Cheap Flights To Winchester 2026

Winchester Flights as Low as $248

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Nov 10 - Tue, Nov 10
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$248
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, Nov 10 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 10, priced at $248 found 21 hours ago
Frontier Airlines
Frontier Airlines
Alaska Airlines
American Airlines
United
Fri, Apr 9 - Mon, Apr 12
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$297
Roundtrip
found 1 day ago
Select United flight, departing Fri, Apr 9 from Los Angeles Intl. to Washington Dulles Intl., returning Mon, Apr 12, priced at $297 found 1 day ago
Southwest Airlines
Southwest Airlines
Frontier Airlines
Frontier Airlines
Sun, Nov 8 - Tue, Nov 10
ONT
Ontario Intl. Airport
BWI
Baltimore Washington Intl. Thurgood Marshall
$334
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, Nov 8 from Ontario Intl. Airport to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 10, priced at $334 found 21 hours ago
Delta
Sat, May 1 - Tue, May 18
ONT
Ontario Intl. Airport
DCA
Ronald Reagan Washington National
$351
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 1 from Ontario Intl. Airport to Ronald Reagan Washington National, returning Tue, May 18, priced at $351 found 1 day ago
Frontier Airlines
Delta
Tue, Oct 6 - Tue, Oct 20
SMF
Sacramento Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$426
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Oct 6 from Sacramento Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 20, priced at $426 found 6 days ago
American Airlines
United
American Airlines

Flights to

If is calling your name, then book your next flight to (airport). And with the AARP Travel Center Powered by Expedia®, this trip isn't too far out of reach. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed.

AARP members get exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

Whether it's a weekend getaway, tropical vacation, backpacking adventure, ski escape or another trip you're dreaming of, we'll help you get there (without breaking the bank).

Transportation at the Airport

Once you have reserved plane tickets to , you may want to book a car so you can get around on your own. You can request car rentals under our cars tab and hop into the driver's seat as soon as you step outside. For more information, check out the Winchester (and vicinity) Car Rentals Guide.

Things to Do in

Not sure where to start? Not to worry—there's plenty to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in , make sure you look at our "Things to Do in Winchester (and vicinity)" page for excursions and activities for the whole clan.

Book Your Hotel in

has hotel to choose from, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you'll get the best price out there when you stay with AARP Travel.

Booking Your Flight

Once you have planned your travel dates, allow us here at AARP Travel to connect you with inexpensive tickets to . Do not wait a moment longer—book your airfare today and land in tomorrow.