Cheap Flights to Winchester

View ₩135,100 flight on Tue, Jan 27, 2026Opens in a new window

Popular airlines to Winchester

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How much is the cheapest flight to Winchester?

Prices were available within the past 7 days and start at ₩135,100 for one-way flights and ₩322,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Feb 14 - Tue, Feb 17
DFW
Dallas
BOS
Boston
₩322,700 Roundtrip, found 4 hours ago
₩322,700
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Feb 14 from Dallas to Boston, returning Tue, Feb 17, priced at ₩322,700 found 4 hours ago
United
Sat, Feb 14 - Tue, Feb 17
DFW
Dallas
BOS
Boston
₩402,400 Roundtrip, found 4 hours ago
₩402,400
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Feb 14 from Dallas to Boston, returning Tue, Feb 17, priced at ₩402,400 found 4 hours ago
American Airlines
Sat, Feb 14 - Tue, Feb 17
DFW
Dallas
BOS
Boston
₩451,900 Roundtrip, found 4 hours ago
₩451,900
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Feb 14 from Dallas to Boston, returning Tue, Feb 17, priced at ₩451,900 found 4 hours ago
Alaska Airlines
Thu, Jan 29 - Wed, Feb 4
ICN
Seoul
BOS
Boston
₩872,200 Roundtrip, found 2 days ago
₩872,200
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Jan 29 from Seoul to Boston, returning Wed, Feb 4, priced at ₩872,200 found 2 days ago
Hawaiian Airlines
Thu, Apr 2 - Sun, Apr 5
ICN
Seoul
BOS
Boston
₩872,300 Roundtrip, found 2 days ago
₩872,300
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Thu, Apr 2 from Seoul to Boston, returning Sun, Apr 5, priced at ₩872,300 found 2 days ago

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

September is typically the cheapest month to fly

From ₩147,101 - ₩438,389 per traveler.

Frequently asked questions

What is the name of Winchester's airport?
Logan Intl. Airport (BOS) is the only airport serving Winchester.
How far is Logan Intl. Airport (BOS) from central Winchester?
If you plan on staying in central Winchester, it's a good idea to organize how you'll get into the city before you arrive. The downtown area is 14 kilometers from Logan Intl. Airport (BOS).
What airport is best to fly into Winchester?
Step through the glass doors of Logan Intl. Airport and your Winchester adventure will have begun! The city's main airport, it's located 14 kilometers from the downtown streets.
How many airlines fly to Winchester?
Winchester is serviced by 43 airlines from at least 121 airports around the world.
Which airlines fly to Winchester?
Winchester receives most of its flights from Delta, JetBlue and American Airlines with Delta being the favorite choice of airline. New York is the most popular city for travelers to set off from.
How many nonstop flights are there to Winchester?
With roughly 3,070 direct flights operating every week, you'll be touching down in Winchester before you have time to say, "Are we there yet?"
Where are the most popular flights to Winchester departing from?
A large number of flights to Winchester set off from New York, Washington and Chicago airports.
How long is the flight to Winchester Airport?
If it's New York you're departing, you'll be midair for around 1 hour and 19 minutes before you touchdown in Winchester. Terminal to terminal from Washington takes around 1 hour and 36 minutes and from Chicago, the flight time is 2 hours and 20 minutes.
How to book the cheapest flight to Winchester?
If you'd like to save some cash on your Winchester vacation, then listen up! As any experienced traveler knows, don't book at the very last minute. Fares are usually more expensive close to the departure date. Don't stop there, however. Do some research and see if there are a couple of airports at your destination. Ticket prices often differ depending on which airport you pick. Don't forget to compare prices across airlines too. Lastly, be ready to lock in your seat quickly if you stumble on a great deal. It might not stick around for too long! With a bit of knowledge and some good fortune, the ideal fare can be yours.
Do you have any tips for my flight to Winchester?
If you're poorly prepared, airports and flying can be overwhelming. But there's no need to panic. Follow these handy hints and enjoy a comfortable start to your time in Winchester. What to pack in your hand luggage:

  • It's simple — first, pack your passport, travel documents, wallet and medications. Next, you'll want some extra in-flight entertainment to help pass the time. A juicy novel and a tablet filled with your favorite shows are always good options. If you hope to catch forty winks, a comfy neck pillow and some earplugs will also be useful. Finally, make room for a toothbrush and some deodorant to ensure you arrive at your destination feeling fresh and ready to go.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have a pocket knife hiding in your hand luggage. Other prohibited items include explosive or flammable goods, such as aerosol cans and fuel, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • Comfort should be your main priority when deciding what to wear on your flight. Loose, breathable clothing is a sensible option, as are flat, slightly roomy shoes.
  • It's likely you've heard about deep vein thrombosis (DVT), a blood clotting condition caused by long periods of sitting. To minimize your risk on board, stay hydrated, consider wearing compression socks or tights and move your legs and feet often.

How to get through airport security fast when flying to Winchester?
The secret is to be organized before you arrive at the airport security gate. That way, you'll be hopping onto that plane to Winchester in no time flat. Follow these helpful tips and get your vacation off to a flying start:

  • First things first. Your passport and boarding pass will need to be presented to security personnel. Have them easily accessible so you don't hold up the queue.
  • Time to strip down. Well kind of. Your belt, coat, keys and other items in your pocket, like your headphones, will be required to go through the X-ray machine. Make your life easier by removing them as your turn draws near.
  • Your electronic devices like laptops and phones will also need to go on a tray to be scanned. No need to worry though, you'll be back online before you know it.
  • Remember to remove gels and liquids from your hand luggage. They often need to be sent through the X-ray machine separately. Each item should be in a container no larger than 3.4 ounces (100 milliliters) and everything must fit in a single quart-size (one liter), clear zip-lock bag.
  • The right choice of footwear can save you several minutes. Boots and heavy shoes are often required to be removed and separately scanned. Slip-on shoes are usually not.
  • Airlines will not allow any sharp objects in your carry-on luggage. If you must bring these kinds of items, pack them in your checked luggage.

Book with confidence

Searching for cheap flights to Winchester? No travel company presents more choices than Expedia if you're looking to compare flights to Winchester. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Boston. Expedia provides the cheapest flights to many destinations in Boston and you may find even greater savings if you combine your flight with a hotel stay in Winchester.

Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
₩170,300

Trending flights to Winchester

Prices were available within the past 7 days and start at ₩135,100 for one-way flights and ₩322,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Feb 19 - Wed, Feb 25
ICN
Seoul
BOS
Boston
₩690,800 Roundtrip, found 1 day ago
₩690,800
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 19 from Seoul to Boston, returning Wed, Feb 25, priced at ₩690,800 found 1 day ago
*Available to Expedia members.