$279 Find Cheap Flights from Caribbean Islands to Madrid

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madrid departing on 8/15. 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 Madrid

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Madrid 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 Madrid

Tue, Sep 23 - Wed, Oct 8
Iberia Logo
4:55 pm - 7:10 amSJU-MAD
8h 15mnonstop
Iberia Logo
12:30 pm - 3:10 pmMAD-SJU
8h 40mnonstop
$455Iberia
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Sun, Sep 21 - Wed, Oct 1
American Airlines Logo
6:10 am - 7:45 amSJU-MAD
19h 35m1 stop
American Airlines Logo
12:30 pm - 3:10 pmMAD-SJU
8h 40mnonstop
$459American Airlines
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Wed, Sep 24 - Tue, Sep 30
KLM Logo
1:25 pm - 1:40 pmSJU-MAD
18h 15m2 stops
KLM Logo
12:40 pm - 11:47 pmMAD-SJU
17h 07m1 stop
$514KLM
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Tue, Nov 11 - Tue, Nov 25
World2Fly Logo
9:10 pm - 10:05 amPUJ-MAD
7h 55mnonstop
World2Fly Logo
2:55 pm - 7:15 pmMAD-PUJ
9h 20mnonstop
$634World2Fly
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Mon, Jul 21 - Tue, Aug 19
World2Fly Logo
9:10 pm - 11:30 amSDQ-MAD
8h 20mnonstop
World2Fly Logo
2:45 pm - 5:40 pmMAD-SDQ
8h 55mnonstop
$656World2Fly
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Sat, Sep 20 - Sat, Oct 4
Iberojet Logo
9:25 pm - 11:45 amPUJ-MAD
8h 20mnonstop
Iberojet Logo
4:00 pm - 6:55 pmMAD-PUJ
8h 55mnonstop
$729Iberojet
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Sat, Nov 15 - Sat, Nov 22
Iberojet Logo
10:10 pm - 11:25 amPUJ-MAD
8h 15mnonstop
Iberojet Logo
4:00 pm - 8:10 pmMAD-PUJ
9h 10mnonstop
$731Iberojet
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Thu, Sep 11 - Thu, Oct 30
KLM Logo
6:00 pm - 7:30 pmCUR-MAD
19h 30m1 stop
KLM Logo
6:00 am - 3:45 pmMAD-CUR
14h 45m1 stop
$803KLM
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Mon, Sep 15 - Fri, Sep 26
Air Europa Logo
9:20 pm - 11:25 amPUJ-MAD
8h 05mnonstop
Air Europa Logo
4:50 pm - 7:20 pmMAD-PUJ
8h 30mnonstop
$819Air Europa
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Mon, Sep 15 - Fri, Sep 26
Air Europa Logo
9:20 pm - 11:25 amPUJ-MAD
8h 05mnonstop
Air Europa Logo
4:50 pm - 7:20 pmMAD-PUJ
8h 30mnonstop
$849Air Europa
Find Deal
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Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$279
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from San Juan Airport to Madrid

FAQs for booking flights from Caribbean Islands to Madrid

  • How does KAYAK find such low prices on flights from Caribbean Islands to Madrid?

    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 Madrid.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Madrid?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madrid 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 Madrid?

    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 Madrid 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 Madrid?

    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 Madrid 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 Madrid

 
Need help choosing which airline to fly with from Caribbean Islands to Madrid? 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.
7.8
KLMOverall score based on 1366 reviews
7.7Comfort
7.1Entertainment
7.8Boarding
8.4Crew
7.2Food
Airline reviews

Our first flight was delayed so we missed our connecting flight. However it was easy to book a later flight on their app.

6.0 GoodKathleen P, Jun 2025EDI - AMS
Read more KLM reviews

Our first flight was delayed so we missed our connecting flight. However it was easy to book a later flight on their app.

Klm start boarding while somw air issue in the plan

The service was great. However the lounge only gets passing grade

I appreciate that KLM was proactive in informing me of the 2 hour delay which enabled me to replan my travel. It was a bit stressful not knowing whether my connection from Montreal to Ottawa was happening. But the ground and air crew did a good job at comforting and assuring me.

Cabin crew were excellent, very proffesional, polite and friendly, in flight snack was underwhelming, a packet of cheese biscuits, im sure KLM could run to a sandwich!

