$114 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 5/27. 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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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

Tue, Apr 28 - Wed, Apr 29
Arajet Logo
6:00 pm - 7:03 pm
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
11:23 am - 4:27 pm
SJO
-
SDQ
3h 04mnonstop
$223Arajet
Wed, Jun 10 - Sat, Jun 13
Arajet Logo
9:35 am - 10:38 am
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$251Arajet
Wed, Apr 29 - Mon, May 4
American Airlines Logo
12:25 pm - 7:07 pm
STT
-
SJO
8h 42m
1 stop
American Airlines Logo
6:30 am - 4:15 pm
SJO
-
STT
7h 45m
1 stop
$268American Airlines
Wed, Apr 8 - Thu, Apr 23
Avianca Logo
6:35 pm - 11:55 pm
SJU
-
SJO
7h 20m
1 stop
Avianca Logo
1:40 am - 5:10 pm
SJO
-
SJU
13h 30m
1 stop
$271Avianca
Fri, May 8 - Mon, May 11
Avianca Logo
6:35 pm - 11:55 pm
SJU
-
SJO
7h 20m
1 stop
Avianca Logo
1:50 am - 5:10 pm
SJO
-
SJU
13h 20m
1 stop
$274Avianca
Wed, Apr 29 - Sun, May 3
American Airlines Logo
1:15 pm - 1:08 pm
STT
-
SJO
25h 53m
2 stops
American Airlines Logo
6:30 am - 11:35 am
SJO
-
STT
27h 05m
1 stop
$340American Airlines
Tue, Jun 16 - Tue, Jun 23
Copa Airlines Logo
12:40 pm - 4:51 pm
SDQ
-
SJO
6h 11m
1 stop
Copa Airlines Logo
4:10 am - 11:42 am
SJO
-
SDQ
5h 32m
1 stop
$345Copa Airlines
Mon, Sep 7 - Wed, Sep 23
Multiple Airlines Logo
6:15 pm - 8:50 am
CUR
-
SJO
16h 35m
1 stop
Multiple Airlines Logo
11:23 am - 9:05 pm
SJO
-
CUR
7h 42m
2 stops
$402Multiple Airlines
Tue, Mar 31 - Sun, Apr 12
Copa Airlines Logo
3:38 pm - 6:27 pm
CUR
-
SJO
4h 49m
1 stop
Copa Airlines Logo
5:46 am - 2:30 pm
SJO
-
CUR
6h 44m
1 stop
$458Copa Airlines
Mon, Mar 30 - Tue, Apr 21
Multiple Airlines Logo
3:40 pm - 10:42 am
AUA
-
SJO
21h 02m
2 stops
Multiple Airlines Logo
7:48 pm - 7:30 pm
SJO
-
AUA
21h 42m
1 stop
$556Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$114
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 6% 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 4 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.
7.5
Copa AirlinesOverall score based on 1570 reviews
8.1Crew
6.8Entertainment
6.8Food
7.8Boarding
7.4Comfort
Airline reviews

Seats were awful. Media should have been included for such a long flight.

4.0 OkayPaul, Jan 2026
LIM - PTY
Read more Copa Airlines reviews

Seats were awful. Media should have been included for such a long flight.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

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.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

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

Great experience with a crew always thinking in the passenger

Flights were constantly delayed. CRW took 50 minutes to get bags

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

I guess if you don't run the AC it saves on fuel? Everyone complained the entire trip about how hot the cabin was. Also, extremely cramped. AA allows a little space per passenger as is legal. Not cheap, ticket prices were high.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

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.

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

I actually upgraded to the medium level of seats from basic and even doing that it may have been physically the most uncomfortable flight I have ever had. They packed everyone like is a train to death camp. It was a red eye so I hoped to get some sleep but it was physically impossible to find a comfortable way to rest. I met other folks on the same flight and they said the same thing. It was an utterly miserable flight and if I have any other options I will never fly with them again

We found the chairs to be really uncomfortable. It’s also really unacceptable that no form of food or drink is included in a 6+ hour flight

Not good, tried to purchase a first class upgrade and they couldn’t get it done. Was super uncomfortable the whole time.

Boarding was late due to the company’s that cleaned the aircraft (very poorly done) and the catering company. The entertainment system was not working for this six hour flight, uncomfortable seats in business (barely any cushion or recline). The airline staff is very good but the planes are horrible and not well maintained.

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

The flight attendant smashed her beverage cart into my knee, causing significant amount of pain. The seats were extremely uncomfortable. No food or drink is offered unless you want to pay the ridiculous prices for it. The schedule of flying in the overnight hours is also very uncomfortable.

Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined

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.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

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

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