Flights from Gloucester

Cheapest flights from Gloucester

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, Nov 24 - Fri, Dec 5

BOS

Logan Intl.

MCO

Orlando Intl.

$84 Roundtrip, found 6 days ago

$84

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Nov 24 from Logan Intl. to Orlando Intl., returning Fri, Dec 5, priced at $84 found 6 days ago

Mon, Nov 24 - Thu, Dec 4

BOS

Logan Intl.

MCO

Orlando Intl.

$104 Roundtrip, found 6 days ago

$104

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Nov 24 from Logan Intl. to Orlando Intl., returning Thu, Dec 4, priced at $104 found 6 days ago

Thu, Jan 22 - Wed, Feb 4

BOS

Logan Intl.

MIA

Miami Intl.

$108 Roundtrip, found 2 days ago

$108

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jan 22 from Logan Intl. to Miami Intl., returning Wed, Feb 4, priced at $108 found 2 days ago

Sun, Nov 23 - Thu, Nov 27

BOS

Logan Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$110 Roundtrip, found 3 days ago

$110

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Nov 23 from Logan Intl. to Hartsfield-Jackson Atlanta Intl., returning Thu, Nov 27, priced at $110 found 3 days ago

Thu, Dec 11 - Mon, Dec 15

BOS

Logan Intl.

MCO

Orlando Intl.

$110 Roundtrip, found 1 day ago

$110

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Dec 11 from Logan Intl. to Orlando Intl., returning Mon, Dec 15, priced at $110 found 1 day ago

Tue, Nov 18 - Wed, Dec 3

BOS

Logan Intl.

TPA

Tampa Intl.

$112 Roundtrip, found 1 day ago

$112

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Nov 18 from Logan Intl. to Tampa Intl., returning Wed, Dec 3, priced at $112 found 1 day ago

Sun, Nov 23 - Wed, Nov 26

BOS

Logan Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$114 Roundtrip, found 3 days ago

$114

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Nov 23 from Logan Intl. to Hartsfield-Jackson Atlanta Intl., returning Wed, Nov 26, priced at $114 found 3 days ago

Wed, Dec 3 - Wed, Dec 17

BOS

Logan Intl.

TPA

Tampa Intl.

$117 Roundtrip, found 1 day ago

$117

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Dec 3 from Logan Intl. to Tampa Intl., returning Wed, Dec 17, priced at $117 found 1 day ago

Sat, Jan 10 - Sat, Jan 17

PSM

Portsmouth Intl.

RSW

Southwest Florida Intl.

$122 Roundtrip, found 6 hours ago

$122

Roundtrip

found 6 hours ago

Select Breeze Airways flight, departing Sat, Jan 10 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Jan 17, priced at $122 found 6 hours ago

Tue, Nov 11 - Tue, Nov 18

BOS

Logan Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$127 Roundtrip, found 6 days ago

$127

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Nov 11 from Logan Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Nov 18, priced at $127 found 6 days ago

Sat, Jan 10 - Sun, Jan 18

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$144 Roundtrip, found 6 hours ago

$144

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Sat, Jan 10 from Logan Intl. to Southwest Florida Intl., returning Sun, Jan 18, priced at $144 found 6 hours ago

Sat, Jan 10 - Sat, Jan 17

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$167 Roundtrip, found 6 hours ago

$167

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Sat, Jan 10 from Logan Intl. to Southwest Florida Intl., returning Sat, Jan 17, priced at $167 found 6 hours ago

Mon, Jan 12 - Thu, Jan 22

BOS

Logan Intl.

LAS

Harry Reid Intl.

$179 Roundtrip, found 7 hours ago

$179

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Mon, Jan 12 from Logan Intl. to Harry Reid Intl., returning Thu, Jan 22, priced at $179 found 7 hours ago

Wed, Dec 31 - Tue, Jan 13

BOS

Logan Intl.

SJU

Luis Munoz Marin Intl.

$186 Roundtrip, found 1 day ago

$186

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Dec 31 from Logan Intl. to Luis Munoz Marin Intl., returning Tue, Jan 13, priced at $186 found 1 day ago

Wed, Jan 7 - Fri, Jan 16

BOS

Logan Intl.

LAX

Los Angeles Intl.

$187 Roundtrip, found 8 hours ago

$187

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Wed, Jan 7 from Logan Intl. to Los Angeles Intl., returning Fri, Jan 16, priced at $187 found 8 hours ago

Sat, Jan 10 - Sat, Jan 17

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$197 Roundtrip, found 6 hours ago

$197

Roundtrip

found 6 hours ago

Select United flight, departing Sat, Jan 10 from Logan Intl. to Southwest Florida Intl., returning Sat, Jan 17, priced at $197 found 6 hours ago

Sat, Dec 6 - Wed, Dec 10

BOS

Logan Intl.

LAS

Harry Reid Intl.

$216 Roundtrip, found 2 days ago

$216

Roundtrip

found 2 days ago

Select Hawaiian Airlines flight, departing Sat, Dec 6 from Logan Intl. to Harry Reid Intl., returning Wed, Dec 10, priced at $216 found 2 days ago

Mon, Jan 12 - Wed, Jan 21

BOS

Logan Intl.

LAX

Los Angeles Intl.

$256 Roundtrip, found 2 days ago

$256

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Mon, Jan 12 from Logan Intl. to Los Angeles Intl., returning Wed, Jan 21, priced at $256 found 2 days ago

Wed, Nov 26 - Wed, Dec 3

PSM

Portsmouth Intl.

MCO

Orlando Intl.

$284 Roundtrip, found 6 days ago

$284

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Wed, Nov 26 from Portsmouth Intl. to Orlando Intl., returning Wed, Dec 3, priced at $284 found 6 days ago

Mon, Apr 13 - Mon, Apr 20

BOS

Logan Intl.

LAX

Los Angeles Intl.

$433 Roundtrip, found 3 days ago

$433

Roundtrip

found 3 days ago

Select Sun Country Airlines flight, departing Mon, Apr 13 from Logan Intl. to Los Angeles Intl., returning Mon, Apr 20, priced at $433 found 3 days ago