
$44 Cheap flight deals from Boston (BOS) to Winter Garden (ORL)
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This Weekend's Flight Deals from Boston to Winter Garden
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, $87 Round Trip from Boston to Winter Garden
Prices starting at $87 for return flights and $44 for one-way flights to Winter Garden 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 Garden economy flight packages

Westgate Lakes Resort & Spa Universal Studios Area
Sep 19 - Sep 22
Boston (BOS) to Orlando (MCO)
Reviewed on Jun 23, 2025

Westgate Blue Tree Resort in Lake Buena Vista
Aug 28 - Sep 2
Boston (BOS) to Orlando (MCO)
Reviewed on Jun 11, 2025

Westgate Town Center Resort
Aug 30 - Sep 4
Boston (BOS) to Orlando (MCO)
Reviewed on Apr 6, 2025
Winter Garden packages with premium economy flights

Westgate Town Center Resort
Sep 13 - Sep 17
Boston (BOS) to Orlando (MCO)
Reviewed on Apr 6, 2025

Westgate Palace Hotel / Universal / I-Drive
Sep 13 - Sep 17
Boston (BOS) to Orlando (MCO)
Reviewed on Jul 3, 2025

Westgate Lakes Resort & Spa Universal Studios Area
Sep 13 - Sep 17
Boston (BOS) to Orlando (MCO)
Reviewed on Jun 23, 2025
Winter Garden first class flight packages

The Resort on Cocoa Beach
Sep 12 - Sep 15
Boston (BOS) to Orlando (MCO)
Reviewed on Mar 23, 2025

Westgate Cocoa Beach Resort
Sep 12 - Sep 15
Boston (BOS) to Orlando (MCO)
Reviewed on Jan 25, 2022

More About Flying To Winter Garden from Boston
Route Information for Flights from Boston to Winter Garden
Origin Airport IATA Code | BOS |
---|---|
Destination Airport IATA Code | ORL |
Distance | 1121 mi |
Direct Flight Airlines | KLM, Qatar Airways, JAL, Icelandair, Azul, Aer Lingus, Air France, Delta Air Lines, Aeromexico, El Al, Etihad Airways, JetBlue, LATAM Airlines, SAS, Hawaiian Airlines, Korean Air, TAP Air Portugal, Virgin Atlantic, Spirit Airlines, British Airways |
Earliest Flight Arrival | 1:39PM UTC |
Latest Flight Arrival | 3:59AM UTC |
Boston to Winter Garden
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Boston to Winter Garden. Now you can book guaranteed low fares for Boston to Winter Garden flights and plan your trip with confidence.
Great deals on flights from Boston to Winter Garden
Cheap airfares on Boston to Winter Garden flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Boston to Winter Garden.
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Boston to Winter Garden flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Boston to Winter Garden flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
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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.