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Chesterfield

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Chesterfield Flights as Low as $132

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
$132 Roundtrip, found 8 hours ago
$132
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $132 found 8 hours ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$137 Roundtrip, found 8 hours ago
$137
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $137 found 8 hours ago
American Airlines
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$142 Roundtrip, found 8 hours ago
$142
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $142 found 8 hours ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $151 found 1 day ago
American Airlines
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$156 Roundtrip, found 4 hours ago
$156
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $156 found 4 hours ago
American Airlines
Mon, Aug 11 - Sat, Aug 23
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Aug 11 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $161 found 1 hour ago
American Airlines
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$161 Roundtrip, found 8 hours ago
$161
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $161 found 8 hours ago
JetBlue Airways
Fri, Aug 8 - Thu, Aug 14
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Aug 8 from Tampa Intl. to Manchester-Boston Regional, returning Thu, Aug 14, priced at $169 found 2 days ago
JetBlue Airways
Tue, Aug 5 - Tue, Aug 12
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Manchester-Boston Regional, returning Tue, Aug 12, priced at $171 found 2 hours ago
Bargain Flight
Mon, Aug 18 - Tue, Aug 19
RIC
Richmond Intl.
MHT
Manchester-Boston Regional
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Aug 18 from Richmond Intl. to Manchester-Boston Regional, returning Tue, Aug 19, priced at $173 found 1 day ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$237 Roundtrip, found 11 hours ago
$237
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Wed, Oct 15, priced at $237 found 11 hours ago
American Airlines
Fri, Aug 1 - Mon, Aug 4
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$241 Roundtrip, found 10 hours ago
$241
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Aug 1 from Southwest Florida Intl. to Manchester-Boston Regional, returning Mon, Aug 4, priced at $241 found 10 hours ago
American Airlines
Sat, Aug 2 - Tue, Aug 5
HSV
Huntsville Intl.
MHT
Manchester-Boston Regional
$259 Roundtrip, found 11 hours ago
$259
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Aug 2 from Huntsville Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $259 found 11 hours ago
American Airlines
Thu, Oct 23 - Mon, Oct 27
MEM
Memphis Intl.
MHT
Manchester-Boston Regional
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 23 from Memphis Intl. to Manchester-Boston Regional, returning Mon, Oct 27, priced at $317 found 4 days ago
JetBlue Airways
Tue, Jul 29 - Tue, Aug 5
DEN
Denver Intl.
MHT
Manchester-Boston Regional
$324 Roundtrip, found 6 hours ago
$324
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Jul 29 from Denver Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $324 found 6 hours ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 21 from Los Angeles Intl. to Manchester-Boston Regional, returning Sat, Oct 25, priced at $345 found 1 day 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 $132, 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 $132 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$131

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 (1,002 reviews)
"We like the room. Nice and spacious. Er"

Reviewed on Jul 2, 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! (841 reviews)
"Great for the price"

Reviewed on Jun 28, 2025

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Hampton Inn Brattleboro
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! (754 reviews)
"Amazing building with very knowledgeable and keen staff. Bustling city Centre but delivers comfort & an experience."

Reviewed on Jul 4, 2025

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Latchis Hotel
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! (1,002 reviews)
"My Daughter And I Stayed 3 Days 4th Of July And Loved Pretty Much Everything!! Staff Were Great,Breakfast Wow Awesome, Indoor Pool,Beautiful Gazebo And Other Outdoor Lights!! Our Only Note*Rotate The Mattresses 1Side Of Bed Sinks,The Other Side Firm!! Tyvm 😁 😊 We Will Be Returning Soon!! Maureen ..."

Reviewed on Jul 6, 2025

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Best Western Plus Keene Hotel
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! (852 reviews)
Good room
"Good, clean room. Breakfast was decent, my family enjoyed the pool."

Reviewed on Jun 30, 2025

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Keene Elm City Hotel, Ascend Hotel Collection
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! (649 reviews)
"Buffer not always filled up Not always someone to the front desk 7: 10"

Reviewed on Jun 20, 2025

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Comfort Inn & Suites Brattleboro I-91
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)
"Nice"

Reviewed on Jun 25, 2025

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The Covered Bridge Inn
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (310 reviews)
"Clean, friendly, and good breakfast"

Reviewed on Jun 1, 2025

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Hampton Inn & Suites Keene
See all 510 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.