$89 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 3/4. 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
$223
Overall average: $376
Arajet
Tue 4/14Sat 4/18
SDQ - SJO • Non-stop
Cheapest one-way
$105
Typical prices: $111-$194
Spirit Airlines
Wed 3/4
SJU - SJO • 1 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

Tue, Apr 14 - Sat, Apr 18
Arajet Logo
6:00 pm - 7:03 pm
SDQ
-
SJO
3h 03mnonstop
Arajet Logo
7:48 pm - 12:52 am
SJO
-
SDQ
3h 04mnonstop
$223Arajet
Tue, Feb 17 - Tue, Feb 24
Arajet Logo
5:53 pm - 7:03 pm
SDQ
-
SJO
3h 10mnonstop
Arajet Logo
7:48 pm - 12:45 am
SJO
-
SDQ
2h 57mnonstop
$235Arajet
Thu, May 7 - Mon, May 11
Avianca Logo
6:15 pm - 11:30 pm
SJU
-
SJO
7h 15m
1 stop
Avianca Logo
4:45 pm - 11:55 am
SJO
-
SJU
17h 10m
1 stop
$246Avianca
Tue, Feb 17 - Mon, Feb 23
Avianca Logo
6:30 pm - 8:50 am
SJU
-
SJO
16h 20m
1 stop
Avianca Logo
4:15 pm - 11:35 am
SJO
-
SJU
17h 20m
1 stop
$247Avianca
Tue, Feb 24 - Wed, Mar 4
Spirit Airlines Logo
8:05 pm - 11:40 am
SJU
-
SJO
17h 35m
1 stop
Spirit Airlines Logo
12:35 pm - 11:09 pm
SJO
-
SJU
8h 34m
1 stop
$252Spirit Airlines
Mon, Mar 23 - Thu, Mar 26
Spirit Airlines Logo
1:45 am - 10:42 am
SJU
-
SJO
10h 57m
1 stop
Spirit Airlines Logo
11:38 am - 10:03 pm
SJO
-
SJU
8h 25m
1 stop
$254Spirit Airlines
Sat, Feb 21 - Sat, Feb 28
Copa Airlines Logo
5:37 am - 9:06 am
SJU
-
SJO
5h 29m
1 stop
Copa Airlines Logo
8:11 am - 4:10 pm
SJO
-
SJU
5h 59m
1 stop
$261Copa Airlines
Fri, Feb 27 - Fri, Mar 6
Copa Airlines Logo
5:37 am - 4:46 pm
SJU
-
SJO
13h 09m
2 stops
Copa Airlines Logo
5:50 am - 10:29 pm
SJO
-
SJU
14h 39m
1 stop
$266Copa Airlines
Sun, Mar 8 - Mon, Mar 23
American Airlines Logo
5:25 pm - 9:25 am
STT
-
SJO
18h 00m
1 stop
American Airlines Logo
7:00 am - 4:29 pm
SJO
-
STT
7h 29m
1 stop
$289American Airlines
Sun, Mar 8 - Mon, Mar 23
American Airlines Logo
3:40 pm - 9:25 am
STT
-
SJO
19h 45m
1 stop
American Airlines Logo
7:00 am - 4:29 pm
SJO
-
STT
7h 29m
1 stop
$336American Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 13% 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 1560 reviews
7.8Boarding
6.8Food
6.8Entertainment
8.1Crew
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.

A lot things happened in this trip.The fly should be less stress.

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.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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

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

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

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

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.

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

Little warm on the plane and delayed for an hour

Bags took over and hour to come out. Delays due to wind caused rebooking.

We had a 2 hour delay that impacted our comanions further travel. I have a feeling AA knows there is a problem at the Cabo airport and does not account for that.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was flawless and we even arrived between 20 and 25 minutes early!

Very below average , plane from Dallas to Toyko was very poor designed plane. I had to sit for 13 hours next to fat man. Really bad seat and entertainment screen sucked

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

It was American airlines and it was awful like usual...

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.

Staff are the rudest in the industry … awful customer service … will never fly Avianca again

We waited for one hour to deboard the plane after landing. That could be better

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

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

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.

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

Avianca is not what it used to be. So disappointing

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