$85 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 5/5. 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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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.

Recent round-trip flight deals from Caribbean Islands to San José

KAYAK's recommended round-trip deals from the most popular airlines that fly from Caribbean Islands to San José.
Discover the best prices for you by selecting your travel dates on KAYAK.
Avianca Logo
6:15 pm - 11:30 pmSJU-SJO
7h 15m1 stop
Avianca Logo
7:30 am - 12:40 pmSJO-SJU
3h 10mnonstop
$191Avianca
Find Deal
Thu, May 15 - Mon, May 19
Avianca Logo
6:15 pm - 11:30 pmSJU-SJO
7h 15m1 stop
Avianca Logo
1:55 am - 11:55 amSJO-SJU
8h 00m1 stop
$192Avianca
Find Deal
Tue, May 20 - Mon, Jun 2
Copa Airlines Logo
5:26 am - 6:48 pmSJU-SJO
15h 22m1 stop
Copa Airlines Logo
8:46 am - 3:52 pmSJO-SJU
5h 06m1 stop
$193Copa Airlines
Find Deal
Tue, May 13 - Sun, May 18
Copa Airlines Logo
5:46 pm - 9:53 pmSJU-SJO
6h 07m1 stop
Copa Airlines Logo
2:29 pm - 10:20 pmSJO-SJU
5h 51m1 stop
$197Copa Airlines
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Fri, Jun 20 - Mon, Jul 7
Arajet Logo
6:54 am - 7:57 amSDQ-SJO
3h 03mnonstop
Arajet Logo
8:42 am - 1:46 pmSJO-SDQ
3h 04mnonstop
$213Arajet
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Thu, Jul 31 - Thu, Aug 7
Arajet Logo
6:54 am - 7:57 amSDQ-SJO
3h 03mnonstop
Arajet Logo
8:20 pm - 1:24 amSJO-SDQ
3h 04mnonstop
$235Arajet
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Thu, May 22 - Mon, May 26
Spirit Airlines Logo
8:12 pm - 11:33 amSJU-SJO
17h 21m1 stop
Spirit Airlines Logo
11:32 am - 12:54 amSJO-SJU
11h 22m1 stop
$290Spirit Airlines
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Fri, May 23 - Fri, May 30
American Airlines Logo
3:50 pm - 1:15 pmSJU-SJO
23h 25m2 stops
American Airlines Logo
2:35 pm - 12:05 amSJO-SJU
7h 30m1 stop
$292American Airlines
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Tue, Aug 19 - Wed, Aug 27
Spirit Airlines Logo
1:59 am - 10:27 amSJU-SJO
10h 28m1 stop
Spirit Airlines Logo
11:32 am - 12:54 amSJO-SJU
11h 22m1 stop
$334Spirit Airlines
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Wed, May 14 - Mon, May 19
American Airlines Logo
7:00 am - 8:04 pmPOS-SJO
15h 04m1 stop
American Airlines Logo
6:18 am - 9:44 pmSJO-POS
13h 26m1 stop
$598American Airlines
Find Deal
Mon, Jul 28 - Sun, Aug 3
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$85
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 5% 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.

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.
7.5
Copa AirlinesOverall score based on 1414 reviews
7.8Boarding
6.8Entertainment
8.1Crew
7.4Comfort
6.8Food
Airline reviews

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

4.0 OkayAnonymous, Apr 2025BOG - PTY
Read more Copa Airlines reviews

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.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

It was good, plane is a bit older so seats are somewhat flat

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

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

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

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.

It was as expected for such a short flight. No complaints

The flight from CLE to JFK was fantasti! Pilots and cre were informative and accommodating.

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.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

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

Excellent flight and one of the smoothest landing I’ve ever experienced

There isn't much space in-between seats and even water needs to be paid for during the flight.

We did not know about the bag fees until check in. They are way too high. It’s insane. We also had a huge delay and everything costed extra which was very annoying.

Lounge for business was closed. Boarding was rush and stand by. Seat for business is just the middle seat blocked and some more leg room.

We were not aware carry-on bags cost extra until we arrived at the airport so, we were charged $240.00 for two small carry- on bags! There was a substantial fee for drinks and snacks. No wifi, or other entertainment was available. Waiting areas were crowded and uncomfortable.

please see previous response; it covers the whole travel trajectory.

I enjoyed it! In that case, I should have been offered this choice. On my first trip to Miami, I was asked to pay $320 for my luggage just for getting it totally broken. I cannot accept this situation at all!!!!

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.

This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected

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

They delayed the flight for several hours and didn't even give reason.

I was comfortable because I upgraded. I would not have been comfortable in economy. It was a short flight so there was limited food service and no inflight entertainment.

First time flying Spirit and I was pleasantly surprised. Service was as advertised. Crew were very professional and friendly and excellent in dealing with a customer who felt ill on the flight.

Nothing I liked. Seats uncomfortable child behind kicking my seat entire flight. Delayed. Couldn't get free glass of water

Comfortable and plenty of. Having to buy water and coffee, though is ridiculous!

Crew was Awesome, especially flight attendant Blake from Fort Lauderdale! Passengers onboard were unfortunately unruly & disrespectful.

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

Everything you need to know for your flight to San José

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

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