Flights from The Berkshires

Cheapest flights from The Berkshires

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 27 - Mon, Dec 7

BDL

Bradley Intl.

SJU

Luis Munoz Marin Intl.

$193 Roundtrip, found 13 hours ago

$193

Roundtrip

found 13 hours ago

Select Frontier Airlines flight, departing Fri, Nov 27 from Bradley Intl. to Luis Munoz Marin Intl., returning Mon, Dec 7, priced at $193 found 13 hours ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$202 Roundtrip, found 2 days ago

$202

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Sat, Feb 6 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Sat, Feb 13, priced at $202 found 2 days ago

Sat, Dec 5 - Tue, Dec 8

BDL

Bradley Intl.

TPA

Tampa Intl.

$203 Roundtrip, found 5 days ago

$203

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Sat, Dec 5 from Bradley Intl. to Tampa Intl., returning Tue, Dec 8, priced at $203 found 5 days ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$207 Roundtrip, found 2 days ago

$207

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Sat, Feb 6 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Sat, Feb 13, priced at $207 found 2 days ago

Sat, Dec 5 - Tue, Dec 8

BDL

Bradley Intl.

TPA

Tampa Intl.

$208 Roundtrip, found 5 days ago

$208

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Sat, Dec 5 from Bradley Intl. to Tampa Intl., returning Tue, Dec 8, priced at $208 found 5 days ago

Sat, Dec 12 - Wed, Dec 16

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$210 Roundtrip, found 6 days ago

$210

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Dec 12 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Wed, Dec 16, priced at $210 found 6 days ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$212 Roundtrip, found 2 days ago

$212

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Sat, Feb 6 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Sat, Feb 13, priced at $212 found 2 days ago

Sat, Dec 5 - Tue, Dec 8

BDL

Bradley Intl.

TPA

Tampa Intl.

$213 Roundtrip, found 5 days ago

$213

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Sat, Dec 5 from Bradley Intl. to Tampa Intl., returning Tue, Dec 8, priced at $213 found 5 days ago

Sat, Jan 2 - Mon, Jan 11

BDL

Bradley Intl.

MCO

Orlando Intl.

$224 Roundtrip, found 4 days ago

$224

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Sat, Jan 2 from Bradley Intl. to Orlando Intl., returning Mon, Jan 11, priced at $224 found 4 days ago

Fri, Feb 19 - Sat, Feb 27

BDL

Bradley Intl.

MIA

Miami Intl.

$239 Roundtrip, found 5 hours ago

$239

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Fri, Feb 19 from Bradley Intl. to Miami Intl., returning Sat, Feb 27, priced at $239 found 5 hours ago

Fri, Feb 19 - Sat, Feb 27

BDL

Bradley Intl.

MIA

Miami Intl.

$259 Roundtrip, found 5 hours ago

$259

Roundtrip

found 5 hours ago

Select Delta flight, departing Fri, Feb 19 from Bradley Intl. to Miami Intl., returning Sat, Feb 27, priced at $259 found 5 hours ago

Thu, Dec 31 - Sat, Jan 9

BDL

Bradley Intl.

MCO

Orlando Intl.

$283 Roundtrip, found 4 days ago

$283

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Thu, Dec 31 from Bradley Intl. to Orlando Intl., returning Sat, Jan 9, priced at $283 found 4 days ago

Tue, Mar 2 - Wed, Mar 10

ALB

Albany Intl.

MCO

Orlando Intl.

$305 Roundtrip, found 2 days ago

$305

Roundtrip

found 2 days ago

Select United flight, departing Tue, Mar 2 from Albany Intl. to Orlando Intl., returning Wed, Mar 10, priced at $305 found 2 days ago

Sat, Dec 5 - Tue, Dec 8

ALB

Albany Intl.

TPA

Tampa Intl.

$325 Roundtrip, found 4 days ago

$325

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Dec 5 from Albany Intl. to Tampa Intl., returning Tue, Dec 8, priced at $325 found 4 days ago

Mon, Feb 1 - Mon, Feb 8

ALB

Albany Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$327 Roundtrip, found 2 days ago

$327

Roundtrip

found 2 days ago

Select Southwest Airlines flight, departing Mon, Feb 1 from Albany Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Feb 8, priced at $327 found 2 days ago

Tue, Feb 16 - Wed, Feb 17

ALB

Albany Intl.

RSW

Southwest Florida Intl.

$329 Roundtrip, found 5 hours ago

$329

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Feb 16 from Albany Intl. to Southwest Florida Intl., returning Wed, Feb 17, priced at $329 found 5 hours ago

Mon, Mar 22 - Fri, Apr 2

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$348 Roundtrip, found 4 hours ago

$348

Roundtrip

found 4 hours ago

Select Breeze Airways flight, departing Mon, Mar 22 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Apr 2, priced at $348 found 4 hours ago

Wed, Nov 25 - Sat, Dec 5

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$357 Roundtrip, found 1 day ago

$357

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Nov 25 from Bradley Intl. to Los Angeles Intl., returning Sat, Dec 5, priced at $357 found 1 day ago

Tue, Apr 20 - Sat, Apr 24

ALB

Albany Intl.

MIA

Miami Intl.

$421 Roundtrip, found 13 hours ago

$421

Roundtrip

found 13 hours ago

Select Delta flight, departing Tue, Apr 20 from Albany Intl. to Miami Intl., returning Sat, Apr 24, priced at $421 found 13 hours ago

Wed, Nov 11 - Sun, Nov 15

ALB

Albany Intl.

LAS

Harry Reid Intl.

$578 Roundtrip, found 3 days ago

$578

Roundtrip

found 3 days ago

Select Delta flight, departing Wed, Nov 11 from Albany Intl. to Harry Reid Intl., returning Sun, Nov 15, priced at $578 found 3 days ago