Cheap flights To Winchester (DCA) from $24

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Cheap Flights to Winchester from $24 One Way, $47 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 21 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$47 Roundtrip, found 12 hours ago
$47
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, May 28, priced at $47 found 12 hours ago
Thu, May 29 - Mon, Jun 2
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$53 Roundtrip, just found
$53
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 29 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 2, priced at $53 just found
Wed, May 21 - Wed, May 21
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$63 Roundtrip, found 6 days ago
$63
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, May 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, May 21, priced at $63 found 6 days ago
Thu, May 29 - Mon, Jun 2
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$77 Roundtrip, just found
$77
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 2, priced at $77 just found
Wed, May 28 - Wed, Jun 4
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$85 Roundtrip, found 1 hour ago
$85
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, May 28 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Jun 4, priced at $85 found 1 hour ago
Sat, Aug 16 - Sat, Aug 16
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$93 Roundtrip, found 4 days ago
$93
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Sat, Aug 16, priced at $93 found 4 days ago
Thu, Jun 5 - Mon, Jun 9
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$101 Roundtrip, found 1 hour ago
$101
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jun 5 from Dallas-Fort Worth Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 9, priced at $101 found 1 hour ago
Thu, May 29 - Mon, Jun 2
BOS
Logan Intl.
IAD
Washington Dulles Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select United flight, departing Thu, May 29 from Logan Intl. to Washington Dulles Intl., returning Mon, Jun 2, priced at $140 found 1 day ago
Mon, Jun 2 - Mon, Jun 2
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jun 2 from Logan Intl. to Ronald Reagan Washington National, returning Mon, Jun 2, priced at $152 found 2 days ago
Fri, Jun 6 - Mon, Jun 9
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$155 Roundtrip, found 2 hours ago
$155
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Jun 6 from Logan Intl. to Ronald Reagan Washington National, returning Mon, Jun 9, priced at $155 found 2 hours ago

Winchester Flight Information

Traveling To
Winchester
Destination Airport IATA Code
DCA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, American Airlines, United, JetBlue Airways, Delta
Flight Price
$47
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Winchester economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Pentagon
3.0-star property

Hotel Pentagon

Jun 13 - Jun 15

2 night stay

Austin (AUS) to Washington (DCA)

American Airlines • Non-stop • Coach

Washington (DCA) to Austin (AUS)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
Comfort Inn Ballston
2.5-star property

Comfort Inn Ballston

Jun 13 - Jun 15

2 night stay

Austin (AUS) to Washington (DCA)

American Airlines • Non-stop • Coach

Washington (DCA) to Austin (AUS)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
Holiday Inn Arlington at Ballston by IHG
3.0-star property

Holiday Inn Arlington at Ballston by IHG

Jun 13 - Jun 15

2 night stay

Austin (AUS) to Washington (DCA)

American Airlines • Non-stop • Coach

Washington (DCA) to Austin (AUS)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
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See all available trips from Austin to Winchester
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Winchester first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Nell - Union Market
3.0-star property

Hotel Nell - Union Market

8.2/10 Very Good! (489 reviews)

Jun 16 - Jun 20

4 night stay

Houston (IAH) to Washington (DCA)

United • Roundtrip • FirstClass
per person
found 1 day ago
Great for young professional.

Reviewed on Oct 17, 2024

Sofitel Washington DC Lafayette Square
5.0-star property

Sofitel Washington DC Lafayette Square

9/10 Wonderful! (1,008 reviews)

Jun 16 - Jun 20

4 night stay

Houston (IAH) to Washington (DCA)

United • Roundtrip • FirstClass
per person
found 1 day ago
Always love staying at this property when I'm in DC. It's convenient location to other points around the city, easy access via car or rail from the airport, super-friendly staff and comfy, clean rooms are a bonus.

Reviewed on Mar 28, 2025

Hotel Washington
5.0-star property

Hotel Washington

9/10 Wonderful! (2,290 reviews)

Jun 16 - Jun 20

4 night stay

Houston (IAH) to Washington (DCA)

United • Roundtrip • FirstClass
per person
found 1 day ago
Perfect location and well maintained property. We would stay there again.

Reviewed on Apr 1, 2025

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Winchester

Save more on flights to Winchester while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Winchester

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Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Winchester flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Winchester a breeze.

