Cheap flights from Chesterfield

Many airlines offer flexible change policies

Earn BONUS+ rewards on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Cheap round-trip flights from Chesterfield

The lowest prices found within the past 7 days from Chesterfield to were €81 for one-way flights and €245 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chesterfield Flight Information
Origin airport IATA code
BOS
Return price
€331

Your cheap flight from Chesterfield is available right now.

Visit us now at Ebookers to choose from lots of cheap flights leaving Chesterfield or our last minute air tickets from Chesterfield at unbeatable prices, specially chosen for those who want the best deal possible. Ebookers continuously compares and updates the choice of air tickets available from Chesterfield, offered by more than 400 airlines worldwide. Ebookers works 24/7 to find the best deals so that our clients don’t have to waste their valuable time. Wherever you are going, you will find your perfect combination for a fantastic holiday at a budget price right here with our extensive flights database and helpful information; star ratings, reviews, maps and more… Many discount flights with a departure from Chesterfield and last minute flights from Chesterfield are available at Ebookers to help you organise your flights the way you want them at a price you can afford. Come and prepare your perfect holiday now at Ebookers.

Fancy a break from Chesterfield? Book your flight in advance from Chesterfield!

Thinking about getting away for a while and leaving from Chesterfield? Visit Ebookers and discover our selection of inexpensive Chesterfield flights and air tickets from Chesterfield at unbelievable prices with a great choice of airlines - over 400 in fact. We give excellent service at an affordable price. For a great weekend away from Chesterfield, visit to Ebookers where we have many available flights departing Chesterfield on special offer. Check out our deals and find a flight leaving Chesterfield at a price you never imagined. These special Ebookers offers aren’t just about cheap flights. We have over 95,000 hotels worldwide in our database, so why not stay in a Chesterfield hotel and start or end your break in style? Combine your choice of flight, hotel and car rental from our vast, reliable database to create your perfect holiday or dream weekend at a discounted price with Ebookers. Don’t wait or you may be too late!

Featured Hotels near Chesterfield

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Our customers tell us that they can't get enough of the comfortable beds at D. Hotel Suites & Spa. During your stay, you'll be close to Mount Holyoke College. Enjoy features like 2 restaurants, a full-service spa and an indoor pool.
9.2/10 Wonderful! (2,245 reviews)
Staff was very nice, room was clean. Breakfast was good.

Reviewed on 9 Feb 2026

Opens in a new windowD. Hotel Suites & Spa
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
The price is €107 per night from 8 Mar to 9 Mar
€107
per night
8 Mar - 9 Mar
Our customers tell us that they enjoy the free breakfast at Comfort Inn & Suites Hadley - Amherst. During your stay, you're just a quick walk from Autobahn. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
9.2/10 Wonderful! (1,006 reviews)
STAFF WAS FRIENDLY AND WELCOMING. ROOM WAS CLEAN AND COMFORTABLE.

Reviewed on 7 Feb 2026

Opens in a new windowComfort Inn & Suites
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is €126 per night from 16 Feb to 17 Feb
€126
per night
16 Feb - 17 Feb
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
9/10 Wonderful! (838 reviews)
Perfect location, big rooms, nice staff.

Reviewed on 10 Feb 2026

Opens in a new windowBerkshire Mountain Lodge
Save an average of 15% on thousands of hotels when you're signed in
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
The price is €114 per night from 19 Feb to 20 Feb
€114
per night
19 Feb - 20 Feb
Our customers tell us that they can't get enough of the helpful staff at Courtyard by Marriott West Springfield. During your stay, you're just a quick walk from Cinemark West Springfield 15. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9/10 Wonderful! (598 reviews)
Clean, great area, and welcoming.

Reviewed on 8 Jan 2026

Opens in a new windowCourtyard by Marriott West Springfield
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
The price is €119 per night from 22 Feb to 23 Feb
€119
per night
22 Feb - 23 Feb
Our customers tell us that they can't get enough of the helpful staff at Hotel UMass. During your stay, you're just a quick walk from University of Massachusetts Amherst. Enjoy features like free breakfast and free WiFi in public areas, plus a restaurant.
8.8/10 Excellent! (1,004 reviews)
Great stay

Reviewed on 4 Feb 2026

Opens in a new windowHotel UMass
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
The price is €96 per night from 7 Mar to 8 Mar
€96
per night
7 Mar - 8 Mar
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn & Suites Pittsfield-Berkshires by IHG. During your stay, you're just a quick walk from Berkshire Museum. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
8/10 Very Good! (1,000 reviews)
Bathroom had somebody’s hair on the door and shower

Reviewed on 9 Feb 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Don't see what you're looking for?
See all available properties in Chesterfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.