Cheap Flights to Winchester

View AU$768 flight on Wed, 4 Feb 2026Opens in a new window

Popular airlines to Winchester

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Cheap Tickets to Winchester

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

United
Mon, 23 Feb - Mon, 2 Mar
MEL
Melbourne
BDL
Hartford
AU$1,319 Return, found 2 days ago
AU$1,319
Return
found 2 days ago
Select United flight, departing Mon, 23 Feb from Melbourne to Hartford, returning Mon, 2 Mar, priced at AU$1,319 found 2 days ago
Delta
Sun, 3 May - Sun, 10 May
MEL
Melbourne
ALB
Albany
AU$1,329 Return, found 2 days ago
AU$1,329
Return
found 2 days ago
Select Delta flight, departing Sun, 3 May from Melbourne to Albany, returning Sun, 10 May, priced at AU$1,329 found 2 days ago
American Airlines
Sun, 1 Mar - Wed, 25 Mar
MEL
Melbourne
BOS
Boston
AU$1,356 Return, found 1 day ago
AU$1,356
Return
found 1 day ago
Select American Airlines flight, departing Sun, 1 Mar from Melbourne to Boston, returning Wed, 25 Mar, priced at AU$1,356 found 1 day ago
Jetstar
Sun, 22 Feb - Sun, 1 Mar
AVV
Melbourne
BOS
Boston
AU$1,359 Return, found 12 hours ago
AU$1,359
Return
found 12 hours ago
Select Jetstar flight, departing Sun, 22 Feb from Melbourne to Boston, returning Sun, 1 Mar, priced at AU$1,359 found 12 hours ago
Qantas Airways
Tue, 3 Mar - Sat, 14 Mar
MEL
Melbourne
BOS
Boston
AU$1,575 Return, found 2 days ago
AU$1,575
Return
found 2 days ago
Select Qantas Airways flight, departing Tue, 3 Mar from Melbourne to Boston, returning Sat, 14 Mar, priced at AU$1,575 found 2 days ago

Winchester Flights

Have the time of your life in Winchester

Flying to Winchester is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Winchester flight deals, giving you the greatest number of options to choose from. Whether you prefer to fly on weekdays or weekends, in the morning or at night, a quick search on Expedia.com.au will help you find cheap tickets to Winchester in seconds. We even make it simple for you to stick with a certain airline if you’re trying to rack up frequent flyer points.

Tips for flying and packing light

If it’s been a while since you’ve travelled, you might be due for a refresher when it comes to flying. That’s where our helpful blog, Out There Starts Here, comes in. Wondering whether to pack for fine dining or more casual eats? Or whether you really need to bring a jacket? Written by seasoned travel experts, the articles on our blog provide you with the latest details about certain destinations, so you know just what to expect. Check out some of our recent articles for the smartest ways to see the sights.

Fly for less when you bundle airfare and accommodation

Our already low airfares are even more affordable when you bundle your flights with a stay at one of the hotels in Winchester. By booking all of your travel plans with us, you’ll save time and money, and enjoy the convenience of having all of your arrangements in one place.

Get the power of planning in the palm of your hand

Booking your trip to Winchester, New Hampshire has never been easier than when you use our mobile app to plan your dream getaway. The Expedia App is available on both Android and iOS, allowing you to reserve flights and hotels at any time of day, no matter what kind of phone you use. You’ll also get exclusive offers, receive flight updates, and can earn extra points. Wherever you are, the Expedia App helps you get where you want to be.

Join the Expedia Rewards Program

If you enjoy the finer things in life, sign up for our rewards program to receive exclusive benefits when you book with us. Expedia Rewards opens the door to member-only deals, +VIP Access hotel benefits, and earning Expedia Rewards points, that you can redeem your way. You’ll also get access to Unreal Deals that could save you the price of a plane ticket to Winchester when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Winchester AU$1,319. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Winchester-bound flight. Bon voyage!

