$263 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 3/3. 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
$429
Overall average: $507
Multiple Airlines
Wed 1/21Wed 1/28
SJU - MAD • 1 stop
Cheapest non-stop
$451
Typical prices: $451-$678
Iberia
Wed 1/14Fri 1/23
SJU - MAD • Non-stop
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Flight Deals
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Flight Deals

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

Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
2:15 pm - 9:15 am
SJU
-
MAD
14h 00m1 stop
Multiple Airlines Logo
12:35 pm - 10:22 pm
MAD
-
SJU
38h 47m2 stops
$429Multiple Airlines
Wed, Jan 21 - Wed, Feb 4
United Airlines Logo
8:35 am - 4:40 pm
SJU
-
MAD
27h 05m2 stops
United Airlines Logo
8:30 am - 10:22 pm
MAD
-
SJU
18h 52m2 stops
$439United Airlines
Wed, Jan 14 - Fri, Jan 23
Iberia Logo
6:10 pm - 7:10 am
SJU
-
MAD
8h 00mnonstop
Iberia Logo
12:35 pm - 4:35 pm
MAD
-
SJU
9h 00mnonstop
$451Iberia
Wed, Jan 21 - Thu, Feb 5
Iberia Logo
9:25 pm - 10:40 am
SJU
-
MAD
8h 15mnonstop
Iberia Logo
12:35 pm - 4:40 pm
MAD
-
SJU
9h 05mnonstop
$452Iberia
Tue, Dec 23 - Sat, Jan 24
Air Europa Logo
6:30 pm - 7:35 am
SDQ
-
MAD
8h 05mnonstop
Air Europa Logo
4:15 pm - 8:15 pm
MAD
-
SDQ
9h 00mnonstop
$692Air Europa
Tue, Dec 30 - Tue, Jan 13
World2Fly Logo
9:10 pm - 10:05 am
PUJ
-
MAD
7h 55mnonstop
World2Fly Logo
2:45 pm - 7:15 pm
MAD
-
PUJ
9h 30mnonstop
$714World2Fly
Sun, Dec 28 - Sat, Jan 24
World2Fly Logo
11:05 pm - 12:25 pm
SDQ
-
MAD
8h 20mnonstop
World2Fly Logo
4:20 pm - 8:35 pm
MAD
-
SDQ
9h 15mnonstop
$715World2Fly
Tue, Dec 23 - Sat, Jan 24
Air Europa Logo
6:30 pm - 7:35 am
SDQ
-
MAD
8h 05mnonstop
Air Europa Logo
4:15 pm - 8:15 pm
MAD
-
SDQ
9h 00mnonstop
$721Air Europa
Sat, Mar 7 - Tue, Mar 10
Iberojet Logo
10:40 pm - 11:45 am
PUJ
-
MAD
8h 05mnonstop
Iberojet Logo
4:00 pm - 8:10 pm
MAD
-
PUJ
9h 10mnonstop
$732Iberojet
Tue, Feb 17 - Sat, Feb 28
Iberojet Logo
10:40 pm - 11:45 am
PUJ
-
MAD
8h 05mnonstop
Iberojet Logo
4:00 pm - 8:10 pm
MAD
-
PUJ
9h 10mnonstop
$755Iberojet
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$263
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 14% lower on average.
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 5 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.
7.7
KLMOverall score based on 1432 reviews
7.8Boarding
7.1Entertainment
7.2Food
7.6Comfort
8.3Crew
Airline reviews

Terrible last row seats many seats available but no offer to move to better seat

2.0 MediocreAnonymous, Dec 2025
AMS - BUD
Read more KLM reviews

Terrible last row seats many seats available but no offer to move to better seat

Delay on my previous leg, had to run to catch my flight. But that happens. Overall ok.

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

The immigration hall in Amsterdam was understaffed, so passport checking was slower than it should be for a major airport. They need to get the automatic readers up and running for non EU passport holders. Waiting in line after a long flight feels a bit abusive.

