Cheap Flights from Orlando to Boston
Browse current best options from Orlando. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Orlando
RatePunk searches hundreds of travel sites at once for deals on flights to Boston
Prices updated 12 days ago
406 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Aug 2, 2026.)
Today’s best flight deals from Orlando to Boston
Explore current cheapest deals departing from Orlando to Boston
2027-01-07 – 2027-01-10
ORL - Portsmouth
75% AI deal score
$121
$92
Round trip
2027-01-21 – 2027-01-24
ORL - Portsmouth
76% AI deal score
$127
$92
Round trip
2027-01-07 – 2027-01-24
ORL - Portsmouth
68% AI deal score
$108
$94
Round trip
2026-11-05 – 2026-11-15
ORL - Portsmouth
66% AI deal score
$108
$100
Round trip
2027-01-07 – 2027-01-17
ORL - Portsmouth
67% AI deal score
$114
$102
Round trip
2027-01-07 – 2027-01-21
ORL - Portsmouth
66% AI deal score
$112
$102
Round trip
2026-11-05 – 2026-11-08
ORL - Portsmouth
66% AI deal score
$119
$110
Round trip
2027-01-14 – 2027-01-24
ORL - Portsmouth
49% AI deal score
$115
$112
Round trip
2027-01-10 – 2027-01-24
ORL - Portsmouth
47% AI deal score
$112
$112
Round trip
2026-10-21 – 2026-10-24
ORL - Boston
66% AI deal score
$130
$116
Round trip
