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Chesterfield

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Chesterfield Flights as Low as $85

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

Breeze Airways
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$85 Roundtrip, found 12 hours ago
$85
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Feb 7 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Feb 10, priced at $85 found 12 hours ago
JetBlue Airways
Tue, Feb 11 - Tue, Feb 25
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Feb 11 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Feb 25, priced at $117 found 1 day ago
JetBlue Airways
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$134 Roundtrip, found 12 hours ago
$134
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Fri, Feb 7 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Feb 10, priced at $134 found 12 hours ago
JetBlue Airways
Tue, Feb 11 - Tue, Feb 25
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Feb 11 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Feb 25, priced at $152 found 1 day ago
JetBlue Airways
Wed, Feb 12 - Tue, Feb 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$152 Roundtrip, found 22 hours ago
$152
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Wed, Feb 12 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Feb 18, priced at $152 found 22 hours ago
JetBlue Airways
Sat, Feb 15 - Tue, Feb 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$177 Roundtrip, found 22 hours ago
$177
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Sat, Feb 15 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Feb 18, priced at $177 found 22 hours ago
American Airlines
Sat, Feb 15 - Tue, Feb 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$187 Roundtrip, found 22 hours ago
$187
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Feb 15 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Feb 18, priced at $187 found 22 hours ago
Breeze Airways
Thu, Feb 20 - Thu, Feb 27
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$210 Roundtrip, found 13 hours ago
$210
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Feb 20 from Tampa Intl. to Manchester-Boston Regional, returning Thu, Feb 27, priced at $210 found 13 hours ago
JetBlue Airways
Sun, Feb 9 - Mon, Feb 10
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Feb 9 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Mon, Feb 10, priced at $242 found 1 day ago
United
Wed, Apr 9 - Sun, Apr 13
DAY
James M. Cox Dayton Intl.
MHT
Manchester-Boston Regional
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select United flight, departing Wed, Apr 9 from James M. Cox Dayton Intl. to Manchester-Boston Regional, returning Sun, Apr 13, priced at $284 found 1 day ago
United
Fri, Feb 14 - Tue, Feb 18
IND
Indianapolis Intl.
MHT
Manchester-Boston Regional
$347 Roundtrip, found 5 days ago
$347
Roundtrip
found 5 days ago
Select United flight, departing Fri, Feb 14 from Indianapolis Intl. to Manchester-Boston Regional, returning Tue, Feb 18, priced at $347 found 5 days ago
American Airlines
Tue, Feb 11 - Sat, Feb 15
SDF
Louisville Intl.
MHT
Manchester-Boston Regional
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 11 from Louisville Intl. to Manchester-Boston Regional, returning Sat, Feb 15, priced at $367 found 1 day ago
American Airlines
Sat, Feb 8 - Mon, Feb 10
BWI
Baltimore Washington Intl. Thurgood Marshall
MHT
Manchester-Boston Regional
$385 Roundtrip, found 1 day ago
$385
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 8 from Baltimore Washington Intl. Thurgood Marshall to Manchester-Boston Regional, returning Mon, Feb 10, priced at $385 found 1 day ago
American Airlines
Wed, Jul 16 - Sat, Jul 26
JAX
Jacksonville Intl.
MHT
Manchester-Boston Regional
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 16 from Jacksonville Intl. to Manchester-Boston Regional, returning Sat, Jul 26, priced at $387 found 1 day ago
American Airlines
Sun, Feb 2 - Sat, Feb 8
GRR
Gerald R. Ford Intl.
MHT
Manchester-Boston Regional
$466 Roundtrip, found 1 day ago
$466
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Feb 2 from Gerald R. Ford Intl. to Manchester-Boston Regional, returning Sat, Feb 8, priced at $466 found 1 day ago
American Airlines
Tue, Mar 18 - Tue, Mar 25
IDA
Idaho Falls Regional
MHT
Manchester-Boston Regional
$774 Roundtrip, found 1 day ago
$774
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 18 from Idaho Falls Regional to Manchester-Boston Regional, returning Tue, Mar 25, priced at $774 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 February, 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 $85, 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 $85 right now, why wait?

Chesterfield Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$85

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 Jan 26 to Jan 27
$120
includes taxes & fees
Jan 26 - Jan 27
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)
Great for a couple of guys for an overnight snowbo
"I I would happily stay there again."

Reviewed on Jan 9, 2025

Colonial Motel And Spa
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 $114 per night from Jan 28 to Jan 29
$114
includes taxes & fees
Jan 28 - Jan 29
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! (563 reviews)
"Overall, we had a pleasant stay and the staff was very nice."

Reviewed on Jan 24, 2025

Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $118 per night from Jan 28 to Jan 29
$118
includes taxes & fees
Jan 28 - Jan 29
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! (1,001 reviews)
"We stayed here for a family event. Excellent front desk staff, great breakfast choices and the rooms are clean and comfortable."

Reviewed on Jan 19, 2025

Hampton Inn Brattleboro
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
The price is $102 per night from Jan 26 to Jan 27
$102
includes taxes & fees
Jan 26 - Jan 27
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 overnight for skiing!"

Reviewed on Jan 20, 2025

The Putney Inn
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
2.5 out of 5
100 Chickering Drive, Brattleboro, VT
The price is $164 per night from Feb 9 to Feb 10
$164
includes taxes & fees
Feb 9 - Feb 10
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! (954 reviews)
"Place is clean, safe, well lit, plenty of parking, friendly and helpful staff, and breakfast is included. Would stay again, highly recommend."

Reviewed on Dec 28, 2024

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2 out of 5
3 Ash Brook Road, Keene, NH
The price is $101 per night from Feb 2 to Feb 3
$101
includes taxes & fees
Feb 2 - Feb 3
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. ...
7.2/10 Good! (980 reviews)
"Clean and quiet:)"

Reviewed on Jan 7, 2025

Days Inn by Wyndham Keene NH
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
The price is $139 per night from Jan 26 to Jan 27
$139
includes taxes & fees
Jan 26 - Jan 27
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! (692 reviews)
"Very cool historic hotel attached to a movie theatre in a funky district"

Reviewed on Jan 16, 2025

Latchis Hotel
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
The price is $144 per night from Feb 23 to Feb 24
$144
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this business-friendly hotel in Keene. Enjoy free parking, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (276 reviews)
"Nice simple and modern. Great customer service. Check in and out was simple and quick. Unfortunately pool wasnt open but guests where advised the Best Western across the way was allowing their guests to show room cards to be able to use the pool their facility. Clean rooms but no laundry amenities ..."

Reviewed on Jan 1, 2025

Hampton Inn & Suites Keene
See all 494 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.