Cheap Flights to Chesterfield

View AU$147 flight on Tue, 10 Feb 2026Opens in a new window

Popular airlines to Chesterfield

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Tickets 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.

American Airlines
Wed, 12 Aug - Thu, 20 Aug
LAX
Los Angeles
BOS
Boston
AU$267 Return, found 19 hours ago
AU$267
Return
found 19 hours ago
Select American Airlines flight, departing Wed, 12 Aug from Los Angeles to Boston, returning Thu, 20 Aug, priced at AU$267 found 19 hours ago
Delta
Sun, 1 Feb - Sat, 28 Feb
LAX
Los Angeles
BOS
Boston
AU$267 Return, found 2 days ago
AU$267
Return
found 2 days ago
Select Delta flight, departing Sun, 1 Feb from Los Angeles to Boston, returning Sat, 28 Feb, priced at AU$267 found 2 days ago
Alaska Airlines
Thu, 29 Jan - Wed, 4 Feb
LAX
Los Angeles
BOS
Boston
AU$378 Return, found 23 hours ago
AU$378
Return
found 23 hours ago
Select Alaska Airlines flight, departing Thu, 29 Jan from Los Angeles to Boston, returning Wed, 4 Feb, priced at AU$378 found 23 hours ago
Hawaiian Airlines
Fri, 6 Mar - Wed, 18 Mar
LAX
Los Angeles
BOS
Boston
AU$386 Return, found 5 days ago
AU$386
Return
found 5 days ago
Select Hawaiian Airlines flight, departing Fri, 6 Mar from Los Angeles to Boston, returning Wed, 18 Mar, priced at AU$386 found 5 days ago
JetBlue Airways
Tue, 14 Apr - Fri, 1 May
LAX
Los Angeles
BOS
Boston
AU$405 Return, found 5 days ago
AU$405
Return
found 5 days ago
Select JetBlue Airways flight, departing Tue, 14 Apr from Los Angeles to Boston, returning Fri, 1 May, priced at AU$405 found 5 days ago

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

September is typically the cheapest month to fly

From AU$153 - AU$455 per traveller.

Chesterfield Flights

Have the time of your life in Chesterfield

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

What are you waiting for?

Expedia.com.au helps you find cheap flights to Chesterfield AU$267. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Chesterfield-bound flight. Bon voyage!

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
AU$266

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 - Thu, 5 Mar
BNE
Brisbane
BOS
Boston
AU$1,018 Return, found 19 hours ago
AU$1,018
Return
found 19 hours ago
Select Air Canada flight, departing Thu, 19 Feb from Brisbane to Boston, returning Thu, 5 Mar, priced at AU$1,018 found 19 hours ago
*Available to Expedia members.