Flights from Orlando to Middleborough

Cheapest flights from Orlando

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.

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$107 Roundtrip, found 18 hours ago

$107

Roundtrip

found 18 hours ago

Select Breeze Airways flight, departing Wed, Jun 11 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 18, priced at $107 found 18 hours ago

Sat, Jun 14 - Sun, Jun 15

MCO

Orlando Intl.

BOS

Logan Intl.

$110 Roundtrip, found 18 hours ago

$110

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Sat, Jun 14 from Orlando Intl. to Logan Intl., returning Sun, Jun 15, priced at $110 found 18 hours ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$112 Roundtrip, found 18 hours ago

$112

Roundtrip

found 18 hours ago

Select Breeze Airways flight, departing Wed, Jun 11 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 18, priced at $112 found 18 hours ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$117 Roundtrip, found 18 hours ago

$117

Roundtrip

found 18 hours ago

Select Breeze Airways flight, departing Wed, Jun 11 from Orlando Intl. to Portsmouth Intl., returning Wed, Jun 18, priced at $117 found 18 hours ago

Mon, Jun 9 - Mon, Jun 16

MCO

Orlando Intl.

BOS

Logan Intl.

$120 Roundtrip, found 18 hours ago

$120

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Mon, Jun 16, priced at $120 found 18 hours ago

Wed, Sep 10 - Sat, Sep 20

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$122 Roundtrip, found 1 day ago

$122

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Wed, Sep 10 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 20, priced at $122 found 1 day ago

Fri, Jun 6 - Fri, Jun 13

MCO

Orlando Intl.

BOS

Logan Intl.

$122 Roundtrip, found 18 hours ago

$122

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Fri, Jun 6 from Orlando Intl. to Logan Intl., returning Fri, Jun 13, priced at $122 found 18 hours ago

Mon, Jun 9 - Mon, Jun 16

MCO

Orlando Intl.

BOS

Logan Intl.

$124 Roundtrip, found 18 hours ago

$124

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Mon, Jun 16, priced at $124 found 18 hours ago

Thu, Jun 12 - Fri, Jun 13

MCO

Orlando Intl.

BOS

Logan Intl.

$127 Roundtrip, found 18 hours ago

$127

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Thu, Jun 12 from Orlando Intl. to Logan Intl., returning Fri, Jun 13, priced at $127 found 18 hours ago

Mon, Jun 9 - Fri, Jun 13

MCO

Orlando Intl.

BOS

Logan Intl.

$128 Roundtrip, found 18 hours ago

$128

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Fri, Jun 13, priced at $128 found 18 hours ago

Thu, Jun 12 - Sat, Jun 14

MCO

Orlando Intl.

BOS

Logan Intl.

$130 Roundtrip, found 18 hours ago

$130

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Thu, Jun 12 from Orlando Intl. to Logan Intl., returning Sat, Jun 14, priced at $130 found 18 hours ago

Mon, Jun 9 - Mon, Jun 16

MCO

Orlando Intl.

BOS

Logan Intl.

$134 Roundtrip, found 18 hours ago

$134

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Mon, Jun 16, priced at $134 found 18 hours ago

Mon, Jun 9 - Mon, Jun 16

MCO

Orlando Intl.

BOS

Logan Intl.

$138 Roundtrip, found 18 hours ago

$138

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Mon, Jun 16, priced at $138 found 18 hours ago

Wed, Jun 11 - Wed, Jun 18

MCO

Orlando Intl.

BOS

Logan Intl.

$140 Roundtrip, found 18 hours ago

$140

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Wed, Jun 11 from Orlando Intl. to Logan Intl., returning Wed, Jun 18, priced at $140 found 18 hours ago

Thu, Jun 12 - Wed, Jun 18

MCO

Orlando Intl.

BOS

Logan Intl.

$150 Roundtrip, found 18 hours ago

$150

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Thu, Jun 12 from Orlando Intl. to Logan Intl., returning Wed, Jun 18, priced at $150 found 18 hours ago

Mon, Sep 8 - Fri, Sep 12

MCO

Orlando Intl.

PVD

T.F. Green

$164 Roundtrip, found 12 hours ago

$164

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Mon, Sep 8 from Orlando Intl. to T.F. Green, returning Fri, Sep 12, priced at $164 found 12 hours ago

Tue, Sep 9 - Mon, Sep 15

MCO

Orlando Intl.

PVD

T.F. Green

$177 Roundtrip, found 12 hours ago

$177

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Tue, Sep 9 from Orlando Intl. to T.F. Green, returning Mon, Sep 15, priced at $177 found 12 hours ago

Mon, Jun 9 - Mon, Jun 16

MCO

Orlando Intl.

BOS

Logan Intl.

$192 Roundtrip, found 18 hours ago

$192

Roundtrip

found 18 hours ago

Select United flight, departing Mon, Jun 9 from Orlando Intl. to Logan Intl., returning Mon, Jun 16, priced at $192 found 18 hours ago

Sat, Sep 6 - Wed, Sep 10

MCO

Orlando Intl.

PVD

T.F. Green

$197 Roundtrip, found 12 hours ago

$197

Roundtrip

found 12 hours ago

Select Delta flight, departing Sat, Sep 6 from Orlando Intl. to T.F. Green, returning Wed, Sep 10, priced at $197 found 12 hours ago

Mon, Sep 8 - Fri, Sep 12

MCO

Orlando Intl.

PVD

T.F. Green

$207 Roundtrip, found 12 hours ago

$207

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Mon, Sep 8 from Orlando Intl. to T.F. Green, returning Fri, Sep 12, priced at $207 found 12 hours ago