$44 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 $44 One Way, $92 Round Trip from Boston to Winter Park
Prices starting at $92 for return flights and $44 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
Westgate Town Center Resort
Sep 12 - Sep 20
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Apr 6, 2025
Westgate Palace Hotel / Universal / I-Drive
Sep 12 - Sep 20
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Aug 6, 2025
Westgate Lakes Resort & Spa Universal Studios Area
Sep 12 - Sep 20
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Jul 29, 2025
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 | 1121 mi |
Direct Flight Airlines | Qatar Airways, KLM, JAL, Azul, Icelandair, Aer Lingus, Air France, Delta Air Lines, Aeromexico, United Airlines, El Al, Frontier Airlines, Etihad Airways, JetBlue, LATAM Airlines, SAS, Hawaiian Airlines, Korean Air, TAP Air Portugal, Spirit Airlines, Virgin Atlantic, British Airways |
Earliest Flight Arrival | 1:17PM UTC |
Latest Flight Arrival | 3:55AM UTC |
Boston to Winter Park
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Stay Informed While You Travel
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Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Boston to Winter Park flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
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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.