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Chesterfield

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Chesterfield Flights as Low as $107

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$107 Roundtrip, found 4 hours ago
$107
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $107 found 4 hours ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$112 Roundtrip, found 4 hours ago
$112
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $112 found 4 hours ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $117 found 4 hours ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 20, priced at $147 found 4 hours ago
JetBlue Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$151 Roundtrip, found 4 hours ago
$151
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $151 found 4 hours ago
American Airlines
Tue, Oct 7 - Wed, Oct 8
RIC
Richmond Intl.
MHT
Manchester-Boston Regional
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Oct 7 from Richmond Intl. to Manchester-Boston Regional, returning Wed, Oct 8, priced at $159 found 11 hours ago
JetBlue Airways
Wed, Aug 6 - Wed, Aug 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$191 Roundtrip, found 4 hours ago
$191
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 20, priced at $191 found 4 hours ago
United
Mon, Aug 11 - Wed, Aug 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select United flight, departing Mon, Aug 11 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 20, priced at $210 found 1 day ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Wed, Oct 15, priced at $217 just found
United
Mon, Aug 4 - Wed, Aug 6
PIT
Pittsburgh Intl.
MHT
Manchester-Boston Regional
$221 Roundtrip, found 5 hours ago
$221
Roundtrip
found 5 hours ago
Select United flight, departing Mon, Aug 4 from Pittsburgh Intl. to Manchester-Boston Regional, returning Wed, Aug 6, priced at $221 found 5 hours ago
Bargain Flight
Tue, Aug 5 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
MHT
Manchester-Boston Regional
$258 Roundtrip, found 4 hours ago
$258
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Tue, Aug 5 from Dallas-Fort Worth Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $258 found 4 hours ago
JetBlue Airways
Tue, Jul 22 - Tue, Jul 29
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$269 Roundtrip, found 4 hours ago
$269
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Los Angeles Intl. to Manchester-Boston Regional, returning Tue, Jul 29, priced at $269 found 4 hours ago
American Airlines
Tue, Jul 22 - Sat, Jul 26
ORD
O'Hare Intl.
MHT
Manchester-Boston Regional
$283 Roundtrip, found 21 hours ago
$283
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Manchester-Boston Regional, returning Sat, Jul 26, priced at $283 found 21 hours ago
JetBlue Airways
Tue, Jul 22 - Sat, Jul 26
ONT
Los Angeles - Ontario Intl.
MHT
Manchester-Boston Regional
$442 Roundtrip, found 7 hours ago
$442
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Los Angeles - Ontario Intl. to Manchester-Boston Regional, returning Sat, Jul 26, priced at $442 found 7 hours ago
American Airlines
Sat, Jun 21 - Thu, Jun 26
SHV
Shreveport Regional
MHT
Manchester-Boston Regional
$486 Roundtrip, found 10 hours ago
$486
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Jun 21 from Shreveport Regional to Manchester-Boston Regional, returning Thu, Jun 26, priced at $486 found 10 hours ago
Delta
Thu, Jun 19 - Wed, Jun 25
DAL
Love Field
MHT
Manchester-Boston Regional
$1,364 Roundtrip, found 2 days ago
$1,364
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jun 19 from Love Field to Manchester-Boston Regional, returning Wed, Jun 25, priced at $1,364 found 2 days ago

Cheap Flights to Chesterfield

Fall in love at first flight with your vacation to Chesterfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chesterfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chesterfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chesterfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chesterfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the VSF airport.

What is the cheapest month to fly to Chesterfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chesterfield are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chesterfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Chesterfield.

What airport is best to fly into Chesterfield?

When you’re planning your trip to Chesterfield, convenience is the name of the game. Luckily, Chesterfield Hartness State Airport is nearby so you can deplane and get going on checking off everything on your Chesterfield must-do list.

How much are flights to Chesterfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesterfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $107, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chesterfield?

The trick to saving a stack of cash on your flight to Chesterfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $107 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$106

Last Minute Hotel Deals in Chesterfield

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,001 reviews)
"Fabulous and clean for an affordable price"

Reviewed on May 27, 2025

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Colonial Motel And Spa
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (642 reviews)
"Beds were comfortable and Desk attendant was very nice"

Reviewed on Jun 16, 2025

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Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (834 reviews)
"So far so good. We definitely coming back again in the future."

Reviewed on Jun 8, 2025

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Hampton Inn Brattleboro
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
Stay at this 3-star business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
"Breakfast"

Reviewed on Jun 8, 2025

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Best Western Plus Keene Hotel
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (743 reviews)
"Location is great. Staff were very friendly. Its an older building so a few things aren't perfect, but overall, a good place to stay."

Reviewed on Jun 15, 2025

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Latchis Hotel
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"The check-in girl was excellent. The room smelled a little like dog in the rain"

Reviewed on Jun 7, 2025

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Courtyard by Marriott Keene Downtown
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2 out of 5
3 Ash Brook Road, Keene, NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7/10 Good! (1,002 reviews)
"Very quiet."

Reviewed on May 31, 2025

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Days Inn by Wyndham Keene NH
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 out of 5
100 Chickering Drive, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (992 reviews)
"Absolutely excellent stay and services. Shout out to the front desk staff. The cleanliness, professionalism....fantastic."

Reviewed on Jun 9, 2025

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Holiday Inn Express Hotel & Suites Brattleboro by IHG
See all 507 properties in Chesterfield
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.