Route Price Intelligence
Cheap Flights From Boston to San Juan
Live pricing benchmarks, monthly patterns, and historical lows for this route.
San Juan comes in at just $258 round trip on American, compared to the usual $462 fare on this route. Dates are open from now through early spring, and since Puerto Rico is a US territory, you get a full Caribbean beach trip with no passport required. That is a 44% discount on one of the easiest island getaways from the Northeast.
✓ 12 date combinations found at this price
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Best Time to Fly from Boston to San Juan
The cheapest time to fly from Boston to San Juan is typically October, when fares average around $287. The most expensive month tends to be March at around $409. For the best deals, consider flying in October, September, November.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route