Cheap flights from New York to San Juan
The cheapest round trip from New York to San Juan that travelers found recently is $179 with a carry-on: a $179 fare on JetBlue, which usually includes a carry-on. It leaves Fri, Nov 13 and comes back Mon, Nov 16.
Live prices for Fri, Nov 13 to Mon, Nov 16
Cheapest trips travelers found recently
| Leave | Return | Airline | Airports | Stops | Fare | Carry-on (est.) | Total | Live prices |
|---|---|---|---|---|---|---|---|---|
| Fri, Nov 13 | Mon, Nov 16 | JetBlue | JFK → SJU | 1 stop | $179 | Included | $179 | Live price |
| Sun, Dec 6 | Thu, Dec 10 | JetBlue | JFK → SJU | 1 stop | $299 | Included | $299 | Live price |
| Sat, Nov 14 | Mon, Nov 16 | JetBlue | JFK → SJU | 2 stops | $303 | Included | $303 | Live price |
| Wed, Dec 2 | Mon, Dec 7 | JetBlue | JFK → SJU | Nonstop | $307 | Included | $307 | Live price |
| Tue, Dec 29 | Mon, Jan 4 | JetBlue | JFK → SJU | Nonstop | $310 | Included | $310 | Live price |
| Fri, Nov 13 | Sun, Nov 22 | JetBlue | LGA → SJU | 1 stop | $313 | Included | $313 | Live price |
| Fri, Nov 13 | Thu, Nov 19 | JetBlue | JFK → SJU | 1 stop | $321 | Included | $321 | Live price |
| Fri, Nov 13 | Thu, Nov 26 | JetBlue | JFK → SJU | 1 stop | $321 | Included | $321 | Live price |
| Wed, Dec 2 | Tue, Dec 8 | JetBlue | EWR → SJU | Nonstop | $321 | Included | $321 | Live price |
| Mon, Nov 16 | Thu, Nov 19 | JetBlue | LGA → SJU | 1 stop | $322 | Included | $322 | Live price |
Round-trip prices per person, from real fares travelers found in the last few days. Carry-on fees are our estimate for each airline, both ways. Prices change fast: check the live price before you book.
Cheapest month to fly
| Month | Cheapest trip | From | Live prices |
|---|---|---|---|
| October 2026 | Sat, Oct 31 to Wed, Nov 4, 4 nights | $382 | Live price |
| November 2026 | Fri, Nov 13 to Mon, Nov 16, 3 nights | $179 | Live price |
| December 2026 | Sun, Dec 6 to Thu, Dec 10, 4 nights | $299 | Live price |
| January 2027 | Wed, Jan 20 to Thu, Jan 28, 8 nights | $373 | Live price |
| February 2027 | Mon, Feb 8 to Mon, Feb 22, 14 nights | $340 | Live price |
| March 2027 | Mon, Mar 22 to Wed, Mar 31, 9 nights | $392 | Live price |
Bag fees on this route
What the airlines flying New York to San Juan usually charge for one bag each way. Budget airlines often sell the cheapest fares and charge the most for bags, so compare the total, not the fare.
| Airline | Carry-on, each way | Checked bag, each way |
|---|---|---|
| Allegiant | $55 | $50 |
| American Airlines | Included | $40 |
| Frontier | $55 | $50 |
| JetBlue | Included | $40 |
| Southwest | Included | $35 |
| United | Included | $40 |
Our estimates: fees depend on the fare type and when you pay. Check the airline's own price when you book.
How these prices work
These are real round-trip fares that travelers found on Aviasales recently, not a live search, so they can change or sell out. Dipt adds an estimate of each airline's carry-on fee, so a cheap fare with expensive bags doesn't look cheaper than it is. "Live price" opens Dipt's live flight search for those dates, where you book with the airline or travel site you pick. Dipt may earn a commission when you book, at no extra cost to you (how Dipt makes money).
Not sure where to go? Tell Dipt your budget and vibe and it finds the trip.
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