$50 Cheap flight deals from Fort Walton Beach - Destin (VPS) to Windermere (ORL)

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This Weekend's Flight Deals from Fort Walton Beach - Destin 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, May 18 - Wed, May 21
PNS
Pensacola Intl.
MCO
Orlando Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sun, May 18 from Pensacola Intl. to Orlando Intl., returning Wed, May 21, priced at $110 found 11 hours ago
Sat, May 17 - Wed, May 28
VPS
Northwest Florida Regional
MCO
Orlando Intl.
$324 Roundtrip, found 5 days ago
$324
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, May 17 from Northwest Florida Regional to Orlando Intl., returning Wed, May 28, priced at $324 found 5 days ago
Sat, May 17 - Tue, May 27
ECP
Northwest Florida Beaches Intl.
MCO
Orlando Intl.
$425 Roundtrip, found 5 days ago
$425
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, May 17 from Northwest Florida Beaches Intl. to Orlando Intl., returning Tue, May 27, priced at $425 found 5 days ago

Airfares from $50 One Way, $101 Round Trip from Fort Walton Beach - Destin to Windermere

Prices starting at $101 for return flights and $50 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.

Sat, May 24 - Sun, Jun 1
PNS
Pensacola
MCO
Orlando
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, May 24 from Pensacola to Orlando, returning Sun, Jun 1, priced at $101 found 1 day ago
Sat, May 24 - Sun, Jun 1
PNS
Pensacola
MCO
Orlando
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, May 24 from Pensacola to Orlando, returning Sun, Jun 1, priced at $102 found 1 day ago
Thu, May 29 - Wed, Jun 11
PNS
Pensacola
MCO
Orlando
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Pensacola to Orlando, returning Wed, Jun 11, priced at $104 found 4 days ago
Sat, May 31 - Tue, Jun 3
PNS
Pensacola
MCO
Orlando
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, May 31 from Pensacola to Orlando, returning Tue, Jun 3, priced at $177 found 4 days ago
Sat, Aug 16 - Wed, Aug 20
PNS
Pensacola
MCO
Orlando
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 16 from Pensacola to Orlando, returning Wed, Aug 20, priced at $191 found 1 day ago

Windermere economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
3.5-star property

Westgate Towers Resort

8.4/10 Very Good! (1,010 reviews)

Jul 4 - Jul 6

2 night stay

Fort Walton Beach (VPS) to Orlando (MCO)

American Airlines • Non-stop • Coach

Orlando (MCO) to Fort Walton Beach (VPS)

Delta • Non-stop • Coach
per person
found 22 hours ago
We were very pleased and happy with the room. We will be back soon 😊

Reviewed on Mar 9, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9/10 Wonderful! (1,002 reviews)

Jul 4 - Jul 6

2 night stay

Fort Walton Beach (VPS) to Orlando (MCO)

American Airlines • Non-stop • Coach

Orlando (MCO) to Fort Walton Beach (VPS)

Delta • Non-stop • Coach
per person
found 22 hours ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.

Reviewed on Oct 7, 2024

Century Millenia
3.0-star property

Century Millenia

8.8/10 Excellent! (50 reviews)

Jul 4 - Jul 6

2 night stay

Fort Walton Beach (VPS) to Orlando (MCO)

American Airlines • Non-stop • Coach

Orlando (MCO) to Fort Walton Beach (VPS)

Delta • Non-stop • Coach
per person
found 22 hours ago
I liked the roominess and the price

Reviewed on Mar 24, 2025

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More About Flying To Windermere from Fort Walton Beach - Destin

Route Information for Flights from Fort Walton Beach - Destin to Windermere

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

Fort Walton Beach - Destin 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.