Cheap Flights to Chester

Popular airlines to Chester

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Frequently asked questions

What is the name of Chester's airport?
Most visitors like to fly into Lebanon Municipal Airport (LEB) when visiting the happening city of Chester.
How far is Lebanon Municipal Airport (LEB) from central Chester?
The trip between LEB and downtown Chester is fairly long. You'll have to travel 48 kilometres before you can drop your bags at your hotel in the city.
What airport is best to fly into Chester?
Flying to Chester means touching down at either LEB or Rutland Southern Vermont Regional Airport (RUT). The first is 48 kilometres away from the city centre. The second is 40 kilometres away.
How many airlines fly to Chester?
With only one airline flying to Chester, your options are limited. It's a good idea to book as soon as your dates are confirmed.
Which airlines fly to Chester?
Most of the flights heading to Chester are operated by Cape Air. The most popular route takes off from Boston, and Cape Air flies this route the most often.
How many nonstop flights are there to Chester?
With roughly 63 nonstop flights every week, you'll be hitting the tarmac in Chester before you can ask, "Are we there yet?"
Where are the most popular flights to Chester departing from?
Boston and White Plains airports are very popular departure points for travellers heading to Chester.
How long is the flight to Chester Airport?
Flights from Boston to Chester typically take 1 hour. Or you could choose to depart from White Plains instead, which means you'll be strapped into your seat for roughly 1 hour and 26 minutes.
How to book the cheapest flight to Chester?
Don't leave locking in your flight to Chester until the last possible moment. That's one move seasoned travellers use to get the best prices. Booking ahead means more choices and cheaper flights. Don't stop there, however. Do some research and check if there is more than one airport at your destination. Prices often differ depending on which airport you go for. Be sure to compare fares across airlines as well. And finally, remember that it's first in, best dressed. Familiarise yourself with airfare costs and have your credit card ready to secure your ticket as soon as you see a great bargain. The best deals never last long.
Do you have any tips for my flight to Chester?
Depending on where you're coming from, your flight to Chester could be completely painless or it could drag on forever. We've pulled together some useful tips that will help you start your next unforgettable escape on the right foot. What to pack in your hand luggage:

  • Travelling on a plane can be a comfortable experience if you bring the right things. First of all you'll need toiletry items, such as a toothbrush and hairbrush, a spare change of clothes and a good novel. Next, find room in your bag for your mobile phone, a charger, any vital medications and perhaps a quality neck pillow as well. Lastly, and most importantly, don't forget to bring your passport, travel documents and your credit cards.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of shampoo and conditioner in your checked luggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by security. Pointed or sharp objects, like a pocket knife, and products which are explosive or flammable, such as flares, bleaching agents and matches, are also restricted.

What to wear on a flight:

  • Your main priority is to feel as comfortable as you can. Opt for a pair of slip-on shoes, dress in loose, natural fibers and remember to bring a jacket in case it gets cold in the cabin.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by lengthy periods of inactivity, can be a risk on long-haul flights. Wander around the cabin and stretch your legs or do some gentle exercises in your seat to promote better circulation.

How to get through airport security fast when flying to Chester?
It's easy — be prepared. We've put together some useful tips for an easy trip through airport security. Watch out Chester, here you come:

  • Security personnel first need to make sure that you have a valid passport and travel documents before you can proceed any further. Keep them within easy reach.
  • The X-ray machine comes next. Remove anything on you that is likely to set off the scanner's alarm. This includes items like earphones or headphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • All your electronics, including your laptop and phone, must also be scanned.
  • Don't forget to remove gels and liquids from your carry-on luggage. They often need to be sent through the X-ray separately. Each item should be no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you several precious minutes. Boots and heavy shoes are often required to be removed and X-rayed separately. Slip-on sneakers usually aren't.
  • Airlines will not allow any sharp items or pocket knives in the cabin. If you need to bring these kinds of items, pack them in your checked luggage.

Book with confidence

Book with confidence

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Expedia is one of the world's leading full-serviced online travel brands which means that Expedia have access to cheap airline tickets. So make sure you check Expedia regularly for these bargain flights because the cheapest airline ticket deals sell out fast.

Expedia is not only free for everyone to use but it quick and easy to use. Find the lowest flight prices guaranteed and book directly through Expedia. Browse through hundreds of cheap flight offers to find the one that suits your budget by simply inputting your travel dates. Expedia will then find the cheapest flights to Chester for that period and let you choose your preferred time and airline.

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Travel information

Travel information

Destination airport
Chester
Destination airport IATA code
VSF

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