$106 Find Cheap Flights from Caribbean Islands to San José

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to San José departing on 1/13. 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.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$187
American Airlines
Thu 1/22Thu 1/29
STT - SJO • 1 stop
Cheapest non-stop
$223
Typical prices: $248-$285
Arajet
Wed 2/25Wed 3/4
SDQ - SJO • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to San José

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to San José 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 San José

Thu, Jan 22 - Thu, Jan 29
American Airlines Logo
2:54 pm - 9:02 pm
STT
-
SJO
8h 08m1 stop
American Airlines Logo
6:00 am - 5:05 pm
SJO
-
STT
9h 05m1 stop
$187American Airlines
Thu, Jan 22 - Thu, Jan 29
American Airlines Logo
2:54 pm - 9:02 pm
STT
-
SJO
8h 08m1 stop
American Airlines Logo
1:43 pm - 3:06 pm
SJO
-
STT
23h 23m2 stops
$200American Airlines
Tue, Apr 14 - Tue, Apr 21
Arajet Logo
6:00 pm - 7:03 pm
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$233Arajet
Thu, Jan 29 - Sun, Feb 1
Avianca Logo
6:30 pm - 12:15 am
SJU
-
SJO
7h 45m1 stop
Avianca Logo
1:45 am - 5:05 pm
SJO
-
SJU
13h 20m1 stop
$236Avianca
Thu, Jan 29 - Sat, Jan 31
Avianca Logo
6:30 pm - 12:15 am
SJU
-
SJO
7h 45m1 stop
Avianca Logo
1:45 am - 5:05 pm
SJO
-
SJU
13h 20m1 stop
$238Avianca
Tue, Feb 24 - Fri, Mar 6
Copa Airlines Logo
5:37 am - 10:00 am
SJU
-
SJO
6h 23m1 stop
Copa Airlines Logo
11:01 am - 10:29 pm
SJO
-
SJU
9h 28m1 stop
$241Copa Airlines
Tue, May 19 - Tue, May 26
Arajet Logo
6:00 pm - 7:03 pm
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$243Arajet
Thu, Mar 12 - Wed, Mar 18
Copa Airlines Logo
6:14 pm - 4:46 pm
SJU
-
SJO
24h 32m3 stops
Copa Airlines Logo
5:50 am - 4:09 pm
SJO
-
SJU
8h 19m1 stop
$246Copa Airlines
Fri, Jan 9 - Fri, Jan 16
Spirit Airlines Logo
3:15 pm - 12:22 pm
SXM
-
SJO
23h 07m1 stop
Spirit Airlines Logo
1:30 pm - 2:10 pm
SJO
-
SXM
22h 40m1 stop
$444Spirit Airlines
Fri, Jan 9 - Fri, Jan 16
Spirit Airlines Logo
3:15 pm - 11:37 am
SXM
-
SJO
22h 22m2 stops
Spirit Airlines Logo
1:30 pm - 2:10 pm
SJO
-
SXM
22h 40m1 stop
$470Spirit Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$106
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from San Juan to San José

FAQs for booking flights from Caribbean Islands to San José

  • How does KAYAK find such low prices on flights from Caribbean Islands to San José?

    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 San José.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José 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 San José?

    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 San José 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 San José?

    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 San José 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 5 airlines serving from Caribbean Islands to San José

 
Need help choosing which airline to fly with from Caribbean Islands to San José? 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.
7.6
Copa AirlinesOverall score based on 1558 reviews
8.1Crew
7.8Boarding
7.4Comfort
6.8Entertainment
6.9Food
Airline reviews

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

8.0 ExcellentAnonymous, Dec 2025
PTY - CUR
Read more Copa Airlines reviews

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

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

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

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

horrible service, food was an embarrassment, no charging for cellphones, stay away

Great experience with a crew always thinking in the passenger

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

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.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

The plane was broken so we had to change planes.

Bathroom ran out of TP and floor was wet. Crew seemed a bit unhappy, overnight flights may be harder.

Very friendly and efficient and smooth boarding. We were even way early arriving at my destination. Thank you.

Good experience but the snacks are not gluten free, so I cannot eat them.

Almost everything was outstanding. First, we boarded on time and the flight crew did a great job getting everyone seated. Then the pilots took their time and care to make sure the plane was full de-iced three times as there was a bad ice storm a few hours earlier. The plane ride was smooth and comfortable and even the economy seats had decent room and comfort. Flight Attendant Lisa went above and beyond to make sure I was comfortable - she is outstanding. The only thing wrong with the flight, and it is something which needs to be addressed, is that the gate to gate time was over 6.5 hours and not one meal was served. The only thing offered to eat were two small cookies for a transcontinental flight - unacceptable. Charge me more but give me a meal for a long flight. Thankfully Lisa found something for me.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Miami lounges were overcrowded and we were unable to get in. We only had a short time. But the banks are too tight in all American hubs

Very poor. Our special services attendant gave us incorrect information. I also was mishandled at landing. There was no wheelchair waiting. I fell deboarding the plane. Appalling!

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.

I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you

I had to go to the boarding counter for them to enter my return flight as it’s not with Avianca. There was a long queue as there were lots of people being called to the counter.

This low cost airline looks and fells more like a local bus. In a 6 hour flight not being able to recline a seat is torture. The only thing available with no charge is a glass of water provided by, mostly, rude staff. Our luggage didn’t arrive

Did not fly with Pakistan International Airlines. Have never flown with Pakistan International Airlines.

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

The usb plugs for charging your phone didn’t work, the seats were coarse and hard. Not very comfortable. No inflight WiFi

The seats were uncomfortable and barely reclined at all. Very little leg room despite being business class. The crew was friendly and the food was good. Had to use my own phone for in-flight entertainment.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

My flight was cancelled last minute and I had to pay $1600 for flights, when my original flights were $300. It was a terrible experience.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

Great! I intend to use Spirit for future flights. No complaints .

Vegas is such a quick flight that amenities aren’t the important part, in my opinion. Just get me there efficiently and safely, and that’s exactly what they did!

They cancelled the flight 3 hours prior departure. Had to spend $400 for a ne way flight with Delta Airlines! Spirit Airlines are not serios!

My baggage broke and they did not offer me anything. No conversation

They specifically ignored a luggage tag I had for a dialysis machine. It's a life saving machine that they tossed on the baggage carousel, damaging the suitcase and almost breaking the machine. The crew promised me it would come to me at the gate and they ignored it.

Didn’t like that we weren’t even offered a water. And really didn’t like the male flight attendant, he had major attitude. The flight however was good, pilots got us there in time safely.

Again, when I use Kayak I expect to pay the total amount and that´s it. Someone added an additional charge few days later after purchasing the tickets.

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Santa Elena
Esterillos Este
San Gerardo de Dota
San Lorenzo

Everything you need to know for your flight to San José

Information on the airport you'll fly into in San José