Flights from Orlando to Milford

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.

Sat, Jul 19 - Sat, Aug 23

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$112 Roundtrip, found 3 days ago

$112

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 23, priced at $112 found 3 days ago

Sat, Jul 19 - Sat, Aug 23

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$117 Roundtrip, found 3 days ago

$117

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 23, priced at $117 found 3 days ago

Tue, Sep 23 - Tue, Sep 23

MCO

Orlando Intl.

BOS

Logan Intl.

$119 Roundtrip, found 6 hours ago

$119

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Tue, Sep 23 from Orlando Intl. to Logan Intl., returning Tue, Sep 23, priced at $119 found 6 hours ago

Sat, Jul 19 - Sat, Aug 23

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$122 Roundtrip, found 3 days ago

$122

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 23, priced at $122 found 3 days ago

Wed, Oct 29 - Wed, Oct 29

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$127 Roundtrip, found 5 days ago

$127

Roundtrip

found 5 days ago

Select Breeze Airways flight, departing Wed, Oct 29 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 29, priced at $127 found 5 days ago

Mon, Nov 3 - Tue, Nov 4

MCO

Orlando Intl.

BOS

Logan Intl.

$132 Roundtrip, found 6 days ago

$132

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Mon, Nov 3 from Orlando Intl. to Logan Intl., returning Tue, Nov 4, priced at $132 found 6 days ago

Fri, Sep 19 - Sun, Sep 21

MCO

Orlando Intl.

BOS

Logan Intl.

$140 Roundtrip, found 6 hours ago

$140

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Fri, Sep 19 from Orlando Intl. to Logan Intl., returning Sun, Sep 21, priced at $140 found 6 hours ago

Sat, Nov 1 - Sat, Nov 1

MCO

Orlando Intl.

BOS

Logan Intl.

$144 Roundtrip, found 6 days ago

$144

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Nov 1 from Orlando Intl. to Logan Intl., returning Sat, Nov 1, priced at $144 found 6 days ago

Mon, Sep 22 - Thu, Sep 25

MCO

Orlando Intl.

BOS

Logan Intl.

$148 Roundtrip, found 6 hours ago

$148

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Mon, Sep 22 from Orlando Intl. to Logan Intl., returning Thu, Sep 25, priced at $148 found 6 hours ago

Fri, Sep 19 - Fri, Sep 19

MCO

Orlando Intl.

BOS

Logan Intl.

$149 Roundtrip, found 6 hours ago

$149

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Fri, Sep 19 from Orlando Intl. to Logan Intl., returning Fri, Sep 19, priced at $149 found 6 hours ago

Fri, Sep 19 - Tue, Sep 23

MCO

Orlando Intl.

BOS

Logan Intl.

$150 Roundtrip, found 6 hours ago

$150

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Fri, Sep 19 from Orlando Intl. to Logan Intl., returning Tue, Sep 23, priced at $150 found 6 hours ago

Mon, Sep 22 - Tue, Sep 23

MCO

Orlando Intl.

BOS

Logan Intl.

$160 Roundtrip, found 5 hours ago

$160

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Mon, Sep 22 from Orlando Intl. to Logan Intl., returning Tue, Sep 23, priced at $160 found 5 hours ago

Sat, Jul 5 - Sun, Jul 6

MCO

Orlando Intl.

BOS

Logan Intl.

$161 Roundtrip, found 6 days ago

$161

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Jul 5 from Orlando Intl. to Logan Intl., returning Sun, Jul 6, priced at $161 found 6 days ago

Sat, Jun 14 - Sun, Jun 15

MCO

Orlando Intl.

BOS

Logan Intl.

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 14 from Orlando Intl. to Logan Intl., returning Sun, Jun 15, priced at $167 found 1 day ago

Sat, Jul 5 - Sat, Jul 5

MCO

Orlando Intl.

BOS

Logan Intl.

$169 Roundtrip, found 6 days ago

$169

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Jul 5 from Orlando Intl. to Logan Intl., returning Sat, Jul 5, priced at $169 found 6 days ago

Sat, Sep 20 - Thu, Sep 25

MCO

Orlando Intl.

BOS

Logan Intl.

$170 Roundtrip, found 6 hours ago

$170

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from Orlando Intl. to Logan Intl., returning Thu, Sep 25, priced at $170 found 6 hours ago

Wed, Jun 25 - Tue, Jul 8

MCO

Orlando Intl.

ORH

Worcester Regional

$183 Roundtrip, found 10 hours ago

$183

Roundtrip

found 10 hours ago

Select JetBlue Airways flight, departing Wed, Jun 25 from Orlando Intl. to Worcester Regional, returning Tue, Jul 8, priced at $183 found 10 hours ago

Thu, Jul 3 - Mon, Jul 7

MCO

Orlando Intl.

BOS

Logan Intl.

$187 Roundtrip, found 6 days ago

$187

Roundtrip

found 6 days ago

Select United flight, departing Thu, Jul 3 from Orlando Intl. to Logan Intl., returning Mon, Jul 7, priced at $187 found 6 days ago

Wed, Jun 11 - Tue, Jun 24

MCO

Orlando Intl.

PVD

T.F. Green

$217 Roundtrip, found 5 days ago

$217

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Jun 11 from Orlando Intl. to T.F. Green, returning Tue, Jun 24, priced at $217 found 5 days ago

Thu, Jul 17 - Mon, Jul 21

MCO

Orlando Intl.

BOS

Logan Intl.

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Jul 17 from Orlando Intl. to Logan Intl., returning Mon, Jul 21, priced at $217 found 6 days ago