Cheap flights from Winchester starting at

Cheapest flights from Winchester

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, 8 Dec - Tue, 17 Dec

BOS

Logan Intl.

MIA

Miami Intl.

€112 Return, found 2 days ago

€112

Return

found 2 days ago

Select American Airlines flight, departing Sun, 8 Dec from Logan Intl. to Miami Intl., returning Tue, 17 Dec, priced at €112 found 2 days ago

Wed, 4 Dec - Sat, 7 Dec

BOS

Logan Intl.

FLL

Fort Lauderdale - Hollywood Intl.

€117 Return, found 5 days ago

€117

Return

found 5 days ago

Select Delta flight, departing Wed, 4 Dec from Logan Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, 7 Dec, priced at €117 found 5 days ago

Sat, 7 Dec - Sun, 8 Dec

BOS

Logan Intl.

ATL

Hartsfield-Jackson Atlanta Intl.

€121 Return, found 3 hours ago

€121

Return

found 3 hours ago

Select JetBlue Airways flight, departing Sat, 7 Dec from Logan Intl. to Hartsfield-Jackson Atlanta Intl., returning Sun, 8 Dec, priced at €121 found 3 hours ago

Sat, 7 Dec - Wed, 11 Dec

BOS

Logan Intl.

TPA

Tampa Intl.

€148 Return, found 18 hours ago

€148

Return

found 18 hours ago

Select JetBlue Airways flight, departing Sat, 7 Dec from Logan Intl. to Tampa Intl., returning Wed, 11 Dec, priced at €148 found 18 hours ago

Sat, 30 Nov - Sat, 7 Dec

BOS

Logan Intl.

RSW

Southwest Florida Intl.

€148 Return, found 9 hours ago

€148

Return

found 9 hours ago

Select JetBlue Airways flight, departing Sat, 30 Nov from Logan Intl. to Southwest Florida Intl., returning Sat, 7 Dec, priced at €148 found 9 hours ago

Thu, 12 Dec - Sun, 15 Dec

PVD

T.F. Green

FLL

Fort Lauderdale - Hollywood Intl.

€150 Return, found 4 days ago

€150

Return

found 4 days ago

Select JetBlue Airways flight, departing Thu, 12 Dec from T.F. Green to Fort Lauderdale - Hollywood Intl., returning Sun, 15 Dec, priced at €150 found 4 days ago

Sun, 2 Feb - Thu, 6 Feb

BDL

Bradley Intl.

TPA

Tampa Intl.

€150 Return, found 5 days ago

€150

Return

found 5 days ago

Select JetBlue Airways flight, departing Sun, 2 Feb from Bradley Intl. to Tampa Intl., returning Thu, 6 Feb, priced at €150 found 5 days ago

Thu, 23 Jan - Wed, 29 Jan

ALB

Albany Intl.

MCO

Orlando Intl.

€150 Return, found 2 days ago

€150

Return

found 2 days ago

Select American Airlines flight, departing Thu, 23 Jan from Albany Intl. to Orlando Intl., returning Wed, 29 Jan, priced at €150 found 2 days ago

Sat, 7 Dec - Fri, 13 Dec

ALB

Albany Intl.

FLL

Fort Lauderdale - Hollywood Intl.

€168 Return, found 5 days ago

€168

Return

found 5 days ago

Select JetBlue Airways flight, departing Sat, 7 Dec from Albany Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, 13 Dec, priced at €168 found 5 days ago

Tue, 7 Jan - Fri, 10 Jan

BDL

Bradley Intl.

RSW

Southwest Florida Intl.

€168 Return, found 2 days ago

€168

Return

found 2 days ago

Select JetBlue Airways flight, departing Tue, 7 Jan from Bradley Intl. to Southwest Florida Intl., returning Fri, 10 Jan, priced at €168 found 2 days ago

Wed, 18 Dec - Sun, 12 Jan

BOS

Logan Intl.

MCO

Orlando Intl.

€177 Return, found 18 hours ago

€177

Return

found 18 hours ago

Select Delta flight, departing Wed, 18 Dec from Logan Intl. to Orlando Intl., returning Sun, 12 Jan, priced at €177 found 18 hours ago

Thu, 5 Dec - Wed, 11 Dec

ORH

Worcester Regional

FLL

Fort Lauderdale - Hollywood Intl.

€182 Return, found 23 hours ago

€182

Return

found 23 hours ago

Select JetBlue Airways flight, departing Thu, 5 Dec from Worcester Regional to Fort Lauderdale - Hollywood Intl., returning Wed, 11 Dec, priced at €182 found 23 hours ago

Mon, 9 Dec - Wed, 18 Dec

BOS

Logan Intl.

SJU

Luis Munoz Marin Intl.

€193 Return, found 4 days ago

€193

Return

found 4 days ago

Select JetBlue Airways flight, departing Mon, 9 Dec from Logan Intl. to Luis Munoz Marin Intl., returning Wed, 18 Dec, priced at €193 found 4 days ago

Mon, 13 Jan - Tue, 21 Jan

BOS

Logan Intl.

LAX

Los Angeles Intl.

€199 Return, just found

€199

Return

just found

Select American Airlines flight, departing Mon, 13 Jan from Logan Intl. to Los Angeles Intl., returning Tue, 21 Jan, priced at €199 just found

Mon, 25 Nov - Wed, 4 Dec

BDL

Bradley Intl.

FLL

Fort Lauderdale - Hollywood Intl.

€207 Return, found 3 days ago

€207

Return

found 3 days ago

Select JetBlue Airways flight, departing Mon, 25 Nov from Bradley Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, 4 Dec, priced at €207 found 3 days ago

Sun, 8 Dec - Sat, 14 Dec

PVD

T.F. Green

SJU

Luis Munoz Marin Intl.

€219 Return, found 2 days ago

€219

Return

found 2 days ago

Select JetBlue Airways flight, departing Sun, 8 Dec from T.F. Green to Luis Munoz Marin Intl., returning Sat, 14 Dec, priced at €219 found 2 days ago

Mon, 20 Jan - Thu, 23 Jan

BOS

Logan Intl.

LAS

Harry Reid Intl.

€241 Return, found 2 days ago

€241

Return

found 2 days ago

Select JetBlue Airways flight, departing Mon, 20 Jan from Logan Intl. to Harry Reid Intl., returning Thu, 23 Jan, priced at €241 found 2 days ago

Sun, 24 Nov - Tue, 3 Dec

BDL

Bradley Intl.

LAS

Harry Reid Intl.

€254 Return, found 4 days ago

€254

Return

found 4 days ago

Select Delta flight, departing Sun, 24 Nov from Bradley Intl. to Harry Reid Intl., returning Tue, 3 Dec, priced at €254 found 4 days ago

Thu, 28 Nov - Sat, 7 Dec

BDL

Bradley Intl.

LAX

Los Angeles Intl.

€280 Return, found 5 days ago

€280

Return

found 5 days ago

Select Delta flight, departing Thu, 28 Nov from Bradley Intl. to Los Angeles Intl., returning Sat, 7 Dec, priced at €280 found 5 days ago

Sat, 30 Nov - Sat, 7 Dec

BDL

Bradley Intl.

MCO

Orlando Intl.

€286 Return, found 1 day ago

€286

Return

found 1 day ago

Select JetBlue Airways flight, departing Sat, 30 Nov from Bradley Intl. to Orlando Intl., returning Sat, 7 Dec, priced at €286 found 1 day ago