$132 Find Cheap Flights from Caribbean Islands to Port of Spain

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Port of Spain departing on 11/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Port of Spain

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Port of Spain that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Port of Spain

Fri, Jan 16 - Mon, Jan 19
Caribbean Airlines Logo
3:15 pm - 8:50 pmSJU-POS
5h 35m2 stops
Caribbean Airlines Logo
7:40 am - 1:45 pmPOS-SJU
6h 05m2 stops
$263Caribbean Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
Copa Airlines Logo
5:37 am - 1:11 pmSJU-POS
7h 34m1 stop
Copa Airlines Logo
2:16 pm - 10:28 pmPOS-SJU
8h 12m1 stop
$269Copa Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
Caribbean Airlines Logo
3:15 pm - 8:50 pmSJU-POS
5h 35m1 stop
Caribbean Airlines Logo
7:40 am - 1:45 pmPOS-SJU
6h 05m1 stop
$271Caribbean Airlines
Find Deal
Fri, Jan 16 - Sun, Jan 18
Copa Airlines Logo
5:37 am - 1:11 pmSJU-POS
7h 34m1 stop
Copa Airlines Logo
3:40 am - 4:10 pmPOS-SJU
12h 30m1 stop
$282Copa Airlines
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Tue, Mar 31 - Mon, Apr 6
JetBlue Logo
1:59 am - 2:51 pmSJU-POS
12h 52m1 stop
JetBlue Logo
4:16 pm - 10:56 amPOS-SJU
18h 40m1 stop
$541JetBlue
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Thu, Nov 20 - Fri, Nov 28
JetBlue Logo
1:44 am - 4:28 pmSJU-POS
14h 44m1 stop
JetBlue Logo
5:53 pm - 9:48 amPOS-SJU
15h 55m1 stop
$598JetBlue
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Mon, Nov 24 - Fri, Nov 28
American Airlines Logo
3:20 pm - 11:38 pmKIN-POS
7h 18m1 stop
American Airlines Logo
7:19 am - 2:15 pmPOS-KIN
7h 56m1 stop
$621American Airlines
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Mon, Dec 1 - Sat, Dec 6
American Airlines Logo
3:20 pm - 11:38 pmKIN-POS
7h 18m1 stop
American Airlines Logo
7:10 am - 2:06 pmPOS-KIN
7h 56m1 stop
$653American Airlines
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Fri, Jan 16 - Sun, Jan 18
United Airlines Logo
5:50 pm - 12:23 amSJU-POS
30h 33m2 stops
United Airlines Logo
1:30 am - 10:22 pmPOS-SJU
20h 52m2 stops
$680United Airlines
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Fri, Jan 9 - Fri, Jan 16
United Airlines Logo
2:05 am - 12:23 amSJU-POS
22h 18m2 stops
United Airlines Logo
1:30 am - 1:17 pmPOS-SJU
35h 47m2 stops
$853United Airlines
Find Deal

Everything you should know

Cheapest round-trip
$263
Typical prices: $158-$234
Caribbean Airlines
Fri 1/16Mon 1/19
SJU - POS • 2 stops
Cheapest non-stop
$301
Typical prices: $325-$372
Caribbean Airlines
Thu 11/20Sun 11/23
BGI - POS • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Port of Spain!
Useful Info

Good to know

Low seasonJune
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 18% increase in price.

FAQs for booking flights from Caribbean Islands to Port of Spain

  • How does KAYAK find such low prices on flights from Caribbean Islands to Port of Spain?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Port of Spain.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Port of Spain?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Port of Spain from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Port of Spain?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Port of Spain with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Port of Spain?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Port of Spain from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Caribbean Islands to Port of Spain

 
Need help choosing which airline to fly with from Caribbean Islands to Port of Spain? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Caribbean AirlinesOverall score based on 194 reviews
6.8Food
8.1Boarding
7.8Comfort
8.4Crew
6.7Entertainment
Airline reviews

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

8.0 ExcellentTisagh, Nov 2025GND - BGI
Read more Caribbean Airlines reviews

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

Some of the Air hostesses are not that friendly. Need improvement

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

Did upgrade, travel in business it was great (more room I could sleep)

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Full flight so overhead bin space ran out & bags had to be checked. When you’re in the last boarding group, you might as well expect that. Don’t pay to check bags though because when they run out of space for carry-ons, they check your bag to your destination for free. When traveling with children, no need to pay extra for seats, they will assign seats & have to sit your children with you.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Flight was delayed again and again ultimately almost three hours getting us to our location at close to midnight by the time we got in and out of airport to destination. I had taken time off work to enjoy an evening at destination and that was now wasted

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

Again flight was awesome except British Airways lost both gate checked luggage’s. Still missing

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