$295 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 3/11. 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
$452
Typical prices: $650-$934
Iberia
Tue 4/21Tue 4/28
SJU - MAD • Non-stop
Cheapest one-way
$295
Typical prices: $408-$623
Multiple Airlines
Wed 3/11
SJU - MAD • 3 stops
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Flight Deals
Useful Info
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

Tue, Apr 21 - Tue, Apr 28
Iberia Logo
8:40 pm - 10:40 am
SJU
-
MAD
8h 00mnonstop
Iberia Logo
4:10 pm - 7:05 pm
MAD
-
SJU
8h 55mnonstop
$452Iberia
Wed, Mar 4 - Wed, Mar 11
Iberia Logo
6:10 pm - 7:10 am
SJU
-
MAD
8h 00mnonstop
Iberia Logo
12:35 pm - 4:35 pm
MAD
-
SJU
9h 00mnonstop
$454Iberia
Wed, Feb 18 - Tue, Feb 24
British Airways Logo
9:25 pm - 10:40 am
SJU
-
MAD
8h 15mnonstop
British Airways Logo
12:35 pm - 4:35 pm
MAD
-
SJU
9h 00mnonstop
$455British Airways
Mon, Apr 13 - Wed, Apr 22
Iberia Logo
3:44 pm - 12:35 pm
SJU
-
MAD
14h 51m
1 stop
Iberia Logo
12:45 pm - 3:55 pm
MAD
-
SJU
9h 10mnonstop
$457Iberia
Wed, Mar 4 - Sat, Mar 14
American Airlines Logo
1:02 pm - 1:05 pm
STT
-
MAD
19h 03m
1 stop
American Airlines Logo
4:25 pm - 11:12 am
MAD
-
STT
23h 47m
1 stop
$581American Airlines
Mon, Mar 30 - Tue, Apr 14
World2Fly Logo
7:20 pm - 9:45 am
PUJ
-
MAD
8h 25mnonstop
World2Fly Logo
2:45 pm - 5:20 pm
MAD
-
PUJ
8h 35mnonstop
$615World2Fly
Mon, Mar 30 - Mon, Apr 13
World2Fly Logo
7:20 pm - 9:45 am
PUJ
-
MAD
8h 25mnonstop
World2Fly Logo
2:45 pm - 5:20 pm
MAD
-
PUJ
8h 35mnonstop
$632World2Fly
Wed, Feb 11 - Tue, Mar 3
KLM Logo
8:45 pm - 4:05 pm
CUR
-
MAD
14h 20m
1 stop
KLM Logo
8:30 pm - 3:45 pm
MAD
-
CUR
24h 15m
1 stop
$800KLM
Wed, Feb 11 - Sun, Mar 1
KLM Logo
8:45 pm - 4:05 pm
CUR
-
MAD
14h 20m
1 stop
KLM Logo
6:00 am - 2:55 pm
MAD
-
CUR
13h 55m
1 stop
$801KLM
Sun, May 10 - Sat, May 23
Avianca Logo
11:00 am - 7:40 am
AUA
-
MAD
14h 40m
1 stop
Avianca Logo
1:30 am - 4:05 pm
MAD
-
AUA
20h 35m
1 stop
$928Avianca
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$295
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 13% 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 1443 reviews
7.6Comfort
7.8Boarding
8.4Crew
7.1Entertainment
7.3Food
Airline reviews

I’m grateful for the KLM Air France shuttle bus service to Ottawa. However due to construction and other issues related to the chaotic Uber pickup system at YUL, it’s a challenge to find the Kelios bus service to Ottawa. The signs are not clear or even available. No staff to guide passengers. It’s a stressful experience.

4.0 OkayShereen, Dec 2025
Read more KLM reviews

I’m grateful for the KLM Air France shuttle bus service to Ottawa. However due to construction and other issues related to the chaotic Uber pickup system at YUL, it’s a challenge to find the Kelios bus service to Ottawa. The signs are not clear or even available. No staff to guide passengers. It’s a stressful experience.

Flight was on time, staff are friendly and helpful onboard.

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.

At the airport, terrible, I do not want to even remember it. It was too humiliating for a business class passenger.

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.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

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.

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.

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

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

It was fine, older plane with limited entertainment, otherwise fine.

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

No WiFi on the plane. Crew was insensitive to my medical supplies and medicine in my carry on. If the crew was monitoring passengers putting 2 bags in overhead bins there would be room. We sat for 2 hours extra. Iberojet is horrible never again.

There was no water in one of the sinks in the executive area, which is unacceptable as we could not wash our hands after using the restroom

Like I said the experience was mediocre. Nothing special about this airline.

This flight was delayed by more than an hour. The seats are uncomfortable ans do not recline properly. I prepurchased a wifi pass, but wifi was not working on this flight at all. The food was bland.

Food situation was bad. Also movie choices when compared to other airlines was terrible. Seats very narrow. My tv didn’t work.

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.

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