Cheap flights from San Jose, California to Boston from $248 SJC → BOS

Found recently, and the cheapest we hold

What have prices looked like?

Over 48 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $232 to $645.

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

Could nearby dates be cheaper?

We hold no other 2-night return fares leaving within 3 days of 11 Jun 2027 to compare.

Every date we hold

4 fares on 3 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $301.

Found recently, and the cheapest we hold

What have prices looked like?

Over 47 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $147 to $226.

At $248, the cheapest one-way found recently is above that range.

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

Could nearby dates be cheaper?

Yes. Among one-way fares leaving within 3 days of 19 Nov, 17 Nov costs $180: $68 less than the cheapest found recently.

Alaska Airlines · Norman Y. Mineta San Jose International Airport (SJC) → Logan International Airport (BOS) · 1 stop · found 6 days ago

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Every date we hold

2 fares on 2 departure dates

Return

Fares 14 to 29 days before departure were typically 31% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (48 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 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (47 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 San Jose to Boston?

The cheapest return found recently is $419 with Alaska Airlines, 11 Jun 2027 to 13 Jun 2027, found 2 days ago. The cheapest return we hold, of any age, is $301 with Alaska Airlines, 4 Dec to 7 Dec, found 7 days ago. The cheapest return fare on each of 3 departure dates is usually $360 to $506.

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

The cheapest one-way found recently is $248 with United Airlines, 19 Nov, found 3 days ago. The cheapest one-way we hold, of any age, is $180 with Alaska Airlines, 17 Nov, found 6 days ago.

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

December 2026 is the cheapest month for a return, from $301, 4 Dec to 7 Dec, found 7 days ago.

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

In 48 days of prices between 24 Sept and 11 Nov, return fares 14 to 29 days before departure were typically 31% lower than 0 to 6 days before departure. In 47 days of prices between 24 Sept and 11 Nov, one-way fares were cheapest 0 to 6 days before departure.

How long is the flight from San Jose to Boston?

The cheapest one-way found recently, with United Airlines on 19 Nov, takes 7 h 32 min with 1 stop.

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

Between 22 Nov and 11 Jun 2027, Alaska Airlines has the cheapest return on 2 of the 3 departure dates we hold, and Southwest Airlines on 1.