$23 Cheap Flights to Windermere , FL

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How much is the cheapest flight to Windermere?

Prices were available within the past 7 days and start at $23 for one-way flights and $45 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Jun 4 - Wed, Jun 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$45 Roundtrip, found 1 hour ago
$45
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Philadelphia Intl. to Orlando Intl., returning Wed, Jun 5, priced at $45 found 1 hour ago
Frontier Airlines
Tue, Jun 4 - Wed, Jun 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$54 Roundtrip, found 1 hour ago
$54
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Philadelphia Intl. to Orlando Intl., returning Wed, Jun 5, priced at $54 found 1 hour ago
Spirit Airlines
Tue, Jun 4 - Wed, Jun 12
EWR
Liberty Intl.
MCO
Orlando Intl.
$61 Roundtrip, found 6 hours ago
$61
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Liberty Intl. to Orlando Intl., returning Wed, Jun 12, priced at $61 found 6 hours ago
Frontier Airlines
Mon, May 20 - Wed, May 22
TTN
Mercer
MCO
Orlando Intl.
$62 Roundtrip, found 4 days ago
$62
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 20 from Mercer to Orlando Intl., returning Wed, May 22, priced at $62 found 4 days ago
Spirit Airlines
Tue, Jun 4 - Wed, Jun 5
ORD
O'Hare Intl.
MCO
Orlando Intl.
$69 Roundtrip, found 1 hour ago
$69
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 4 from O'Hare Intl. to Orlando Intl., returning Wed, Jun 5, priced at $69 found 1 hour ago

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 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.

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 $45 - $69, and one-ways to Windermere start as low as $23.

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: Spirit Airlines, Frontier Airlines. 

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 programs 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 in 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 the 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 June and in May 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.

Frequently asked questions

How do I find cheap flights to Windermere that have flexible change policies?
At Expedia, we’ve been channeling our inner Olympic gymnast to bring you the most flexible airfares around. Simply mark the “No change fee” box directly below the “Flexible change policies” subheading to find your perfect flight to Windermere.
What is the name of the airport in Windermere?
Windermere is served by a single airport, Orlando Intl. Airport (MCO).
How far is MCO from central Windermere?
It’s 25 mi from Orlando Intl. Airport to downtown Windermere. Make things easy by working out the quickest way of getting from the terminal to the city center before you land.
How can I book the cheapest flight to Windermere?
Pick up the cheapest flight by having some flexibility with your travel dates, arrival/departure airports and times, and number of stops. Cheap deals also depend on the airline. When you search for your flight to Windermere with Expedia, you can filter the results based on carriers. Another handy tip is to book ahead of time. While you may be able to find some amazing deals, prices generally increase close to the departure date. Right now, one of the cheapest one-way fares to Windermere $19. This is for a flight taking off from Charlotte in July. Enter your travel details into the search bar and check out our Windermere flight deals. Remember that if you bundle your airfare and hotel, you can snag even more savings!
Which day of the week is the best day to buy a plane ticket to Windermere?
Research suggests Sunday is the best day of the week when it comes to booking cheaper fares. Your odds of picking up a terrific deal to Windermere also depend on how far ahead you book your trip. The cheapest tickets can normally be found from 21 days to about 45 days out from your depature date. You’re also likely to find some bargains when tickets are released. Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Windermere?
People from all across the globe go through MCO every day. Step off the plane, collect your luggage and you’ll find yourself 25 mi from the downtown Windermere streets.
Which airlines fly to Windermere?
You’ll find 34 airlines connecting Windermere with 146 airports across the globe. One of the top choices is Spirit Airlines, which operates the largest number of flights to Windermere from New York. Another good option is Frontier Airlines.
How many nonstop flights are there to Windermere?
Organizing an awesome Windermere vacation is a piece of cake when there are 4,128 direct flights each week to choose from.
Where are the most popular flights to Windermere departing from?
Flights to Windermere from New York, Atlanta and Chicago airports are highly sought after.
Do you have any tips for my flight to Windermere?

  • Get your vacation off to an excellent start by being prepared. Pack the important stuff — like your passport, travel documents and any medications you need — first. Next, think about downloading the latest TV series on your tablet or phone for a binge session sans guilt. Or, bring that bestseller you’ve been itching to read. Lastly, a snack or two to nibble on and a good neck pillow will help make your flight as comfortable as possible.
  • You’ll also want to check with your airline regarding what you can’t bring on board your flight. Box cutters, utility knives, razor blades and swords are among the prohibited items. Anything flammable, explosive or sharp is generally not allowed in your carry-on baggage. Don’t forget to pack any sports equipment like ski poles or baseball bats in your checked luggage.

What to wear on a flight:

  • Whether traveling short or long-haul, layering up is key to a comfortable flight. Opt for loose, natural fabrics that will keep you fresh and pack a pullover to cope with any in-flight temperature changes. Your feet will be happy in a pair of sneakers or flat shoes.
  • Consider wearing compression socks or tights to help prevent deep vein thrombosis (DVT). This condition is a result of blood clotting that can be caused by long periods of sitting, especially on long-distance flights. Doing foot and leg exercises in your seat or wandering around the cabin are good ways to improve your circulation.

How can I get a cheap last-minute flight to Windermere?
Scoring a cheap, spur-of-the-moment flight to Windermere is as easy as having some flexibility with your travel plans. Have some wiggle room with your choice of airline, flight times and travel dates. If your destination has multiple airports, compare the prices of jetting into each of them for the best deal on your airfare.
Where can I learn more about changing or canceling my flight to Windermere?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
Flights to Windermere information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Destination city name
Orlando
Roundtrip price
$44

Trending flights to Windermere

Prices were available within the past 7 days and start at $23 for one-way flights and $45 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Jun 4 - Wed, Jun 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$45 Roundtrip, found 1 hour ago
$45
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Philadelphia Intl. to Orlando Intl., returning Wed, Jun 5, priced at $45 found 1 hour ago
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