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Chesterfield

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Chesterfield Flights as Low as $61

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

Spirit Airlines
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$61 Roundtrip, found 14 hours ago
$61
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $61 found 14 hours ago
Spirit Airlines
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$64 Roundtrip, found 14 hours ago
$64
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $64 found 14 hours ago
Spirit Airlines
Tue, Jan 28 - Wed, Jan 29
MCO
Orlando Intl.
BOS
Logan Intl.
$66 Roundtrip, found 5 hours ago
$66
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Orlando Intl. to Logan Intl., returning Wed, Jan 29, priced at $66 found 5 hours ago
Spirit Airlines
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$68 Roundtrip, found 14 hours ago
$68
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $68 found 14 hours ago
Frontier Airlines
Fri, Jan 24 - Sun, Jan 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 9 hours ago
$68
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Fri, Jan 24 from Orlando Intl. to Bradley Intl., returning Sun, Jan 26, priced at $68 found 9 hours ago
Spirit Airlines
Thu, Feb 6 - Sun, Feb 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$69 Roundtrip, found 4 hours ago
$69
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Feb 6 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Feb 9, priced at $69 found 4 hours ago
Spirit Airlines
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$71 Roundtrip, found 14 hours ago
$71
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $71 found 14 hours ago
Spirit Airlines
Fri, Jan 31 - Mon, Feb 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$74 Roundtrip, found 6 days ago
$74
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Jan 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Feb 3, priced at $74 found 6 days ago
Spirit Airlines
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$77 Roundtrip, found 14 hours ago
$77
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $77 found 14 hours ago
Breeze Airways
Wed, Jan 22 - Wed, Jan 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Jan 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Jan 22, priced at $102 just found
JetBlue Airways
Fri, Jan 31 - Mon, Feb 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jan 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Feb 3, priced at $127 found 6 days ago
Delta
Fri, Jan 31 - Mon, Feb 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Jan 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Feb 3, priced at $127 found 6 days ago
JetBlue Airways
Mon, Feb 3 - Mon, Feb 17
PBI
Palm Beach Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Feb 3 from Palm Beach Intl. to Logan Intl., returning Mon, Feb 17, priced at $137 found 1 day ago
American Airlines
Fri, Jan 31 - Mon, Feb 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Feb 3, priced at $158 found 6 days ago
American Airlines
Sat, Feb 1 - Sat, Feb 8
PBI
Palm Beach Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Feb 1 from Palm Beach Intl. to Bradley Intl., returning Sat, Feb 8, priced at $161 found 3 days ago
United
Tue, Jan 28 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$187 Roundtrip, found 14 hours ago
$187
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Jan 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Feb 4, priced at $187 found 14 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 CEF 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 January, 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 Barnes Municipal 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 $61, 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 $61 right now, why wait?

Chesterfield Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$60

Last Minute Hotel Deals in Chesterfield

D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
The price is $142 per night from Jan 20 to Jan 21
$142
includes taxes & fees
Jan 20 - Jan 21
Stay at this 3-star spa hotel in Holyoke. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,350 reviews)
"Hotel had a great restaurant. The pool and hottub where clean and nice to use."

Reviewed on Jan 2, 2025

D. Hotel Suites & Spa
Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield
2.5 out of 5
440 Memorial Dr, Chicopee, MA
The price is $105 per night from Jan 13 to Jan 14
$105
includes taxes & fees
Jan 13 - Jan 14
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,021 reviews)
"Clean"

Reviewed on Jan 6, 2025

Tru by Hilton Chicopee Springfield
Quality Inn West Springfield
Quality Inn West Springfield
2.5 out of 5
1150 Riverdale St, West Springfield, MA
The price is $96 per night from Jan 19 to Jan 20
$96
includes taxes & fees
Jan 19 - Jan 20
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,002 reviews)
Definitely would go back and recommend
"Very clean and comfortable l. Very quiet also. Breakfast was great kids loved it."

Reviewed on Dec 25, 2024

Quality Inn West Springfield
Hotel UMass
Hotel UMass
2.5 out of 5
1 Campus Center Way, Amherst, MA
The price is $163 per night from Jan 7 to Jan 8
$163
includes taxes & fees
Jan 7 - Jan 8
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
8.6/10 Excellent! (926 reviews)
Finals week overnight
"Ver clean, big room. Pillows were not comfortable. Nice breakfast. Cute lobby"

Reviewed on Dec 23, 2024

Hotel UMass
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
The price is $155 per night from Jan 9 to Jan 10
$155
includes taxes & fees
Jan 9 - Jan 10
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (572 reviews)
"Great location, comfy bed, and so very many thoughtful touches—from cookies in the lobby to pictures of famous Smith alums in the breakfast nook to scented hand soap in the room. I loved the breakfast (oatmeal with lots of toppings!) in the common space with a roaring fire. We look forward to ..."

Reviewed on Jan 4, 2025

The Ellery
Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
2.5 out of 5
1254 Riverdale Street, West Springfield, MA
The price is $102 per night from Jan 12 to Jan 13
$102
includes taxes & fees
Jan 12 - Jan 13
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,007 reviews)
"Everything was great staff friendly and place was nice and clean"

Reviewed on Jan 3, 2025

Red Roof Inn PLUS+ West Springfield
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $111 per night from Jan 9 to Jan 10
$111
includes taxes & fees
Jan 9 - Jan 10
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (715 reviews)
"Everything awesome"

Reviewed on Jan 4, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
400 Russell St, Hadley, MA
The price is $141 per night from Jan 8 to Jan 9
$141
includes taxes & fees
Jan 8 - Jan 9
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,000 reviews)
"It was all good"

Reviewed on Dec 17, 2024

Comfort Inn & Suites
See all 431 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.