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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
Mon, Aug 4 - Wed, Aug 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$65 Roundtrip, found 1 day ago
$65
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 4 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Wed, Aug 13, priced at $65 found 1 day ago
Frontier Airlines
Tue, Oct 14 - Tue, Oct 21
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 14 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Tue, Oct 21, priced at $70 found 1 day ago
Frontier Airlines
Tue, Aug 12 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Tue, Aug 12, priced at $71 found 1 day ago
Frontier Airlines
Thu, Oct 16 - Tue, Oct 21
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$75 Roundtrip, found 1 day ago
$75
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Tue, Oct 21, priced at $75 found 1 day ago
Frontier Airlines
Thu, Jul 31 - Tue, Aug 5
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 31 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Tue, Aug 5, priced at $76 found 1 day ago
Spirit Airlines
Mon, Aug 4 - Wed, Aug 13
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$79 Roundtrip, found 1 day ago
$79
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Aug 4 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Wed, Aug 13, priced at $79 found 1 day ago
Spirit Airlines
Wed, Sep 3 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$80 Roundtrip, found 4 hours ago
$80
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Sat, Sep 6, priced at $80 found 4 hours ago
Frontier Airlines
Wed, Sep 24 - Tue, Sep 30
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$82 Roundtrip, found 18 hours ago
$82
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Sep 24 from Philadelphia Intl. to Orlando Intl., returning Tue, Sep 30, priced at $82 found 18 hours ago
Frontier Airlines
Mon, Oct 13 - Thu, Oct 16
TTN
Mercer
MCO
Orlando Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Oct 13 from Mercer to Orlando Intl., returning Thu, Oct 16, priced at $92 found 1 day ago
Spirit Airlines
Wed, Aug 13 - Wed, Aug 20
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Detroit Metropolitan Wayne County to Orlando Intl., returning Wed, Aug 20, priced at $94 found 1 day ago
Spirit Airlines
Tue, Sep 9 - Tue, Sep 16
ORD
O'Hare Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Sep 9 from O'Hare Intl. to Orlando Intl., returning Tue, Sep 16, priced at $100 found 1 day ago
American Airlines
Tue, Sep 30 - Tue, Sep 30
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$154 Roundtrip, found 8 hours ago
$154
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Philadelphia Intl. to Orlando Intl., returning Tue, Sep 30, priced at $154 found 8 hours ago
United
Wed, Sep 3 - Wed, Sep 3
ORD
O'Hare Intl.
MCO
Orlando Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 3 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $154 found 1 day ago
Delta
Wed, Sep 3 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
MCO
Orlando Intl.
$180 Roundtrip, found 4 hours ago
$180
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Orlando Intl., returning Sat, Sep 6, priced at $180 found 4 hours ago
JetBlue Airways
Thu, Nov 20 - Thu, Nov 27
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Nov 20 from Philadelphia Intl. to Orlando Intl., returning Thu, Nov 27, priced at $209 found 4 days ago
Sun Country Airlines
Sun, Nov 2 - Thu, Nov 6
ORD
O'Hare Intl.
MCO
Orlando Intl.
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Sun, Nov 2 from O'Hare Intl. to Orlando Intl., returning Thu, Nov 6, priced at $257 found 5 days 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 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

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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

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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

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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

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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

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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

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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

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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

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The Grove Resort & Water Park Orlando
See all 52,762 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.