Cheap Flights to Chester

View AU$403 flight on Sat, 24 Jan 2026Opens in a new window

Popular airlines 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.

American Airlines
Sat, 24 Jan - Sat, 31 Jan
DSM
Des Moines
LEB
Lebanon
AU$805 Return, found 1 day ago
AU$805
Return
found 1 day ago
Select American Airlines flight, departing Sat, 24 Jan from Des Moines to Lebanon, returning Sat, 31 Jan, priced at AU$805 found 1 day ago
American Airlines
Sat, 24 Jan - Sat, 31 Jan
DSM
Des Moines
LEB
Lebanon
AU$820 Return, found 1 day ago
AU$820
Return
found 1 day ago
Select American Airlines flight, departing Sat, 24 Jan from Des Moines to Lebanon, returning Sat, 31 Jan, priced at AU$820 found 1 day ago
Delta
Sun, 25 Jan - Sun, 1 Feb
DSM
Des Moines
LEB
Lebanon
AU$942 Return, found 2 days ago
AU$942
Return
found 2 days ago
Select Delta flight, departing Sun, 25 Jan from Des Moines to Lebanon, returning Sun, 1 Feb, priced at AU$942 found 2 days ago
United
Sun, 25 Jan - Sun, 1 Feb
DSM
Des Moines
LEB
Lebanon
AU$965 Return, found 2 days ago
AU$965
Return
found 2 days ago
Select United flight, departing Sun, 25 Jan from Des Moines to Lebanon, returning Sun, 1 Feb, priced at AU$965 found 2 days ago
Qatar Airways
Mon, 26 Jan - Mon, 2 Feb
DXB
Dubai
LEB
Lebanon
AU$2,126 Return, found 18 hours ago
AU$2,126
Return
found 18 hours ago
Select Qatar Airways flight, departing Mon, 26 Jan from Dubai to Lebanon, returning Mon, 2 Feb, priced at AU$2,126 found 18 hours ago

Chester Flights

Have the time of your life in Chester

Flying to Chester is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Chester 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 Chester 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 Chester. 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 Chester, Vermont 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 Chester when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Chester AU$805. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Chester-bound flight. Bon voyage!

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.

Flights to Chester information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Return price
AU$804

Trending flights 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.

Qatar Airways
Mon, 2 Feb - Mon, 16 Feb
SYD
Sydney
LEB
Lebanon
AU$2,511 Return, found 1 day ago
AU$2,511
Return
found 1 day ago
Select Qatar Airways flight, departing Mon, 2 Feb from Sydney to Lebanon, returning Mon, 16 Feb, priced at AU$2,511 found 1 day ago
*Available to Expedia members.