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 6 days ago

$193

Roundtrip

found 6 days 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 6 days ago

Sat, Feb 6 - Sat, Feb 13

BDL

Bradley Intl.

DJT

President Donald J. Trump Intl. Airport

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day 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 $199 found 1 day ago

Wed, Jan 6 - Wed, Jan 13

BDL

Bradley Intl.

TPA

Tampa Intl.

$218 Roundtrip, found 1 day ago

$218

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Jan 6 from Bradley Intl. to Tampa Intl., returning Wed, Jan 13, priced at $218 found 1 day ago

Sat, Dec 5 - Sat, Dec 19

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$220 Roundtrip, found 3 days ago

$220

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Dec 5 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Sat, Dec 19, priced at $220 found 3 days ago

Mon, Dec 14 - Thu, Dec 17

BDL

Bradley Intl.

MCO

Orlando Intl.

$224 Roundtrip, found 1 day ago

$224

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Mon, Dec 14 from Bradley Intl. to Orlando Intl., returning Thu, Dec 17, priced at $224 found 1 day ago

Mon, Dec 7 - Sat, Dec 12

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$229 Roundtrip, found 17 hours ago

$229

Roundtrip

found 17 hours ago

Select Breeze Airways flight, departing Mon, Dec 7 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Dec 12, priced at $229 found 17 hours ago

Fri, Feb 19 - Sat, Feb 27

BDL

Bradley Intl.

MIA

Miami Intl.

$239 Roundtrip, found 6 days ago

$239

Roundtrip

found 6 days ago

Select American Airlines flight, departing Fri, Feb 19 from Bradley Intl. to Miami Intl., returning Sat, Feb 27, priced at $239 found 6 days ago

Fri, Jan 8 - Mon, Jan 11

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$245 Roundtrip, found 2 days ago

$245

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Jan 8 from Bradley Intl. to Southwest Florida Intl., returning Mon, Jan 11, priced at $245 found 2 days ago

Tue, Jan 12 - Wed, Jan 20

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$259 Roundtrip, found 1 day ago

$259

Roundtrip

found 1 day ago

Select United flight, departing Tue, Jan 12 from Bradley Intl. to Southwest Florida Intl., returning Wed, Jan 20, priced at $259 found 1 day ago

Tue, Dec 1 - Tue, Dec 8

ALB

Albany Intl.

MCO

Orlando Intl.

$267 Roundtrip, found 1 day ago

$267

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Dec 1 from Albany Intl. to Orlando Intl., returning Tue, Dec 8, priced at $267 found 1 day ago

Tue, Jan 26 - Sat, Jan 30

ALB

Albany Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$287 Roundtrip, found 9 hours ago

$287

Roundtrip

found 9 hours ago

Select JetBlue Airways flight, departing Tue, Jan 26 from Albany Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Jan 30, priced at $287 found 9 hours ago

Sat, Dec 5 - Tue, Dec 8

ALB

Albany Intl.

TPA

Tampa Intl.

$293 Roundtrip, found 1 day ago

$293

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Dec 5 from Albany Intl. to Tampa Intl., returning Tue, Dec 8, priced at $293 found 1 day ago

Sun, Jan 17 - Thu, Jan 21

BDL

Bradley Intl.

LAS

Harry Reid Intl.

$315 Roundtrip, found 1 day ago

$315

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jan 17 from Bradley Intl. to Harry Reid Intl., returning Thu, Jan 21, priced at $315 found 1 day ago

Wed, Dec 2 - Tue, Dec 8

ALB

Albany Intl.

DJT

President Donald J. Trump Intl. Airport

$325 Roundtrip, found 2 days ago

$325

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Dec 2 from Albany Intl. to President Donald J. Trump Intl. Airport, returning Tue, Dec 8, priced at $325 found 2 days ago

Tue, Feb 16 - Wed, Feb 17

ALB

Albany Intl.

RSW

Southwest Florida Intl.

$329 Roundtrip, found 6 days ago

$329

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Feb 16 from Albany Intl. to Southwest Florida Intl., returning Wed, Feb 17, priced at $329 found 6 days ago

Sun, Jan 24 - Fri, Feb 26

ALB

Albany Intl.

SJU

Luis Munoz Marin Intl.

$375 Roundtrip, found 1 day ago

$375

Roundtrip

found 1 day ago

Select United flight, departing Sun, Jan 24 from Albany Intl. to Luis Munoz Marin Intl., returning Fri, Feb 26, priced at $375 found 1 day ago

Tue, Feb 23 - Sat, Feb 27

ALB

Albany Intl.

LAX

Los Angeles Intl.

$405 Roundtrip, found 17 hours ago

$405

Roundtrip

found 17 hours ago

Select American Airlines flight, departing Tue, Feb 23 from Albany Intl. to Los Angeles Intl., returning Sat, Feb 27, priced at $405 found 17 hours ago

Tue, Apr 20 - Sat, Apr 24

ALB

Albany Intl.

MIA

Miami Intl.

$421 Roundtrip, found 6 days ago

$421

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Apr 20 from Albany Intl. to Miami Intl., returning Sat, Apr 24, priced at $421 found 6 days ago

Mon, Apr 12 - Fri, Apr 16

ALB

Albany Intl.

LAS

Harry Reid Intl.

$447 Roundtrip, found 6 days ago

$447

Roundtrip

found 6 days ago

Select American Airlines flight, departing Mon, Apr 12 from Albany Intl. to Harry Reid Intl., returning Fri, Apr 16, priced at $447 found 6 days ago

Mon, Nov 30 - Thu, Dec 3

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$551 Roundtrip, found 23 hours ago

$551

Roundtrip

found 23 hours ago

Select JetBlue Airways flight, departing Mon, Nov 30 from Bradley Intl. to Los Angeles Intl., returning Thu, Dec 3, priced at $551 found 23 hours ago