S$95 Cheap Flights to Chesterfield

View S$95 flight on Fri, 12 Dec, 2025Opens in a new window

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Cheap round-trip flights to Chesterfield

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.

Delta
Sun, 2 Nov - Sun, 9 Nov
JFK
New York
BOS
Boston
S$201 Return, found 1 day ago
S$201
Return
found 1 day ago
Select Delta flight, departing Sun, 2 Nov from New York to Boston, returning Sun, 9 Nov, priced at S$201 found 1 day ago
JetBlue Airways
Tue, 30 Sept - Thu, 9 Oct
JFK
New York
BOS
Boston
S$215 Return, found 4 days ago
S$215
Return
found 4 days ago
Select JetBlue Airways flight, departing Tue, 30 Sept from New York to Boston, returning Thu, 9 Oct, priced at S$215 found 4 days ago
American Airlines
Thu, 9 Oct - Wed, 15 Oct
JFK
New York
BOS
Boston
S$227 Return, found 2 days ago
S$227
Return
found 2 days ago
Select American Airlines flight, departing Thu, 9 Oct from New York to Boston, returning Wed, 15 Oct, priced at S$227 found 2 days ago
Hainan Airlines
Sat, 4 Oct - Sun, 19 Oct
HKG
Hong Kong SAR
BOS
Boston
S$1,120 Return, found 2 days ago
S$1,120
Return
found 2 days ago
Select Hainan Airlines flight, departing Sat, 4 Oct from Hong Kong SAR to Boston, returning Sun, 19 Oct, priced at S$1,120 found 2 days ago
Cathay Pacific
Mon, 27 Oct - Mon, 10 Nov
HKG
Hong Kong SAR
BOS
Boston
S$1,142 Return, found 2 days ago
S$1,142
Return
found 2 days ago
Select Cathay Pacific flight, departing Mon, 27 Oct from Hong Kong SAR to Boston, returning Mon, 10 Nov, priced at S$1,142 found 2 days ago

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

November is typically the cheapest month to fly

From S$113 - S$430 per traveller.

Find Your Flights to Chesterfield CEF

Cheap flights to Chesterfield (CEF)

Get started finding a cheap flight to Chesterfield 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 return 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 Chesterfield.

Return prices range from S$201 - S$1,212 and one-ways Chesterfield start as low as S$95.

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 Chesterfield (CEF)

You have several options for which airline you choose to travel with to Chesterfield. There are 10 airlines flying into CEF: Delta, American Airlines, JetBlue Airways, Cape Air, Hainan Airlines, Cathay Pacific. 

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 in a bag or bring hand baggage, it's worth checking 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 in/hand 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 Chesterfield (CEF) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CEF in November and in December 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 Chesterfield's airport?
Chesterfield has several airports, but most visitors prefer to touch down at Logan Intl. Airport (BOS).
What airport is best to fly into Chesterfield?
Sitting 56 kilometres from the centre of town, BDL is the gateway to Chesterfield.
How many airlines fly to Chesterfield?
Chesterfield is serviced by 45 air carriers from 127 airports around the world.
Which airlines fly to Chesterfield?
American Airlines, JetBlue and Delta fly the most frequently to Chesterfield. The highest number of flights come from Washington, with American Airlines offering the most services on this route.
How many nonstop flights are there to Chesterfield?
Flying to somewhere new is much simpler when there aren't any stopovers involved. If you're making your way to Chesterfield, the great news is that there are approximately 3,559 direct flights every week.
Where are the most popular flights to Chesterfield departing from?
A large number of flights to Chesterfield leave from Washington, New York and Chicago airports.
How long is the flight to Chesterfield Airport?
If you're flying to Chesterfield from Washington, you'll have a flight duration of 1 hour and 31 minutes. Those taking off from New York can expect to be travelling for 1 hour and 19 minutes. From Chicago it's roughly 2 hours and 13 minutes away.
How to book the cheapest flight to Chesterfield?
We all know those travellers who manage to pick up wonderfully cheap airfares every time they fly. Would you like to know how to do it for your Chesterfield holiday? Don't wait until the last possible moment to lock in your flight. Another good way to pick up a bargain is to shop around. If where you're headed has multiple airports, don't forget to research the cost of flying into a smaller terminal. And finally, don't forget that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to secure your seat as soon as you see a great bargain. The sweetest deals don't last long.
Do you have any tips for my flight to Chesterfield?
If you're not prepared, travelling can be daunting. But there's no need to panic. Follow these handy tips and enjoy a stress-free start to your getaway in Chesterfield. What to pack in your hand luggage:

  • Firstly, and most importantly, pack in your passport, important documents, credit cards and vital medications. Next, you'll need some entertainment to while away the time. A thrilling book and a tablet crammed with your favourite shows are some great options. If you hope to catch forty winks, a quality neck pillow and a pair of earplugs will also be useful. Finally, make room for a toothbrush and some cleansing wipes so you'll arrive at your destination looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Pack all your full-sized bottles of hair gel and hairspray in your checked baggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Sharp or pointed objects, like your trusty Swiss Army knife, and dangerous products which are flammable or explosive, such as flares, chemicals agents and poisons, are also restricted.

What to wear on a flight:

  • Go for comfort over style. Prepare for changes in temperature by layering up, and pick easy-to-remove footwear like sneakers.
  • Deep vein thrombosis (DVT) is a risk on long-distance flights. It's the result of blood clots forming due to inactivity and poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression socks or tights.

How to get through airport security fast when flying to Chesterfield?
Being organised before you arrive at the airport will help make your trip to Chesterfield a breeze. Check out our top tips for a stress-free journey past security:

  • Keep your travel documents and ID within close reach. They're the first items you'll be asked for by airport security.
  • Your jacket, belt, keys and other small items, like your earphones, will need to go on a tray through the X-ray machine. Make the whole process faster by removing them as it gets closer to your turn.
  • Your electronic devices like phones and laptops will also have to go on a tray for inspection. Don't worry though, you'll be back online before you know it.
  • Travelling with your favourite hand cream? As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-lock bag, it's OK to bring with you in your carry-on.
  • Lightweight sneakers are a clever footwear choice as you're less likely to be asked to remove them when going through security. Boots and heavier-style shoes are often subjected to additional screening.
  • Sharp or pointed objects (like knives and scissors) are prohibited in the cabin. They'll be seized at security, so pack them in your checked suitcase.

Flights to Chesterfield information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Return price
S$201

Trending flights to Chesterfield

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.

Air Canada
Thu, 19 Feb - Mon, 23 Feb
SIN
Singapore
BOS
Boston
S$1,212 Return, found 5 days ago
S$1,212
Return
found 5 days ago
Select Air Canada flight, departing Thu, 19 Feb from Singapore to Boston, returning Mon, 23 Feb, priced at S$1,212 found 5 days ago
*Available to Expedia members.