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Windermere

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Windermere Flights as Low as $377

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

Arajet
Sun, May 24 - Sun, Jun 14
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$377 Roundtrip, found 3 days ago
$377
Roundtrip
found 3 days ago
Select Arajet flight, departing Sun, May 24 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Sun, Jun 14, priced at $377 found 3 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$402 Roundtrip, found 4 days ago
$402
Roundtrip
found 4 days ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $402 found 4 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$418 Roundtrip, found 2 days ago
$418
Roundtrip
found 2 days ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $418 found 2 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$432 Roundtrip, found 3 days ago
$432
Roundtrip
found 3 days ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $432 found 3 days ago
Arajet
Tue, May 26 - Tue, Jun 16
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$477 Roundtrip, found 23 hours ago
$477
Roundtrip
found 23 hours ago
Select Arajet flight, departing Tue, May 26 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Jun 16, priced at $477 found 23 hours ago
Azul
Thu, May 28 - Tue, Jun 2
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$582 Roundtrip, found 18 hours ago
$582
Roundtrip
found 18 hours ago
Select Azul flight, departing Thu, May 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 2, priced at $582 found 18 hours ago
Copa
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$591 Roundtrip, found 1 hour ago
$591
Roundtrip
found 1 hour ago
Select Copa flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $591 found 1 hour ago
United
Wed, Aug 12 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$625 Roundtrip, found 1 hour ago
$625
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Aug 12 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $625 found 1 hour ago
avianca
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$637 Roundtrip, found 1 hour ago
$637
Roundtrip
found 1 hour ago
Select avianca flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $637 found 1 hour ago
LATAM Airlines Group
Tue, May 19 - Sun, May 31
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$669 Roundtrip, found 18 hours ago
$669
Roundtrip
found 18 hours ago
Select LATAM Airlines Group flight, departing Tue, May 19 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sun, May 31, priced at $669 found 18 hours ago
American Airlines
Tue, Jun 2 - Tue, Jun 9
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$683 Roundtrip, found 1 hour ago
$683
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Jun 2 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Tue, Jun 9, priced at $683 found 1 hour ago
GOL Linhas Aereas S.A.
Wed, Aug 12 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$716 Roundtrip, found 1 hour ago
$716
Roundtrip
found 1 hour ago
Select GOL Linhas Aereas S.A. flight, departing Wed, Aug 12 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $716 found 1 hour ago
Azul
Wed, May 6 - Wed, May 13
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$804 Roundtrip, found 5 hours ago
$804
Roundtrip
found 5 hours ago
Select Azul flight, departing Wed, May 6 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, May 13, priced at $804 found 5 hours ago
Delta
Wed, Aug 12 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$821 Roundtrip, found 1 hour ago
$821
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Aug 12 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $821 found 1 hour ago
Air Canada
Wed, Sep 9 - Sat, Sep 26
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$876 Roundtrip, found 13 hours ago
$876
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Wed, Sep 9 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Sat, Sep 26, priced at $876 found 13 hours ago
Aeromexico
Wed, Aug 12 - Wed, Aug 19
GRU
Guarulhos - Governor André Franco Montoro Intl.
MCO
Orlando Intl.
$1,286 Roundtrip, found 1 hour ago
$1,286
Roundtrip
found 1 hour ago
Select Aeromexico flight, departing Wed, Aug 12 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Intl., returning Wed, Aug 19, priced at $1,286 found 1 hour 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 May, 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 $377, 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 $377 right now, why wait?

Windermere Flight Information
Destination airport
Orlando Sanford Intl.
Destination airport IATA code
SFB
Roundtrip price
$376

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 aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,289 reviews)
Vistana never disappoints… Best place to stay… thanks for a great stay

Reviewed on Apr 26, 2026

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Sheraton Vistana Resort Villas, Lake Buena Vista/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! (6,690 reviews)
Overall had a great experience, enjoyed the fact that a Starbucks was on the property. Along with dining area to purchase food and the shuttles to the park. Only concern was not enough washcloth for the amount of people I reserved for and needed to call each and every time.

Reviewed on Apr 26, 2026

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Universal's Cabana Bay Beach Resort
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! (9,670 reviews)
Properties not too bad had we ended up changing rooms because the front of the hotel was very noisy. They were able to accommodate us because it wasn’t so busy. The hotel has definitely been heavily used although the stay was still nice. Everything in the hotel is very expensive. Food quality isn’t ...

Reviewed on Apr 26, 2026

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The Grove Resort & Water Park Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,390 reviews)
Centrico

Reviewed on Apr 26, 2026

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Rosen Inn at Pointe Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (6,229 reviews)
The room was pretty clean, however because they allow dogs. We found two ticks that we killed right after we walked in the door. The restaurant Drafts has some of the best food any resort has on site. The staff were excellent.

Reviewed on Apr 26, 2026

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Westgate Lakes Resort & Spa Universal Studios Area
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful ...
7.8/10 Good! (4,474 reviews)
Apariencia física

Reviewed on Apr 25, 2026

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Avanti International Resort
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

3 out of 5
6323 International Dr Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. ...
8.4/10 Very Good! (667 reviews)
love the entire experience

Reviewed on Apr 26, 2026

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B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
Walt Disney World Dolphin

Walt Disney World Dolphin

4 out of 5
1500 Epcot Resort Blvd Lake Buena Vista FL
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...
9/10 Wonderful! (4,178 reviews)
Nice room and wonderful amenities .

Reviewed on Apr 26, 2026

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Walt Disney World Dolphin
See all 53,420 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.