$120 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 8/18. 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 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

Sat, Nov 14 - Sat, Nov 28
Arajet Logo
4:00 pm - 5:08 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
3h 08mnonstop
Arajet Logo
5:53 pm - 10:50 pmSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
2h 57mnonstop
$252Arajet
Tue, Dec 15 - Tue, Dec 22
Arajet Logo
4:00 pm - 5:08 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
3h 08mnonstop
Arajet Logo
5:53 pm - 10:50 pmSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
2h 57mnonstop
$252Arajet
Wed, Sep 30 - Tue, Oct 6
Copa Airlines Logo
6:41 pm - 1:52 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
21h 11m1 stop Panama City Tocumen Intl
Copa Airlines Logo
4:08 am - 10:54 amSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
4h 46m1 stop Panama City Tocumen Intl
$333Copa Airlines
Tue, Dec 1 - Sat, Dec 19
Copa Airlines Logo
8:55 am - 1:52 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
6h 57m1 stop Panama City Tocumen Intl
Copa Airlines Logo
5:53 pm - 2:08 amSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
6h 15m1 stop Panama City Tocumen Intl
$333Copa Airlines
Tue, Nov 3 - Fri, Nov 6
Avianca Logo
6:30 pm - 12:15 amSJU  San Juan Luis Munoz Marin Intl-SJO San José Juan Santamaria Intl
7h 45m1 stop Bogotá El Dorado
Avianca Logo
4:15 pm - 11:35 amSJO  San José Juan Santamaria Intl-SJU San Juan Luis Munoz Marin Intl
17h 20m1 stop Bogotá El Dorado
$340Avianca
Tue, Dec 1 - Mon, Dec 7
Avianca Logo
6:30 pm - 12:15 amSJU  San Juan Luis Munoz Marin Intl-SJO San José Juan Santamaria Intl
7h 45m1 stop Bogotá El Dorado
Avianca Logo
1:45 am - 5:05 pmSJO  San José Juan Santamaria Intl-SJU San Juan Luis Munoz Marin Intl
13h 20m1 stop Bogotá El Dorado
$340Avianca
Tue, Oct 20 - Sat, Nov 14
Multiple Airlines Logo
12:45 pm - 11:55 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
13h 10m1 stop Bogotá El Dorado
Multiple Airlines Logo
5:53 pm - 10:50 pmSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
2h 57mnonstop
$362Multiple Airlines
Wed, Oct 28 - Wed, Nov 11
American Airlines Logo
3:51 pm - 12:00 pmSJU  San Juan Luis Munoz Marin Intl-SJO San José Juan Santamaria Intl
22h 09m2 stops Charlotte Douglas Miami
American Airlines Logo
3:54 pm - 9:42 amSJO  San José Juan Santamaria Intl-SJU San Juan Luis Munoz Marin Intl
15h 48m1 stop Miami
$372American Airlines
Tue, Oct 20 - Mon, Nov 2
American Airlines Logo
4:18 pm - 8:21 pmSJU  San Juan Luis Munoz Marin Intl-SJO San José Juan Santamaria Intl
30h 03m2 stops Charlotte Douglas Miami
American Airlines Logo
6:20 am - 10:32 pmSJO  San José Juan Santamaria Intl-SJU San Juan Luis Munoz Marin Intl
14h 12m1 stop Miami
$372American Airlines
Sat, Nov 14 - Sat, Nov 28
Multiple Airlines Logo
4:00 pm - 5:08 pmSDQ  Santo Domingo Las Americas-SJO San José Juan Santamaria Intl
3h 08mnonstop
Multiple Airlines Logo
4:15 pm - 11:50 amSJO  San José Juan Santamaria Intl-SDQ Santo Domingo Las Americas
17h 35m1 stop Bogotá El Dorado
$400Multiple Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$120
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% increase in price.
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.
7.6
Copa AirlinesOverall score based on 1563 reviews
7.8Boarding
7.4Comfort
6.9Food
6.8Entertainment
8.1Crew
Airline reviews

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

2.0 MediocreTalicia, Mar 2026
Read more Copa Airlines reviews

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

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

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

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I loved my experience. Very safe, Very informative and very friendly.

Check in person said there would be lunch. We were first class passengers and lunch was chips.

The flight was 6 hours delayed due to equipment problems, I had to spend my night in the airport terminal in tight quarters. A bag of chips was all they offered, Then I missed my connecting flight and waited another 2 hours. All in all that trip took me almost one day.

Copa is one of the airlines with the best prices and super good service.

I was supposed to have a lay flat seat but they switched planes and there was only a chair

Rudest flight attendants ever, waited over 20 for light to be answered and it never was then tried to flag down an attendant who said someone else would come, just needed water to take some medicine Food bad

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

One of the reasons I fly American is because the seating is more comfortable than most airlines. Even in the back of the plane.

The inability to be flexible when you need to change a Basic Economy flight, when your company demands you book through a third party, causes raw feelings about the whole experience. A major airline should realize business and personal plans change all the time. I must save my company money on travel. Even if you have to charge me for the change, I get it. But being so rigid with a policy is not the best customer service.

Got a much appreciated surprise upgrade to an exit row and the crew was very friendly and helpful.

First of all the check in was terrible . No customer service treated us like we are lucky to fly on American . And kayak never notified us of flight changes , I think we got a text at 3 in the morning before our flight . Charges for seats and luggage ! Really flying is just plain stressful .

Flight a little late. Entertainment system didn’t work for first hour. Toilets dirty after 2 hours. Is there no one assigned to clean them?

A much better flight than our previous. The flight attendant took care of us and regularly checked in to see if we needed anything. Brought us drinks prior to the departure and then a couple more times. Totally makes the difference in how you travel when the crew is checking on their passengers. Great job on this leg of our trip.

The Overall Experience was great. No issues with the flight.

Customer service prior to boarding is horrible Communication regarding boarding gates is released at the last minute and the gates are very distant from Customs. Very disappointing

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

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.

No free snacks nor drinks on very short 30min flight. Entertainment system is over wifi to your own phone or tablet, which is good but often a show or movie just stops and refuses to continue

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

Luggage lost and nowhere to be found, no response from either airline regarding my bag

I was surprised that they didn’t offer drinks at least even though it was an international flight.

The flight was late olmost 3 hours , they send me to Cartagena … I suppose be in CR at 9 am , I fluid to Costa Rica at 5 pm …

The worst airline, the crew so mean and rude, everything was a nightmare, if I start to write, I'll never end

Voo longo nem mesmo água ou gelo é servido, se quiser tem que pagar. Embarque é péssimo, mau atendimento.

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

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.

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
San Gerardo de Dota
Esterillos Este
San Lorenzo

Everything you need to know for your flight to San José

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