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Chesterfield

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Chesterfield Flights as Low as $195

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

American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 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 $195 found 5 days ago
American Airlines
Wed, May 6 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$205 Roundtrip, found 6 days ago
$205
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, May 6 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $205 found 6 days ago
American Airlines
Wed, May 6 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$224 Roundtrip, found 5 days ago
$224
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, May 6 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $224 found 5 days ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$227 Roundtrip, found 6 days ago
$227
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 $227 found 6 days ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$228 Roundtrip, found 1 hour ago
$228
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $228 found 1 hour ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 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 $234 found 5 days ago
American Airlines
Wed, May 6 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, May 6 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $237 found 6 days ago
American Airlines
Wed, Jun 10 - Wed, Jun 17
ROC
Greater Rochester Intl.
MHT
Manchester-Boston Regional
$292 Roundtrip, just found
$292
Roundtrip
just found
Select American Airlines flight, departing Wed, Jun 10 from Greater Rochester Intl. to Manchester-Boston Regional, returning Wed, Jun 17, priced at $292 just found
Bargain Flight
Tue, May 5 - Thu, May 7
CLT
Charlotte-Douglas Intl.
MHT
Manchester-Boston Regional
$300 Roundtrip, found 1 day ago
$300
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, May 5 from Charlotte-Douglas Intl. to Manchester-Boston Regional, returning Thu, May 7, priced at $300 found 1 day ago
United
Tue, Jul 14 - Thu, Jul 30
HSV
Huntsville Intl.
MHT
Manchester-Boston Regional
$339 Roundtrip, found 18 hours ago
$339
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Jul 14 from Huntsville Intl. to Manchester-Boston Regional, returning Thu, Jul 30, priced at $339 found 18 hours ago
American Airlines
Wed, Jun 10 - Tue, Jun 16
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$375 Roundtrip, found 9 hours ago
$375
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Jun 10 from Los Angeles Intl. to Manchester-Boston Regional, returning Tue, Jun 16, priced at $375 found 9 hours ago
American Airlines
Wed, Jun 3 - Tue, Jun 23
SGF
Springfield-Branson National
MHT
Manchester-Boston Regional
$384 Roundtrip, just found
$384
Roundtrip
just found
Select American Airlines flight, departing Wed, Jun 3 from Springfield-Branson National to Manchester-Boston Regional, returning Tue, Jun 23, priced at $384 just found
American Airlines
Wed, Aug 19 - Sat, Aug 22
MLB
Orlando Melbourne Intl.
MHT
Manchester-Boston Regional
$427 Roundtrip, found 9 hours ago
$427
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Aug 19 from Orlando Melbourne Intl. to Manchester-Boston Regional, returning Sat, Aug 22, priced at $427 found 9 hours ago
United
Sat, Jul 4 - Sat, Jul 11
SDF
Louisville Intl.
MHT
Manchester-Boston Regional
$487 Roundtrip, found 21 hours ago
$487
Roundtrip
found 21 hours ago
Select United flight, departing Sat, Jul 4 from Louisville Intl. to Manchester-Boston Regional, returning Sat, Jul 11, priced at $487 found 21 hours ago
American Airlines
Wed, Apr 22 - Wed, Apr 29
IND
Indianapolis Intl.
MHT
Manchester-Boston Regional
$661 Roundtrip, found 1 day ago
$661
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 22 from Indianapolis Intl. to Manchester-Boston Regional, returning Wed, Apr 29, priced at $661 found 1 day ago
American Airlines
Sat, Apr 18 - Thu, Apr 23
BNA
Nashville Intl.
MHT
Manchester-Boston Regional
$874 Roundtrip, found 1 day ago
$874
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 18 from Nashville Intl. to Manchester-Boston Regional, returning Thu, Apr 23, priced at $874 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 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 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 $195, 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 $195 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$194

Last Minute Hotel Deals in Chesterfield

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 ...
6.8/10 (1,002 reviews)
Awesome and clean and quiet love the staff

Reviewed on Apr 14, 2026

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Colonial Motel And Spa
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.6/10 Good! (1,001 reviews)
The rrooms were clean, shower was great. Hallways dark, parking lot not to much lighting. There is no breakfast just coffee.

Reviewed on Mar 29, 2026

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The Covered Bridge Inn
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! (961 reviews)
Everyone was nice!

Reviewed on Apr 14, 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! (1,001 reviews)
The breakfast nook was excellent ! Many choices laid out neat and easy.

Reviewed on Apr 16, 2026

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Best Western Plus Keene Hotel
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! (1,001 reviews)
The room was very clean and the staff was very nice and there was plenty of parking. It was also within walkable distance of a movie theater and several fast food restaurants. Perf

Reviewed on Apr 12, 2026

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Keene Elm City Hotel, an Ascend Collection Hotel
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. ...
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Comfort Inn & Suites Brattleboro I-91
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! (1,002 reviews)
It's clear the owners are refurbishing this motel right off I-91 in Putney, VT. The bathrooms are freshly tiles, wooden floors replace wall to wall carpet, new lighting and thermo pane sliding doors. If you need a bed on a long drive, support these folks. Putney Food Coop is just up the road for ...

Reviewed on Apr 15, 2026

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The Putney Inn
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! (1,000 reviews)
This property was definitely on the older side and could use some renos. All of the towels in my room were stained, and the kleenex boxes left empty. I don't think one single staff member greeted me during the 3 nights I stayed there. They just sat behind the desk or walked about but never said hello ...

Reviewed on Apr 15, 2026

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Days Inn by Wyndham Keene NH
See all 517 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.