$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 - Wed, Oct 22
LGA
LaGuardia
MCO
Orlando Intl.
$141 Roundtrip, just found
$141
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Oct 12 from LaGuardia to Orlando Intl., returning Wed, Oct 22, priced at $141 just found
Sun, Oct 12 - Thu, Oct 16
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Oct 12 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Oct 16, priced at $157 just found
Sun, Oct 12 - Wed, Oct 15
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$224 Roundtrip, just found
$224
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Oct 15, priced at $224 just found
Sun, Oct 12 - Sun, Nov 2
SWF
Stewart Intl.
MCO
Orlando Intl.
$228 Roundtrip, found 4 days ago
$228
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Oct 12 from Stewart Intl. to Orlando Intl., returning Sun, Nov 2, priced at $228 found 4 days ago

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 - Tue, Nov 4
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 Tue, Nov 4, priced at $63 just found
Sun, Dec 14 - Wed, Dec 17
JFK
New York
MCO
Orlando
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Dec 14 from New York to Orlando, returning Wed, Dec 17, priced at $88 just found
Sun, Feb 1 - Thu, Feb 5
SWF
Newburgh
MCO
Orlando
$123 Roundtrip, found 4 hours ago
$123
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Feb 1 from Newburgh to Orlando, returning Thu, Feb 5, priced at $123 found 4 hours ago
Sat, Dec 6 - Tue, Dec 16
EWR
New York
MCO
Orlando
$127 Roundtrip, just found
$127
Roundtrip
just found
Select United flight, departing Sat, Dec 6 from New York to Orlando, returning Tue, Dec 16, priced at $127 just found
Tue, Oct 21 - Fri, Oct 24
LGA
New York
MCO
Orlando
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Oct 21 from New York to Orlando, returning Fri, Oct 24, priced at $127 found 3 hours ago

Windermere economy flight packages

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

Westgate Town Center Resort

8/10 Very Good! (1,360 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 $382, price is now $192 per person
$192
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed. He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides. He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter. Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it. The water park is an extra fee FYI There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.

Reviewed on Apr 6, 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 5 - Nov 9

4 night stay

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

Spirit Airlines • Non-stop • Coach

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

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $925, price is now $455 per person
$455
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 9 hours ago
Sue behind the bar was amazing. Hotel is a little dated and could use a new external color scheme. Rooms were modernized and mostly clean (sofa needs vacuumed) We had a great time and made use of all the pool areas and took advantage of happy hour every day. It is a bit of a walk from the main part of the resort to the beach so keep that in mind. Great place for family relaxing

Reviewed on Oct 5, 2025

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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 24 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 24 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 24 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 18 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 18 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 18 hours ago
Location...friendly staff...quiet place

Reviewed on Oct 5, 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.