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Chester

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Chester Flights as Low as $107

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

Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, just found
$107
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $107 just found
Spirit Airlines
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 18 hours ago
$108
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $108 found 18 hours ago
Spirit Airlines
Sat, Aug 16 - Thu, Aug 21
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Bradley Intl., returning Thu, Aug 21, priced at $110 just found
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$112 Roundtrip, just found
$112
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $112 just found
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $118 just found
Spirit Airlines
Tue, Jun 24 - Sat, Jun 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 1 hour ago
$123
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jun 28, priced at $123 found 1 hour ago
Breeze Airways
Fri, Jul 11 - Mon, Jul 14
TPA
Tampa Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 11 from Tampa Intl. to Bradley Intl., returning Mon, Jul 14, priced at $141 found 1 day ago
American Airlines
Tue, Aug 12 - Sat, Aug 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 12 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Aug 23, priced at $148 just found
Frontier Airlines
Sat, Jul 5 - Sat, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 5 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Jul 12, priced at $157 found 1 day ago
Frontier Airlines
Sat, Jul 12 - Mon, Jul 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Orlando Intl. to Bradley Intl., returning Mon, Jul 14, priced at $157 found 1 day ago
JetBlue Airways
Wed, Nov 12 - Tue, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Nov 18, priced at $177 found 1 day ago
United
Tue, Aug 12 - Tue, Aug 19
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select United flight, departing Tue, Aug 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Aug 19, priced at $190 found 2 days ago
Delta
Sat, Aug 9 - Wed, Aug 20
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$207 Roundtrip, found 7 hours ago
$207
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Aug 9 from Charlotte-Douglas Intl. to Bradley Intl., returning Wed, Aug 20, priced at $207 found 7 hours ago
Spirit Airlines
Tue, Sep 16 - Sat, Sep 20
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Sep 16 from George Bush Intercontinental to Bradley Intl., returning Sat, Sep 20, priced at $207 found 6 days ago
American Airlines
Thu, Aug 28 - Tue, Sep 2
DFW
Dallas-Fort Worth Intl.
BDL
Bradley Intl.
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 28 from Dallas-Fort Worth Intl. to Bradley Intl., returning Tue, Sep 2, priced at $214 found 1 day ago
Delta
Tue, Aug 12 - Tue, Aug 19
DAL
Love Field
BDL
Bradley Intl.
$251 Roundtrip, found 10 hours ago
$251
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Aug 12 from Love Field to Bradley Intl., returning Tue, Aug 19, priced at $251 found 10 hours ago

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester 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 Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester 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 Chester?

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 Chester are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

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 Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Barnes Municipal Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $107, 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 Chester?

The trick to saving a stack of cash on your flight to Chester? 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 $107 right now, why wait?

Chester Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$106

Last Minute Hotel Deals in Chester

Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
2.5 out of 5
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 (1,001 reviews)
"Amazing space clean and well maintained"

Reviewed on Jun 10, 2025

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Red Roof Inn PLUS+ West Springfield
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
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! (2,268 reviews)
"It was the perfect stay for our family for a night! It was so clean, everyone was kind, the breakfast was AMAZING & so was the indoor pool! Highly recommend!"

Reviewed on Jun 15, 2025

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D. Hotel Suites & Spa
Quality Inn West Springfield
Quality Inn West Springfield
2.5 out of 5
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! (1,009 reviews)
"I like everything cleanness, pool,staff especially very professional, cleanness of room,plus quiet ,ac runs great"

Reviewed on Jun 16, 2025

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Quality Inn West Springfield
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
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! (710 reviews)
"Very comfortable"

Reviewed on Jun 14, 2025

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The Ellery
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
3 out of 5
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,264 reviews)
"I will be back soon"

Reviewed on Jun 10, 2025

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La Quinta Inn & Suites by Wyndham Springfield MA
Riverdale Inn
Riverdale Inn
2 out of 5
1500 Riverdale Street, On Route 5, West Springfield, MA
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions MGM Springfield and Naismith Memorial Basketball ...
5.8/10 (1,000 reviews)
"I like the quiet covenant"

Reviewed on Jun 15, 2025

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Riverdale Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,003 reviews)
"Great service from staff. Quite and comfortable room. Liked having a balcony."

Reviewed on Jun 12, 2025

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The Yankee, Trademark Collection by Wyndham
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,003 reviews)
"good stay, clean friendly and it was nice to be able to open the window in the room for fresh clean air. only drawback was it is close to the road and road noise was a little annoying. our room was facing the road and we had the window open so it was a trade off"

Reviewed on Jun 14, 2025

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Best Western Plus Berkshire Hills Inn & Suites
See all 828 properties in Chester
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.