A lakeside community with houses and boats.

Cheap Flights to Windermere , FL from CA $81

View CA $81 flight on Tue, Dec 1, 2026Opens in a new window

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How much is the cheapest flight to Windermere?

Prices were available within the past 7 days and start at CA $81 for one-way flights and CA $161 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Flybe
Flair Airlines
Accessrail
Arajet

Frequently asked questions

What is the name of Windermere's airport?
Windermere has just one airport, Orlando Intl. Airport (MCO).
How far is MCO from central Windermere?
It's 23 kilometres from Orlando Intl. Airport (MCO) to downtown Windermere. Make things easy by working out the quickest way of travelling from the airport to the city centre before you touchdown.
What airport is best to fly into Windermere?
Step through the doors of Orlando Intl. Airport and your Windermere adventure will have begun! The city's main airport, it's located 23 kilometres from the downtown streets.
How many airlines fly to Windermere?
There are a total of 39 airlines connecting Windermere with 153 airports across the globe.
Which airlines fly to Windermere?
Windermere receives most of its flights from United Airlines, Spirit Airlines and JetBlue with United Airlines being the favourite choice of airline. New York is the most popular city for travellers to set off from.
How many nonstop flights are there to Windermere?
Arranging an unforgettable Windermere getaway is a cinch when there are 3,585 direct flights each week to pick from.
Where are the most popular flights to Windermere departing from?
Flights to Windermere from New York, Atlanta and Newark airports are the most sought after.
How long is the flight to Windermere Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Windermere, the average flight time is 3 hours and 5 minutes. From Atlanta it takes about 1 hour and 31 minutes, and from Newark it's 3 hours and 1 minute.
How to book the cheapest flight to Windermere?
If you'd like to have some extra spending money on your trip to Windermere, listen up! As any experienced jet-setter knows, don't leave booking until the last minute. Fares are usually more expensive close to the departure date. Another excellent way to pick up the best price is to compare all options. If where you're headed has multiple airports, research the cost of flying into a smaller terminal. Lastly, be prepared to book quickly if you stumble on a great deal. It might not be available for long. With a bit of knowledge and a little good fortune, the ideal airfare can be yours.
Do you have any tips for my flight to Windermere?
We've pulled together all the info you need to make your flight as stress-free as possible. Follow our tips and you'll be zooming through the airport and having a ball in Windermere before you know it. What to pack in your hand luggage:
  • It's simple — first, pack your passport, important documents, wallet and vital medications. Next, you'll need some extra in-flight entertainment to help pass the time. A thrilling novel and a phone crammed with your favourite movies are some fantastic options. If you hope to catch forty winks, a comfy neck pillow and a pair of earplugs will also be useful. Finally, make room for a few toiletry items so you'll arrive looking and feeling fresh.
Do not pack the following items in your hand luggage:
  • Make sure you don't have sharp objects (like a knife or scissors) lurking in one of the zippers of your carry-on luggage. Other prohibited items include flammable or explosive substances, such as fuel and matches, and liquids and gels in containers larger than 3.4 ounces (100 millilitres).
What to wear on a flight:
  • Comfort should be your top priority when choosing what to wear on your flight. Loose, breathable clothing is a sensible choice, as are roomy, closed-toe shoes.
  • Most travellers have heard about deep vein thrombosis (DVT), a blood clotting condition caused by long periods of inactivity. To lower your risk on board, drink plenty of water, consider wearing compression socks or tights and keep your legs and feet moving.
How to get through airport security fast when flying to Windermere?
The answer is simple — be prepared. We've rounded up some useful tips for a stress-free trip through security. Look out Windermere, here you come:
  • Airport security personnel first need to check that you have a valid ID and matching travel documents before you can proceed any further. Have them within easy reach, ready for inspection.
  • The X-ray machine comes next. Remove anything on you that is likely to beep. This includes items like headphones or earphones, as well as heavy coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • All your electronic devices, including your phone and tablet, are also required to be scanned.
  • Any liquids or gels, such as perfume or hairspray, that you want to take on board must be no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), clear zip-close bag.
  • The right choice of footwear can save you valuable minutes. Hiking or heavy-style boots are often required to be removed and X-rayed separately. Slip-on sneakers usually aren't.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked baggage. They won't be allowed in the cabin.

Book with confidence

Find Your Flights to Windermere ORL

Cheap flights to Windermere (ORL)

Get started finding a cheap flight to Windermere on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a 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.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Windermere.

Roundtrip prices range from CA $161 - CA $369, and one-ways Windermere start as low as CA $81.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Windermere (ORL)

You have several options for which airline you choose to travel with to Windermere. There are 10 airlines flying into ORL: American Airlines, Flybe, Flair Airlines, Accessrail, Arajet. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Windermere (ORL) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to ORL in September and in December for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Windermere ORL

Travel information

Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Destination city name
Orlando
Roundtrip price
CA $297

Trending flights to Windermere

Prices were available within the past 7 days and start at CA $81 for one-way flights and CA $161 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines

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