
$51 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 $51 One Way, $102 Round Trip from Boston to Leesburg
Prices starting at $102 for return flights and $51 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

Palazzo Lakeside Hotel
Jun 25 - Jul 3
Boston (BOS) to Orlando (MCO)
Reviewed on Apr 28, 2026

Westgate Palace Hotel / Universal / I-Drive
Jun 18 - Jun 21
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Apr 3, 2026

The Delaney Hotel
Jun 26 - Jul 4
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Jul 8, 2025
Leesburg packages with premium economy flights


Hilton Daytona Beach Oceanfront Resort
Jul 2 - Jul 8
Boston (BOS) to Orlando (MCO)
Reviewed on Apr 27, 2026

Studio 1 Motel
Jul 2 - Jul 8
Boston (BOS) to Orlando (MCO)
Reviewed on Jun 19, 2024
Leesburg first class flight packages

The Delaney Hotel
Jun 19 - Jun 25
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Jul 8, 2025

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
Jun 19 - Jun 25
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)

Evermore Orlando Resort
Jun 19 - Jun 25
Boston (BOS) to Orlando (MCO)
Orlando (MCO) to Boston (BOS)
Reviewed on Oct 24, 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
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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.


