Search Cheap Flights to
Windermere

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Windermere Flights as Low as $40

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

Spirit Airlines
Tue, Oct 17 - Tue, Oct 24
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$40 Roundtrip, just found
$40
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 17 from Philadelphia Intl. to Orlando Intl., returning Tue, Oct 24, priced at $40 just found
Frontier Airlines
Tue, Dec 12 - Tue, Dec 12
TTN
Mercer
MCO
Orlando Intl.
$43 Roundtrip, just found
$43
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 12 from Mercer to Orlando Intl., returning Tue, Dec 12, priced at $43 just found
Frontier Airlines
Tue, Oct 17 - Tue, Oct 24
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$44 Roundtrip, just found
$44
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 17 from Philadelphia Intl. to Orlando Intl., returning Tue, Oct 24, priced at $44 just found
Spirit Airlines
Tue, Oct 17 - Tue, Oct 24
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$47 Roundtrip, just found
$47
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 17 from Philadelphia Intl. to Orlando Intl., returning Tue, Oct 24, priced at $47 just found
Frontier Airlines
Tue, Dec 5 - Tue, Dec 12
LGA
LaGuardia
MCO
Orlando Intl.
$48 Roundtrip, found 3 hours ago
$48
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Dec 5 from LaGuardia to Orlando Intl., returning Tue, Dec 12, priced at $48 found 3 hours ago
Spirit Airlines
Sat, Nov 11 - Tue, Nov 14
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$51 Roundtrip, just found
$51
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 11 from Philadelphia Intl. to Orlando Intl., returning Tue, Nov 14, priced at $51 just found
Frontier Airlines
Wed, Oct 18 - Wed, Oct 18
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$53 Roundtrip, found 3 days ago
$53
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 18 from Philadelphia Intl. to Orlando Intl., returning Wed, Oct 18, priced at $53 found 3 days ago
Frontier Airlines
Tue, Oct 17 - Tue, Oct 24
TTN
Mercer
MCO
Orlando Intl.
$53 Roundtrip, just found
$53
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 17 from Mercer to Orlando Intl., returning Tue, Oct 24, priced at $53 just found
Frontier Airlines
Sat, Nov 11 - Tue, Nov 14
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$54 Roundtrip, just found
$54
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Nov 11 from Philadelphia Intl. to Orlando Intl., returning Tue, Nov 14, priced at $54 just found
Spirit Airlines
Wed, Oct 25 - Wed, Oct 25
EWR
Liberty Intl.
MCO
Orlando Intl.
$86 Roundtrip, found 2 hours ago
$86
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Oct 25 from Liberty Intl. to Orlando Intl., returning Wed, Oct 25, priced at $86 found 2 hours ago
Frontier Airlines
Mon, Oct 2 - Fri, Oct 6
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$93 Roundtrip, found 6 days ago
$93
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Oct 2 from Luis Munoz Marin Intl. to Orlando Intl., returning Fri, Oct 6, priced at $93 found 6 days ago
JetBlue Airways
Mon, Oct 30 - Mon, Oct 30
LGA
LaGuardia
MCO
Orlando Intl.
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 30 from LaGuardia to Orlando Intl., returning Mon, Oct 30, priced at $103 found 1 day ago
United
Mon, Oct 23 - Thu, Oct 26
EWR
Liberty Intl.
MCO
Orlando Intl.
$118 Roundtrip, found 9 hours ago
$118
Roundtrip
found 9 hours ago
Select United flight, departing Mon, Oct 23 from Liberty Intl. to Orlando Intl., returning Thu, Oct 26, priced at $118 found 9 hours ago
Delta
Tue, Oct 31 - Wed, Nov 8
LGA
LaGuardia
MCO
Orlando Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Delta flight, departing Tue, Oct 31 from LaGuardia to Orlando Intl., returning Wed, Nov 8, priced at $118 just found
American Airlines
Wed, Oct 18 - Wed, Oct 18
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 18 from Philadelphia Intl. to Orlando Intl., returning Wed, Oct 18, priced at $153 found 3 days ago
Sun Country Airlines
Thu, Nov 16 - Sun, Nov 19
EWR
Liberty Intl.
MCO
Orlando Intl.
$338 Roundtrip, found 5 days ago
$338
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Thu, Nov 16 from Liberty Intl. to Orlando Intl., returning Sun, Nov 19, priced at $338 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.

