Cheap Flights from Westchester County to San Juan

Compare Westchester County to San Juan flight deals

Find the cheapest month or even day of the year to fly to San Juan

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Flight deals from Westchester County to San Juan

Looking for a cheap last-minute deal or the best return flight from Westchester County Airport to San Juan? If you want to travel next month, return fares start from R 4,979. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Westchester County to San Juan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Westchester County to San Juan flights are currently cheapest in September.

Direct flights from Westchester County to San Juan

White Plains to San Juan: Flight information

The things to know before you go.
Cheapest flight foundR 2,566
Cheapest month to flySeptember
Average flight time3 hrs, 50 mins
Most popular airlinejetBlue
Average flights per week9

Finding cheap flights from Westchester County to San Juan: Frequently asked questions

There are 6 airports in San Juan: San Juan Isla Grande, San Juan Luis Munoz Marin, Roosevelt Roads, Ponce, Vieques, and Culebra.
The best price we found for a return flight from Westchester County to San Juan is R 4,966. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 50 minutes is the average flight time from Westchester County to San Juan.
jetBlue flies direct from Westchester County to San Juan.
As of August 2026, there are 9 flights per week flying from Westchester County to San Juan.
The cheapest month to fly from Westchester County to San Juan is usually September.
If you're flying from Westchester County Airport, the cheapest airport near San Juan is San Juan Luis Munoz Marin – which is 11.3 km away from the centre of San Juan. We've found flights into this airport from R 4,966.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Westchester County Airport to San Juan on Saturday, 19 September 2026.
Yes – the average flight time is 3 hours and 50 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Juan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Juan is around 40 days in advance, so don’t leave your flight to the last minute.

In August, the average temperature is usually around 28°C. August is typically the warmest month in San Juan, when it usually averages around 29°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging 23°C. The rainiest month is September.
Currently, jetBlue offers the cheapest flight tickets to San Juan.

Flying from Westchester County Airport (HPN) to San Juan: what you need to know

  • Hop on a direct flight from Westchester County Airport to San Juan and you'll be in the air for an average of 4 hours 5 minutes.

  • San Juan is one hour ahead of White Plains, where Westchester County Airport is located. San Juan observes the UTC-4 timezone.

  • Westchester County Airport (HPN) to Luis Munoz Marin International Airport (SJU) is the most traveled route, with six flights a week to choose from. You can travel from HPN to SJU at 08:00 with JetBlue Airways.

  • For stress-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to catch your HPN to San Juan flight.

  • You'll likely experience longer queues during popular months such as July. Arriving up to four hours ahead of an international flight and two hours for domestic departures is a good idea.

  • Begin your journey at HPN and fly nonstop to Luis Munoz Marin International Airport (SJU). That will be your arrival point when searching for Westchester County Airport to San Juan tickets.

  • Look out for offers from JetBlue Airways. This airline operates direct flights from Westchester County Airport to San Juan.

  • Consider adding a stopover to potentially land a cheaper plane ticket from HPN to San Juan. All you need to do is deselect 'Direct flights only' during your search. Break up your trip (and maybe save some cash) by stopping at one of these connecting airports:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Raleigh-Durham International Airport (RDU)

  • HPN is about 11 kilometres from central White Plains. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 10 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 25 minutes.

  • If you're catching an early flight from Westchester County Airport to San Juan, why not stay somewhere nice and close? Avoid the hassle of rushing to the airport (and catch some extra z's) at Doral Arrowwood. Ibm Learning Centre is another convenient accommodation option near HPN.

  • 73% of flights that leave from Westchester County Airport touch down at their destination on time.

  • HPN is located at 240 Airport Road, Suite 202.

How to find the cheapest flights from Westchester County Airport (HPN) to San Juan

  • R 2,566 is currently the lowest price for a one-way Westchester County Airport to San Juan flight. A return plane ticket starts from R 4,966. These fares can change depending on demand and availability.

  • Booking early is often the key to finding a cheap flight from HPN to San Juan. Prices tend to rise as demand increases, so the nearer your departure date, the more you'll likely pay.

  • If you're willing to be flexible with your travel plans, take advantage of the 'Whole month' search tool. It'll give you the cheapest price across every month when searching for your Westchester County Airport to San Juan ticket.

  • You don't need to keep looking every day to see if fares have dropped when you create a Price Alert. We'll update you the moment there's an even bigger deal on cheap flights from HPN to San Juan.

  • Tailor your trip with filters. Select your departure and arrival times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Westchester County Airport to San Juan.

Airports in San Juan

Luis Munoz Marin International Airport (SJU)

  • The distance from Luis Munoz Marin International Airport (SJU) to central San Juan is roughly 11 kilometres. It'll take you about 20 minutes to reach the centre driving.

  • It'll take around 1 hour if you're travelling by public transport.

  • Book a hotel near SJU if you have a late flight from Westchester County Airport to San Juan. Settle into one of these options and avoid the hassle of a long transfer:

  • To lock in the lowest price, reserve your vehicle from Luis Munoz Marin International Airport around two weeks in advance of your flight from HPN to San Juan.

Best time to go to San Juan

  • It's time to choose your dates for your flight from Westchester County Airport to San Juan. March is the busiest month to visit San Juan. If you want a more relaxed vibe, go in December.

  • Book a Westchester County Airport to San Juan plane ticket with a departure in August if you want to visit the city during its warmest month. Expect temperatures to range from 24ºC (75ºF) to 32ºC (90ºF).

  • Look for cheap tickets from HPN to San Juan in February if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 21ºC (70ºF) and 28ºC (82ºF) on average.

More about San Juan

  • When it comes to searching for somewhere to lay your head, you'll find the best stays in San Juan right here. Check out these options after you've booked your flight from Westchester County Airport to San Juan:

  • All great journeys should include a little sightseeing. Esperanza Beach, Balneario El Escambron and Escambron Green are attractions you won't want to skip in San Juan.

Explore more of Puerto Rico

  • San Juan is always a good idea, but there are so many other parts of Puerto Rico you'll want to see. About 113 kilometres west of San Juan, a trip to Aguadilla will keep you on the move. Start with leading attractions like Silla Aguadilla, Bridges Surf Beach and Playa Rompe Olas.

  • If you're ready to explore another well-known destination in Puerto Rico, consider Isabela, about 105 kilometres west of San Juan. Playa montones, Shore Island Beach and Guajataca Forest Reserve are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.