$43 Cheap flight deals from Boston (BOS) to Winter Park (ORL)
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This Weekend's Flight Deals from Boston to Winter Park
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 $43 One Way, $100 Round Trip from Boston to Winter Park
Prices starting at $100 for return flights and $43 for one-way flights to Winter Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Winter Park economy flight packages
Palazzo Lakeside Hotel
Nov 11 - Nov 17
Boston (BOS) to Orlando (MCO)
Reviewed on Sep 28, 2026
The Delaney Hotel
Nov 11 - Nov 14
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Sep 29, 2026
Seasons Florida Resort
Nov 11 - Nov 14
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Sep 29, 2026
Winter Park first class flight packages
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Nov 11 - Nov 17
Boston (BOS) to Orlando (MCO)
Reviewed on Sep 29, 2026
More About Flying To Winter Park from Boston
Route Information for Flights from Boston to Winter Park
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | ORL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Winter Park
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Best Deals At Your Fingertips
Orbitz combines low prices on Boston to Winter Park flights with discounts on quality hotels. Using Orbitz’s Display Matrix, you can see all your options and savings easily. With our low price guarantee, you know you have the best deals at your fingertips.
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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.