$32 Cheap flight deals from New York (NYC) to Windermere (ORL)

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This Weekend's Flight Deals from New York to Windermere

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 12 - Fri, Oct 17
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$151 Roundtrip, just found
$151
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Oct 12 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, Oct 17, priced at $151 just found
Sun, Oct 12 - Fri, Oct 17
LGA
LaGuardia
MCO
Orlando Intl.
$151 Roundtrip, just found
$151
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Oct 12 from LaGuardia to Orlando Intl., returning Fri, Oct 17, priced at $151 just found
Sat, Oct 11 - Tue, Oct 14
HPN
Westchester County
MCO
Orlando Intl.
$161 Roundtrip, found 15 hours ago
$161
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Oct 11 from Westchester County to Orlando Intl., returning Tue, Oct 14, priced at $161 found 15 hours ago
Sat, Oct 11 - Thu, Oct 23
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Oct 11 from John F. Kennedy Intl. to Orlando Intl., returning Thu, Oct 23, priced at $217 just found

Airfares from $32 One Way, $63 Round Trip from New York to Windermere

Prices starting at $63 for return flights and $32 for one-way flights to Windermere were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 28 - Wed, Oct 29
EWR
New York
MCO
Orlando
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 28 from New York to Orlando, returning Wed, Oct 29, priced at $63 just found
Sun, Dec 7 - Tue, Dec 16
JFK
New York
MCO
Orlando
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Dec 7 from New York to Orlando, returning Tue, Dec 16, priced at $88 just found
Sun, Jan 11 - Thu, Jan 15
SWF
Newburgh
MCO
Orlando
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jan 11 from Newburgh to Orlando, returning Thu, Jan 15, priced at $123 found 1 day ago
Wed, Nov 19 - Mon, Nov 24
LGA
New York
MCO
Orlando
$127 Roundtrip, found 13 hours ago
$127
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Nov 19 from New York to Orlando, returning Mon, Nov 24, priced at $127 found 13 hours ago
Tue, Oct 28 - Wed, Oct 29
EWR
New York
MCO
Orlando
$129 Roundtrip, just found
$129
Roundtrip
just found
Select United flight, departing Tue, Oct 28 from New York to Orlando, returning Wed, Oct 29, priced at $129 just found

Windermere economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

8/10 Very Good! (1,684 reviews)

Nov 12 - Nov 15

3 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $365, price is now $185 per person
$185
per person
found 1 day ago
Always a good time at Westgate Resort

Reviewed on May 3, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,012 reviews)

Nov 8 - Nov 14

6 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $1,199, price is now $529 per person
$529
per person
found 1 day ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

Westgate Cocoa Beach Resort
4.0-star property

Westgate Cocoa Beach Resort

8.8/10 Excellent! (486 reviews)

Nov 21 - Nov 25

4 night stay

New York (JFK) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to New York (JFK)

JetBlue Airways • Coach
Price was $1,384, price is now $688 per person
$688
per person
found 1 hour ago
Our room was beautiful, very clean and equipped with everything we could need. Unfortunately the pool was out of commission along with the hot tub but wasn’t communicated after booking. There isn’t much to do at the hotel if you catch a rainy day like we did

Reviewed on Jan 25, 2022

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Windermere packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Lifetime of Vacations Resort
3.0-star property

Lifetime of Vacations Resort

9.4/10 Exceptional! (146 reviews)

Nov 15 - Nov 22

7 night stay

New York (LGA) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Price was $762, price is now $531 per person
$531
per person
found 16 hours ago
Great place to stay.

Reviewed on Jan 1, 2022

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,012 reviews)

Nov 15 - Nov 22

7 night stay

New York (LGA) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,485, price is now $747 per person
$747
per person
found 16 hours ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

Bryan’s Spanish Cove
3.0-star property

Bryan’s Spanish Cove

9.4/10 Exceptional! (1,002 reviews)

Nov 15 - Nov 22

7 night stay

New York (LGA) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,079, price is now $695 per person
$695
per person
found 16 hours ago
Clean apartment and great staff. Communication was clear and professional. Very nice to be by a lake.

Reviewed on Sep 27, 2025

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Windermere first class flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Orlando International Airport by IHG
2.5-star property

Holiday Inn Express Orlando International Airport by IHG

9/10 Wonderful! (1,833 reviews)

Nov 21 - Nov 24

3 night stay

New York (JFK) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $839, price is now $771 per person
$771
per person
found 10 hours ago
Good hotel to stay at for an overnight stay before a cruise . Would like the room to have more lamps.

Reviewed on Jul 13, 2025

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,003 reviews)

Nov 21 - Nov 24

3 night stay

New York (JFK) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $1,089, price is now $918 per person
$918
per person
found 10 hours ago
Great location for hospital access

Reviewed on Jul 8, 2025

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
3.0-star property

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

9/10 Wonderful! (411 reviews)

Nov 21 - Nov 24

3 night stay

New York (JFK) to Orlando (MCO)

American Airlines • Non-stop • FirstClass

Orlando (MCO) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $907, price is now $834 per person
$834
per person
found 10 hours ago
The property was well kept and convenient to locations

Reviewed on Sep 18, 2025

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More About Flying To Windermere from New York

Route Information for Flights from New York to Windermere

Origin Airport IATA Code
NYC
Destination Airport IATA Code
ORL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

New York to Windermere

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.