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

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

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

Yes, having flexible travel dates can significantly impact flight prices. Shifting your departure or return by a few days may lead to substantial savings. Weekday travel or flying during less popular times often results in lower fares.

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. Being aware of these fees helps you calculate the total travel expense.

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 today

462 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 15, 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

2026-10-21 – 2026-10-26
SJU - Port of Spain
68% AI deal score
$448
$361
Round trip
2026-10-02 – 2026-10-07
SJU - Port of Spain
69% AI deal score
$454
$361
Round trip
2026-10-16 – 2026-10-19
SJU - Port of Spain
69% AI deal score
$455
$361
Round trip
2026-09-21 – 2026-09-30
SJU - Port of Spain
74% AI deal score
$474
$364
Round trip
2026-10-22 – 2026-10-26
SJU - Port of Spain
68% AI deal score
$452
$371
Round trip
2026-10-19 – 2026-10-26
SJU - Port of Spain
67% AI deal score
$435
$371
Round trip
2026-10-29 – 2026-11-02
SJU - Port of Spain
68% AI deal score
$453
$371
Round trip
2026-10-10 – 2026-10-16
SJU - Port of Spain
67% AI deal score
$436
$371
Round trip
2026-10-12 – 2026-10-19
SJU - Port of Spain
67% AI deal score
$436
$371
Round trip
2026-09-19 – 2026-09-21
SJU - Port of Spain
79% AI deal score
$609
$371
Round trip

San Juan to Port of Spain: Overview

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

Regular price: $371 - $516

Prices are currently below the regular range.

The regular price range for flights from San Juan to Port of Spain is $371-$516. The current lowest deal is $362 with Copa Airlines for travel from Oct 21-Oct 26.

now $362

Low $371

High $516

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

The cheapest month to fly from SJU to POS is August, with a median price of $365. The most expensive month is June, with a median price of $859. Prices are generally 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

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$552

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$646

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$461

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$460

$403

One-way

Sat, Sep 19

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$538

$372

One-way

Sat, Sep 19

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$609

$372

One-way

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

3 nights

Sep 18 - Sep 21

$646 → $401

38%

2 nights

Sep 19 - Sep 21

$609 → $371

39%

4 nights

Sep 21 - Sep 25

$557 → $371

33%

5 nights

Sep 20 - Sep 25

$550 → $371

33%

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.

📅 Best time to fly

Deals are rare on this route

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

⏱️ Flight duration

Short-haul flights

Flights from San Juan to Port of Spain are short-haul, covering a distance of 1006 km.

✈️ Airlines & availability

Contour Airlines offers direct flights

Contour Airlines is available for direct flights from San Juan to Port of Spain.

🏆 Airline highlight

Copa Airlines offers a recent deal

A recent deal for $362 was found with Copa Airlines for October 21-October 26.

🎯 Booking tip

Consider booking soon for best prices

The current price of $362 is below the median price of $448 for this route.

San Juan main airports to depart from

Luis Muñoz Marín International (SJU)

Cheapest

Luis Muñoz Marín International Airport is a primary option for flights from San Juan to Port of Spain.

📍 ~11 km from San Juan (reachable by car)

💸 Flights from ~$364

Fernando Luis Ribas Dominicci (SIG)

Fernando Luis Ribas Dominicci Airport is an alternative for flights from San Juan to Port of Spain.

📍 ~1 km from San Juan (reachable by car)

💸 Flights from ~$364

Port of Spain main airports to arrive at

Piarco International (POS)

Cheapest

Piarco International Airport is a convenient arrival choice for flights from San Juan to Port of Spain.

📍 ~21 km from Port of Spain (reachable by car)

💸 Flights from ~$364

Airports nearby Port of Spain used as alternative

Arthur Napoleon Raymond Robinson International (TAB)

Consider Tobago for domestic travel within Trinidad and Tobago, with frequent air bridge flights and ferry service.

📍 ~95 km from Port of Spain (reachable by flight or ferry)

💸 Flights from ~$493

Business & First Class Flight Deals to Port of Spain

$756

Save $1,687

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 can also help uncover better deals. Sometimes, flying on weekdays or during off-peak seasons may offer lower fares.

Booking flights in advance often provides more options and potentially better prices. However, last-minute deals can sometimes appear, so it's useful to monitor fare changes. Generally, planning ahead allows for more strategic booking.

Comparing nearby airports can sometimes reveal alternative flight options or different pricing. While not always necessary, it may be a strategy to consider if you are looking for more choices. Always factor in the additional travel time and cost to reach a different airport.

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: $371 - $516

Prices are currently below the regular range.

The regular price range for flights from San Juan to Port of Spain is $371-$516. The current lowest deal is $362 with Copa Airlines for travel from Oct 21-Oct 26.

now $362

Low $371

High $516

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

The cheapest month to fly from SJU to POS is August, with a median price of $365. The most expensive month is June, with a median price of $859. Prices are generally 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

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$552

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$646

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$461

$403

One-way

Fri, Sep 18

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$460

$403

One-way

Sat, Sep 19

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$538

$372

One-way

Sat, Sep 19

⌛ Last-Minute

SJU - Port of Spain

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

Copa Airlines

$609

$372

One-way

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

3 nights

Sep 18 - Sep 21

$646 → $401

38%

2 nights

Sep 19 - Sep 21

$609 → $371

39%

4 nights

Sep 21 - Sep 25

$557 → $371

33%

5 nights

Sep 20 - Sep 25

$550 → $371

33%

Popular Airports to fly from San Juan to Port of Spain