$99 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 10/2. 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

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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

Mon, Oct 13 - Fri, Oct 17
Copa Airlines Logo
5:48 pm - 7:30 amSJU-SJO
15h 42m1 stop
Copa Airlines Logo
10:08 am - 10:21 pmSJO-SJU
10h 13m1 stop
$217Copa Airlines
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Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
7:15 am - 9:30 pmSJU-SJO
16h 15m1 stop
American Airlines Logo
3:50 pm - 1:30 pmSJO-SJU
19h 40m1 stop
$218American Airlines
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Thu, Oct 30 - Thu, Nov 6
Copa Airlines Logo
6:16 pm - 4:50 pmSJU-SJO
24h 34m3 stops
Copa Airlines Logo
2:53 pm - 10:29 pmSJO-SJU
5h 36m1 stop
$222Copa Airlines
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Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
7:15 am - 9:30 pmSJU-SJO
16h 15m1 stop
American Airlines Logo
3:50 pm - 1:30 pmSJO-SJU
19h 40m2 stops
$225American Airlines
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Tue, Sep 30 - Mon, Oct 6
Avianca Logo
6:15 pm - 11:30 pmSJU-SJO
7h 15m1 stop
Avianca Logo
7:30 am - 12:40 pmSJO-SJU
3h 10mnonstop
$239Avianca
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Fri, Oct 17 - Thu, Oct 23
Avianca Logo
2:10 pm - 3:25 pmSJU-SJO
3h 15mnonstop
Avianca Logo
1:40 am - 4:50 pmSJO-SJU
13h 10m1 stop
$244Avianca
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Tue, Feb 17 - Tue, Feb 24
Arajet Logo
5:53 pm - 7:03 pmSDQ-SJO
3h 10mnonstop
Arajet Logo
7:48 pm - 12:45 amSJO-SDQ
2h 57mnonstop
$275Arajet
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Tue, Feb 17 - Tue, Feb 24
Arajet Logo
5:53 pm - 7:03 pmSDQ-SJO
3h 10mnonstop
Arajet Logo
7:48 pm - 12:45 amSJO-SDQ
2h 57mnonstop
$283Arajet
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Sat, Oct 11 - Sat, Oct 18
Spirit Airlines Logo
2:49 am - 10:41 amSJU-SJO
9h 52m1 stop
Spirit Airlines Logo
11:37 am - 12:54 amSJO-SJU
11h 17m1 stop
$302Spirit Airlines
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Fri, Sep 26 - Sun, Oct 5
Spirit Airlines Logo
5:05 pm - 11:14 amSDQ-SJO
20h 09m1 stop
Spirit Airlines Logo
12:35 pm - 4:07 pmSJO-SDQ
25h 32m1 stop
$396Spirit Airlines
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Everything you should know

Cheapest round-trip
$217
Typical prices: $196-330
Copa Airlines
Mon 10/13Fri 10/17
SJU - SJO • 1 stop
Cheapest non-stop
$244
Typical prices: $178-238
Avianca
Mon 10/13Mon 10/20
SJU - SJO • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$99
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 12% 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 1531 reviews
7.4Comfort
6.8Entertainment
6.8Food
8.1Crew
7.8Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Aug 2025CTG - PTY
Read more Copa Airlines reviews

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

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

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.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

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

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

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.

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!

First, to be fair, the flight was on time and the trip through the air was relatively smooth. But the flight was full, and they were checking carryons. As this process went on, the crew got increasingly rude and overbearing. During the drink service, a young girl (maybe 9) who had gotten up to use the lavatory got stuck behind the cart. At some point, she started feeling fearful and overwhelmed. Passengers noticed this and asked the crew to let her return to her seat. They refused. Then she started crying, and they still refused to move the cart forward to let her sit. The poor girl was trying to be brave and compose herself. The crew handled the situation terribly and with zero grace or decency. That episode, to me, encapsulates AA’s attitude toward its passengers. Disgraceful. The plane itself was cramped and miserable, as usual. There was zero inflight media or entertainment, other than the lane and borderline inappropriate jokes the steward made during the safety briefing. Then, of course, it took the better part of an hour for the checked bags to show up at the carousel. AA is no better than the el cheapo airlines these days and a far, far cry from its former self.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

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.

Not what it used to be. The sale of food makes them look greedy!

No food, terms when selling are not clear. To pricy for the service in general

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

Boarding was excessively slow. They do it by groups in a way that it doesn’t make sense. After business class , ppl that need assistance and any other priority group they should have ppl board from the back to the front. First rows 20+. Then 15+. Then 10, etc. having ppl sitting in the back board last makes no sense. The libe backame long as soon as ppl on rows 10 or so where told to board. The line went all the way up the ramp and tunnel for 25 mins.

Late departure. When the flight arrived in Medellin the plane sat at the gate for 20 minutes waiting for a bus for us to get off the plane.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

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.

Had a issue with catching flight due to airline, was unable to board flight

Great experience overall. Early boarding, no delays. Drinks and snacks are not included in price and very expensive. Seats are not very comfortable. Not as much space or padding as other airlines. Good for a quick cheap flight.

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Too many time late and postponed No electrical power for my electric devices

The flight was canceled and no option was given to get me to my destination even though there were 3 other flights going to Las Vegas later on that night. I will never fly on Spirit Airlines ever again. Terrible service!

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

Terrible! They kept postponing and finally canceled our flight. They canceled so late. We had no other options but to drive to a different city and try to find a new flight to get onto our cruise. We still aren’t there yet and might not make it.

- flight attendants not very friendly. - Paid for WiFi and plane didn’t have it working , never got a refund.

The ticket agent wouldn't check our bags, eventhough the flight was delayed and wouldn't board for another hour. The gate agents were only mildly better than the ticket agent. They also had a terrible attitude and work ethics.

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

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