$127 Find Cheap Flights from Caribbean Islands to San José - Compare and Save

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 9/29. 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

Wed, Jul 22 - Tue, Jul 28
Arajet Logo
9:35 am - 10:38 am
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$246Arajet
Wed, Jul 22 - Tue, Jul 28
Arajet Logo
9:35 am - 10:38 am
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$248Arajet
Tue, Nov 10 - Mon, Nov 16
Avianca Logo
6:30 pm - 12:15 am
SJU
-
SJO
7h 45m
1 stop
Avianca Logo
1:45 am - 11:35 am
SJO
-
SJU
7h 50m
1 stop
$340Avianca
Tue, Aug 18 - Tue, Aug 25
Avianca Logo
1:05 pm - 11:55 pm
SJU
-
SJO
12h 50m
1 stop
Avianca Logo
1:50 am - 5:10 pm
SJO
-
SJU
13h 20m
1 stop
$345Avianca
Fri, Oct 9 - Sun, Oct 18
Copa Airlines Logo
6:16 pm - 1:51 pm
SJU
-
SJO
21h 35m
1 stop
Copa Airlines Logo
8:12 am - 10:29 pm
SJO
-
SJU
12h 17m
1 stop
$352Copa Airlines
Sun, Nov 22 - Tue, Dec 1
Copa Airlines Logo
6:17 pm - 10:59 am
SJU
-
SJO
18h 42m
1 stop
Copa Airlines Logo
5:53 pm - 4:08 pm
SJO
-
SJU
20h 15m
1 stop
$362Copa Airlines
Tue, Nov 17 - Wed, Dec 2
Multiple Airlines Logo
6:30 pm - 12:15 am
SJU
-
SJO
7h 45m
1 stop
Multiple Airlines Logo
5:35 am - 4:08 pm
SJO
-
SJU
8h 33m
1 stop
$377Multiple Airlines
Mon, Aug 3 - Sat, Aug 8
Multiple Airlines Logo
6:35 pm - 11:55 pm
SJU
-
SJO
7h 20m
1 stop
Multiple Airlines Logo
5:55 pm - 4:14 pm
SJO
-
SJU
20h 19m
1 stop
$383Multiple Airlines
Mon, Aug 10 - Fri, Aug 14
American Airlines Logo
7:00 am - 7:52 pm
POS
-
SJO
14h 52m
1 stop
American Airlines Logo
6:00 am - 11:18 pm
SJO
-
POS
15h 18m
1 stop
$758American Airlines
Fri, Aug 7 - Sat, Aug 29
American Airlines Logo
2:42 pm - 12:03 pm
SXM
-
SJO
23h 21m
2 stops
American Airlines Logo
6:00 am - 1:42 pm
SJO
-
SXM
29h 42m
2 stops
$761American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$127
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Santo Domingo 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.
7.6
Copa AirlinesOverall score based on 1567 reviews
6.8Entertainment
7.8Boarding
6.9Food
8.1Crew
7.4Comfort
Airline reviews

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

6.0 GoodAnonymous, May 2026
PTY - LAX
Read more Copa Airlines reviews

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

Boarding was a mess, they call all priority members without distinction so gold, platinum, silver were all mixed together in a long line which defeats the purpose

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

Do not book it’s a scam! They stole $1200 from me

Copa staff at PTY and one particular crew member were unhelpful & rude.

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.

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Everything was excellent and I enjoyed myself. Thank for everything

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

AA is flying sub par aging 787's to Tokyo. I fly other 787's long haul and these are at the bottom. Seats don't work well, tray tables don't work well and were dirty. The flight was great, the plane was not.

Poor communication ahead of time about flight delays and old planes/other equipment.

Other than nearly three hour delay for maintenance issues, everything went smooth

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.

Flight from CHI to PVD was delayed by over 20 hours.

A flawless trip, great experience. Keep up the good work!

Seats are absolutely not comfortable and large enough. There’s a limit and you stepped over it. I understand that there’s a business class, however for the price it costs, it’s just plain stupid for a 50 minute flight.

The employees at the gate were not communicating, they preferred to give the upgrade to pilots and not to the elite passengers Every flight I more disappointing, clients shooed be priority instead of other employees even if they are pilots, there was plenty room for pilots in economy

This was my first time flying with you guys and my very last! This was the most horrible experience!!! There was not even tv in the plane! How cheap can this airline be!!! I paid so much for my suitcase!!! I would never fly with this airline again! The crew are very rude!

The crew was great! They waited for me as Air Canada flight was delayed by 1:15 hours from Ottawa to Toronto. I am a bit disappointed that we could only use wifi for entertainment but I survived! The only thing I would of liked is a more comfortable seat. The seat cushions are not thick enough for flights longer than 3 hours. Aside from that, everything was great.

Overall, the flight went well and the service was good. However, there was a very frightening moment during landing in Bogotá. Just as the plane was about to touch down, it suddenly went back up into the air. The aircraft was not descending straight and seemed to move left and right, which made the situation feel unstable. This was quite scary. After going back up, the plane circled for about 15 minutes before attempting to land again. Although I understand that safety always comes first and situations like this can happen, it was still a shocking experience for passengers.

They should provide water to passengers who ask for it

The worst experience I've ever had because the "people" @ Avianca wouldn't let me fly because they said I needed a round trip ticket

I had bad experiences before now was excellent I am glad they have business class again

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.

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