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Chesterfield

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Chesterfield Flights as Low as $142

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

Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $142 found 2 days ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $147 found 2 days ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $152 found 2 days ago
American Airlines
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $179 found 2 days ago
American Airlines
Tue, Apr 8 - Tue, Apr 22
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$182 Roundtrip, found 5 days ago
$182
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 8 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Apr 22, priced at $182 found 5 days ago
JetBlue Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $194 found 2 days ago
JetBlue Airways
Tue, Aug 5 - Mon, Aug 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Aug 18, priced at $197 found 1 hour ago
JetBlue Airways
Tue, Aug 12 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 12 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $204 found 5 days ago
JetBlue Airways
Tue, Apr 8 - Tue, Apr 22
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Apr 8 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Apr 22, priced at $207 found 5 days ago
United
Tue, Aug 5 - Tue, Aug 19
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Aug 5 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Aug 19, priced at $217 found 1 hour ago
JetBlue Airways
Tue, Jun 17 - Tue, Jun 24
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Tampa Intl. to Manchester-Boston Regional, returning Tue, Jun 24, priced at $232 found 1 day ago
JetBlue Airways
Tue, May 27 - Wed, Jun 4
BOS
Logan Intl.
MHT
Manchester-Boston Regional
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 27 from Logan Intl. to Manchester-Boston Regional, returning Wed, Jun 4, priced at $242 found 1 day ago
American Airlines
Wed, May 28 - Mon, Jun 2
PHL
Philadelphia Intl.
MHT
Manchester-Boston Regional
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 28 from Philadelphia Intl. to Manchester-Boston Regional, returning Mon, Jun 2, priced at $339 found 1 day ago
JetBlue Airways
Wed, Apr 16 - Wed, Apr 23
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$378 Roundtrip, found 16 hours ago
$378
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Wed, Apr 16 from Los Angeles Intl. to Manchester-Boston Regional, returning Wed, Apr 23, priced at $378 found 16 hours ago
American Airlines
Wed, Jun 25 - Tue, Jul 1
GNV
Gainesville Regional
MHT
Manchester-Boston Regional
$407 Roundtrip, found 8 hours ago
$407
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jun 25 from Gainesville Regional to Manchester-Boston Regional, returning Tue, Jul 1, priced at $407 found 8 hours ago
Alaska Airlines
Sun, Apr 13 - Mon, Apr 14
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$754 Roundtrip, found 16 hours ago
$754
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Sun, Apr 13 from Los Angeles Intl. to Manchester-Boston Regional, returning Mon, Apr 14, priced at $754 found 16 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 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 16 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 $142, 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 $142 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$141

Last Minute Hotel Deals in Chesterfield

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $120 per night from Mar 27 to Mar 28
$120
includes taxes & fees
Mar 27 - Mar 28
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)
Little Gem!
"Front desk and spa staff were very friendly and accommodating. Room was spacious and clean. Excellent location."

Reviewed on Mar 25, 2025

Colonial Motel And Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $117 per night from Apr 7 to Apr 8
$117
includes taxes & fees
Apr 7 - Apr 8
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! (808 reviews)
Great service
"Was nice and amazing"

Reviewed on Mar 23, 2025

Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
The price is $115 per night from Mar 30 to Mar 31
$115
includes taxes & fees
Mar 30 - Mar 31
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! (608 reviews)
"As confirmed by the front office, the hotel wifi was not always reliable. Our electronic keys needed to be reprogrammed several times to give us access to our rooms. Otherwise, I liked the fact that there was always a choice of fresh coffees, and even free soup for the guests. The mattress and pillows ..."

Reviewed on Mar 18, 2025

Comfort Inn & Suites Brattleboro I-91
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
The price is $102 per night from Mar 27 to Mar 28
$102
includes taxes & fees
Mar 27 - Mar 28
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 ...
8.2/10 Very Good! (1,000 reviews)
"Great value for the money. Very clean and quiet."

Reviewed on Mar 24, 2025

The Putney Inn
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
The price is $143 per night from Mar 30 to Mar 31
$143
includes taxes & fees
Mar 30 - Mar 31
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! (1,000 reviews)
"During my work trip, this hotel was perfect for my needs. The on-site restaurant was amazing! If I lived nearby, I'd definitely visit regularly. The room was clean and well-equipped, making my stay very enjoyable."

Reviewed on Mar 11, 2025

Best Western Plus Keene Hotel
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
The price is $161 per night from Mar 30 to Mar 31
$161
includes taxes & fees
Mar 30 - Mar 31
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! (970 reviews)
"My sister and I took our children just for a night getaway. The staff were very friendly and the children had a great time in the pool. The rooms were clean and the children were very impressed by the breakfast buffet the next morning. We had a wonderful stay. Thank you for accommodating us."

Reviewed on Mar 14, 2025

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
The price is $144 per night from Mar 27 to Mar 28
$144
includes taxes & fees
Mar 27 - Mar 28
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! (722 reviews)
Wonderful small hotel
"Very comfortable and quiet. Well situated and perfect for a quick getaway. Staff was very friendly and helpful."

Reviewed on Mar 16, 2025

Latchis Hotel
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
The price is $138 per night from Mar 31 to Apr 1
$138
includes taxes & fees
Mar 31 - Apr 1
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! (1,002 reviews)
"Everything"

Reviewed on Mar 6, 2025

Courtyard by Marriott Keene Downtown
See all 511 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.