Frequently asked questions

What is the name of Winchester's airport?
Most visitors like to fly into Logan Intl. Airport (BOS) when visiting Winchester.
What airport is best to fly into Winchester?
With just one major airport operating in Winchester, it won't take you too long to discover the best flight. You'll be taking off to Bradley International Airport, which is located around 97 kilometres from downtown.
How many airlines fly to Winchester?
Winchester is serviced by 45 airlines from at least 127 airports across the globe.
Which airlines fly to Winchester?
Typically, travellers choose to fly with American Airlines, JetBlue and Delta when going to Winchester. The majority of these flights come from Washington, with American Airlines flying this route the most frequently.
How many nonstop flights are there to Winchester?
With roughly 3,559 nonstop flights every week, you'll be touching down in Winchester before you can say, "Are we there yet?"
Where are the most popular flights to Winchester departing from?
A large number of flights to Winchester depart from Washington, New York and Chicago airports.
How long is the flight to Winchester Airport?
If you're flying to Winchester from Washington, you're looking at a flight duration of 1 hour and 31 minutes. Those setting off from New York can expect to be airborne for 1 hour and 19 minutes. From Chicago it's approximately 2 hours and 13 minutes away.
How to book the cheapest flight to Winchester?
If you want to save some cash on your trip to Winchester, then listen up! As any seasoned traveller knows, don't book at the very last minute. Fares are often highest just prior to the departure date. Another excellent way to nab the most competitive fare is to shop around. If your destination has a few airports, don't forget to look into the cost of flying into a smaller terminal. And finally, remember that the early bird catches the worm. Familiarise yourself with airfare costs and have your credit card ready to book your ticket as soon as you see a great bargain. The sweetest deals never last long.
Do you have any tips for my flight to Winchester?
We've pulled together all the info you need to make your flight a pleasant experience. Follow our tips and tricks and you'll be hightailing it through airport security and enjoying Winchester in no time at all. What to pack in your hand luggage:

  • It's simple — first, put in your passport, official ID, credit cards and daily medications. Next, you'll want some in-flight entertainment to while away the time. A juicy book and a laptop filled with your favourite movies are some wonderful options. If you intend to catch a few z's, a neck pillow and some noise-cancelling headphones will also be useful. Finally, find room for a few toiletry items so you'll step off the plane feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have a sharp object hiding in one of the compartments of your hand luggage. Other banned items include explosive or flammable goods, such as fuel and matches, and liquids and gels in containers with a capacity of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Choose comfort over style. Prepare for changes in temperature by wearing layers, and pick closed-toe, flat shoes like slip-ons.
  • Deep vein thrombosis (DVT) is a risk on long-haul flights. It's the result of blood clotting due to poor circulation and inactivity, so do some gentle leg and foot exercises in your seat and consider wearing compression tights or socks.

How to get through airport security fast when flying to Winchester?
As savvy travellers know, the secret is to be well prepared before you reach the security gate. That way, you'll be stepping onto that plane to Winchester in no time flat. Follow these tips and get your holiday off to a spectacular start:

  • Your travel documents and ID will need to be presented to security personnel. Have them close by so you don't hold up the queue.
  • Time to strip down. Well sort of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will be required to go through the X-ray machine. Make the whole process faster by removing them before your turn arrives.
  • All your electronic devices, including your phone and laptop, are also required to be separately scanned.
  • Want to bring along your favourite perfume? Not a problem. As long as the volume is no greater than 3.4 ounces (100 millilitres) and it's stored in a zip-lock bag, you're permitted to bring it with you in your carry-on luggage.
  • Lightweight sneakers are a good footwear choice as you're less likely to be asked to remove them when passing through security. Hiking boots and heavier-style shoes are often subjected to additional screening.
  • Airlines will not allow any sharp or pointed objects in your carry-on baggage. If you must bring these kinds of items, put them in your checked baggage.

Flights to Winchester information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Return price
AU$1,017

Trending flights to Winchester

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

United
Mon, 23 Feb - Mon, 2 Mar
MEL
Melbourne
BDL
Hartford
AU$1,319 Return, found 2 days ago
AU$1,319
Return
found 2 days ago
Select United flight, departing Mon, 23 Feb from Melbourne to Hartford, returning Mon, 2 Mar, priced at AU$1,319 found 2 days ago
*Available to Expedia members.