Frequently asked questions

Which airlines fly to Winchester?
With 20 airlines operating services to Washington Dulles Intl. Airport (IAD), the entryway to Winchester, the choice is all yours. Score an awesome deal among these renowned international airlines that’ll get you to this city:

  • United Airlines - 442 flights to Winchester per month
  • Air Canada - 86 flights to Winchester per month
  • Avianca - 73 flights to Winchester per month

What is the best airport to fly to in Winchester?
Winchester, VA (WGO-Winchester Regional) is the main arrival point to the city, so your trickiest decision will be the window seat or the aisle seat. Downtown Winchester is around 3 miles away and where many travelers start their adventure.
How much is a flight to Winchester?
Lots of incredible deals were had this week, with return flights to Winchester fluctuating from $47 to $155. But it was travelers flying in from Atlanta (ATL) who snapped up the biggest bargains. One-way flights to Winchester fell to a low $24.
How to book the cheapest flight to Winchester?
Landing cheap flights to Winchester is as simple as booking your ticket with Orbitz. But if you want to make sure you’re getting the best flight deals around, here are a few tips your wallet will love:

  • Depending on where you’re coming from, click on the ‘Nearby airports’ function (located under the departure and arrival form fields). In some cases, other departure points offer more competitive fares.
  • Also, click on the ‘Show flexible dates’ option to view the prices on days either side of your selected departure. It’s possible to pick up cheaper flight deals if your travel dates are flexible.
  • To filter your results, click on ‘Show options.’ You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose your preferred departure and arrival times under ‘Sort & Filter’ to the left.
  • Book your airfare as soon as you’ve sorted your travel dates. While it does happen occasionally, flights rarely drop in price as your date of departure nears.
  • Bundle your flights, hotels and car rental into a package deal and score great discounts. Save your money for things you’re really excited about, like exploring Winchester.
  • Where possible, avoid traveling during the busy season. Airfares soar during school breaks, summer and other vacation periods like Easter and Christmas.

What is the best time to book a flight to Winchester?
Pick up a bargain and book your seats to Winchester in January. If you’ve missed this month, don’t stress. February and August often have low airfares as well. Just make sure you don’t sleep on a sale though — cheap flights come and go in an instant!
What day of the week is the cheapest to book a flight to Winchester?
When it comes to cheap flights to Winchester, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Winchester?
If you’re looking for cheap flights to Winchester, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Winchester?
To book cheap flights to Winchester, you should pack your bags and depart in August. Orbitz data has found that this is generally the best month to save a bundle on your airfare. If you want to jet to Winchester in June, it’s worth remembering that this is the most expensive time of year to take a trip.
Which airlines allow free cancellation?
Orbitz makes it easy to find carriers that offer flexibility. Simply click on “Filter by flexible change policies” when searching for your flights and bingo! We’ll show you options that include free cancellation, no change fees and of course, the very best price.
What do I need for the flight to Winchester?
The secret to a comfortable flight is preparation. Listed below are some useful tips that’ll help get you ready for your journey:

  • Your travel documents are the most important things you’ll need to take with you on your flight. To avoid any dramas at the time of check-in, make sure that the personal info on your ticket corresponds with your government-issued ID.
  • Take some activities to keep you amused on your journey to Winchester. Books, magazines and electronic gadgets like e-readers and tablets will do the trick. Don’t forget to take a refillable water bottle with you as well. Even on short flights, it’s important to stay hydrated.
  • Whatever the temperature is doing outside, plane cabins can get cold. Bring a hoodie on board to stop the goose bumps.

How do I get cheap first-class/business deals to Winchester?
If you think a first or business-class ticket is beyond your grasp, you may want to think again. Here are some terrific tips to help you nab a premium flight to Winchester for less:

  • Flexibility isn’t confined to yoga. Leave some room to move around your travel dates so you can snap up cheaper airfares when they crop up.
  • Plenty of low-cost carriers nowadays have outstanding business or premium-class seating that doesn’t cost an arm and a leg.
  • Make the most of your airline’s loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Winchester?
There’s no good or bad time to experience Winchester, though July, August and October are the most popular months. Like most places in the Northern Hemisphere, the summer commences June 20. If you’d rather hang out in a short-sleeved top than a big winter jacket, this time of year may be ideal for you. Expect average daily highs of 85 ºF and nightly lows around 65 ºF.

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Flights To

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.