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Windermere

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Windermere Flights as Low as $65

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
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Spirit Airlines
Spirit Airlines
Frontier Airlines
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American Airlines
United
Delta
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Sun Country Airlines

Cheap Flights to Windermere

Fall in love at first flight with your vacation to Windermere by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windermere on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windermere, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windermere

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windermere with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ORL airport.

What is the cheapest month to fly to Windermere?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windermere are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windermere?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windermere.

What airport is best to fly into Windermere?

When you’re planning your trip to Windermere, convenience is the name of the game. Luckily, Windermere Orlando Intl. Airport is nearby so you can deplane and get going on checking off everything on your Windermere must-do list.

How much are flights to Windermere?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windermere on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $65, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windermere?

The trick to saving a stack of cash on your flight to Windermere? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $65 right now, why wait?

Windermere Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$65

Last Minute Hotel Deals in Windermere

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,507 reviews)
"This is literally outside of the universal entrance. Very clean. It was just my husband and I but it’s also a wonderful place for little kids too. We plan on coming back and bringing our children. Clean property with friendly staff."

Reviewed on Jul 26, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (3,414 reviews)
Great Hotel
"This Hotel is Great. Clean rooms. Spacious king bed. Quiet and wonderful staff. Loved it."

Reviewed on Jul 27, 2025

Hyatt Regency Orlando International Airport
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,685 reviews)
"Beautiful spacious clean safe friendly staff secure wonderful amenities. This will be a keeper for me"

Reviewed on Jul 25, 2025

Marriott's Grande Vista
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,165 reviews)
"Super good"

Reviewed on Jul 26, 2025

Universal's Cabana Bay Beach Resort
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme ...
9.4/10 Exceptional! (818 reviews)
"The property was very clean. Staff was very nice. Pool area was clean and fun. Room was very clean. Only thing I didnt like was the shower set up and the bed matress was very uncomfortable. The shower was a half glass and the water keep running onto the floor and had use the towels to clean it up. ..."

Reviewed on Jul 27, 2025

Kompose Boutique Resort at Theme Parks
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (4,333 reviews)
"Love this hotel. Always book it for our Disney vacations."

Reviewed on Jul 25, 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
14500 Continental Gateway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (3,770 reviews)
"A great place to unwind after a day exploring Orland."

Reviewed on Jul 26, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Four Corners. Enjoy 6 outdoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the pool and the helpful ...
7.8/10 Good! (8,192 reviews)
"Overall it great place to stay"

Reviewed on Jul 25, 2025

The Grove Resort & Water Park Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.