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.

Thu, Aug 14 - Wed, Aug 20

ALB

Albany Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Thu, Aug 14 from Albany Intl. to Orlando Intl., returning Wed, Aug 20, priced at $137 found 4 days ago

Sat, Aug 23 - Wed, Sep 10

ALB

Albany Intl.

MCO

Orlando Intl.

$142 Roundtrip, found 6 days ago

$142

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Sat, Aug 23 from Albany Intl. to Orlando Intl., returning Wed, Sep 10, priced at $142 found 6 days ago

Sat, Aug 23 - Sun, Sep 7

ALB

Albany Intl.

MCO

Orlando Intl.

$147 Roundtrip, found 6 days ago

$147

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Sat, Aug 23 from Albany Intl. to Orlando Intl., returning Sun, Sep 7, priced at $147 found 6 days ago

Sat, Aug 23 - Fri, Sep 12

ALB

Albany Intl.

MCO

Orlando Intl.

$152 Roundtrip, found 6 days ago

$152

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Sat, Aug 23 from Albany Intl. to Orlando Intl., returning Fri, Sep 12, priced at $152 found 6 days ago

Thu, Aug 28 - Sun, Sep 7

ALB

Albany Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 6 days ago

$157

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Thu, Aug 28 from Albany Intl. to Orlando Intl., returning Sun, Sep 7, priced at $157 found 6 days ago

Thu, Aug 28 - Fri, Sep 12

ALB

Albany Intl.

MCO

Orlando Intl.

$162 Roundtrip, found 6 days ago

$162

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Thu, Aug 28 from Albany Intl. to Orlando Intl., returning Fri, Sep 12, priced at $162 found 6 days ago

Fri, Aug 29 - Wed, Sep 10

ALB

Albany Intl.

MCO

Orlando Intl.

$167 Roundtrip, found 6 days ago

$167

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Fri, Aug 29 from Albany Intl. to Orlando Intl., returning Wed, Sep 10, priced at $167 found 6 days ago

Thu, Sep 25 - Sun, Oct 5

ALB

Albany Intl.

MCO

Orlando Intl.

$170 Roundtrip, found 13 hours ago

$170

Roundtrip

found 13 hours ago

Select Breeze Airways flight, departing Thu, Sep 25 from Albany Intl. to Orlando Intl., returning Sun, Oct 5, priced at $170 found 13 hours ago

Fri, Aug 29 - Sun, Sep 7

ALB

Albany Intl.

MCO

Orlando Intl.

$172 Roundtrip, found 6 days ago

$172

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Fri, Aug 29 from Albany Intl. to Orlando Intl., returning Sun, Sep 7, priced at $172 found 6 days ago

Thu, Sep 25 - Sun, Oct 5

ALB

Albany Intl.

MCO

Orlando Intl.

$175 Roundtrip, found 13 hours ago

$175

Roundtrip

found 13 hours ago

Select Breeze Airways flight, departing Thu, Sep 25 from Albany Intl. to Orlando Intl., returning Sun, Oct 5, priced at $175 found 13 hours ago

Fri, Aug 15 - Wed, Aug 20

ALB

Albany Intl.

MCO

Orlando Intl.

$177 Roundtrip, found 4 days ago

$177

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Fri, Aug 15 from Albany Intl. to Orlando Intl., returning Wed, Aug 20, priced at $177 found 4 days ago

Thu, Sep 25 - Sun, Oct 5

ALB

Albany Intl.

MCO

Orlando Intl.

$180 Roundtrip, found 13 hours ago

$180

Roundtrip

found 13 hours ago

Select Breeze Airways flight, departing Thu, Sep 25 from Albany Intl. to Orlando Intl., returning Sun, Oct 5, priced at $180 found 13 hours ago

Thu, Sep 4 - Sun, Sep 14

ALB

Albany Intl.

MCO

Orlando Intl.

$187 Roundtrip, found 6 days ago

$187

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Thu, Sep 4 from Albany Intl. to Orlando Intl., returning Sun, Sep 14, priced at $187 found 6 days ago

Tue, Sep 30 - Tue, Sep 30

ALB

Albany Intl.

MCO

Orlando Intl.

$191 Roundtrip, found 2 hours ago

$191

Roundtrip

found 2 hours ago

Select Delta flight, departing Tue, Sep 30 from Albany Intl. to Orlando Intl., returning Tue, Sep 30, priced at $191 found 2 hours ago

Tue, Sep 30 - Tue, Sep 30

ALB

Albany Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 2 hours ago

$197

Roundtrip

found 2 hours ago

Select Delta flight, departing Tue, Sep 30 from Albany Intl. to Orlando Intl., returning Tue, Sep 30, priced at $197 found 2 hours ago

Tue, Sep 30 - Tue, Sep 30

ALB

Albany Intl.

MCO

Orlando Intl.

$207 Roundtrip, found 2 hours ago

$207

Roundtrip

found 2 hours ago

Select United flight, departing Tue, Sep 30 from Albany Intl. to Orlando Intl., returning Tue, Sep 30, priced at $207 found 2 hours ago

Mon, Nov 3 - Fri, Nov 7

ALB

Albany Intl.

TPA

Tampa Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Nov 3 from Albany Intl. to Tampa Intl., returning Fri, Nov 7, priced at $217 found 2 days ago

Tue, Sep 30 - Tue, Sep 30

ALB

Albany Intl.

MCO

Orlando Intl.

$237 Roundtrip, found 2 hours ago

$237

Roundtrip

found 2 hours ago

Select American Airlines flight, departing Tue, Sep 30 from Albany Intl. to Orlando Intl., returning Tue, Sep 30, priced at $237 found 2 hours ago

Thu, Jul 24 - Tue, Jul 29

ALB

Albany Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$307 Roundtrip, found 13 hours ago

$307

Roundtrip

found 13 hours ago

Select American Airlines flight, departing Thu, Jul 24 from Albany Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Jul 29, priced at $307 found 13 hours ago

Wed, Jul 23 - Wed, Jul 23

ALB

Albany Intl.

MIA

Miami Intl.

$348 Roundtrip, found 4 days ago

$348

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Jul 23 from Albany Intl. to Miami Intl., returning Wed, Jul 23, priced at $348 found 4 days ago