$44 Cheap flight deals from Boston (BOS) to Winter Garden (ORL)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Blue Tree Resort in Lake Buena Vista
Westgate Town Center Resort
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all trips

Winter Garden packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all trips

Winter Garden first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Resort on Cocoa Beach
Westgate Cocoa Beach Resort
Harbor Island Beach Club by Villatel
Don't see what you're looking for?
See all available trips from Boston to Winter Garden
View all trips

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.

Cutting-edge mobile tools make travel easy

Now you can access your flight details on-the-go using your Android and iPhone phones and tablets. Book flights from Boston to Winter Garden directly from your mobile phone or easily check your flight status and baggage claim details or book exclusive mobile hotel deals.

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.

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.