Flights to Kissimmee from Boston - $41

Cheap Flights from Boston to Kissimmee (BOS-ORL)

Prices were available within the past 7 days and start at $41 for one-way flights and $82 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jun 4 - Sat, Jun 14

MHT

Manchester

MCO

Orlando

$82 Roundtrip, found 4 hours ago

$82

Roundtrip

found 4 hours ago

Select Breeze Airways flight, departing Wed, Jun 4 from Manchester to Orlando, returning Sat, Jun 14, priced at $82 found 4 hours ago

Tue, May 20 - Fri, May 23

BOS

Boston

MCO

Orlando

$101 Roundtrip, found 1 hour ago

$101

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Tue, May 20 from Boston to Orlando, returning Fri, May 23, priced at $101 found 1 hour ago

Wed, May 28 - Wed, Jun 4

PSM

Portsmouth

MCO

Orlando

$102 Roundtrip, just found

$102

Roundtrip

just found

Select Breeze Airways flight, departing Wed, May 28 from Portsmouth to Orlando, returning Wed, Jun 4, priced at $102 just found

Wed, May 28 - Wed, Jun 4

BOS

Boston

MCO

Orlando

$110 Roundtrip, just found

$110

Roundtrip

just found

Select Spirit Airlines flight, departing Wed, May 28 from Boston to Orlando, returning Wed, Jun 4, priced at $110 just found

Wed, May 14 - Fri, May 16

PVD

Providence

MCO

Orlando

$132 Roundtrip, just found

$132

Roundtrip

just found

Select Breeze Airways flight, departing Wed, May 14 from Providence to Orlando, returning Fri, May 16, priced at $132 just found

Thu, Jun 5 - Mon, Jun 9

MHT

Manchester

MCO

Orlando

$137 Roundtrip, found 5 hours ago

$137

Roundtrip

found 5 hours ago

Select Southwest Airlines flight, departing Thu, Jun 5 from Manchester to Orlando, returning Mon, Jun 9, priced at $137 found 5 hours ago