Cheap Flights to Chester

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Cheap Tickets to Chester

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.

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Chester Flights

The Chester experience you’ve always wanted

Catching a flight to Chester is easier than it’s ever been when you use Expedia to plan your escape. A great holiday starts with great selection, and we have an amazing amount of Chester flight deals. A quick search on Expedia.co.nz will show you cheap tickets to Chester in mere moments, from overnight flights to weekend getaways. Trying to earn frequent flyer points? We even make it easy for you to stay loyal to your preferred airline.

Been a while since you’ve travelled?

If you haven’t flown recently, you might like some insider information. In fact, even seasoned travellers should check out our blog. Featuring hundreds of articles written by our very own experts, our blog keeps you informed about all the fantastic attractions and things to do in the world’s most popular destinations, so you know just what to pack. Get ready for great advice on trip preparation and seeing the sights—then get ready to fly!

Bundle your room and flight to travel for less

Package your flights with your hotel booking in Chester, and your trip will become even cheaper. By making all of your reservations with us, you’ll save money and time, plus have the peace of mind that comes with booking all of your arrangements in one place. It may seem like magic, but it’s just the Expedia.co.nz way.

A holiday at the tips of your fingers

Take the high-tech road when you use our Expedia app to plan your holiday to Chester. Our handy app allows you to reserve flights and hotels at any time of day, on any type of phone, because it’s available on both Android and iOS. You’ll also benefit from exclusive deals, have a chance to earn extra points, and can keep your itinerary at your fingertips. No matter where you are, count on our app to help you get where you’re going.

Register for Frequent Flyer Rewards

If you enjoy being pampered every once in a while, register with our Expedia Rewards program to get exclusive offers and discounts you won’t find anywhere else. Expedia Rewards grants you member-only benefits, plus price guarantees on your room rates. We can even help you rack up frequent flyer points more quickly. Plus, by signing up, you can book our Unreal Deals, which, when bundled with your room, could save you the cost of a whole plane ticket.

Start planning and start packing

Expedia.co.nz makes it easy to find cheap flights to Chester NZ$646. With such amazing deals, why wait any longer to book your trip? Start searching today, and we’ll see you soon in Chester.

Frequently asked questions

What is the name of Chester's airport?
Chester has just one airport, Lebanon Municipal Airport (LEB).
How far is Lebanon Municipal Airport (LEB) from central Chester?
Lebanon Municipal Airport (LEB) is 48 kilometres from downtown Chester, so be prepared for a bit of a journey into the city.
What airport is best to fly into Chester?
Flying to Chester means jumping off the plane at Lebanon Municipal Airport (LEB) or Rutland Southern Vermont Regional Airport (RUT). The first is 48 kilometres away from downtown. The second sits 40 kilometres away.
How many airlines fly to Chester?
It’s easy choosing who to book your trip to Chester with — only one airline services the route. Book well in advance to make sure you can fly on your preferred dates.
Which airlines fly to Chester?
Flights to Chester are typically run by Cape Air. The highest number of these flights depart from Boston, with Cape Air servicing this route the most.
How many nonstop flights are there to Chester?
Flying to a new place is much more straightforward when there aren’t any annoying stopovers. If you’re heading to Chester, the fantastic news is that there are 63 direct flights operating each week.
Where are the most popular flights to Chester departing from?
Boston is the most popular departure point for visitors flying to Chester.
How long is the flight to Chester Airport?
Strap yourself in and make yourself comfortable. On average, flights from Boston to Chester take about 1 hour and 4 minutes.
How to book the cheapest flight to Chester?
We all know those fortunate jet-setters who somehow manage to score incredibly cheap airfares whenever they fly. Eager to know how to do it for your Chester holiday? Don’t leave it until the very last minute to lock in your flight. Don’t stop there, though. Do some research and check if there are a couple of airports at your destination. Fares often differ depending on the airport you use. Remember to compare fares across air carriers as well. Last but not least, another easy way to save a few dollars is be ready to book fast. If you come across a fantastic bargain, don’t hesitate — grab it while you can.
How to survive the flight to Chester?
We’ve got the lowdown on how to make your flight as pain-free as possible. Follow our top tips and you’ll be hightailing it through airport security and discovering Chester in no time flat.What to pack in your hand luggage:

  • The trick to having a stress-free travel experience is to plan ahead. So, let’s start with the essentials: passport, travel documents, bank cards and any vital medications. Next, take on board items that’ll help pass the time, like your laptop or a magazine. It’s also wise to bring your chargers, a comfy neck pillow and a pair of noise-cancelling headphones. Finally, be sure to chuck in toiletry items like a toothbrush, lip balm and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • Make sure you don’t have sharp objects (like a knife or scissors) hiding in the bottom of your carry-on luggage. Other restricted items include flammable or explosive goods, such as aerosol cans and bleach, and gels and liquids in containers with a volume of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • The goal here is to feel as comfortable as you can. Layer yourself up in natural-fibre clothing and remember to pack a pullover in case it gets cold in the cabin. Always opt for roomy, flat shoes as your feet may swell during the flight. Leave the high heels and chunky boots in your luggage.
  • Unfortunately, a risk of flying long distances is developing deep vein thrombosis (DVT), a blood clot condition caused by prolonged inactivity. To prevent this, make the most of every opportunity to wander around the cabin. Compression socks and tights are another simple way to help reduce this risk.

How to get through airport security fast when flying to Chester?
A little pre-planning before you get to the airport will make your getaway to Chester quick and painless. Below are some handy tips and tricks for a swift journey through security:

  • Security personnel first need to see that you have a valid passport and travel documents before you’re allowed to proceed any further. Have them ready for inspection.
  • The X-ray machine comes next. Empty your pockets and remove anything that is likely to beep. This includes things like earphones or headphones, as well as your coat or jacket. They’ll need to be placed on the conveyor belt for screening.
  • For just a few moments, you’ll need to unplug from technology. Your phone, laptop and any other electronic devices will also need to be sent through the scanner.
  • Remove all gels and liquids from your hand luggage. They usually need to be sent through the X-ray machine separately. Each item should be no larger than 3.4 ounces (100 milliliters) and everything must fit inside a single quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you several valuable minutes. Boots are often required to be removed and X-rayed separately. Lightweight sneakers are usually not.
  • Airlines will not allow any pocket knives or other sharp items in your carry-on luggage. If you must bring these kinds of items, pack them in your checked baggage.

Flights to Chester information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Destination city name
Rutland
Return price
NZ$645
*Available to Expedia members.