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.

Sun, Aug 24 - Sat, Aug 30

BDL

Bradley Intl.

MCO

Orlando Intl.

$124 Roundtrip, found 3 days ago

$124

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Aug 24 from Bradley Intl. to Orlando Intl., returning Sat, Aug 30, priced at $124 found 3 days ago

Sat, Aug 23 - Thu, Aug 28

BDL

Bradley Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 3 days ago

$130

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sat, Aug 23 from Bradley Intl. to Orlando Intl., returning Thu, Aug 28, priced at $130 found 3 days ago

Mon, Nov 3 - Sat, Nov 8

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$133 Roundtrip, found 2 days ago

$133

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Nov 3 from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Nov 8, priced at $133 found 2 days ago

Wed, Jul 23 - Wed, Jul 30

BDL

Bradley Intl.

MCO

Orlando Intl.

$142 Roundtrip, found 6 days ago

$142

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Wed, Jul 23 from Bradley Intl. to Orlando Intl., returning Wed, Jul 30, priced at $142 found 6 days ago

Sat, Aug 23 - Sat, Aug 30

BDL

Bradley Intl.

MCO

Orlando Intl.

$148 Roundtrip, found 3 days ago

$148

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Aug 23 from Bradley Intl. to Orlando Intl., returning Sat, Aug 30, priced at $148 found 3 days ago

Tue, Jun 17 - Wed, Jun 25

ALB

Albany Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 4 days ago

$157

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Jun 17 from Albany Intl. to Orlando Intl., returning Wed, Jun 25, priced at $157 found 4 days ago

Thu, Jul 24 - Tue, Jul 29

BDL

Bradley Intl.

PBI

Palm Beach Intl.

$178 Roundtrip, found 5 days ago

$178

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Thu, Jul 24 from Bradley Intl. to Palm Beach Intl., returning Tue, Jul 29, priced at $178 found 5 days ago

Tue, Jul 1 - Tue, Jul 8

ALB

Albany Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 6 hours ago

$197

Roundtrip

found 6 hours ago

Select Delta flight, departing Tue, Jul 1 from Albany Intl. to Orlando Intl., returning Tue, Jul 8, priced at $197 found 6 hours ago

Thu, Sep 4 - Mon, Sep 8

BDL

Bradley Intl.

MIA

Miami Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 4 from Bradley Intl. to Miami Intl., returning Mon, Sep 8, priced at $197 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

BDL

Bradley Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$201 Roundtrip, found 5 days ago

$201

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Sep 18 from Bradley Intl. to Hartsfield-Jackson Atlanta Intl., returning Thu, Sep 25, priced at $201 found 5 days ago

Wed, Aug 27 - Sat, Aug 30

BDL

Bradley Intl.

SJU

Luis Munoz Marin Intl.

$208 Roundtrip, found 3 days ago

$208

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Aug 27 from Bradley Intl. to Luis Munoz Marin Intl., returning Sat, Aug 30, priced at $208 found 3 days ago

Sun, Aug 24 - Sat, Aug 30

BDL

Bradley Intl.

MCO

Orlando Intl.

$217 Roundtrip, found 3 days ago

$217

Roundtrip

found 3 days ago

Select United flight, departing Sun, Aug 24 from Bradley Intl. to Orlando Intl., returning Sat, Aug 30, priced at $217 found 3 days ago

Sat, May 31 - Sat, Jun 7

BDL

Bradley Intl.

TPA

Tampa Intl.

$221 Roundtrip, found 8 hours ago

$221

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Sat, May 31 from Bradley Intl. to Tampa Intl., returning Sat, Jun 7, priced at $221 found 8 hours ago

Sun, Aug 3 - Wed, Aug 6

BDL

Bradley Intl.

LAS

Harry Reid Intl.

$261 Roundtrip, found 6 days ago

$261

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Sun, Aug 3 from Bradley Intl. to Harry Reid Intl., returning Wed, Aug 6, priced at $261 found 6 days ago

Mon, Sep 1 - Tue, Sep 30

BDL

Bradley Intl.

LAX

Los Angeles Intl.

$272 Roundtrip, found 3 hours ago

$272

Roundtrip

found 3 hours ago

Select Breeze Airways flight, departing Mon, Sep 1 from Bradley Intl. to Los Angeles Intl., returning Tue, Sep 30, priced at $272 found 3 hours ago

Wed, Jun 11 - Fri, Jun 20

ALB

Albany Intl.

TPA

Tampa Intl.

$285 Roundtrip, found 11 hours ago

$285

Roundtrip

found 11 hours ago

Select Delta flight, departing Wed, Jun 11 from Albany Intl. to Tampa Intl., returning Fri, Jun 20, priced at $285 found 11 hours ago

Mon, Aug 11 - Thu, Aug 14

ALB

Albany Intl.

SJU

Luis Munoz Marin Intl.

$344 Roundtrip, found 2 days ago

$344

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Mon, Aug 11 from Albany Intl. to Luis Munoz Marin Intl., returning Thu, Aug 14, priced at $344 found 2 days ago

Tue, Jun 24 - Tue, Jun 24

ALB

Albany Intl.

LAX

Los Angeles Intl.

$371 Roundtrip, found 5 days ago

$371

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Jun 24 from Albany Intl. to Los Angeles Intl., returning Tue, Jun 24, priced at $371 found 5 days ago

Wed, Jul 9 - Tue, Aug 19

ALB

Albany Intl.

LAS

Harry Reid Intl.

$383 Roundtrip, found 5 days ago

$383

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Wed, Jul 9 from Albany Intl. to Harry Reid Intl., returning Tue, Aug 19, priced at $383 found 5 days ago

Mon, Jun 9 - Mon, Jun 16

ALB

Albany Intl.

LAX

Los Angeles Intl.

$622 Roundtrip, found 2 days ago

$622

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Mon, Jun 9 from Albany Intl. to Los Angeles Intl., returning Mon, Jun 16, priced at $622 found 2 days ago