$31 Cheap flight deals from Boston (BOS) to Windermere (ORL)
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This Weekend's Flight Deals from Boston 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.
Airfares from $31 One Way, $55 Round Trip from Boston to Windermere
Prices starting at $55 for return flights and $31 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.
Windermere economy flight packages
Westgate Vacation Villas Resort
Jan 10 - Jan 16
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on May 3, 2025
Westgate Palace Hotel / Universal / I-Drive
Jan 11 - Jan 18
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Aug 6, 2025
Summerville Vacation Homes by Columbia Management
Jan 1 - Jan 6
Boston (BOS) to Orlando (MCO)
Reviewed on Apr 19, 2021
Windermere first class flight packages
Hyatt Regency Orlando
Dec 27 - Dec 29
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Jun 29, 2025
Villatel Orlando Resort
Dec 27 - Dec 29
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Feb 3, 2025
The Delaney Hotel
Dec 27 - Dec 29
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Jul 8, 2025
More About Flying To Windermere from Boston
Route Information for Flights from Boston to Windermere
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | ORL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Windermere
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Get Bargain Fares for Boston to Windermere Flights
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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.