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Chesterfield

Name: Hotel UMass
Rating: 8.6

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Chesterfield Flights as Low as $87

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

All deals

One way

Roundtrip

Fri, Jul 25 - Sat, Jul 26

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$87

Roundtrip

found 15 hours ago

Sat, Jul 26 - Mon, Jul 28

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$93

Roundtrip

found 1 day ago

Fri, Oct 3 - Mon, Oct 6

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$98

Roundtrip

found 1 day ago

Wed, Oct 22 - Wed, Oct 22

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$102

Roundtrip

found 15 hours ago

Wed, Dec 3 - Wed, Dec 10

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$107

Roundtrip

found 1 day ago

Wed, Sep 3 - Tue, Sep 9

FLL

Fort Lauderdale - Hollywood Intl.

BOS

Logan Intl.

$108

Roundtrip

found 2 hours ago

Sat, Aug 16 - Mon, Aug 18

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$110

Roundtrip

found 4 days ago

Sat, Aug 30 - Sun, Aug 31

MCO

Orlando Intl.

BDL

Bradley Intl.

$110

Roundtrip

found 19 hours ago

Thu, Aug 28 - Fri, Aug 29

MCO

Orlando Intl.

BDL

Bradley Intl.

$111

Roundtrip

found 5 days ago

Sat, Jul 12 - Fri, Jul 18

MCO

Orlando Intl.

BOS

Logan Intl.

$128

Roundtrip

found 19 hours ago

Sat, Sep 13 - Sat, Sep 20

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$132

Roundtrip

found 19 hours ago

Thu, Aug 14 - Tue, Aug 19

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$137

Roundtrip

found 4 days ago

Wed, Sep 3 - Tue, Sep 9

FLL

Fort Lauderdale - Hollywood Intl.

BOS

Logan Intl.

$140

Roundtrip

found 2 hours ago

Thu, Aug 14 - Mon, Aug 18

FLL

Fort Lauderdale - Hollywood Intl.

BDL

Bradley Intl.

$159

Roundtrip

found 1 hour ago

Sat, Jul 12 - Sat, Jul 19

ATL

Hartsfield-Jackson Atlanta Intl.

BDL

Bradley Intl.

$159

Roundtrip

found 1 day ago

Wed, Oct 15 - Tue, Oct 21

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$162

Roundtrip

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 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 July, 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 $87, 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 $87 right now, why wait?

Chesterfield Flight Information
Destination airport	Bradley Intl.
Destination airport IATA code	BDL
Roundtrip price	$87

Last Minute Hotel Deals in Chesterfield

Quality Inn West Springfield

1150 Riverdale St, West Springfield, MA

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! (1,001 reviews)

Clean Room, great value, and comfortable!

"Recently stayed two nights at the Quality Inn at the end of June. Check in was quick, staff was friendly, and I got my room request, towards the back of the building on a higher floor. I had room 423, it was clean, fairly good condition, everything worked, although fridge took a few hours to cool ..."

Reviewed on Jul 2, 2025

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FairBridge Inn Express

16 Cheshire Road, Pittsfield, MA

Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...

5.2/10 (737 reviews)

"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."

Reviewed on Jul 1, 2025

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Comfort Inn & Suites

400 Russell St, Hadley, MA

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! (1,001 reviews)

"I like how close to UMass it is. Everything was clean and the staff was very friendly and helpful. The breakfast is one of the better ones I've had for a hotel continental breakfast."

Reviewed on Jul 2, 2025

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Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street, West Springfield, MA

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 (1,000 reviews)

"Rooms were clean and the staff was nice."

Reviewed on Jun 29, 2025

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D. Hotel Suites & Spa

1 Country Club Rd, Holyoke, MA

Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...

9.2/10 Wonderful! (2,263 reviews)

"Our favorite thing about this hotel was definitely the staff. Noah was absolutely amazing! We did not have a chance to try the on-site restaurant, but we've heard great things about it. The hotel was very well run, clean, the breakfast was amazing, and the service was excellent! Highly recommend"

Reviewed on Jul 6, 2025

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Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd, South Deerfield, MA

Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...

7/10 Good! (1,001 reviews)

"Garbage can could be moved so not by door. Kind of in the way as you are trying to get into door and always over flowing with stinky garbage and cigarettes."

Reviewed on Jul 3, 2025

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Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street, Pittsfield, MA

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! (813 reviews)

"Clean rooms Staff was very friendly and helpful"

Reviewed on Jul 5, 2025

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Hotel UMass

1 Campus Center Way, Amherst, MA

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! (995 reviews)

"It was very conveniently located for visiting a student and the breakfast was great. The only downside for my family was not having a pool or hot tub. But they finally got mini fridges in the rooms!"

Reviewed on Jul 2, 2025

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See all 465 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.

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