$29 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 $29 One Way, $59 Round Trip from Boston to Leesburg
Prices starting at $59 for return flights and $29 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
The Shores Resort & Spa
Jan 31 - Feb 4
Boston (BOS) to Orlando (MCO)
Reviewed on Sep 20, 2025
Vero Beach Inn & Suites I-95
Feb 2 - Feb 7
Boston (BOS) to Orlando (MCO)
Reviewed on Jul 14, 2025
Regal Oaks Resort Vacation Townhomes by IDILIQ
Feb 20 - Feb 28
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Sep 3, 2025
Leesburg packages with premium economy flights
DoubleTree by Hilton Orlando Airport
Feb 19 - Feb 22
Boston (BOS) to Orlando (MCO)
Reviewed on Nov 29, 2025
Meliá Orlando Celebration
Feb 19 - Feb 22
Boston (BOS) to Orlando (MCO)
Reviewed on Nov 12, 2025
Florida Hotel & Conference Center in the Florida Mall
Feb 19 - Feb 22
Boston (BOS) to Orlando (MCO)
Reviewed on Dec 9, 2025
Leesburg first class flight packages
Florida Hotel & Conference Center in the Florida Mall
Feb 21 - Feb 25
Boston (BOS) to Orlando (MCO)
Reviewed on Dec 9, 2025
Evermore Orlando Resort
Feb 21 - Feb 25
Boston (BOS) to Orlando (MCO)
Reviewed on Oct 24, 2025
The Delaney Hotel
Feb 21 - Feb 25
Boston (BOS) to Orlando (MCO)
Reviewed on Jul 8, 2025
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
Planning a trip is rarely straight forward, especially when searching for cheap deals. At Orbitz.com, we make it easier than anywhere else by providing you with guaranteed low prices. So if you are looking for Boston to Leesburg flights at low cost, you will not be disappointed.
Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Boston to Leesburg so you can reach your destination with more money in your pocket to spend.
Cheap Boston to Leesburg flights that lead to rewards
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Quality combinations
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Even last minute bookings on our apps
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Flights from Boston
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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.