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Windermere

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Windermere Flights as Low as $66

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

Frontier Airlines
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, May 1, priced at $66 found 1 hour ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$73 Roundtrip, found 1 hour ago
$73
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $73 found 1 hour ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$74 Roundtrip, found 1 hour ago
$74
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $74 found 1 hour ago
Frontier Airlines
Fri, May 15 - Mon, May 18
LGA
LaGuardia
MCO
Orlando Intl.
$75 Roundtrip, just found
$75
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 15 from LaGuardia to Orlando Intl., returning Mon, May 18, priced at $75 just found
Spirit Airlines
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, May 1, priced at $76 found 1 hour ago
Spirit Airlines
Tue, Mar 3 - Wed, Mar 11
LGA
LaGuardia
MCO
Orlando Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Wed, Mar 11, priced at $78 found 2 hours ago
Frontier Airlines
Tue, Mar 3 - Wed, Mar 11
LGA
LaGuardia
MCO
Orlando Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Wed, Mar 11, priced at $78 found 2 hours ago
Frontier Airlines
Tue, Apr 28 - Wed, Apr 29
TTN
Mercer
MCO
Orlando Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Mercer to Orlando Intl., returning Wed, Apr 29, priced at $78 found 5 days ago
Frontier Airlines
Sun, Mar 1 - Wed, Mar 18
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Philadelphia Intl. to Orlando Intl., returning Wed, Mar 18, priced at $79 found 5 days ago
Frontier Airlines
Sat, Feb 21 - Wed, Mar 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 21 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 4, priced at $85 found 1 day ago
Delta
Wed, Apr 22 - Wed, Apr 29
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$127 Roundtrip, found 2 hours ago
$127
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Apr 22 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Apr 29, priced at $127 found 2 hours ago
United
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Apr 28 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, May 1, priced at $127 found 1 hour ago
JetBlue Airways
Wed, Apr 22 - Wed, Apr 29
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$127 Roundtrip, found 2 hours ago
$127
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Apr 22 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Apr 29, priced at $127 found 2 hours ago
American Airlines
Tue, May 19 - Fri, May 29
LGA
LaGuardia
MCO
Orlando Intl.
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 19 from LaGuardia to Orlando Intl., returning Fri, May 29, priced at $127 found 4 hours ago
Breeze Airways
Sun, Mar 1 - Thu, Mar 5
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$168 Roundtrip, found 11 hours ago
$168
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sun, Mar 1 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Mar 5, priced at $168 found 11 hours ago
Sun Country Airlines
Thu, Jul 9 - Sun, Jul 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$423 Roundtrip, found 7 hours ago
$423
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Thu, Jul 9 from John F. Kennedy Intl. to Orlando Intl., returning Sun, Jul 12, priced at $423 found 7 hours ago

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 April, 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 $66, 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 $66 right now, why wait?

Windermere Flight Information
Destination airport
Orlando Sanford Intl.
Destination airport IATA code
SFB
Roundtrip price
$339

Last Minute Hotel Deals in Windermere

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,646 reviews)
Nice room, no breakfast on weekdays! Marketplace ran out of pepperoni pizzas. Shuttle service was very good. Reserved parking fee on credit card even though I have a car? (Removed at checkout)

Reviewed on Feb 19, 2026

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Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (9,067 reviews)
Bathroom -shower had soap residue in drain and floors weren’t too clean. Floors weren’t clean

Reviewed on Feb 19, 2026

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The Grove Resort & Water Park Orlando
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
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,894 reviews)
Room has a mold smell and smoke smell

Reviewed on Feb 19, 2026

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DoubleTree by Hilton at the Entrance to Universal Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (6,372 reviews)
food was terrible, had to buy floaties for lazy river which is so worthless since we flew in and can't really take it back.

Reviewed on Feb 19, 2026

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Universal's Cabana Bay Beach Resort
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.6/10 Good! (6,566 reviews)
Despite Expedia showing a “what you see is what you pay” price be prepared to pay an extra 100+ for parking and resort fees. The fact that they have the parking listed as an “optional” fee despite it being mandatory is absolutely scummy. Also, pictures are misleading in showing that the stay would ...

Reviewed on Feb 19, 2026

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DoubleTree by Hilton Hotel Orlando at SeaWorld
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,405 reviews)
The room was clean and well equipped. The location and grounds are perfect. The check-in was a little painful and we initially were given a room that was occupied. The second room was good.

Reviewed on Feb 20, 2026

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Vacation Village Orlando, Celebration
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Book a stay at this 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. ...
9/10 Wonderful! (3,911 reviews)
Everything was amazing, rooms were large and clean, staff was attentive and the location was perfect!!

Reviewed on Feb 18, 2026

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Marriott's Grande Vista
Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport

3 out of 5
8101 Aircenter Ct Orlando FL
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (600 reviews)
We had issues with the TV in the room. We made several attempts to get it working, then took the remote to the front desk thinking that it needed batteries. The front desk clerk gave us a remote that was not compatible with the tv. Finally after several trips he came down and got the tv and remote ...

Reviewed on Feb 20, 2026

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Sonesta Essential Orlando Airport
See all 53,437 properties in Windermere
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.