Flights from Pittsfield

Cheapest flights from Pittsfield

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.

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $191 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$196 Roundtrip, found 1 day ago

$196

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $196 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$201 Roundtrip, found 1 day ago

$201

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $201 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $249 found 1 day ago

Tue, Oct 6 - Wed, Oct 14

MHT

Manchester-Boston Regional

FLL

Fort Lauderdale - Hollywood Intl.

$257 Roundtrip, found 13 hours ago

$257

Roundtrip

found 13 hours ago

Select American Airlines flight, departing Tue, Oct 6 from Manchester-Boston Regional to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 14, priced at $257 found 13 hours ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$257 Roundtrip, found 1 day ago

$257

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $257 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$267 Roundtrip, found 1 day ago

$267

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $267 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$272 Roundtrip, found 1 day ago

$272

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $272 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$277 Roundtrip, found 1 day ago

$277

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $277 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$278 Roundtrip, found 1 day ago

$278

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $278 found 1 day ago

Wed, Sep 16 - Mon, Sep 21

MHT

Manchester-Boston Regional

RSW

Southwest Florida Intl.

$278 Roundtrip, found 1 day ago

$278

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Sep 16 from Manchester-Boston Regional to Southwest Florida Intl., returning Mon, Sep 21, priced at $278 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$282 Roundtrip, found 1 day ago

$282

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $282 found 1 day ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$288 Roundtrip, found 1 day ago

$288

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $288 found 1 day ago

Tue, Oct 6 - Wed, Oct 14

MHT

Manchester-Boston Regional

FLL

Fort Lauderdale - Hollywood Intl.

$289 Roundtrip, found 13 hours ago

$289

Roundtrip

found 13 hours ago

Select United flight, departing Tue, Oct 6 from Manchester-Boston Regional to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 14, priced at $289 found 13 hours ago

Wed, Sep 16 - Sat, Oct 3

MHT

Manchester-Boston Regional

MCO

Orlando Intl.

$293 Roundtrip, found 1 day ago

$293

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 16 from Manchester-Boston Regional to Orlando Intl., returning Sat, Oct 3, priced at $293 found 1 day ago

Tue, Oct 6 - Wed, Oct 14

MHT

Manchester-Boston Regional

FLL

Fort Lauderdale - Hollywood Intl.

$294 Roundtrip, found 13 hours ago

$294

Roundtrip

found 13 hours ago

Select American Airlines flight, departing Tue, Oct 6 from Manchester-Boston Regional to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 14, priced at $294 found 13 hours ago

Wed, Sep 16 - Tue, Sep 22

MHT

Manchester-Boston Regional

RSW

Southwest Florida Intl.

$294 Roundtrip, found 6 days ago

$294

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Wed, Sep 16 from Manchester-Boston Regional to Southwest Florida Intl., returning Tue, Sep 22, priced at $294 found 6 days ago

Sat, Oct 17 - Sat, Oct 24

MHT

Manchester-Boston Regional

TPA

Tampa Intl.

$297 Roundtrip, found 6 days ago

$297

Roundtrip

found 6 days ago

Select American Airlines flight, departing Sat, Oct 17 from Manchester-Boston Regional to Tampa Intl., returning Sat, Oct 24, priced at $297 found 6 days ago

Sat, Oct 17 - Sat, Oct 24

MHT

Manchester-Boston Regional

TPA

Tampa Intl.

$297 Roundtrip, found 6 days ago

$297

Roundtrip

found 6 days ago

Select Southwest Airlines flight, departing Sat, Oct 17 from Manchester-Boston Regional to Tampa Intl., returning Sat, Oct 24, priced at $297 found 6 days ago

Tue, Oct 6 - Wed, Oct 14

MHT

Manchester-Boston Regional

FLL

Fort Lauderdale - Hollywood Intl.

$299 Roundtrip, found 13 hours ago

$299

Roundtrip

found 13 hours ago

Select United flight, departing Tue, Oct 6 from Manchester-Boston Regional to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 14, priced at $299 found 13 hours ago