Legroom not all it could be, especially when the seat in front is reclined. Otherwise it was good, food and beverage were nice.

This fight left ahead of time which meant it arrived early which was great. Staff were very professional, but as with all these Short hop Flights the food was a disappointing snack There was no entertainment on this flight, but I did not expect any

I flew premium economy and this was a good option. Although the seats didn’t recline much, I was able to get some sleep with my head propped against the window. The food was good and the entertainment was wonderful The staff were very attentive and professional

Overall very poor. Flight was disorganised, staff were rude and this is my second experience with KLM that I've had baggage go missing. It feels like, if you are an economy customer, KLM staff do not show you any care. I shall never fly with KLM again. Worst airline in Europe

Great boarding, great short flight but no entertainment whatsoever and no wifi. Prepare to disembark by a staircase.

Well my luggage was damaged and they lost the plastic cover. I need to file a claim and I would like for someone to follow up with me on this. Thanks.

Not having to check carry on bags when plane wasn’t full. (The told us it was)

Service and food were excellent, could have been more info in English.

I was in business class for the 8 hour flight where: 1. The WiFi did not work 2. The entertainment system did not work 3. We were told there were no hot drinks for the entire flight

I had an issue with the name on my ticket vs my passport name. I was very upset that the Iberia ticket clerk had no authorization to help me and I was left to fix it. It took 19 calls of persons promising to accomplish and not doing anything before I reached someone who helped me in 10 minutes. Two of them even hung up on me. I missed my original flight because of this. Terrible customer service.

Flight boarded three hours late for no reason other than someone made a huge error in crew scheduling. We missed our connecting flight in Madrid and got zero help from American or Iberian airlines on rebooking. We had to pay for a car to take us to the Madrid train station and pay for train tickets to Santiago. We never used our booked flight to Santiago. American claims I can submit the expenses but they are not obligated to cover them. Very frustrating.

Flight delayed Service could be better Iberia staff are not really friendly

Flight from Costa Rica to Madrid was excellent. Good food and service. The flight from Madrid to Brussels was very poor . No food , no entertainment, no usb … Total package was quite expensive so you should give same service on the second flight

business class food was pretty average otherwise it was a good experience

Flight from Madrid to Dakar had no onboard entertainment for a business class. Not even a single screen . That was disappointing. The WiFi only worked for the first 45 mins of the flight.

Everything should improve! Service like a low cost but prices like a premium airline. Crew in general with bad manners arguing for everything. You pay for priority access but then they use buses, so your loose your advantage to put your carry on first. That was the purpose for paying for priority. Bording is a nightmare, people accessing the plane for bothering doors, front and rear, no matter which line do you have.

Issues with plane led to multiple gate changes and chaos. Very little communication from the ground crew led to cranky passengers.

I flew business class, at breakfast I asked for a small bottle of olive oil instead of butter and the flight attendant responded with a negative gesture.

They didn't even give us water, everything was sold

They should at least offer water like other airlines, which seems like a humanitarian gesture to me

They gave me an upgrade but charged me for my bag. I felt abused because this had never happened to me before with an upgrade with another airline.

Well. It is a no frills airline. Annoying is that even for the long-haul everything has to be paid for separately. Once you add up the extras the flight is getting to expensive. Then one might as well fly with a legacy carrier which provides far better comfort. Changing flight at MAD airport is a nightmare. The worst airport in the world. Poor signposting, poor passport control, poor security check and long queues. I had 2h transfer time and spend in queues almost 1.5h

All flights with Air Europa you arrive late to the connections of other flights, I missed my train, I had to pay for my train again, the crew are antisocial, you are paying for a service, it is not free, thanks to the travelers they are there, it is the last time I fly with them,

Terrible experience - we won’t be flying with Air Europa again

The crew was not kind , just doing their job but very cold people

Χρεώνουν πολύ ακριβά τη βαλίτσα .Λιγότερο από 15 κιλά πλήρωσα 150 ευρώ .μόνο για την επιστροφή. Επίσης δε σε αφήνουν να κάνεις online ,πρόσθεση βαλίτσας μια μέρα νωρίτερα από την πτήση . Δε θα ξαναπεταξω με αυτή την εταιρεία

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