$92 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 9/16. 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

KAYAK searches hundreds of travel sites at once for deals on flights to San José

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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

Thu, Jul 24 - Tue, Jul 29
Copa Airlines Logo
5:46 pm - 7:30 amSJU-SJO
15h 44m1 stop
Copa Airlines Logo
10:05 am - 10:20 pmSJO-SJU
10h 15m1 stop
$189Copa Airlines
Find Deal
Mon, Aug 18 - Mon, Aug 25
Arajet Logo
6:32 pm - 7:35 pmSDQ-SJO
3h 03mnonstop
Arajet Logo
8:20 pm - 1:24 amSJO-SDQ
3h 04mnonstop
$213Arajet
Find Deal
Thu, Sep 4 - Sun, Sep 7
Avianca Logo
2:10 pm - 3:25 pmSJU-SJO
3h 15mnonstop
Avianca Logo
1:40 am - 4:50 pmSJO-SJU
13h 10m1 stop
$229Avianca
Find Deal
Thu, Sep 4 - Mon, Sep 8
Avianca Logo
2:10 pm - 3:25 pmSJU-SJO
3h 15mnonstop
Avianca Logo
7:30 am - 12:40 pmSJO-SJU
3h 10mnonstop
$231Avianca
Find Deal
Tue, Aug 12 - Mon, Aug 18
 Logo
2:22 pm - 6:47 pmSJU-SJO
6h 25m1 stop
 Logo
1:55 am - 11:55 amSJO-SJU
8h 00m1 stop
Tue, Aug 12 - Mon, Aug 18
 Logo
5:32 am - 1:20 pmSJU-SJO
9h 48m1 stop
 Logo
7:30 am - 12:40 pmSJO-SJU
3h 10mnonstop
Fri, Oct 17 - Tue, Oct 21
American Airlines Logo
7:05 pm - 1:38 pmSJU-SJO
20h 33m1 stop
American Airlines Logo
2:44 pm - 10:11 pmSJO-SJU
29h 27m2 stops
$323American Airlines
Find Deal
Wed, Sep 10 - Thu, Sep 25
Spirit Airlines Logo
2:53 am - 11:14 amSDQ-SJO
10h 21m1 stop
Spirit Airlines Logo
12:19 pm - 1:55 amSJO-SDQ
11h 36m1 stop
$461Spirit Airlines
Find Deal
Fri, Aug 15 - Fri, Aug 22
Spirit Airlines Logo
4:24 pm - 10:32 amSTT-SJO
20h 08m1 stop
Spirit Airlines Logo
12:18 pm - 11:13 amSJO-STT
20h 55m1 stop
$466Spirit Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 24
American Airlines Logo
1:37 pm - 1:38 pmSTT-SJO
26h 01m1 stop
American Airlines Logo
1:00 pm - 3:50 pmSJO-STT
24h 50m1 stop
$495American Airlines
Find Deal
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$92
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 9% lower on average.
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 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
ArajetOverall score based on 28 reviews
7.6Boarding
5.7Entertainment
7.4Comfort
6.5Food
8.2Crew
Airline reviews

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

8.0 ExcellentGralyn Michelle, Oct 2024SDQ - YYZ
Read more Arajet reviews

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

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.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. 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.

It was ok. However, the food was quite poor since I don't eat pasta.

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.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

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

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?!

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.

We had a very pleasant flight with very comfortable seats and nice staff.

from Boston to Washington was good but return to Boston was terrible, Gate was changed and plane was so uncomfortable, I thought it would crash 🙈🤦‍♀️ also when I showed my bording pass they didn't know where to send me and finally gave me direction and at the plane they said to find free seat somewhere😬🤦‍♀️🫣

The chicken that was served in business class was cold!

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.

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

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

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!!!!

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.

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.

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.

Seats were surprisingly comfortable, and crew was polite. I did not like the baggage fee prices, the minimal amount of flight choices for my area and the difficulty of the self service bag drop.

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.

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

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.