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Chesterfield

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Chesterfield Flights as Low as $155

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

JetBlue Airways
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $155 found 5 hours ago
American Airlines
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$164 Roundtrip, found 5 hours ago
$164
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $164 found 5 hours ago
JetBlue Airways
Wed, Sep 3 - Tue, Sep 9
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 9, priced at $170 found 3 days ago
JetBlue Airways
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $180 found 5 hours ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 9
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 9, priced at $180 found 3 days ago
American Airlines
Tue, Sep 16 - Tue, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 30, priced at $189 found 4 days ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$200 Roundtrip, found 9 hours ago
$200
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $200 found 9 hours ago
United
Wed, Aug 13 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select United flight, departing Wed, Aug 13 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $209 found 4 days ago
American Airlines
Fri, Sep 5 - Tue, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
MHT
Manchester-Boston Regional
$227 Roundtrip, found 18 hours ago
$227
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Fri, Sep 5 from Fort Lauderdale - Hollywood Intl. to Manchester-Boston Regional, returning Tue, Sep 9, priced at $227 found 18 hours ago
American Airlines
Mon, Sep 8 - Wed, Sep 10
RIC
Richmond Intl.
MHT
Manchester-Boston Regional
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 8 from Richmond Intl. to Manchester-Boston Regional, returning Wed, Sep 10, priced at $232 found 4 days ago
American Airlines
Wed, Aug 27 - Tue, Sep 2
GRR
Gerald R. Ford Intl.
MHT
Manchester-Boston Regional
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Aug 27 from Gerald R. Ford Intl. to Manchester-Boston Regional, returning Tue, Sep 2, priced at $240 found 4 days ago
Bargain Flight
Tue, Aug 19 - Fri, Aug 22
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$258 Roundtrip, found 23 hours ago
$258
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Tue, Aug 19 from Tampa Intl. to Manchester-Boston Regional, returning Fri, Aug 22, priced at $258 found 23 hours ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Wed, Oct 15, priced at $276 found 1 day ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$325 Roundtrip, found 20 hours ago
$325
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Oct 21 from Los Angeles Intl. to Manchester-Boston Regional, returning Sat, Oct 25, priced at $325 found 20 hours ago
United
Sat, Aug 16 - Sat, Aug 30
BIS
Bismarck Municipal
MHT
Manchester-Boston Regional
$361 Roundtrip, found 15 hours ago
$361
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Aug 16 from Bismarck Municipal to Manchester-Boston Regional, returning Sat, Aug 30, priced at $361 found 15 hours ago
American Airlines
Fri, Oct 3 - Tue, Oct 14
SNA
John Wayne
MHT
Manchester-Boston Regional
$436 Roundtrip, found 22 hours ago
$436
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Fri, Oct 3 from John Wayne to Manchester-Boston Regional, returning Tue, Oct 14, priced at $436 found 22 hours 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 November, 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 $155, 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 $155 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$154

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 ...
6.6/10 (1,000 reviews)
"Always a pleasure to stay at the Colonial"

Reviewed on Jul 28, 2025

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Colonial Motel And Spa
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! (857 reviews)
"The peoplw were nice The room was clean For the price upgrades are needed"

Reviewed on Jul 20, 2025

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Hampton Inn Brattleboro
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Book a stay at this 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! (864 reviews)
"Dillon, your front desk associate was amazing. Easy to work with and extremely accommodating. A real asset to the hotel."

Reviewed on Jul 26, 2025

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Keene Elm City Hotel, Ascend Hotel Collection
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,008 reviews)
Convenient, clean Inn
"Very convenient location, clean. Easy check in and out. Very basic breakfast could be upgraded to have nicer products. Quiet and reasonable Inn. Would stay again."

Reviewed on Aug 3, 2025

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The Putney Inn
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! (1,005 reviews)
"Great place!"

Reviewed on Jul 31, 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! (769 reviews)
"Staff were friendly and efficient and went out of their way to help me in a difficult situation at a local restaurant!! Very compassionate and supportive through my ordeal!! I will definitely stay again when in Brattleboro!"

Reviewed on Jul 30, 2025

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Latchis Hotel
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 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 breakfast and the helpful ...
7.8/10 Good! (1,001 reviews)
"All good"

Reviewed on Jul 30, 2025

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The Covered Bridge Inn
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! (664 reviews)
"Nice hotel. It was clean and the staff was great! It was convenient to the downtown area."

Reviewed on Jul 29, 2025

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Comfort Inn & Suites Brattleboro I-91
See all 504 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.