Cheap Flights to Windermere , FL from CA $129

View CA $129 flight on Sun, Nov. 2, 2025Opens 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 $129 for one-way flights and CA $205 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Sun, Oct. 26 - Fri, Oct. 31
YYZ
Toronto
MCO
Orlando
CA $205 Roundtrip, found 1 hour ago
CA $205
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Sun, Oct. 26 from Toronto to Orlando, returning Fri, Oct. 31, priced at CA $205 found 1 hour ago
Air Canada
Mon, Oct. 27 - Fri, Oct. 31
YYZ
Toronto
MCO
Orlando
CA $251 Roundtrip, found 1 hour ago
CA $251
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Oct. 27 from Toronto to Orlando, returning Fri, Oct. 31, priced at CA $251 found 1 hour ago
Delta
Mon, Oct. 27 - Fri, Oct. 31
YYZ
Toronto
MCO
Orlando
CA $259 Roundtrip, found 1 hour ago
CA $259
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Oct. 27 from Toronto to Orlando, returning Fri, Oct. 31, priced at CA $259 found 1 hour ago
Porter Airlines
Sun, Oct. 26 - Fri, Oct. 31
YYZ
Toronto
MCO
Orlando
CA $266 Roundtrip, found 1 hour ago
CA $266
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sun, Oct. 26 from Toronto to Orlando, returning Fri, Oct. 31, priced at CA $266 found 1 hour ago
Air Transat
Sun, Nov. 2 - Wed, Nov. 5
YUL
Montreal
MCO
Orlando
CA $311 Roundtrip, found 3 days ago
CA $311
Roundtrip
found 3 days ago
Select Air Transat flight, departing Sun, Nov. 2 from Montreal to Orlando, returning Wed, Nov. 5, priced at CA $311 found 3 days ago

Find the cheapest month to fly from Columbus (CMH) to Orlando (MCO)

January is typically the cheapest month to fly

From CA $66 - CA $536 per traveller.

Graph displaying average flight prices per month

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!

Frequently asked questions

What is the name of Windermere's airport?
Book a flight to Windermere and you'll be stepping off the plane at Orlando Intl. Airport (MCO).
How far is Orlando Intl. Airport (MCO) from central Windermere?
It's 23 kilometres from Orlando Intl. Airport to downtown Windermere. Make things easy by researching the fastest way of getting from the airport to the city centre before you arrive.
What airport is best to fly into Windermere?
Located 23 kilometres from the centre of town, Orlando Intl. Airport will likely be your first stop in Windermere.
How many airlines fly to Windermere?
Windermere is serviced by 39 air carriers from 153 worldwide airports.
Which airlines fly to Windermere?
United Airlines, Spirit Airlines and JetBlue are the most frequent fliers to Windermere. The highest number of flights come from New York, with United Airlines offering the most services on this route.
How many nonstop flights are there to Windermere?
Organizing an exciting Windermere getaway is easy when there are 3,585 nonstop flights every week to select from.
Where are the most popular flights to Windermere departing from?
Travellers frequently jet off from New York, Atlanta and Newark airports when flying to Windermere.
How long is the flight to Windermere Airport?
Which airport 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's typically 1 hour and 31 minutes, and from Newark it's 3 hours and 1 minute.
How to book the cheapest flight to Windermere?
Don't leave locking in your flight to Windermere until the last possible moment. That's one trick frequent jet-setters use to get the best prices. Booking ahead means more options and more affordable flights. Another good way to nab the most affordable fare is to compare all options. If where you're headed has several airports, be sure to look into the cost of flying into a less busy terminal. Last of all, be ready to lock in your seat quickly if you find an irresistible price. It might not be available for long! With a bit of know-how and some luck, 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 journey as stress-free as possible. Follow our tips and tricks and you'll be cruising through the airport and discovering Windermere in next to no time. What to pack in your hand luggage:

  • First of all, pack your passport, travel docs, credit cards and daily medications. Next, you'll need some in-flight entertainment to while away the time. A juicy book and a laptop filled with your favourite shows are some fantastic options. If you hope to take a short nap, a quality neck pillow and a pair of noise-cancelling headphones will also come in handy. Finally, leave space for a toothbrush and some facial wipes so you'll touchdown feeling fresh and ready to go.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between air carriers, the general guide to follow is avoid carrying anything flammable, sharp or explosive. This includes screwdrivers, pocket knives, aerosol cans and flares. Sporting equipment like ski poles, and items that could injure passengers, such as pepper spray and firearms, can't come on board with you either.

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Layer up with comfy clothing and pick shoes that are enclosed, flat and easy to pull on and off.
  • Most travellers have heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of sitting. To lower your risk on board, drink plenty of water, consider wearing compression tights or socks and move your lower limbs often.

How to get through airport security fast when flying to Windermere?
The answer is simple --- be prepared. We've rounded up some handy tips and tricks for an easy trip through airport security. Look out Windermere, here you come:

  • Your boarding pass and travel ID will need to be presented to airport security. Keep them handy so you don't hold up the line.
  • Time to strip down. Well sort of. Your belt, coat, keys and other items in your pocket, like coins, will be required to go through the X-ray machine. Make your life easier by removing them before your turn.
  • All your electronic gadgets, including your laptop and phone, will also need to be separately scanned.
  • Don't forget to remove liquids and gels from your hand luggage. They usually need to be sent through the X-ray separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-lock bag.
  • There's a good chance you'll be required to take your shoes off for scanning, so wearing lightweight sneakers is always a good idea.
  • Take all prohibited items out of 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 on board and will be confiscated.

Flights to Windermere information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Destination city name
Orlando
Roundtrip price
CA $205

Trending flights to Windermere

Prices were available within the past 7 days and start at CA $129 for one-way flights and CA $205 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Sun, Oct. 26 - Fri, Oct. 31
YYZ
Toronto
MCO
Orlando
CA $205 Roundtrip, found 1 hour ago
CA $205
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Sun, Oct. 26 from Toronto to Orlando, returning Fri, Oct. 31, priced at CA $205 found 1 hour ago
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