Cheap Flights to Windermere

Popular airlines

Frequently asked questions

What month is the cheapest to fly to Windermere?
is the cheapest month to fly to Windermere. Demand is lower then, so you're likely to get a good deal. Organizing your trip outside of school breaks and major holidays can also help you save.
Which US cities fly direct to Windermere?
You can fly to Windermere without a stopover from 38 US cities. To find a nonstop journey, check "Direct flights only" when searching for flights to Windermere on Expedia. Then, explore your options and find the best departure out of any of these cities:

  • New York
  • Chicago
  • Newark
  • Washington
  • Orlando

How to find a cheap flight to Windermere?
Book early to maximize your chances of getting cheap flights to Windermere. Also, consider traveling during off-season months like January and December. If you jet off on a Thursday, you can save an average of 16% compared to departing on a Sunday.* Save time searching every day and set up a price alert on the Expedia app. We'll notify you when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Windermere?
Staying flexible with your travel plans may help you find last-minute offers on cheap flights to Windermere. To view all the available options, consider exploring different ticket types, changing your Windermere vacation dates, flying out of an alternative airport or using another airline.
How far in advance should I book a flight to Windermere?
Lock in your flight to Windermere two to four months ahead if you're taking off from an international destination. For domestic travel, the timeframe is around 28 days in advance. Cheaper fares and a greater choice of travel dates, times and seating options are just a few of the benefits of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Windermere?
Sundays are typically the best day to book a cheap flight to Windermere, with savings of about 8% on average compared to Fridays. If you choose to purchase on a Friday, expect to spend more as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Windermere?
You can take your pick of a variety of airlines that operate services to Windermere. A few of your best options are:

  • Air Canada - 3,056 flights to Windermere each month, including 3,056 flights to Pearson Intl. Airport (YYZ) per month.
  • American Airlines - 806 flights to Windermere each month, including 806 flights to Pearson Intl. Airport (YYZ) per month.
  • United Airlines - 686 flights to Windermere each month, including 686 flights to Pearson Intl. Airport (YYZ) per month.

Where do you fly into Windermere?
If you're flying to Windermere, the main airport to disembark at is Parry Sound, ON (YPD-Parry Sound Area Municipal). You could also fly to Windermere via Muskoka, ON (YQA).
How far is the airport from central Windermere?
You'll be approximately 15 mi northwest of the center of Windermere after jetting into Parry Sound, ON (YPD-Parry Sound Area Municipal).
Can I save money by booking a Windermere trip package?
Book a Windermere flight and hotel package deal on Expedia, and you can enjoy significant savings. It's simple to bundle your hotel and flight, and you can even add activities and car rentals to create your own personalized Windermere break. Plus, there's nothing like the convenience of booking everything in the same place.
Can I change or cancel my flight to Windermere?
It's often possible to change or cancel your flight to Windermere. Many airlines let you cancel your flight for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer you credit for future flights rather than a direct refund. To get cheap flights to Windermere with flexible change policies, check "No cancel fee" or "Changes included" during your search. Want more information? Visit our Customer Service Portal.

Book with confidence

Tips to find the cheapest flights to Windermere

The cheapest day to fly

Get started finding a cheap flight to Windermere on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

is the cheapest month to fly to Windermere. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Windermere. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Windermere, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Windermere

The lowest price for round-trip flights to Windermere in 2025 starts from , while one-way tickets start from . Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Windermere. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Windermere

are just some of the airlines that can typically offer cheap tickets to Windermere. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Windermere and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Windermere, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Windermere. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Windermere plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Windermere

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Windermere.

Stopover savings

The cheapest tickets to Windermere are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Windermere. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Windermere for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Windermere. Simply download the free Expedia app to your smart device and activate Windermere flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Windermere. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Windermere

Travel information

Destination airport
Windermere
Destination airport IATA code
YPD

Explore a world of travel with Expedia

*Available to One Key members.