$50 Cheap flight deals from Boston (BOS) to Leesburg (ORL)
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This Weekend's Flight Deals from Boston to Leesburg
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 $50 One Way, $100 Round Trip from Boston to Leesburg
Prices starting at $100 for return flights and $50 for one-way flights to Leesburg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Leesburg economy flight packages
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Oct 12 - Oct 15
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Aug 14, 2026
Florida Hotel & Conference Center in the Florida Mall
Sep 25 - Sep 29
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Aug 10, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Oct 9 - Oct 12
Boston (BOS) to Orlando (MCO)
Reviewed on Aug 16, 2026
Leesburg first class flight packages
Holiday Inn Express Starke by IHG
Sep 24 - Sep 27
Boston (BOS) to Orlando (MCO)
Reviewed on Aug 17, 2026
DoubleTree by Hilton Gainesville
Sep 24 - Sep 27
Boston (BOS) to Orlando (MCO)
Reviewed on Aug 17, 2026
More About Flying To Leesburg from Boston
Route Information for Flights from Boston to Leesburg
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | ORL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Leesburg
Looking for cheap Boston to Leesburg flights? Orbitz has the cheapest air fares for flights from Boston to Leesburg. Plus, with our cutting-edge mobile tools, travel planning has never been easier or more wallet-friendly.
Mobile Deals and Steals
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Book Hotels With Confidence
When you’re looking for hotel rooms to go with your bargain flights from Boston to Leesburg, Orbitz provides you descriptions, photos, reviews, and location maps so you know exactly what you are booking. With easy-to-use Orbitz map tools, you can search for nearby hotels on your mobile device.
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Cheap Air Ticket Prices Guaranteed
Orbitz is your number one source for low fares for Boston to Leesburg flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to Leesburg. Need hotels too? You can book them last minute on your mobile phone.
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Leesburg Airports
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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.