Cheap Flights to Chester , VT from CA $316

View CA $316 flight on Sat, Aug. 16, 2025Opens in a new window

Popular airlines to Chester

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How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at CA $316 for one-way flights and CA $445 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Sep. 7 - Tue, Sep. 23
YYZ
Toronto
LEB
Lebanon
CA $445 Roundtrip, found 7 hours ago
CA $445
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Sep. 7 from Toronto to Lebanon, returning Tue, Sep. 23, priced at CA $445 found 7 hours ago
American Airlines
Fri, Nov. 14 - Tue, Nov. 25
YYZ
Toronto
LEB
Lebanon
CA $452 Roundtrip, found 2 days ago
CA $452
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Nov. 14 from Toronto to Lebanon, returning Tue, Nov. 25, priced at CA $452 found 2 days ago
WestJet
Tue, Oct. 7 - Fri, Oct. 24
YYC
Calgary
LEB
Lebanon
CA $530 Roundtrip, found 5 days ago
CA $530
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, Oct. 7 from Calgary to Lebanon, returning Fri, Oct. 24, priced at CA $530 found 5 days ago
Delta
Wed, Dec. 17 - Tue, Jan. 6
YYZ
Toronto
LEB
Lebanon
CA $530 Roundtrip, found 5 days ago
CA $530
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec. 17 from Toronto to Lebanon, returning Tue, Jan. 6, priced at CA $530 found 5 days ago
Qatar Airways
Sat, Jul. 26 - Fri, Aug. 29
BEY
Beirut
LEB
Lebanon
CA $2,142 Roundtrip, found 6 days ago
CA $2,142
Roundtrip
found 6 days ago
Select Qatar Airways flight, departing Sat, Jul. 26 from Beirut to Lebanon, returning Fri, Aug. 29, priced at CA $2,142 found 6 days ago

Expedia.ca gives you the best tools to secure great deals on flights to Chester. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Chester. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Chester.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Chester flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Chester.

Looking to save even more? Get additional savings by bundling your Chester flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Chester trip!

Frequently asked questions

What is the name of Chester's airport?
Lebanon Municipal Airport (LEB) is the most popular airport in Chester.
How far is Lebanon Airport from central Chester?
Lebanon Airport is 48 kilometres from downtown Chester, so prepare yourself for a decent commute into the centre of the city.
What airport is best to fly into Chester?
Before booking your flight to Chester, it's a wise idea to find out which airport is most convenient for you. Lebanon Municipal Airport (LEB) is 48 kilometres from downtown. If you hit the runway at RUT, you'll find yourself 40 kilometres away from the heart of the city.
How many airlines fly to Chester?
If you're travelling to Chester, there isn't much choice. Just one airline operates on the route --- get in quick to pick up the best deal.
Which airlines fly to Chester?
The majority of flights into Chester are operated by Cape Air. The most common route is from Boston, and Cape Air flies this route the most.
How many nonstop flights are there to Chester?
Organizing an unforgettable Chester getaway is a cinch when there are 63 direct flights every week to choose from.
Where are the most popular flights to Chester departing from?
While people fly from all corners of the globe to visit the happening city of Chester, the most popular flights leave from Boston and White Plains.
How long is the flight to Chester Airport?
From the moment the wheels leave the tarmac in Boston, you'll be in the air for somewhere around 1 hour before you touchdown in Chester. Travellers coming in from White Plains can expect to be on the plane for roughly 1 hour and 26 minutes.
How to book the cheapest flight to Chester?
If you want to have some extra spending money on your trip to Chester, listen up! As any experienced jet-setter knows, avoid booking at the last minute. Airfares are usually more expensive just prior to the departure date. Don't stop there, however. Do some research and see if there is more than one airport at your destination. Fares often differ depending on which airport you jet into. Don't forget to compare prices across airlines as well. And finally, don't forget that the early bird catches the worm. Know what a typical airfare costs and be ready to secure your seat as soon as you see an unbeatable bargain. The best deals don't 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 go on forever. We've pulled together some handy hints that will help you start your unforgettable escape on the right foot. What to pack in your hand luggage:

  • The trick to having a pain-free flight experience is to pack in advance. Start with the essentials: passport, travel documents, credit cards and any vital medications. Next, take on board items that'll help keep you entertained, like your laptop or a few magazines. It's also wise to pack your chargers, a comfy neck pillow and a pair of headphones. Last but not least, don't forget to squeeze in toiletry items like a toothbrush, facial wipes and a spare set of clothes.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have sharp objects (like a pocket knife) hiding in your carry-on luggage. Other banned items include flammable or explosive products, such as fuel and matches, and liquids and gels in containers with a capacity of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Layer up with comfortable clothing and pick shoes that are flat and easy to remove.
  • Caused by sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers on long-distance flights. Reduce the risks by staying hydrated, keeping your legs and feet moving and wearing compression socks or tights.

How to get through airport security fast when flying to Chester?
The secret is to be well prepared before you get to security. That way, you'll be hopping onto that plane to Chester in no time at all. Follow these tips and get your trip off to a terrific start:

  • Be sure to keep your ID and boarding pass close by. They'll be the first things you'll be asked for by airport security.
  • The X-ray machine comes next. Empty your pockets and remove anything metal that is likely to set off the scanner's alarm. This includes things like headphones or earphones, as well as heavy coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • All your electronics, including your laptop and phone, must also be scanned.
  • Remember to remove liquids and gels from your hand luggage. They often need to be sent through the X-ray separately. Each product should be no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Choosing your footwear wisely can save you several precious minutes. Hiking or heavy-style boots are often required to be removed and separately scanned. Lightweight sneakers are usually not.
  • Sharp items such as knives and scissors are not allowed in the cabin. They'll be confiscated at security, so pack them safely away in your checked baggage.

Flights to Chester information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
CA $444

Trending flights to Chester

Prices were available within the past 7 days and start at CA $316 for one-way flights and CA $445 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Sep. 7 - Tue, Sep. 23
YYZ
Toronto
LEB
Lebanon
CA $445 Roundtrip, found 7 hours ago
CA $445
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Sep. 7 from Toronto to Lebanon, returning Tue, Sep. 23, priced at CA $445 found 7 hours ago
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