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Cheap Flight Deals to San Juan

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Round TripOne Way
NYC New York City
SJU San Juan
From $105.98
Feb 1, 2026 - Feb 12, 2026
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FLL Fort Lauderdale
SJU San Juan
From $107.98
Jan 6, 2026 - Jan 15, 2026
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BOS Boston
SJU San Juan
From $116.98
Jan 11, 2026 - Jan 17, 2026
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PHL Philadelphia
SJU San Juan
From $151.99
Jan 25, 2026 - Jan 28, 2026
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CHI Chicago
SJU San Juan
From $161.2
Jan 12, 2026 - Jan 23, 2026
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ORL Orlando
SJU San Juan
From $163.99
Jan 18, 2026 - Feb 13, 2026
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BWI Baltimore
SJU San Juan
From $166.99
Feb 10, 2026 - Feb 20, 2026
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ATL Atlanta
SJU San Juan
From $175.74
Jan 19, 2026 - Feb 5, 2026
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DTT Detroit
SJU San Juan
From $192.99
Jan 8, 2026 - Jan 15, 2026
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

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Book Flights to San Juan, Puerto Rico

San Juan is the charming capital of Puerto Rico. Owing to its moderate temperatures, the colorful city receives travelers throughout the year. Google data suggests that more than 6,5 flyers search for flights to San Juan each month. With a number of economical accommodation alternatives, San Juan is a budget friendly destination as well. Nearly 1,6 travelers search for cheap flights to San Juan every month.
Seal the (flight) deal
Renowned for its Spanish colonial architecture and endless beaches, San Juan is the perfect Caribbean escape. CheapOair offers cheap airfares from more than 6 carriers and provides cheap price guarantee. You can find numerous San Juan flight deals and check out our exclusive deals. Often cheap roundtrip fares fall around $321 if you're flying from Chicago. Flights from Philadelphia are priced at $241, while fares fall around $224 for flights from Orlando. Browse through the exhaustive list of deals on flight tickets to San Juan and save big!
Get to know San Juan

Located on Puerto Rico's Atlantic coast, San Juan is the capital of the Commonwealth of Puerto Rico. Famous for its sandy beaches, the city is replete with all classes of cultural attractions. San Juan is lined with with beachfront luxury hotels while the downtown San Juan features colonial architecture, historic forts, fine dining options, and much more. The citys widest beach, Isla Verde fronts the Isla Verde resort strip, famous for its casinos, nightclubs, and bars. There are several quaint nooks and corners in the city making it an ideal destination to enjoy vacation with family and friends. Additionally, San Juan is among the most important seaports in the United States.

The city celebrates the San Sebastian Street Festival with much pomp and show each year. The festival is the biggest celebration in San Juan and is held in the third week of January. Visitors must experience this grand outdoor party. Another major festival is Saint Johns Night which is celebrated annually on June 23rd.

Popular attractions in San Juan are as follows:

December to April is the peak season to travel to San Juan, with Christmas preparations going all around the city, San Juan has a new look all together. San Sebastian Street Festival takes place in the month of January, attracting people from neighboring areas and cities. Perfect time for travelers on budget is between April to November, hotel prices drop during this time and attractions are less crowded. In addition, cheap tickets to San Juan can also be easily obtained during the low travel season.

Popular attractions in San Juan are as follows

  • Ocean Park Beach
  • Paseo de la Princesa promenade
  • Condado Beach
  • La Fortaleza
  • San Juan National Historic Site
  • San Juan Bautista Cathedral
  • San Felipe del Morro Castle
  • Casa Bacardi
  • Luis A. Ferre Performing Arts Center
  • Casa Blanca
When to Visit San Juan

Weather-wise, the best time to visit the city of San Juan is from mid-April to June. During these months, the weather of the city remains soothing and pleasant enough for sightseeing. This is the peak season for tourism, hence, it is advised to book San Juan flights in advance to avoid paying an increased last-minute airfare.

Share your Travel Experience

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How long does it take to fly to San Juan, Puerto Rico?

The flight time of cheap flights to San Juan will vary depending on the departure city and airport. Non-stop flights leaving JFK or LaGuardia airport in New York will take about 3 hours and 45 minutes. If you are heading out of Chicago from Midway or OHare airport, you will be flying non-stop for approximately 4 hours and 45 minutes. Non-stop flights from Dallas to San Juan will take roughly 5 hours. Traveling non-stop from Atlanta to San Juan will take just over 3 and a half hours. West coast flights to San Juan will require at least one stop. The quickest flights with layovers from Los Angeles will take at least 9 hours. Keep in mind that Puerto Rico is in the Atlantic Time Zone, so plan accordingly if you're taking any cheap flights to San Juan from another time zone.