Flights from Holliston

Cheapest flights from Holliston

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.

Sat, Oct 31 - Sat, Nov 14

PSM

Portsmouth Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 17 hours ago

$137

Roundtrip

found 17 hours ago

Select Breeze Airways flight, departing Sat, Oct 31 from Portsmouth Intl. to Orlando Intl., returning Sat, Nov 14, priced at $137 found 17 hours ago

Tue, Nov 17 - Thu, Dec 3

BOS

Logan Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 3 days ago

$137

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Tue, Nov 17 from Logan Intl. to Orlando Intl., returning Thu, Dec 3, priced at $137 found 3 days ago

Fri, Dec 11 - Sat, Dec 12

BOS

Logan Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

$148 Roundtrip, found 16 hours ago

$148

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Fri, Dec 11 from Logan Intl. to Hartsfield-Jackson Atlanta Intl., returning Sat, Dec 12, priced at $148 found 16 hours ago

Sat, Nov 7 - Tue, Nov 17

BOS

Logan Intl.

MIA

Miami Intl.

$159 Roundtrip, found 6 days ago

$159

Roundtrip

found 6 days ago

Select American Airlines flight, departing Sat, Nov 7 from Logan Intl. to Miami Intl., returning Tue, Nov 17, priced at $159 found 6 days ago

Tue, Oct 27 - Wed, Nov 4

BOS

Logan Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$159 Roundtrip, found 5 days ago

$159

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Oct 27 from Logan Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 4, priced at $159 found 5 days ago

Sat, Nov 7 - Tue, Nov 17

BOS

Logan Intl.

MIA

Miami Intl.

$159 Roundtrip, found 6 days ago

$159

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Nov 7 from Logan Intl. to Miami Intl., returning Tue, Nov 17, priced at $159 found 6 days ago

Sat, Nov 7 - Tue, Nov 17

BOS

Logan Intl.

MIA

Miami Intl.

$159 Roundtrip, found 6 days ago

$159

Roundtrip

found 6 days ago

Select American Airlines flight, departing Sat, Nov 7 from Logan Intl. to Miami Intl., returning Tue, Nov 17, priced at $159 found 6 days ago

Tue, Nov 3 - Wed, Nov 18

PVD

T.F. Green

MCO

Orlando Intl.

$215 Roundtrip, found 8 hours ago

$215

Roundtrip

found 8 hours ago

Select Breeze Airways flight, departing Tue, Nov 3 from T.F. Green to Orlando Intl., returning Wed, Nov 18, priced at $215 found 8 hours ago

Sat, Oct 3 - Sat, Oct 10

PVD

T.F. Green

TPA

Tampa Intl.

$237 Roundtrip, found 4 days ago

$237

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Sat, Oct 3 from T.F. Green to Tampa Intl., returning Sat, Oct 10, priced at $237 found 4 days ago

Wed, Nov 11 - Mon, Nov 16

BOS

Logan Intl.

LAS

Harry Reid Intl.

$242 Roundtrip, found 1 day ago

$242

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Nov 11 from Logan Intl. to Harry Reid Intl., returning Mon, Nov 16, priced at $242 found 1 day ago

Sun, Dec 6 - Fri, Dec 25

PVD

T.F. Green

RSW

Southwest Florida Intl.

$287 Roundtrip, found 2 days ago

$287

Roundtrip

found 2 days ago

Select Delta flight, departing Sun, Dec 6 from T.F. Green to Southwest Florida Intl., returning Fri, Dec 25, priced at $287 found 2 days ago

Thu, Dec 3 - Sat, Dec 5

BOS

Logan Intl.

TPA

Tampa Intl.

$308 Roundtrip, found 5 days ago

$308

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Dec 3 from Logan Intl. to Tampa Intl., returning Sat, Dec 5, priced at $308 found 5 days ago

Sat, Oct 24 - Wed, Oct 28

BOS

Logan Intl.

LAX

Los Angeles Intl.

$319 Roundtrip, found 6 days ago

$319

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Oct 24 from Logan Intl. to Los Angeles Intl., returning Wed, Oct 28, priced at $319 found 6 days ago

Wed, Nov 18 - Wed, Dec 2

BOS

Logan Intl.

SJU

Luis Munoz Marin Intl.

$326 Roundtrip, found 17 hours ago

$326

Roundtrip

found 17 hours ago

Select Frontier Airlines flight, departing Wed, Nov 18 from Logan Intl. to Luis Munoz Marin Intl., returning Wed, Dec 2, priced at $326 found 17 hours ago

Mon, Nov 30 - Fri, Dec 18

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$367 Roundtrip, found 3 days ago

$367

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Nov 30 from Logan Intl. to Southwest Florida Intl., returning Fri, Dec 18, priced at $367 found 3 days ago

Sat, Oct 10 - Fri, Oct 16

ORH

Worcester Regional

MCO

Orlando Intl.

$369 Roundtrip, found 4 days ago

$369

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Sat, Oct 10 from Worcester Regional to Orlando Intl., returning Fri, Oct 16, priced at $369 found 4 days ago

Sat, Dec 5 - Wed, Dec 16

PSM

Portsmouth Intl.

RSW

Southwest Florida Intl.

$376 Roundtrip, found 22 hours ago

$376

Roundtrip

found 22 hours ago

Select Breeze Airways flight, departing Sat, Dec 5 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Dec 16, priced at $376 found 22 hours ago

Wed, Sep 23 - Wed, Sep 23

PVD

T.F. Green

MIA

Miami Intl.

$457 Roundtrip, found 1 day ago

$457

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 23 from T.F. Green to Miami Intl., returning Wed, Sep 23, priced at $457 found 1 day ago

Fri, Mar 5 - Sat, Mar 6

PVD

T.F. Green

SJU

Luis Munoz Marin Intl.

$492 Roundtrip, found 1 day ago

$492

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Fri, Mar 5 from T.F. Green to Luis Munoz Marin Intl., returning Sat, Mar 6, priced at $492 found 1 day ago

Wed, Sep 23 - Wed, Sep 23

PVD

T.F. Green

FLL

Fort Lauderdale - Hollywood Intl.

$573 Roundtrip, found 1 day ago

$573

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 23 from T.F. Green to Fort Lauderdale - Hollywood Intl., returning Wed, Sep 23, priced at $573 found 1 day ago