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 1 day ago
461 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)
Today’s best flight deals from Orlando to Boston
Explore current cheapest deals departing from Orlando to Boston
2026-10-17 – 2026-10-24
ORL - Boston
67% AI deal score
$121
$105
Round trip
2026-10-24 – 2026-10-31
ORL - Portsmouth
69% AI deal score
$134
$116
Round trip
2026-11-07 – 2026-11-14
ORL - Portsmouth
68% AI deal score
$129
$116
Round trip
2027-01-14 – 2027-01-24
ORL - Portsmouth
47% AI deal score
$108
$119
Round trip
2027-01-21 – 2027-01-24
ORL - Portsmouth
47% AI deal score
$116
$119
Round trip
2027-02-11 – 2027-02-27
ORL - Portsmouth
46% AI deal score
$97
$121
Round trip
2027-02-04 – 2027-02-07
ORL - Portsmouth
46% AI deal score
$105
$121
Round trip
2027-01-07 – 2027-01-24
ORL - Portsmouth
46% AI deal score
$101
$122
Round trip
2027-01-10 – 2027-01-24
ORL - Portsmouth
47% AI deal score
$105
$122
Round trip
2026-10-29 – 2026-10-31
ORL - Portsmouth
48% AI deal score
$114
$126
Round trip
