$101 Cheap Flights to San Juan

View $101 flight on Mon, May 25, 2026Opens in a new window

Popular airlines to San Juan

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How much is the cheapest flight to San Juan?

Prices were available within the past 7 days and start at $101 for one-way flights and $225 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Liat Air
Fri, May 15 - Sun, May 17
BGI
Bridgetown
POS
Trinidad
$225 Roundtrip, found 2 hours ago
$225
Roundtrip
found 2 hours ago
Select Liat Air flight, departing Fri, May 15 from Bridgetown to Trinidad, returning Sun, May 17, priced at $225 found 2 hours ago
American Airlines
Tue, Jun 2 - Tue, Jun 9
MIA
Miami
POS
Trinidad
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Tue, Jun 2 from Miami to Trinidad, returning Tue, Jun 9, priced at $249 just found
Copa
Mon, Aug 17 - Sat, Aug 22
MIA
Miami
POS
Trinidad
$260 Roundtrip, just found
$260
Roundtrip
just found
Select Copa flight, departing Mon, Aug 17 from Miami to Trinidad, returning Sat, Aug 22, priced at $260 just found
interCaribbean Airways
Fri, Jun 19 - Sat, Jun 27
BGI
Bridgetown
POS
Trinidad
$280 Roundtrip, found 4 hours ago
$280
Roundtrip
found 4 hours ago
Select interCaribbean Airways flight, departing Fri, Jun 19 from Bridgetown to Trinidad, returning Sat, Jun 27, priced at $280 found 4 hours ago
Caribbean Airlines
Thu, Jun 4 - Mon, Jun 8
MIA
Miami
POS
Trinidad
$297 Roundtrip, just found
$297
Roundtrip
just found
Select Caribbean Airlines flight, departing Thu, Jun 4 from Miami to Trinidad, returning Mon, Jun 8, priced at $297 just found

Frequently asked questions

What month is the cheapest to fly to San Juan?
Plan your trip for May if you're hoping to get a good price on your fare. It's the cheapest month to fly to San Juan. If possible, avoid traveling during peak periods such as public holidays or school breaks.
Which US cities fly direct to San Juan?
There are 5 US destinations where you can fly to San Juan directly from. Compare your options by selecting the "Direct flights only" filter on Expedia and find the ideal starting point for your trip. Here are a few of the major cities to set off from:

  • Miami
  • New York
  • Houston
  • Fort Lauderdale
  • Orlando

How to find a cheap flight to San Juan?
Jetting off in the low season and booking early are two great ways to get cheap flights to San Juan. Or, consider departing on a Thursday, which is on average 16% cheaper than leaving on a Sunday.* Want to be the first to know when fares drop? Just set up price tracking on the Expedia app to get real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to San Juan?
Being flexible about your plans may help you find last-minute deals on cheap flights to San Juan. To see all the available options, consider looking at different ticket types, tweaking your San Juan vacation dates, jetting out of an alternative airport or using another airline.
How far in advance should I book a flight to San Juan?
Find the travel dates you want and a fare you'll love by booking your domestic flight to San Juan up to 28 days in advance. Lock in tickets two to four months ahead if you're traveling to San Juan from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to San Juan?
Generally, you can find cheap flights to San Juan on a Sunday. You'll save around 8% on average compared to booking on a Friday, which is often the most expensive day to book.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to San Juan?
San Juan is accessible from 23 airports globally through 7 carriers, with Piarco Intl. Airport (POS) as its primary entry point. Pick from these major airlines to San Juan when organizing your trip:

  • Caribbean Airlines
  • American Airlines
  • United Airlines
  • JetBlue Airways

Where do you fly into San Juan?
If you're flying to San Juan, the main hub to disembark at is Piarco Intl. Airport (POS). Another option is to fly to San Juan via A.N.R. Robinson Intl. Airport (TAB).
How far is the airport from central San Juan?
Arriving at Piarco Intl. Airport (POS) puts you approximately 9 mi southeast of the center of San Juan.
Can I save money by booking a San Juan trip package?
Book a San Juan flight and hotel package deal on Expedia, and you could enjoy significant savings. It's a breeze to bundle your flights and accommodations, and you can also add activities and car rentals to create your own personalized San Juan vacation. Plus, there's nothing like the convenience of booking everything in one place.
Can I change or cancel my flight to San Juan?
You can typically cancel or change your flight to San Juan within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may receive a credit toward future flights in place of a direct refund. Remember to check the airline's terms of service in your itinerary for specific details. Use Expedia's "No cancel fee" or "Changes included" filters during your search to secure cheap flights to San Juan with flexible change policies. For additional information, browse our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Piarco Intl.
Destination airport IATA code
POS
Destination city name
Port of Spain
Roundtrip price
$224

Trending flights to San Juan

Prices were available within the past 7 days and start at $101 for one-way flights and $225 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Jun 6 - Sat, Jun 13
MIA
Miami
POS
Trinidad
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Sat, Jun 6 from Miami to Trinidad, returning Sat, Jun 13, priced at $249 just found

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