Cheap Flights to Hillsborough County from $29

How much is the cheapest flight to Hillsborough County?

Prices were available within the past 7 days and start at $29 for one-way flights and $74 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 12 - Sun, Feb 22

MCO

Orlando

BOS

Boston

$74 Roundtrip, found 2 hours ago

$74

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando to Boston, returning Sun, Feb 22, priced at $74 found 2 hours ago

Sat, Feb 14 - Sun, Feb 22

MCO

Orlando

BOS

Boston

$85 Roundtrip, found 2 hours ago

$85

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Feb 14 from Orlando to Boston, returning Sun, Feb 22, priced at $85 found 2 hours ago

Wed, Feb 11 - Wed, Feb 18

MCO

Orlando

BOS

Boston

$86 Roundtrip, just found

$86

Roundtrip

just found

Select Spirit Airlines flight, departing Wed, Feb 11 from Orlando to Boston, returning Wed, Feb 18, priced at $86 just found

Sat, Apr 11 - Sun, Apr 12

MCO

Orlando

BOS

Boston

$88 Roundtrip, just found

$88

Roundtrip

just found

Select Frontier Airlines flight, departing Sat, Apr 11 from Orlando to Boston, returning Sun, Apr 12, priced at $88 just found

Thu, Feb 12 - Thu, Feb 19

MCO

Orlando

BOS

Boston

$90 Roundtrip, just found

$90

Roundtrip

just found

Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando to Boston, returning Thu, Feb 19, priced at $90 just found

Thu, Feb 12 - Sun, Feb 22

MCO

Orlando

BOS

Boston

$91 Roundtrip, found 2 hours ago

$91

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Feb 12 from Orlando to Boston, returning Sun, Feb 22, priced at $91 found 2 hours ago

Sat, Jan 24 - Sun, Jan 25

MCO

Orlando

PSM

Portsmouth

$95 Roundtrip, found 7 hours ago

$95

Roundtrip

found 7 hours ago

Select Breeze Airways flight, departing Sat, Jan 24 from Orlando to Portsmouth, returning Sun, Jan 25, priced at $95 found 7 hours ago

Thu, Feb 12 - Tue, Feb 17

MCO

Orlando

BOS

Boston

$95 Roundtrip, found 1 hour ago

$95

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando to Boston, returning Tue, Feb 17, priced at $95 found 1 hour ago

Wed, Feb 25 - Mon, Mar 16

MCO

Orlando

ORH

Worcester

$138 Roundtrip, found 14 hours ago

$138

Roundtrip

found 14 hours ago

Select JetBlue Airways flight, departing Wed, Feb 25 from Orlando to Worcester, returning Mon, Mar 16, priced at $138 found 14 hours ago

Wed, Mar 4 - Tue, Mar 10

MCO

Orlando

ORH

Worcester

$155 Roundtrip, just found

$155

Roundtrip

just found

Select American Airlines flight, departing Wed, Mar 4 from Orlando to Worcester, returning Tue, Mar 10, priced at $155 just found