Cheap Flights to Winchester: Winchester Flight Deals

View €257 flight on Wed, 10 Sep 2025Opens in a new window

Popular airlines to Winchester

Cheap round-trip flights to Winchester

Prices were available within the past 7 days and start at €257 for one-way flights and €298 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fly Play
Wed, 10 Sep - Sat, 13 Sep
DUB
Dublin
BOS
Boston
€298 Return, found 11 hours ago
€298
Return
found 11 hours ago
Select Fly Play flight, departing Wed, 10 Sep from Dublin to Boston, returning Sat, 13 Sep, priced at €298 found 11 hours ago
Icelandair
Sat, 29 Nov - Sat, 6 Dec
DUB
Dublin
BOS
Boston
€339 Return, found 1 day ago
€339
Return
found 1 day ago
Select Icelandair flight, departing Sat, 29 Nov from Dublin to Boston, returning Sat, 6 Dec, priced at €339 found 1 day ago
TAP Portugal
Wed, 26 Nov - Tue, 2 Dec
DUB
Dublin
BOS
Boston
€343 Return, found 1 hour ago
€343
Return
found 1 hour ago
Select TAP Portugal flight, departing Wed, 26 Nov from Dublin to Boston, returning Tue, 2 Dec, priced at €343 found 1 hour ago
British Airways
Tue, 25 Nov - Tue, 2 Dec
DUB
Dublin
BOS
Boston
€360 Return, found 23 hours ago
€360
Return
found 23 hours ago
Select British Airways flight, departing Tue, 25 Nov from Dublin to Boston, returning Tue, 2 Dec, priced at €360 found 23 hours ago
American Airlines
Thu, 27 Nov - Mon, 1 Dec
DUB
Dublin
BOS
Boston
€363 Return, found 2 days ago
€363
Return
found 2 days ago
Select American Airlines flight, departing Thu, 27 Nov from Dublin to Boston, returning Mon, 1 Dec, priced at €363 found 2 days ago

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Winchester. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Winchester. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Winchester, or are just on the lookout for the best flights to Winchester, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Winchester to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Frequently asked questions

What is the name of Winchester's airport?
Winchester is served by a single airport, Logan Intl. Airport (BOS).
How many airlines fly to Winchester?
There are 39 airlines that jet into Winchester from 119 airports around the world.
Which airlines fly to Winchester?
Most often, travellers opt to fly with JetBlue Airways, American Airlines and Delta Air Lines when going to Winchester. The largest number of these flights come from Washington, with JetBlue Airways flying this route the most frequently.
How many nonstop flights are there to Winchester?
Flying to somewhere new is much simpler when there aren't any annoying stopovers to slow you down. If you're jetting off to Winchester, the great news is that there are around 3,836 direct flights operating every week.
Where are the most popular flights to Winchester departing from?
Flights to Winchester from Chicago, Atlanta and New York airports are very popular.
How long is the flight to Winchester Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Washington to Winchester, the average flight time is 1 hour and 27 minutes. From Queens Village it's more or less 1 hour and 13 minutes, and from Chicago it's 2 hours and 9 minutes.
How to book the cheapest flight to Winchester?
Don't leave locking in your flight to Winchester until the very last minute. That's one move seasoned jet-setters use to get the best deals. Booking well in advance means more choices and less expensive flights. Don't stop there, though. Do some research and see if there are multiple airports at your destination. Prices often differ depending on which airport you pick. Make sure you compare prices across air carriers too. Last of all, another simple way to save a few dollars is be ready to book fast. If you stumble on a terrific deal, don't hold off --- grab it while you've got the chance.
How to survive the flight to Winchester?
Wherever you're jetting in from, flying can be a pleasant experience if you've planned ahead. Follow these top travel tips that will help get your Winchester holiday started on the right note.What to pack in your hand luggage:

  • Travelling on a plane can be a great experience if you bring the right stuff. First of all you'll need toiletry items, such as deodorant, toothpaste and a toothbrush, a clean pair of socks and a magazine or two. Next, find room in your bag for your laptop, a charger, your medications and maybe a cosy neck pillow as well. Last, but definitely not least, remember to take your passport, travel docs and your credit cards.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items can differ between airlines, the general rule of thumb is nothing sharp, flammable or explosive. This includes screwdrivers, knives, fireworks and fuel. Sporting equipment like ski poles, and items that could injure passengers, such as pepper spray and guns, aren't allowed in the cabin either.

What to wear on a flight:

  • Comfort should be your highest priority when choosing what to wear on your flight. Consider your footwear choice with care too, as swollen feet are quite common. Shoes which are flat and slightly roomy are always a sensible way to go.
  • The condition known as DVT (deep vein thrombosis) is a potential risk on long-haul flights. It's the result of blood clotting due to poor circulation. Walking up and down the aisle and doing foot and leg exercises while seated is a great way to prevent this from occurring. Wearing a quality pair of compression tights or socks is also recommended.

How to get through airport security fast when flying to Winchester?
A little pre-planning before you arrive at the airport will make your getaway to Winchester a breeze. Here are some useful tips for a stress-free journey past security:

  • Airport security personnel first need to see that you have a valid passport and travel documents before you can proceed any further. Keep them close by.
  • After that, both you and your carry-on luggage must be X-rayed. To speed things up, take off anything that is likely to set the alarm off. Items like your coat, belt and earphones will be required to go through the machine.
  • All your electronic devices, including your tablet and phone, will also need to be scanned.
  • Travelling with a new hand and nail cream? Not a problem. As long as the volume is no greater than 3.4 ounces (100 milliliters) and it's stored in a zip-lock bag, you're allowed to bring it with you in your carry-on.
  • There's a chance you'll be asked to take your shoes off for scanning, so wearing slip-on shoes is always a wise idea.
  • Airlines won't allow any pocket knives or other sharp items in your carry-on baggage. If you need to bring these kinds of items, pack them safely in your checked luggage.

Flights to Winchester information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Destination city name
Manchester
Return price
€116

Trending flights to Winchester

Prices were available within the past 7 days and start at €257 for one-way flights and €298 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fly Play
Wed, 10 Sep - Sat, 13 Sep
DUB
Dublin
BOS
Boston
€298 Return, found 11 hours ago
€298
Return
found 11 hours ago
Select Fly Play flight, departing Wed, 10 Sep from Dublin to Boston, returning Sat, 13 Sep, priced at €298 found 11 hours ago
*Available to Expedia members.