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Chesterfield

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Chesterfield Flights as Low as $199

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

Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $199 found 1 day ago
Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $210 found 1 day ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 2 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Aug 13, priced at $227 found 1 day ago
Breeze Airways
Wed, Jun 17 - Fri, Jun 26
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Jun 17 from Orlando Intl. to Manchester-Boston Regional, returning Fri, Jun 26, priced at $229 just found
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$230 Roundtrip, found 2 hours ago
$230
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $230 found 2 hours ago
JetBlue Airways
Wed, Jun 17 - Fri, Jun 26
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$243 Roundtrip, just found
$243
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Jun 17 from Orlando Intl. to Manchester-Boston Regional, returning Fri, Jun 26, priced at $243 just found
American Airlines
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$247 Roundtrip, found 2 hours ago
$247
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $247 found 2 hours ago
American Airlines
Tue, Jun 9 - Tue, Jun 16
ROC
Greater Rochester Intl.
MHT
Manchester-Boston Regional
$287 Roundtrip, found 19 hours ago
$287
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Jun 9 from Greater Rochester Intl. to Manchester-Boston Regional, returning Tue, Jun 16, priced at $287 found 19 hours ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$317 Roundtrip, found 6 days ago
$317
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $317 found 6 days ago
United
Tue, Sep 8 - Tue, Sep 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$326 Roundtrip, found 4 hours ago
$326
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Sep 8 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 29, priced at $326 found 4 hours ago
American Airlines
Tue, Jun 2 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$363 Roundtrip, found 1 day ago
$363
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Jun 16, priced at $363 found 1 day ago
American Airlines
Tue, Jun 16 - Tue, Jun 23
TTN
Mercer
MHT
Manchester-Boston Regional
$446 Roundtrip, found 16 hours ago
$446
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Jun 16 from Mercer to Manchester-Boston Regional, returning Tue, Jun 23, priced at $446 found 16 hours ago
American Airlines
Wed, May 20 - Thu, May 28
MYR
Myrtle Beach Intl.
MHT
Manchester-Boston Regional
$459 Roundtrip, found 4 days ago
$459
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 20 from Myrtle Beach Intl. to Manchester-Boston Regional, returning Thu, May 28, priced at $459 found 4 days ago
American Airlines
Sat, Jun 6 - Wed, Jun 10
AGS
Augusta Regional
MHT
Manchester-Boston Regional
$512 Roundtrip, found 19 hours ago
$512
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jun 6 from Augusta Regional to Manchester-Boston Regional, returning Wed, Jun 10, priced at $512 found 19 hours ago
American Airlines
Tue, May 12 - Sat, May 30
HRL
Valley Intl.
MHT
Manchester-Boston Regional
$536 Roundtrip, found 17 hours ago
$536
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, May 12 from Valley Intl. to Manchester-Boston Regional, returning Sat, May 30, priced at $536 found 17 hours ago
American Airlines
Tue, May 12 - Wed, May 27
JAX
Jacksonville Intl.
MHT
Manchester-Boston Regional
$666 Roundtrip, found 20 hours ago
$666
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, May 12 from Jacksonville Intl. to Manchester-Boston Regional, returning Wed, May 27, priced at $666 found 20 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 May, 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 $199, 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 $199 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$199

Last Minute Hotel Deals in Chesterfield

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! (972 reviews)
Great experience

Reviewed on May 8, 2026

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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
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! (1,007 reviews)
The room was a bit dusty and a lamp didn't work. Also, when I opened the door to enter the room the stand for the suitcase was right there in the walkway, which was difficult to maneuver with full hands. Overall, the hotel needed a refresh as everything seems old and a bit unloved. Breakfast was ...

Reviewed on May 7, 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! (877 reviews)
Really great place to stay in Brattleboro. Clean room, friendly and helpful staff, free coffee in the lobby and a great little bar/restaurant is attached. I'll definitely be back.

Reviewed on May 8, 2026

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Latchis Hotel
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! (1,004 reviews)
The water was hot but the hotle is very very old. Everything needs an upgrade.

Reviewed on May 9, 2026

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Days Inn by Wyndham Keene NH
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! (1,005 reviews)
Really nothing wrong with the hotel or its staff. The problem was homeless people living in the parking lot after hours. Cars running outside in the lot all night. A new security policy needs to be implemented.

Reviewed on May 2, 2026

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Keene Elm City Hotel, an Ascend Collection Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this 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 ...
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Colonial Motel And Spa
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)
Nice enough for the price, owners were very nice, room was ok, internet not so good, breakfast meh…all in all, good value stay.

Reviewed on May 5, 2026

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The Putney Inn
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 ...
7.6/10 Good! (1,002 reviews)
Everything was ok, but the soap was too small and there was no Kleenex, and the toilet paper only 1-ply. The parking lot was a bit sketchy. It had all the basics to get through the night, room was warm and clean.

Reviewed on May 9, 2026

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The Covered Bridge Inn
See all 526 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.