or save cash in economy, there'll be a seat for you. Jet off to Pearson Intl. Airport (YYZ) with one of these international carriers:

  • Air Canada - 2,321 flights to Simcoe County per month
  • American Airlines - 433 flights to Simcoe County per month
  • Delta - 311 flights to Simcoe County per month

How much is a flight to Simcoe County?
This week, prices ranged between $224 and $2,555 for a return fare to Simcoe County. Fares one-way from Boston (BOS) dipped as low as just $101 over the same time period.
How to book the cheapest flight to Simcoe County?
Scoring cheap flights to Simcoe County is as easy as booking your ticket with Orbitz. But if you're eager to make sure you're nabbing the best flight deals around, here are some suggestions your wallet will love:

  • Depending on your place of departure, click on the 'Nearby airports' function (located under the departure and arrival form fields). Sometimes, other departure points will have more competitive fares.
  • Also, click on the 'Show flexible dates' option to bring up the prices on days either side of your chosen departure. You may be able to score cheaper flight deals if your itinerary is flexible.
  • Select 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Once you've sorted out your travel dates, don't drag your feet booking a flight. Airfares usually rise as the departure date nears.
  • Consider combining your flights, hotels and car rentals into a package deal to make your dollar go further.
  • Flying during busier seasons can mean higher airfares. Try to travel outside of popular periods, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Simcoe County?
Book your flights to Simcoe County in January. This is the perfect time of the year for bargain airfares, closely followed by February and August. Score cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Simcoe County?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book a flight to Simcoe County. If you're after the best airfares, search across those days and you could land a fantastic flight deal.
What is the cheapest day of the week to fly to Simcoe County?
Everyone enjoys a bargain, so think about going earlier in the week to nab cheap flights to Simcoe County. Orbitz data from 2020 shows you can pick up the best deals on flights leaving on Mondays. Tuesday is the next cheapest day, while Saturdays are the costliest. Many passengers like to start their trip on weekends, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Simcoe County?
According to Orbitz data, you should fly out in August. This is generally an excellent month to score cheap flights to Simcoe County. Keep in mind that the most expensive time to get on a plane is in June.
Which airlines allow free cancellation?
Life changes, and your ticket should be able to do the same. That's why Orbitz makes it easy to search for flights with no change fees and free cancellation. Simply enter your departure and arrival points and then select "Filter by flexible change policies." Talk about peace of mind!
What do I need for the flight to Simcoe County?
There is so much to plan for any big trip, so it's useful to get a little bit of help before you set out. Here are a few suggestions to make sure you're ready for departure:

  • Travel documentation such as e-tickets and identification are a must. To avoid any unnecessary delays when you check in, make sure your booking is made with the same name, birth date and gender as indicated on your current ID.
  • Stuff your carry-on bag with snacks and things to keep you busy and you'll easily pass the time on your medium-haul flight. If you get the chance, hop on the airport's Wi-Fi and transfer your favorite podcast or playlist to your device ahead of your journey.
  • Aeroplane cabins can often get quite cool. If you decide to travel during the height of summer, make sure you bring some warm clothes just in case.

How do I get cheap first-class/business deals to Simcoe County?
If you think a first or business-class ticket is beyond your grasp, you may want to think again. Here are some tips to help you pick up a premium flight to Simcoe County for less:

  • Be more flexible with your travel dates and hold out for huge sales on business or first-class airfares.
  • Budget airlines offer business-class seats at affordable prices. Give the full-service carriers a miss and go with one of these cheaper options.
  • Take advantage of your airline's frequent flyer program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Simcoe County?
People come from near and far to go to Simcoe County in February, July and August. So if you'd love to experience this exciting destination in the tourist season, this is the time to go. As with many places in the Northern Hemisphere, the summer begins June 20 in Simcoe County, with average daily temperatures fluctuating between 55 ºF and 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.