Just the right flight

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.

Frequently Asked Questions About flights to Windermere

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 October, 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 $40, 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 $40 right now, why wait?

Can I fly to Windermere right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Windermere Flight Information
Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Roundtrip price
$40

Last Minute Hotel Deals in Windermere

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
The price is $69 per night from Oct 5 to Oct 6
$69
per night
Oct 5 - Oct 6
Stay at this 3.5-star family-friendly aparthotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and a water park. Our guests praise the restaurant and the property ...
6.6/10 (5,152 reviews)
"Maravilloso"

Reviewed on Sep 24, 2023

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista
3.5 out of 5
8442 Palm Parkway, Orlando, FL
The price is $75 per night from Oct 23 to Oct 24
$75
per night
Oct 23 - Oct 24
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
8/10 Very Good! (3,927 reviews)
"The buffet was good and well priced. One entire building was under construction but that was not a problem. The elevator being out was! We had to carry our bags up 4 flights of stairs with tired kid at the end of the day. Mo at the front desk was so great! Location was great and pool was warm and ..."

Reviewed on Sep 27, 2023

Rosen Inn Lake Buena Vista
DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
The price is $87 per night from Oct 1 to Oct 2
$87
per night
Oct 1 - Oct 2
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the bar and the spacious rooms ...
6.8/10 (10,226 reviews)
"The room needs improvement, the carpet wasn’t clean, I recommend a laminate floor and clean the curtains frequently."

Reviewed on Sep 26, 2023

DoubleTree by Hilton Hotel Orlando at SeaWorld
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
The price is $108 per night from Oct 1 to Oct 2
$108
per night
Oct 1 - Oct 2
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. ...
8.4/10 Very Good! (6,680 reviews)
"The property was great, bathroom could have been cleaner but not a huge deal. Located where my conference was located and a wonderful hot tub!!!!"

Reviewed on Sep 27, 2023

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
The price is $194 per night from Oct 29 to Oct 30
$194
per night
Oct 29 - Oct 30
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the bar and the comfy rooms in ...
8.4/10 Very Good! (4,457 reviews)
"Two great pool areas with poolside restaurant and bar. Memorable 1960's decor. The staff members were all helpful and pi=lesant."

Reviewed on Sep 25, 2023

Universal's Cabana Bay Beach Resort
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $188 per night from Oct 30 to Oct 31
$188
per night
Oct 30 - Oct 31
Stay at this 4-star business-friendly aparthotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the restaurant and the property ...
9.4/10 Exceptional! (4,181 reviews)
"If you and family get stranded at the airport would def recommend. Not inexpensive last minute but rooms are big, clean and getting on the plane early the next AM couldn’t be easier. Would recommend for sure in a pinch."

Reviewed on Sep 27, 2023

Hyatt Regency Orlando International Airport
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
The price is $139 per night from Oct 29 to Oct 30
$139
per night
Oct 29 - Oct 30
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (4,073 reviews)
"Very good hotel."

Reviewed on Sep 25, 2023

Universal's Endless Summer Resort - Dockside Inn and Suites
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is $194 per night from Oct 1 to Oct 2
$194
per night
Oct 1 - Oct 2
Stay at this 4-star spa resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
8.2/10 Very Good! (4,785 reviews)
"The hotel was beautiful and we had a great time . The room was clean and comfy and very spacious. Hotel was great."

Reviewed on Sep 26, 2023

The Grove Resort & Water Park Orlando
See all 51,522 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.