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.

Mon, Oct 19 - Fri, Oct 23

BDL

Bradley Intl.

MCO

Orlando Intl.

$99 Roundtrip, found 5 days ago

$99

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Oct 19 from Bradley Intl. to Orlando Intl., returning Fri, Oct 23, priced at $99 found 5 days ago

Sat, Oct 17 - Thu, Oct 22

BDL

Bradley Intl.

MCO

Orlando Intl.

$193 Roundtrip, found 5 days ago

$193

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Sat, Oct 17 from Bradley Intl. to Orlando Intl., returning Thu, Oct 22, priced at $193 found 5 days ago

Wed, Oct 7 - Tue, Oct 20

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Oct 7 from Bradley Intl. to Southwest Florida Intl., returning Tue, Oct 20, priced at $217 found 1 day ago

Tue, Nov 10 - Tue, Nov 17

BDL

Bradley Intl.

TPA

Tampa Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Nov 10 from Bradley Intl. to Tampa Intl., returning Tue, Nov 17, priced at $217 found 2 days ago

Wed, Nov 4 - Mon, Nov 9

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$224 Roundtrip, found 2 days ago

$224

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Nov 4 from Bradley Intl. to Southwest Florida Intl., returning Mon, Nov 9, priced at $224 found 2 days ago

Wed, Nov 4 - Mon, Nov 9

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select United flight, departing Wed, Nov 4 from Bradley Intl. to Southwest Florida Intl., returning Mon, Nov 9, priced at $227 found 2 days ago

Tue, Oct 6 - Wed, Oct 14

ALB

Albany Intl.

MCO

Orlando Intl.

$241 Roundtrip, found 2 days ago

$241

Roundtrip

found 2 days ago

Select Southwest Airlines flight, departing Tue, Oct 6 from Albany Intl. to Orlando Intl., returning Wed, Oct 14, priced at $241 found 2 days ago

Mon, Oct 19 - Thu, Oct 29

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$241 Roundtrip, found 6 days ago

$241

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Oct 19 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Thu, Oct 29, priced at $241 found 6 days ago

Fri, Oct 23 - Thu, Nov 12

BDL

Bradley Intl.

LAS

Harry Reid Intl.

$244 Roundtrip, found 21 hours ago

$244

Roundtrip

found 21 hours ago

Select Frontier Airlines flight, departing Fri, Oct 23 from Bradley Intl. to Harry Reid Intl., returning Thu, Nov 12, priced at $244 found 21 hours ago

Wed, Oct 21 - Wed, Oct 28

ALB

Albany Intl.

LAX

Los Angeles Intl.

$245 Roundtrip, found 2 days ago

$245

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Oct 21 from Albany Intl. to Los Angeles Intl., returning Wed, Oct 28, priced at $245 found 2 days ago

Mon, Sep 28 - Wed, Oct 7

BDL

Bradley Intl.

SJU

Luis Munoz Marin Intl.

$278 Roundtrip, found 6 days ago

$278

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Sep 28 from Bradley Intl. to Luis Munoz Marin Intl., returning Wed, Oct 7, priced at $278 found 6 days ago

Tue, Dec 1 - Wed, Dec 2

ALB

Albany Intl.

TPA

Tampa Intl.

$279 Roundtrip, found 1 day ago

$279

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Dec 1 from Albany Intl. to Tampa Intl., returning Wed, Dec 2, priced at $279 found 1 day ago

Tue, Oct 6 - Tue, Oct 27

ALB

Albany Intl.

MIA

Miami Intl.

$287 Roundtrip, found 3 days ago

$287

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Oct 6 from Albany Intl. to Miami Intl., returning Tue, Oct 27, priced at $287 found 3 days ago

Wed, Dec 9 - Tue, Dec 15

ALB

Albany Intl.

MCO

Orlando Intl.

$287 Roundtrip, found 5 days ago

$287

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Wed, Dec 9 from Albany Intl. to Orlando Intl., returning Tue, Dec 15, priced at $287 found 5 days ago

Wed, Feb 17 - Tue, Mar 2

ALB

Albany Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$307 Roundtrip, found 4 days ago

$307

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Feb 17 from Albany Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Mar 2, priced at $307 found 4 days ago

Thu, Jan 14 - Mon, Jan 18

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$332 Roundtrip, found 11 hours ago

$332

Roundtrip

found 11 hours ago

Select Breeze Airways flight, departing Thu, Jan 14 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Jan 18, priced at $332 found 11 hours ago

Fri, Jan 29 - Mon, Feb 1

ALB

Albany Intl.

DJT

President Donald J. Trump Intl. Airport

$337 Roundtrip, found 4 days ago

$337

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Fri, Jan 29 from Albany Intl. to President Donald J. Trump Intl. Airport, returning Mon, Feb 1, priced at $337 found 4 days ago

Wed, Dec 16 - Mon, Dec 28

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$375 Roundtrip, found 4 days ago

$375

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Dec 16 from Bradley Intl. to Los Angeles Intl., returning Mon, Dec 28, priced at $375 found 4 days ago

Tue, Oct 13 - Sat, Oct 17

BDL

Bradley Intl.

MIA

Miami Intl.

$407 Roundtrip, found 5 days ago

$407

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Oct 13 from Bradley Intl. to Miami Intl., returning Sat, Oct 17, priced at $407 found 5 days ago

Mon, Sep 21 - Wed, Mar 24

ALB

Albany Intl.

LAS

Harry Reid Intl.

$668 Roundtrip, found 3 days ago

$668

Roundtrip

found 3 days ago

Select American Airlines flight, departing Mon, Sep 21 from Albany Intl. to Harry Reid Intl., returning Wed, Mar 24, priced at $668 found 3 days ago