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
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RatePunk searches hundreds of travel sites at once for deals on flights to Boston
Prices updated today
485 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated Nov 2, 2026.)
Today’s best flight deals from Orlando to Boston
Explore current cheapest deals departing from Orlando to Boston
2027-01-14 – 2027-01-24
ORL - Portsmouth
66% AI deal score
$92
$84
Round trip
2027-01-21 – 2027-01-24
ORL - Portsmouth
47% AI deal score
$102
$112
Round trip
2026-12-11 – 2026-12-13
ORL - Boston
65% AI deal score
$135
$119
Round trip
2026-12-12 – 2026-12-13
ORL - Boston
49% AI deal score
$135
$126
Round trip
2027-01-07 – 2027-01-12
ORL - Portsmouth
45% AI deal score
$99
$128
Round trip
2026-12-05 – 2026-12-06
ORL - Portsmouth
82% AI deal score
$292
$132
Round trip
2026-12-03 – 2026-12-06
ORL - Boston
80% AI deal score
$235
$136
Round trip
2026-12-04 – 2026-12-06
ORL - Boston
80% AI deal score
$236
$136
Round trip
2026-12-03 – 2026-12-06
ORL - Portsmouth
46% AI deal score
$114
$139
Round trip
2026-12-04 – 2026-12-12
ORL - Boston
45% AI deal score
$122
$144
Round trip
