Cheap flights from Boston to San Juan from $98 BOS → SJU

Found recently, and the cheapest we hold

It is also the cheapest return we hold, of any age.

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $264 to $394.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

No. We hold 5-night return fares on 1 other departure date within 3 days of 11 Dec, and it is not cheaper.

Every date we hold

62 fares on 11 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $292.

Found recently, and the cheapest we hold

It is also the cheapest one-way we hold, of any age.

What have prices looked like?

Over 34 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $98 to $319.

At $98, the cheapest one-way found recently is at the low end of that range.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other one-way fares leaving within 3 days of 10 Dec to compare.

Every date we hold

6 fares on 4 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $98.

Return

Fares 60 to 89 days before departure were typically 27% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

One-way

The cheapest fares were 30 to 59 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (34 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

How much is a return flight from Boston to San Juan?

The cheapest return found recently is $292 with Frontier Airlines, 11 Dec to 16 Dec, found 2 days ago. The cheapest return fare on each of 11 departure dates is usually $388 to $462.

How much is a one-way flight from Boston to San Juan?

The cheapest one-way found recently is $98 with Frontier Airlines, 10 Dec, found 2 days ago. The cheapest one-way fare on each of 4 departure dates is usually $166 to $196.

What is the cheapest month to fly from Boston to San Juan?

December 2026 is the cheapest month for a return, from $292, 11 Dec to 16 Dec, found 2 days ago. It is the cheapest month for a one-way too, from $98, 10 Dec, found 2 days ago.

How far ahead should I book a flight from Boston to San Juan?

In 49 days of prices between 24 Sept and 11 Nov, return fares 60 to 89 days before departure were typically 27% lower than 0 to 6 days before departure. In 34 days of prices between 24 Sept and 11 Nov, one-way fares were cheapest 30 to 59 days before departure.

Is there a direct flight from Boston to San Juan?

Yes, the cheapest nonstop return found recently is $416 with jetBlue, 5 Apr 2027 to 9 Apr 2027, found 2 days ago. The cheapest nonstop one-way found recently is $192 with jetBlue, 1 Dec, found 2 days ago.

How long is the flight from Boston to San Juan?

The cheapest nonstop one-way found recently, with jetBlue on 1 Dec, takes 4 h 6 min from Logan International Airport (BOS) to Luis Munoz Marin International Airport (SJU).

Which airlines have the cheapest flights from Boston to San Juan?

Between 29 Nov and 14 Aug 2027, American Airlines has the cheapest return on 7 of the 11 departure dates we hold, and Frontier Airlines on 4. Between 24 Nov and 17 Dec, Frontier Airlines has the cheapest one-way on 2 of the 4 departure dates we hold, American Airlines on 1 and jetBlue on 1.