Cheap Flights to Hillsborough County from $51

How much is the cheapest flight to Hillsborough County?

Prices were available within the past 7 days and start at $51 for one-way flights and $107 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 16 - Sat, Jan 23

MCO

Orlando

PSM

Portsmouth

$107 Roundtrip, found 15 hours ago

$107

Roundtrip

found 15 hours ago

Select Breeze Airways flight, departing Sat, Jan 16 from Orlando to Portsmouth, returning Sat, Jan 23, priced at $107 found 15 hours ago

Sat, Jan 16 - Sat, Jan 23

MCO

Orlando

PSM

Portsmouth

$112 Roundtrip, found 15 hours ago

$112

Roundtrip

found 15 hours ago

Select Breeze Airways flight, departing Sat, Jan 16 from Orlando to Portsmouth, returning Sat, Jan 23, priced at $112 found 15 hours ago

Sat, Jan 16 - Sat, Jan 23

MCO

Orlando

PSM

Portsmouth

$117 Roundtrip, found 15 hours ago

$117

Roundtrip

found 15 hours ago

Select Breeze Airways flight, departing Sat, Jan 16 from Orlando to Portsmouth, returning Sat, Jan 23, priced at $117 found 15 hours ago

Sat, Jan 23 - Sat, Jan 30

MCO

Orlando

PSM

Portsmouth

$122 Roundtrip, found 4 days ago

$122

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Sat, Jan 23 from Orlando to Portsmouth, returning Sat, Jan 30, priced at $122 found 4 days ago

Sat, Jan 9 - Sat, Jan 16

MCO

Orlando

PSM

Portsmouth

$127 Roundtrip, found 3 days ago

$127

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Sat, Jan 9 from Orlando to Portsmouth, returning Sat, Jan 16, priced at $127 found 3 days ago

Wed, Aug 12 - Fri, Aug 21

MCO

Orlando

BOS

Boston

$148 Roundtrip, found 6 hours ago

$148

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando to Boston, returning Fri, Aug 21, priced at $148 found 6 hours ago

Tue, Jul 21 - Wed, Aug 12

MCO

Orlando

BOS

Boston

$149 Roundtrip, found 3 hours ago

$149

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Tue, Jul 21 from Orlando to Boston, returning Wed, Aug 12, priced at $149 found 3 hours ago

Wed, Sep 2 - Sat, Sep 5

MCO

Orlando

BOS

Boston

$207 Roundtrip, found 9 hours ago

$207

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Wed, Sep 2 from Orlando to Boston, returning Sat, Sep 5, priced at $207 found 9 hours ago

Wed, Aug 19 - Tue, Aug 25

MCO

Orlando

BOS

Boston

$207 Roundtrip, just found

$207

Roundtrip

just found

Select JetBlue Airways flight, departing Wed, Aug 19 from Orlando to Boston, returning Tue, Aug 25, priced at $207 just found

Wed, Aug 19 - Tue, Aug 25

MCO

Orlando

BOS

Boston

$207 Roundtrip, just found

$207

Roundtrip

just found

Select Delta flight, departing Wed, Aug 19 from Orlando to Boston, returning Tue, Aug 25, priced at $207 just found