Are direct flights from San Juan to Port of Spain always the best option?

Direct flights often offer convenience and save travel time, but they are not always the most economical choice. Flights with layovers can sometimes be significantly cheaper, depending on the route and airline. Consider your priorities for cost versus travel duration when making your decision.

Can flexible travel dates help on San Juan to Port of Spain flights?

Yes, being flexible with your travel dates can often lead to finding more affordable flights. Prices can vary significantly between different days of the week or even within the same week. Shifting your departure or return by a day or two may result in notable savings.

What extra costs should I check before booking San Juan to Port of Spain flights?

Before booking, always check for potential extra costs such as baggage fees, seat selection charges, and in-flight services. Some airlines may also charge for printing boarding passes at the airport. Understanding these additional fees can help you calculate the total cost of your trip.

Flights From San Juan

To Port of Spain

Cheap Flights from San Juan to Port of Spain

Browse current best options from San Juan. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

San Juan

RatePunk searches hundreds of travel sites at once for deals on flights to Port of Spain

Prices updated 12 days ago

406 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 2, 2026.)

Today’s best flight deals from San Juan to Port of Spain

Explore current cheapest deals departing from San Juan to Port of Spain

2026-09-14 – 2026-09-21
SJU - Port of Spain
68% AI deal score
$447
$364
Round trip
2026-09-04 – 2026-09-08
SJU - Port of Spain
73% AI deal score
$468
$364
Round trip
2026-09-14 – 2026-09-19
SJU - Port of Spain
68% AI deal score
$460
$383
Round trip
2026-09-11 – 2026-09-21
SJU - Port of Spain
45% AI deal score
$414
$384
Round trip
2026-09-11 – 2026-09-14
SJU - Port of Spain
67% AI deal score
$467
$398
Round trip
2026-08-13 – 2026-08-26
SJU - Port of Spain
73% AI deal score
$515
$398
Round trip
2026-11-11 – 2026-11-19
SJU - Port of Spain
46% AI deal score
$442
$404
Round trip
2026-11-13 – 2026-11-18
SJU - Port of Spain
47% AI deal score
$462
$404
Round trip
2026-10-08 – 2026-10-11
SJU - Port of Spain
49% AI deal score
$450
$419
Round trip
2026-09-30 – 2026-10-27
SJU - Port of Spain
41% AI deal score
$384
$446
Round trip

San Juan to Port of Spain: Overview

How much is a round trip from San Juan to Port of Spain

Regular price: $352 - $506

Prices for flights from San Juan to Port of Spain are currently within the regular range.

Regular prices for this route are typically between $352 and $506. The current lowest deal is $363 with Copa Airlines for travel from Sep 13-Sep 23.

now $363

Low $352

High $506

The cheapest time to fly from San Juan to Port of Spain

The cheapest month to fly from San Juan to Port of Spain is August, with a median price of $365. The most expensive month is June, with a median price of $859. Generally, prices are lower from July to October.

August

Cheapest

Flights from $365

June

Most Expensive

Flights from $859

Jun

Jul

Aug

Sep

Oct

Nov

Direct flights from San Juan to Port of Spain

Contour Airlines

Last-minute flights going from San Juan to Port of Spain

Wed, Aug 19

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$583

$515

One-way

Wed, Aug 26

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$464

$423

One-way

Fri, Sep 4

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$467

$364

One-way

Mon, Sep 7

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$385

$501

One-way

Fri, Sep 11

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

$414

$384

One-way

Fri, Sep 11

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$384

$501

One-way

Biggest price drops on these dates for flights from San Juan to Port of Spain

4 nights

Sep 4 - Sep 8

$467 → $364

22%

7 nights

Sep 14 - Sep 21

$447 → $364

19%

5 nights

Sep 14 - Sep 19

$460 → $383

17%

2 nights

Aug 19 - Aug 21

$583 → $516

12%

Popular Airports to fly from San Juan to Port of Spain

San Juan - Port of Spain route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from San Juan to Port of Spain are below the typical level at $363.

