Cheap Flights To Windham 2025

Windham Flights as Low as $119

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.

Fri, Sep 19 - Fri, Sep 19

MCO

Orlando Intl.

BOS

Logan Intl.

$119 Roundtrip, found 6 days ago

$119

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Fri, Sep 19 from Orlando Intl. to Logan Intl., returning Fri, Sep 19, priced at $119 found 6 days ago

Thu, Jul 17 - Mon, Jul 21

CLT

Charlotte-Douglas Intl.

BOS

Logan Intl.

$148 Roundtrip, found 9 hours ago

$148

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Thu, Jul 17 from Charlotte-Douglas Intl. to Logan Intl., returning Mon, Jul 21, priced at $148 found 9 hours ago

Tue, Sep 16 - Fri, Sep 19

MCO

Orlando Intl.

BOS

Logan Intl.

$150 Roundtrip, found 6 days ago

$150

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Sep 16 from Orlando Intl. to Logan Intl., returning Fri, Sep 19, priced at $150 found 6 days ago

Tue, Jul 1 - Tue, Jul 1

MCO

Orlando Intl.

BOS

Logan Intl.

$151 Roundtrip, found 4 days ago

$151

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Jul 1 from Orlando Intl. to Logan Intl., returning Tue, Jul 1, priced at $151 found 4 days ago

Fri, Sep 19 - Mon, Sep 22

MCO

Orlando Intl.

BOS

Logan Intl.

$154 Roundtrip, found 6 days ago

$154

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Fri, Sep 19 from Orlando Intl. to Logan Intl., returning Mon, Sep 22, priced at $154 found 6 days ago

Fri, Jul 18 - Mon, Jul 21

CLT

Charlotte-Douglas Intl.

BOS

Logan Intl.

$158 Roundtrip, found 9 hours ago

$158

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Charlotte-Douglas Intl. to Logan Intl., returning Mon, Jul 21, priced at $158 found 9 hours ago

Mon, Jun 30 - Tue, Jul 1

MCO

Orlando Intl.

BOS

Logan Intl.

$159 Roundtrip, found 4 days ago

$159

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from Orlando Intl. to Logan Intl., returning Tue, Jul 1, priced at $159 found 4 days ago

Thu, Jul 17 - Fri, Jul 18

CLT

Charlotte-Douglas Intl.

BOS

Logan Intl.

$161 Roundtrip, found 9 hours ago

$161

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Thu, Jul 17 from Charlotte-Douglas Intl. to Logan Intl., returning Fri, Jul 18, priced at $161 found 9 hours ago

Tue, Aug 5 - Tue, Aug 5

MCO

Orlando Intl.

BOS

Logan Intl.

$180 Roundtrip, found 4 days ago

$180

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Aug 5 from Orlando Intl. to Logan Intl., returning Tue, Aug 5, priced at $180 found 4 days ago

Thu, Jul 31 - Thu, Aug 7

MCO

Orlando Intl.

MHT

Manchester-Boston Regional

$187 Roundtrip, found 2 hours ago

$187

Roundtrip

found 2 hours ago

Select JetBlue Airways flight, departing Thu, Jul 31 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Aug 7, priced at $187 found 2 hours ago

Tue, Sep 30 - Wed, Oct 8

CLT

Charlotte-Douglas Intl.

BOS

Logan Intl.

$197 Roundtrip, found 9 hours ago

$197

Roundtrip

found 9 hours ago

Select Delta flight, departing Tue, Sep 30 from Charlotte-Douglas Intl. to Logan Intl., returning Wed, Oct 8, priced at $197 found 9 hours ago

Tue, Jul 29 - Tue, Aug 5

MCO

Orlando Intl.

MHT

Manchester-Boston Regional

$207 Roundtrip, found 2 hours ago

$207

Roundtrip

found 2 hours ago

Select American Airlines flight, departing Tue, Jul 29 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $207 found 2 hours ago

Sat, Sep 6 - Tue, Sep 16

CLT

Charlotte-Douglas Intl.

MHT

Manchester-Boston Regional

$215 Roundtrip, found 9 hours ago

$215

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Sat, Sep 6 from Charlotte-Douglas Intl. to Manchester-Boston Regional, returning Tue, Sep 16, priced at $215 found 9 hours ago

Wed, Jul 30 - Sat, Aug 2

MCO

Orlando Intl.

MHT

Manchester-Boston Regional

$242 Roundtrip, found 2 hours ago

$242

Roundtrip

found 2 hours ago

Select Breeze Airways flight, departing Wed, Jul 30 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 2, priced at $242 found 2 hours ago

Tue, Jul 29 - Tue, Aug 5

MCO

Orlando Intl.

MHT

Manchester-Boston Regional

$250 Roundtrip, found 2 hours ago

$250

Roundtrip

found 2 hours ago

Select United flight, departing Tue, Jul 29 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Aug 5, priced at $250 found 2 hours ago

Sat, Jun 28 - Mon, Jun 30

MCO

Orlando Intl.

BOS

Logan Intl.

$267 Roundtrip, found 4 days ago

$267

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Orlando Intl. to Logan Intl., returning Mon, Jun 30, priced at $267 found 4 days ago