$61 Cheap flight deals from Naples (APF) to Windermere (ORL)

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This Weekend's Flight Deals from Naples 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.

Sat, Jul 4 - Sun, Jul 5
RSW
Southwest Florida Intl.
MCO
Orlando Intl.
$456 Roundtrip, found 1 day ago
$456
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jul 4 from Southwest Florida Intl. to Orlando Intl., returning Sun, Jul 5, priced at $456 found 1 day ago

Airfares from $61 One Way, $117 Round Trip from Naples to Windermere

Prices starting at $117 for return flights and $61 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.

Wed, Jul 22 - Wed, Jul 29
RSW
Fort Myers
MCO
Orlando
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Fort Myers to Orlando, returning Wed, Jul 29, priced at $117 found 1 day ago
Tue, Jul 21 - Tue, Jul 28
RSW
Fort Myers
MCO
Orlando
$120 Roundtrip, found 3 hours ago
$120
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Jul 21 from Fort Myers to Orlando, returning Tue, Jul 28, priced at $120 found 3 hours ago
Tue, Jul 21 - Tue, Jul 28
RSW
Fort Myers
MCO
Orlando
$130 Roundtrip, found 3 hours ago
$130
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Jul 21 from Fort Myers to Orlando, returning Tue, Jul 28, priced at $130 found 3 hours ago
Wed, Jul 22 - Wed, Jul 29
RSW
Fort Myers
MCO
Orlando
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Fort Myers to Orlando, returning Wed, Jul 29, priced at $138 found 1 day ago
Tue, Jul 21 - Tue, Jul 28
RSW
Fort Myers
MCO
Orlando
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Jul 21 from Fort Myers to Orlando, returning Tue, Jul 28, priced at $141 found 3 hours ago

Windermere economy flight packages

Price found within the past 48 hours. Click for updated prices.
Destiny Palms Hotel Maingate West
2.5-star property

Destiny Palms Hotel Maingate West

8.2/10 Very Good! (2,393 reviews)

Aug 4 - Aug 8

4 night stay

Fort Myers (RSW) to Orlando (MCO)

Southwest Airlines • Roundtrip • Coach
Price was $296, price is now $221 per person
$221
per person
found 6 hours ago
A good affordable hotel to stay if your on a budget

Reviewed on Jun 29, 2026

Seasons Florida Resort
2.0-star property

Seasons Florida Resort

9/10 Wonderful! (3,647 reviews)

Aug 4 - Aug 8

4 night stay

Fort Myers (RSW) to Orlando (MCO)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $418, price is now $242 per person
$242
per person
found 6 hours ago
Was a great room. Especially for the rate

Reviewed on Jul 1, 2026

Galleria Palms Hotel
2.5-star property

Galleria Palms Hotel

9/10 Wonderful! (3,755 reviews)

Aug 4 - Aug 8

4 night stay

Fort Myers (RSW) to Orlando (MCO)

Southwest Airlines • Roundtrip • Coach
Price was $376, price is now $271 per person
$271
per person
found 6 hours ago
THE GOOD: Great location Free parking Fair price Plantain chips in the vending machines Proficient maintenence department THE BAD: Blurry 720p TV One elevator was out of order Breakfast menu lacked variety Incompetent housekeeping No mention of deposit requirement until after booking/paying Inconsistent bedding / mattresses

Reviewed on Jun 30, 2026

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More About Flying To Windermere from Naples

Route Information for Flights from Naples to Windermere

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

Naples 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.