$76 Cheap flight deals from New York (NYC) to Winchester (DCA)
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This Weekend's Flight Deals from New York 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 $76 One Way, $149 Round Trip from New York to Winchester
Prices starting at $149 for return flights and $76 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
Ironclad Inn & Bourbon Room
Jul 27 - Jul 31
New York (JFK) to Baltimore (BWI)
Reviewed on Jun 4, 2026
Live! Casino & Hotel Maryland
Jul 24 - Jul 29
New York (NYC) to Baltimore (BWI)
Reviewed on Jul 27, 2025
More About Flying To Winchester from New York
Route Information for Flights from New York to Winchester
Origin Airport IATA Code | NYC |
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Destination Airport IATA Code | DCA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
New York to Winchester
When you’re searching for New York to Winchester flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
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Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying New York to Winchester flights. Enter your frequent flyer number with your reservation to see the miles rack up.
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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.