Over 1 Hr delay. No APU so no AC on ground. Plane was hot during boarding and then they closed the doors over 20 minutes before engine start so interior of plane was steamy hot and stuffy. Could have been helped by opening doors until ready to depart.

First of all we couldn’t check in online, then we learn at the airport we were on stand by for KLM’s mistake of overbooking. The seats were not comfy at all. Our luggage got lost.

Ad experience - been flying many years with them but they are losing out to other carriers with their service and bagage / seating policy. My 2 12-yo kids were not placed with the parent. Absurdity.

Short flight so it was okay. Nice crew, all very pleasant and professional. We were near the back in row 27 so just as we got our drinks, we started our descent so had to drink very quickly!

KLM remains a quality flag carrier airline which maintains its standards whilst all their competitors are lowering theirs.

The baggage drop-off in Stuttgart is bad: after online check-in you cannot use the automated baggage drop off as indicated on the website. You can use the terminals but have to cue to 1 of three open and slowly working counters to drop the bags. took about 45 minutes wait time.

I was not allowed to cancel the flight, customer service is atrocious

Great staff, just very far from the main terminal, had to run to connect my flight. I had 90 minutes to spare. But my flight from Chicago was delayed also.

My luggage is lost and nowhere to be found, no response from airline

Boarding was a shitshow. Had to bus to the gate. No separate bus and boarding process for Business Class.

The plane was very old, no power outlets. We also had to wait a long time to board. They kept moving us to different lines before we actually could step foot on the plane. We ended up being delayed an hour but we were never told or informed for any reason. After the meal I asked for a coffee which the flight attendant forgot and I had to ask again. Overall not the worst but not the best experience.

Need to pay for headsets, water, or any extra except air to breath.

Sitting space was very tight and I am not big or fat (I am 5'10" 178 Lb), so eating was very challenging. The rest was good.

Sitting space was very tight, so eating was difficult. But everything else was good.

12 hours flight. Only one meal, not enough food. At the galley only water during the flight. Lavatories not clean. Headsets at extra cost.

Need to pay for a cup of water. No food. Need to pay for headsets.

It is what you pay for a basic economy class. No screens for entertainment was hard.

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

the seats were so cramped you could barely move. it was difficult to eat when passengers would recline their seats. the seats were so flimsy and unstable that whenever someone got in and out of their seat, it bounced like a spring back in your face. the movies were nice. the food was terrible. even though the conditions were terrible, they tried to pressure passengers to relocate their seats to accommodate adults who were related and wanted to sit next to each other, even after the passengers expressed that they did not want to move for that purpose. on the connecting flight, the “service” consisted of items for purchase. even though the flight was only 45 minutes, once again passengers (including me) were pressured to relocate for people to sit next to each other. they couldn’t be apart for 45 minutes? this was much less compelling than being apart for an 8 hour flight.

Everything went smoothly, and we even arrived 40min earlier than scheduled, on an Orland-Madrid route.

The staff was very nice and helpful. Some of the best crew I have met.

Bad experience. The seat room are very tight. The food is not good and the breakfast has no hot drink.

Excellent. Thanks to United Star Alliance, since economy was overbooked, I’m grateful to have been upgraded to Business Class.

Good plane, excellent food, crew and entertainment. Seats in business could use an upgrade

Disaster. Downgraded. Zero apology. No effort or coordination between gate and crew. Awful seat blocked by door emergency slide box. Iberia is a mess. App never works. Avoid this airline.

We departed late but made up most of the time in flight. Our ticket was pure economy, so it wasn’t anything fancy; however, I heard that we arrived in Madrid at the exact same time that First Class passengers arrived! Overall, our experience was similar to what we had on other American Airlines transatlantic flights - good value at a reasonable price. We were even able to get our carry-on baggage onto the plane without needing to gate check it.

Flight was OK. Waiting for luggage in Madrid for 55 minutes, unacceptable

Transportation from gate to airplane was poor we stayed in hot bus for 20 minute no vantilation

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