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Chesterfield

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Chesterfield Flights as Low as $169

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

Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $169 found 4 days ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$174 Roundtrip, found 4 days ago
$174
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $174 found 4 days ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $179 found 4 days ago
United
Fri, Jul 31 - Sat, Aug 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$234 Roundtrip, found 22 hours ago
$234
Roundtrip
found 22 hours ago
Select United flight, departing Fri, Jul 31 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 1, priced at $234 found 22 hours ago
United
Fri, Jul 31 - Sat, Aug 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$240 Roundtrip, found 22 hours ago
$240
Roundtrip
found 22 hours ago
Select United flight, departing Fri, Jul 31 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 1, priced at $240 found 22 hours ago
American Airlines
Tue, Sep 1 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Mon, Sep 14, priced at $257 found 1 day ago
American Airlines
Tue, Sep 8 - Tue, Sep 15
SLC
Salt Lake City Intl.
MHT
Manchester-Boston Regional
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 8 from Salt Lake City Intl. to Manchester-Boston Regional, returning Tue, Sep 15, priced at $257 found 1 day ago
United
Tue, Sep 1 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Mon, Sep 14, priced at $262 found 1 day ago
United
Fri, Jul 31 - Sat, Aug 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$265 Roundtrip, found 22 hours ago
$265
Roundtrip
found 22 hours ago
Select United flight, departing Fri, Jul 31 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 1, priced at $265 found 22 hours ago
American Airlines
Thu, Sep 3 - Thu, Sep 17
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267 Roundtrip, found 3 hours ago
$267
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $267 found 3 hours ago
American Airlines
Mon, Aug 17 - Tue, Aug 25
PDX
Portland Intl.
MHT
Manchester-Boston Regional
$287 Roundtrip, found 16 hours ago
$287
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Aug 17 from Portland Intl. to Manchester-Boston Regional, returning Tue, Aug 25, priced at $287 found 16 hours ago
American Airlines
Fri, Jul 31 - Wed, Aug 5
IND
Indianapolis Intl.
MHT
Manchester-Boston Regional
$353 Roundtrip, found 1 day ago
$353
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 31 from Indianapolis Intl. to Manchester-Boston Regional, returning Wed, Aug 5, priced at $353 found 1 day ago
American Airlines
Wed, Aug 19 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
MHT
Manchester-Boston Regional
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 19 from Newark Liberty Intl. Airport to Manchester-Boston Regional, returning Wed, Aug 26, priced at $375 found 1 day ago
American Airlines
Tue, Jul 21 - Tue, Aug 4
IDA
Idaho Falls Regional
MHT
Manchester-Boston Regional
$567 Roundtrip, found 1 day ago
$567
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 21 from Idaho Falls Regional to Manchester-Boston Regional, returning Tue, Aug 4, priced at $567 found 1 day ago
American Airlines
Sat, Aug 29 - Sat, Sep 5
VRB
Vero Beach Municipal
MHT
Manchester-Boston Regional
$669 Roundtrip, found 1 day ago
$669
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 29 from Vero Beach Municipal to Manchester-Boston Regional, returning Sat, Sep 5, priced at $669 found 1 day ago
Alaska Airlines
Mon, Aug 17 - Tue, Aug 25
PDX
Portland Intl.
MHT
Manchester-Boston Regional
$821 Roundtrip, found 16 hours ago
$821
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Mon, Aug 17 from Portland Intl. to Manchester-Boston Regional, returning Tue, Aug 25, priced at $821 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 $169, 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 $169 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$168

Last Minute Hotel Deals in Chesterfield

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

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 ...
8.6/10 Excellent! (1,012 reviews)
"Great place to stay while visiting Keene. This hotel is close to all the amenities Keene has to offer. Our room was spacious and clean. The hotel looks as though it’s been recently updated. The breakfast was very good with lots of variety. The staff was kind. Dillion was eager to help with anything ..."

Reviewed on Jul 9, 2026

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Keene Elm City Hotel, an Ascend Collection Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St 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 ...
8.4/10 Very Good! (1,008 reviews)
"Our room was very clean and smelled wonderful we found a scent disc by the ac and made our room smell refreshed. AC was perfect and we took a to go breakfast with us to continue our vacation to Pittsburg NH . Great place to stay!! restaurant was great and we visited a few breweries while we were ..."

Reviewed on Jul 8, 2026

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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. ...
8.6/10 Excellent! (925 reviews)
"This hotel was the perfect landing place from a lot of traveling. It was clean, had unique historic ambience, and walkable to the whole town. Highly recommend!"

Reviewed on Jul 9, 2026

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Latchis Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
5.4/10 (13 reviews)
"The bed was hard to sleep on, the outdoor pool was filled with dirt, the indoor pool/spa/massage area is dilapidated, and the continental breakfast offered the bare minimum. When using the shower, switching from tub to shower was a task in itself while the water pressure was weak"

Reviewed on Jul 6, 2026

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Colonial Motel
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 ...
8.2/10 Very Good! (1,005 reviews)
"Clean"

Reviewed on Jul 9, 2026

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Hampton Inn Brattleboro
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! (1,003 reviews)
"It would probably have a better review if the power had stayed on. I realize it wasn’t their fault, but the power went off and it was out for about 12 hours."

Reviewed on Jul 5, 2026

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The Putney 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! (831 reviews)
"Staff wasfriendly and my room is very clean"

Reviewed on Jul 9, 2026

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Comfort Inn & Suites Brattleboro I-91
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (207 reviews)
"We had an amazing stay at Viking Village resort! It is an absolute hidden gem and truly felt like a fairytale escape. The cozy wooden houses are free-standing, which gives you excellent privacy, making them perfect for either a family trip or a solo getaway. I was so pleasantly surprised to find ..."

Reviewed on Jul 6, 2026

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Vikings Villages Resort
See all 522 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.