
Find the latest flights to Puerto Rico in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on August 31, 2026.
Popular in | July |
|---|---|
Cheapest in | October |
Average price | $380 |
Round-trip from | $193 |
One-way from | $105 |
Good round-trip deal | $328 or less |
Good one-way deal | $205 or less |
Fly from
Route
Depart
Return
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 10/25
11:58 am-1:31 pm
1 stop25h 33m
San Juan Luis Munoz Marin Intl
Wed 10/28
8:45 am-9:48 am
1 stop25h 03m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 10/11
11:53 am-1:31 pm
1 stop25h 38m
San Juan Luis Munoz Marin Intl
Wed 10/14
8:45 am-9:28 am
1 stop24h 43m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Mon 9/21
12:15 pm-4:12 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 9/30
1:00 pm-4:56 pm
Nonstop3h 56m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 10/3
12:15 pm-4:12 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Tue 10/6
6:00 am-9:52 am
Nonstop3h 52m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 10/4
11:48 am-1:42 pm
1 stop25h 54m
San Juan Luis Munoz Marin Intl
Wed 10/7
8:45 am-9:28 am
1 stop24h 43m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/1
10:28 am-1:42 pm
1 stop27h 14m
San Juan Luis Munoz Marin Intl
Wed 10/7
8:45 am-9:28 am
1 stop24h 43m
New YorkSan Juan
LGA New York LaGuardia - SJU San Juan Luis Munoz Marin Intl
LGASJU
New York LaGuardia
Mon 9/28
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Wed 9/30
7:00 am-9:25 pm
2 stops14h 25m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/1
10:28 am-1:42 pm
1 stop27h 14m
San Juan Luis Munoz Marin Intl
Sun 10/4
6:42 pm-11:36 am
2 stops16h 54m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 11/12
11:00 am-1:25 pm
1 stop25h 25m
San Juan Luis Munoz Marin Intl
Thu 11/19
7:00 am-5:58 pm
1 stop11h 58m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Fri 10/2
8:48 pm-9:35 am
1 stop12h 47m
San Juan Luis Munoz Marin Intl
Mon 10/5
7:00 am-6:23 pm
1 stop11h 23m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars |
Everything you need to know about your flight to Puerto Rico
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Puerto Rico has a tropical climate with sunny days almost year-round and average temperatures of 79 degrees. It’s humid too, with levels hovering between 74 and 81 per cent. Temperatures along the coast are moderated by the cooling sea breezes; inland, temperatures are in the 72 to 79-degree range. May to October are the rainiest months. The north coast gets double the amount of rain as the south coast, about 61 inches compared to 36 inches. January to April are the driest months. Hurricane season runs from June to November and the island is at greatest risk between August and October.
Travelers to San Juan can get taxis and buses at the airport into town, and some hotels run courtesy vans. Puerto Rico is 100 miles long by 37 miles wide with some of the best scenery in the Caribbean. Although best seen by car, be aware that the locals drive erratically and that speeds are posted in miles and distances in kilometers. To see the island’s interior, and get a few thrills, take La Ruta Panoramica along the mountains. The panorama is dazzling but be prepared for passages with precipitous drops on both sides of the road and sections without dividers.
In a major city or resort you may not need a car. Sightseeing on foot is often fun and you can take a publico. Publicos are minivans that service most towns on the island. They don’t have set schedules, but you can flag one down. Publicos are identified by “P” or “PD” on the license plate.
Taxis are available in San Juan and major tourist areas. Tour buses and ferries are another option for getting around, as is chartering a boat or plane. There are also several airlines that fly to small airports in Puerto Rico and other Caribbean islands.