$32 Cheap flight deals from Boston (BOS) to Winchester (CHA)
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This Weekend's Flight Deals from Boston to Winchester
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 $32 One Way, $63 Round Trip from Boston to Winchester
Prices starting at $63 for return flights and $32 for one-way flights to Winchester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Winchester economy flight packages
Hutton Hotel
Nov 12 - Nov 17
Boston (BOS) to Nashville (BNA)
Nashville (BNA) to Boston (BOS)
Reviewed on Jul 31, 2025
Virgin Hotels Nashville
Nov 12 - Nov 17
Boston (BOS) to Nashville (BNA)
Nashville (BNA) to Boston (BOS)
Reviewed on Feb 15, 2025
Sentral Sobro
Nov 12 - Nov 19
Boston (BOS) to Nashville (BNA)
Reviewed on Aug 6, 2025
Winchester packages with premium economy flights
Hilton Garden Inn Nashville Vanderbilt
Nov 16 - Nov 20
Boston (BOS) to Nashville (BNA)
Nashville (BNA) to Boston (BOS)
Reviewed on Aug 18, 2025
Dream Nashville, by Hyatt
Nov 16 - Nov 20
Boston (BOS) to Nashville (BNA)
Nashville (BNA) to Boston (BOS)
Reviewed on Dec 31, 2024
Bluegreen Downtown Nashville
Nov 16 - Nov 20
Boston (BOS) to Nashville (BNA)
Nashville (BNA) to Boston (BOS)
Reviewed on Jul 13, 2025
Winchester first class flight packages
Hilton Garden Inn Huntsville/Space Center
Nov 27 - Nov 30
Boston (BOS) to Huntsville (HSV)
Huntsville (HSV) to Boston (BOS)
Reviewed on Feb 17, 2023
Placemakr Huntsville - MidCity District
Nov 27 - Nov 30
Boston (BOS) to Huntsville (HSV)
Huntsville (HSV) to Boston (BOS)
Element Huntsville
Nov 27 - Nov 30
Boston (BOS) to Huntsville (HSV)
Huntsville (HSV) to Boston (BOS)
Reviewed on Apr 26, 2025
More About Flying To Winchester from Boston
Route Information for Flights from Boston to Winchester
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Winchester
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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.