A lakeside community with houses and boats.

Cheap Flights to Windermere , FL from CA $155

View CA $155 flight on Mon, Oct 26, 2026Opens in a new window

Popular airlines to Windermere

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How much is the cheapest flight to Windermere?

Prices were available within the past 7 days and start at CA $155 for one-way flights and CA $283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Mon, Oct 26 - Fri, Oct 30
YYZ
Toronto
MCO
Orlando
CA $283 Roundtrip, found 3 hours ago
CA $283
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Mon, Oct 26 from Toronto to Orlando, returning Fri, Oct 30, priced at CA $283 found 3 hours ago
Porter Airlines
Sun, Nov 22 - Fri, Dec 4
YHM
Hamilton
MCO
Orlando
CA $372 Roundtrip, found 18 hours ago
CA $372
Roundtrip
found 18 hours ago
Select Porter Airlines flight, departing Sun, Nov 22 from Hamilton to Orlando, returning Fri, Dec 4, priced at CA $372 found 18 hours ago
WestJet
Sun, Nov 29 - Fri, Dec 11
YYZ
Toronto
MCO
Orlando
CA $377 Roundtrip, found 1 hour ago
CA $377
Roundtrip
found 1 hour ago
Select WestJet flight, departing Sun, Nov 29 from Toronto to Orlando, returning Fri, Dec 11, priced at CA $377 found 1 hour ago
Air Canada
Tue, Dec 1 - Thu, Dec 10
YHM
Hamilton
MCO
Orlando
CA $383 Roundtrip, found 1 day ago
CA $383
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Dec 1 from Hamilton to Orlando, returning Thu, Dec 10, priced at CA $383 found 1 day ago
Delta
Thu, Nov 12 - Thu, Nov 12
YYZ
Toronto
MCO
Orlando
CA $383 Roundtrip, found 10 hours ago
CA $383
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 12 from Toronto to Orlando, returning Thu, Nov 12, priced at CA $383 found 10 hours ago

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

Expedia.ca gives you the best tools to secure great deals on flights to Windermere. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Windermere. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Windermere.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Windermere flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Windermere.

Looking to save even more? Get additional savings by bundling your Windermere flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Windermere trip!

Travel information

Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Destination city name
Orlando
Roundtrip price
CA $283

Trending flights to Windermere

Prices were available within the past 7 days and start at CA $155 for one-way flights and CA $283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Mon, Oct 26 - Fri, Oct 30
YYZ
Toronto
MCO
Orlando
CA $283 Roundtrip, found 3 hours ago
CA $283
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Mon, Oct 26 from Toronto to Orlando, returning Fri, Oct 30, priced at CA $283 found 3 hours ago

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