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.

Tue, 8 Sept - Wed, 9 Sept

BDL

Hartford

MCO

Orlando

€108 Return, found 4 days ago

€108

Return

found 4 days ago

Select Breeze Airways flight, departing Tue, 8 Sept from Hartford to Orlando, returning Wed, 9 Sept, priced at €108 found 4 days ago

Tue, 8 Sept - Wed, 9 Sept

BDL

Hartford

MCO

Orlando

€116 Return, found 4 days ago

€116

Return

found 4 days ago

Select Breeze Airways flight, departing Tue, 8 Sept from Hartford to Orlando, returning Wed, 9 Sept, priced at €116 found 4 days ago

Tue, 8 Sept - Wed, 9 Sept

BDL

Hartford

MCO

Orlando

€118 Return, found 4 days ago

€118

Return

found 4 days ago

Select Breeze Airways flight, departing Tue, 8 Sept from Hartford to Orlando, returning Wed, 9 Sept, priced at €118 found 4 days ago

Tue, 8 Sept - Wed, 9 Sept

BDL

Hartford

MCO

Orlando

€120 Return, found 4 days ago

€120

Return

found 4 days ago

Select Breeze Airways flight, departing Tue, 8 Sept from Hartford to Orlando, returning Wed, 9 Sept, priced at €120 found 4 days ago

Tue, 8 Sept - Wed, 9 Sept

BDL

Hartford

MCO

Orlando

€121 Return, found 4 days ago

€121

Return

found 4 days ago

Select Breeze Airways flight, departing Tue, 8 Sept from Hartford to Orlando, returning Wed, 9 Sept, priced at €121 found 4 days ago

Sat, 4 Apr - Fri, 10 Apr

PVD

Providence

RSW

Fort Myers

€124 Return, found 2 days ago

€124

Return

found 2 days ago

Select JetBlue Airways flight, departing Sat, 4 Apr from Providence to Fort Myers, returning Fri, 10 Apr, priced at €124 found 2 days ago

Sun, 5 Apr - Sat, 11 Apr

PSM

Portsmouth

MCO

Orlando

€127 Return, found 3 hours ago

€127

Return

found 3 hours ago

Select Breeze Airways flight, departing Sun, 5 Apr from Portsmouth to Orlando, returning Sat, 11 Apr, priced at €127 found 3 hours ago

Tue, 14 Apr - Tue, 21 Apr

BOS

Boston

MIA

Miami

€133 Return, found 5 days ago

€133

Return

found 5 days ago

Select Delta flight, departing Tue, 14 Apr from Boston to Miami, returning Tue, 21 Apr, priced at €133 found 5 days ago

Wed, 1 Apr - Wed, 8 Apr

BOS

Boston

MIA

Miami

€133 Return, found 3 days ago

€133

Return

found 3 days ago

Select American Airlines flight, departing Wed, 1 Apr from Boston to Miami, returning Wed, 8 Apr, priced at €133 found 3 days ago

Mon, 9 Mar - Wed, 18 Mar

ALB

Albany

FLL

Fort Lauderdale

€141 Return, found 4 days ago

€141

Return

found 4 days ago

Select JetBlue Airways flight, departing Mon, 9 Mar from Albany to Fort Lauderdale, returning Wed, 18 Mar, priced at €141 found 4 days ago

Mon, 4 May - Tue, 12 May

BOS

Boston

RSW

Fort Myers

€146 Return, found 5 days ago

€146

Return

found 5 days ago

Select Delta flight, departing Mon, 4 May from Boston to Fort Myers, returning Tue, 12 May, priced at €146 found 5 days ago

Mon, 13 Apr - Tue, 21 Apr

BOS

Boston

FLL

Fort Lauderdale

€146 Return, found 1 day ago

€146

Return

found 1 day ago

Select Delta flight, departing Mon, 13 Apr from Boston to Fort Lauderdale, returning Tue, 21 Apr, priced at €146 found 1 day ago

Mon, 2 Mar - Wed, 11 Mar

BOS

Boston

TPA

Tampa

€150 Return, found 5 days ago

€150

Return

found 5 days ago

Select JetBlue Airways flight, departing Mon, 2 Mar from Boston to Tampa, returning Wed, 11 Mar, priced at €150 found 5 days ago

Sat, 4 Apr - Mon, 6 Apr

PVD

Providence

MCO

Orlando

€155 Return, found 5 days ago

€155

Return

found 5 days ago

Select Breeze Airways flight, departing Sat, 4 Apr from Providence to Orlando, returning Mon, 6 Apr, priced at €155 found 5 days ago

Mon, 13 Apr - Sun, 19 Apr

BOS

Boston

LAX

Los Angeles

€160 Return, found 3 days ago

€160

Return

found 3 days ago

Select JetBlue Airways flight, departing Mon, 13 Apr from Boston to Los Angeles, returning Sun, 19 Apr, priced at €160 found 3 days ago

Tue, 31 Mar - Tue, 21 Apr

BDL

Hartford

MIA

Miami

€175 Return, found 6 days ago

€175

Return

found 6 days ago

Select American Airlines flight, departing Tue, 31 Mar from Hartford to Miami, returning Tue, 21 Apr, priced at €175 found 6 days ago

Tue, 12 May - Sat, 16 May

BOS

Boston

MCO

Orlando

€176 Return, found 9 hours ago

€176

Return

found 9 hours ago

Select JetBlue Airways flight, departing Tue, 12 May from Boston to Orlando, returning Sat, 16 May, priced at €176 found 9 hours ago

Sat, 2 May - Sat, 9 May

BOS

Boston

LAS

Las Vegas

€183 Return, found 3 days ago

€183

Return

found 3 days ago

Select Delta flight, departing Sat, 2 May from Boston to Las Vegas, returning Sat, 9 May, priced at €183 found 3 days ago

Thu, 23 Apr - Thu, 30 Apr

BDL

Hartford

FLL

Fort Lauderdale

€188 Return, found 5 days ago

€188

Return

found 5 days ago

Select JetBlue Airways flight, departing Thu, 23 Apr from Hartford to Fort Lauderdale, returning Thu, 30 Apr, priced at €188 found 5 days ago

Fri, 20 Feb - Tue, 24 Feb

ALB

Albany

SJU

San Juan

€529 Return, found 3 days ago

€529

Return

found 3 days ago

Select United flight, departing Fri, 20 Feb from Albany to San Juan, returning Tue, 24 Feb, priced at €529 found 3 days ago