📅 Best time to fly

Fly in August for the best prices

Historically, August is the cheapest month to fly from San Juan to Port of Spain, with a median price of $365.

⏱️ Flight duration

Short-haul route

The route from San Juan to Port of Spain is a short-haul flight, covering 1006 km.

✈️ Airlines & availability

Deals are rare on this route

Deals on flights from San Juan to Port of Spain are rare, typically appearing within 30 days.

🏆 Airline highlight

Contour Airlines offers direct flights

Contour Airlines has offered direct flights on the San Juan to Port of Spain route.

🎯 Booking tip

Consider booking during July to October

Historically, the period from July to October offers lower median prices for this route.

San Juan main airports to depart from

Luis Muñoz Marín International (SJU)

Cheapest

Fly from SJU for a convenient and potentially more affordable option to Port of Spain.

📍 ~12 km from San Juan (reachable by car)

💸 Flights from ~$363

Port of Spain main airports to arrive at

Piarco International (POS)

Cheapest

Piarco International Airport is the primary arrival airport for flights from San Juan to Port of Spain.

📍 ~19 km from Port of Spain (reachable by car)

💸 Flights from ~$363

Airports nearby Port of Spain used as alternative

Arthur Napoleon Raymond Robinson International (TAB)

Consider Tobago (TAB) as a domestic alternative within Trinidad & Tobago, easily reachable by air bridge or ferry.

📍 ~90 km from Port of Spain (reachable by domestic flight or ferry)

💸 Flights from ~$551

Business & First Class Flight Deals to Port of Spain

$780

Save $1,628

Copa Airlines

Business Class

Frequently Asked Questions About Flights to Port of Spain

To find more affordable flights, consider being flexible with your travel dates and times. Comparing prices across different airlines and booking sites is often helpful. Setting up price alerts can also notify you when fares drop for your desired route.

Booking flights in advance can often lead to better prices, though the optimal booking window can vary. Generally, purchasing tickets several weeks to a few months before your departure date may offer more competitive fares. Prices can fluctuate, so monitoring them is often beneficial.

Comparing nearby airports can sometimes reveal additional flight options or different pricing. While not always necessary, checking alternative departure or arrival points might offer more flexibility. This strategy can be particularly useful if your travel plans allow for it.

Related routes

More routes from San Juan

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Flights to Port of Spain from other cities

Flights from Bangkok to Port of Spain Flights from Barcelona to Port of Spain Flights from Madrid to Port of Spain Flights from Miami to Port of Spain Flights from New York to Port of Spain Flights from Reykjavik to Port of Spain Flights from Tokyo to Port of Spain

San Juan to Port of Spain: Overview

How much is a round trip from San Juan to Port of Spain

Regular price: $352 - $506

Prices for flights from San Juan to Port of Spain are currently within the regular range.

Regular prices for this route are typically between $352 and $506. The current lowest deal is $363 with Copa Airlines for travel from Sep 13-Sep 23.

now $363

Low $352

High $506

The cheapest time to fly from San Juan to Port of Spain

August

Cheapest

Flights from $365

June

Most Expensive

Flights from $859

Jun

Jul

Aug

Sep

Oct

Nov

Direct flights from San Juan to Port of Spain

Contour Airlines

Last-minute flights going from San Juan to Port of Spain

Wed, Aug 19

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$583

$515

One-way

Wed, Aug 26

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$464

$423

One-way

Fri, Sep 4

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$467

$364

One-way

Mon, Sep 7

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$385

$501

One-way

Fri, Sep 11

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

$414

$384

One-way

Fri, Sep 11

⌛ Last-Minute

SJU - Port of Spain

San Juan (SJU) - Port of Spain (POS)

Copa Airlines

$384

$501

One-way

Biggest price drops on these dates for flights from San Juan to Port of Spain

4 nights

Sep 4 - Sep 8

$467 → $364

22%

7 nights

Sep 14 - Sep 21

$447 → $364

19%

5 nights

Sep 14 - Sep 19

$460 → $383

17%

2 nights

Aug 19 - Aug 21

$583 → $516

12%

Popular Airports to fly from San Juan to Port of Spain