$110 Cheap Flights to Chester , VT

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How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at $110 for one-way flights and $220 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
JetBlue Airways
JetBlue Airways
JetBlue Airways
JetBlue Airways

Find Your Flights to Chester VSF

Cheap flights to Chester (VSF)

Get started finding a cheap flight to Chester on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Chester.

Roundtrip prices range from $220 - $334, and one-ways to Chester start as low as $110.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Chester (VSF)

You have several options for which airline you choose to travel with to Chester. There are 10 airlines flying into VSF: Cape Air, JetBlue Airways. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel in one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at the optimal times. Airfare to Chester (VSF) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to VSF in June and in June for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24-hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

How do I find cheap flights to Chester that have flexible change policies?
By using our clever “No change fee” filter, that’s how. Simply type in your origin, destination and dates, click the “Search” button, then mark the checkbox directly underneath the “Flexible change policies” heading (left-hand side of your screen). Expedia makes it simple to find flexible, cheap flights to Chester.
What is the name of the airport in Chester?
Chester’s primary airport is Rutland Southern Vermont Regional Airport (RUT). If you’re looking for an alternative, consider Lebanon Municipal Airport (LEB).
How far is Lebanon Municipal Airport (LEB) from central Chester?
Lengthy commutes don’t have to be stressful if you plan ahead for them. Downtown Chester is 45 mi from LEB, so it’s smart to know how to get to the city before you arrive.
How can I book the cheapest flight to Chester?
If you’d like to have more spending money for your Chester trip, avoid booking at the last minute. Prices typically increase close to the departure date. Also research your airport options. Fares differ depending on which airport you jet into. Be sure to compare prices across airlines and if possible, have some flexibility with your dates. Another tip? Be ready to book fast. If you come across a bargain, snap it up while you can! Right now, one of the cheapest one-way tickets to Chester costs $80. This is for a flight that leaves from Boston in July.
Which day of the week is the best day to buy a plane ticket to Chester?
Sunday is the cheapest day of the week to purchase plane tickets. But that isn’t the only way to land a great deal. Searching for tickets and being ready to buy a few weeks before your date of departure will also pay off. Research indicates that the optimal booking window for affordable plane tickets ranges from 21 days to about 45 days out from departure. Decided on your travel dates to Chester months ahead of time? Monitor when carriers first release their tickets as these are often the cheapest available prices. Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Chester?
If you’re planning on hopping on a flight to Chester, you’ll most likely arrive at Lebanon Airport (45 mi from downtown). Rutland Southern Vermont Regional Airport (40 mi from downtown) is the other major airport that services the city.
How many nonstop flights are there to Chester?
Flying to someplace new is much simpler when there aren’t any stopovers to worry about. If you’re heading to Chester, the good news is that there are approximately 63 direct flights each week.
Where are the most popular flights to Chester departing from?
Both Boston and White Plains airports offer a huge number of flights to Chester.
Do you have any tips for my flight to Chester?

  • Get your trip off to a great start by being prepared. Pack the important stuff — like travel documents, your passport and any medications you need — first. Next, consider downloading your favorite series on your tablet for a binge session sans guilt. Or, throw in that thrilling bestseller you’ve been itching to read. Lastly, a few tasty snacks and a good-quality neck pillow will help make the journey as comfortable as possible.
  • There’s a list of items you should not pack in your carry-on too. Explosives, flammables and sharps are strictly prohibited in the cabin — they can include razor blades, box cutters, aerosol cans and flares. Some sporting equipment, like baseball bats and martial arts weapons, are also not allowed in your hand luggage. Your airline’s website will have all the details about what you can and can’t bring on board.

What to wear on a flight:

  • Whether traveling long or short-haul, wearing layers will help you stay comfortable. Wear loose, breathable fabrics that will keep you fresh and bring a pullover to cope with any in-flight cabin temperature changes. Keep your feet happy in a pair of closed-toe shoes or sneakers.
  • The condition called deep vein thrombosis (DVT) is a risk on long-distance flights. It’s the result of blood clotting caused by inactivity and poor circulation. Walking up and down the aisle and doing leg and foot stretches while seated can help prevent this developing. Wearing compression socks or tights can also help to lower your risk.

How can I get a cheap last-minute flight to Chester?
Scoring a cheap, spur-of-the-moment flight to Chester is as simple as having some flexibility with your travel plans. Have some leeway when it comes to your choice of airline, travel dates and flight times. If your destination has multiple airports, compare the prices of jetting into each of them for the best airfare deals.
Where can I learn more about changing or canceling my flight to Chester?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
Flights to Chester information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
$220

Trending flights to Chester

Prices were available within the past 7 days and start at $110 for one-way flights and $220 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
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