Cheap Flights to Chester , VT from CA $261

Featured airlines

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at CA $261 for one-way flights and CA $539 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun., Aug. 25 - Sat., Sep. 28
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $539 Roundtrip, found 3 hours ago
CA $539
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sun., Aug. 25 from Pearson Intl. to Lebanon Municipal, returning Sat., Sep. 28, priced at CA $539 found 3 hours ago
American Airlines
Tue., Aug. 20 - Wed., Sep. 4
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $539 Roundtrip, found 16 hours ago
CA $539
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue., Aug. 20 from Pearson Intl. to Lebanon Municipal, returning Wed., Sep. 4, priced at CA $539 found 16 hours ago
American Airlines
Wed., Oct. 9 - Fri., Oct. 25
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $543 Roundtrip, found 3 days ago
CA $543
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed., Oct. 9 from Pearson Intl. to Lebanon Municipal, returning Fri., Oct. 25, priced at CA $543 found 3 days ago
American Airlines
Thu., Aug. 8 - Wed., Aug. 21
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $546 Roundtrip, found 4 days ago
CA $546
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu., Aug. 8 from Pearson Intl. to Lebanon Municipal, returning Wed., Aug. 21, priced at CA $546 found 4 days ago
JetBlue Airways
Fri., Aug. 9 - Sun., Aug. 11
PHL
Philadelphia Intl.
RUT
Rutland Southern Vermont Regional
CA $548 Roundtrip, found 1 day ago
CA $548
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri., Aug. 9 from Philadelphia Intl. to Rutland Southern Vermont Regional, returning Sun., Aug. 11, priced at CA $548 found 1 day ago

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 using the search bar to enter your travel dates, origin airport, and whether you want a 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 CA $539 - CA $548, and one-ways Chester start as low as CA $261.

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: JetBlue Airways, American Airlines. 

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 programmes 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 on 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 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 August and in August 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

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 vacation? 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-canceling 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-fiber 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 liter), 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
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
CA $538

Trending flights to Chester

Prices were available within the past 7 days and start at CA $261 for one-way flights and CA $539 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun., Aug. 25 - Sat., Sep. 28
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $539 Roundtrip, found 3 hours ago
CA $539
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sun., Aug. 25 from Pearson Intl. to Lebanon Municipal, returning Sat., Sep. 28, priced at CA $539 found 3 hours ago
*Available to Expedia members.