$88 Find Cheap Flights from Detroit to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Detroit to Caribbean Islands departing on 4/30. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Detroit to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Detroit to Caribbean Islands.
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Cheap Flights from Detroit to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$414
Santo Domingo
Santo Domingo1 stop$343
Montego Bay
Montego Bay1 stop$228
Oranjestad
Oranjestad1 stop$275
Nassau
Nassau1 stop$386
Kingston
Kingston1 stop$434
Simpson Bay
Simpson Bay2 stops$344
Providenciales
Providenciales1 stop$421
Port of Spain
Port of Spain1 stop$469
Bridgetown
Bridgetown1 stop$430
George Town
George Town1 stop$355
Willemstad
Willemstad1 stop$376
Puerto Plata
Puerto Plata1 stop$592
St. John's
St. John's1 stop$464
Aguadilla
Aguadilla1 stop$204
Punta Cana
Punta Cana1 stop$414
Santo Domingo
Santo Domingo1 stop$343
Montego Bay
Montego Bay1 stop$228
Oranjestad
Oranjestad1 stop$275
Nassau
Nassau1 stop$386
Kingston
Kingston1 stop$434
Simpson Bay
Simpson Bay2 stops$344
Providenciales
Providenciales1 stop$421
Port of Spain
Port of Spain1 stop$469
Bridgetown
Bridgetown1 stop$430
George Town
George Town1 stop$355
Willemstad
Willemstad1 stop$376
Puerto Plata
Puerto Plata1 stop$592
St. John's
St. John's1 stop$464
Aguadilla
Aguadilla1 stop$204

Book Cheap Detroit to Caribbean Islands Plane Tickets

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

Sun, May 17 - Sat, May 23
Frontier Logo
12:55 pm - 11:28 pm
DTW
-
SJU
10h 33m
1 stop
Frontier Logo
5:15 pm - 12:39 am
SJU
-
DTW
7h 24m
1 stop
$211Frontier
Sat, May 16 - Tue, May 19
Frontier Logo
6:00 am - 2:07 pm
DTW
-
SJU
8h 07m
1 stop
Frontier Logo
3:03 am - 11:59 am
SJU
-
DTW
8h 56m
1 stop
$212Frontier
Sun, May 31 - Mon, Jun 8
Frontier Logo
12:55 pm - 12:41 am
DTW
-
SJU
11h 46m
1 stop
Frontier Logo
3:06 am - 11:47 am
SJU
-
DTW
8h 41m
1 stop
$213Frontier
Sat, Apr 25 - Wed, Apr 29
Multiple Airlines Logo
5:09 pm - 12:23 pm
DTW
-
SJU
19h 14m
2 stops
Multiple Airlines Logo
1:59 am - 11:40 am
SJU
-
DTW
9h 41m
1 stop
$227Multiple Airlines
Sun, Apr 26 - Wed, Apr 29
Multiple Airlines Logo
12:45 pm - 12:29 am
DTW
-
SJU
11h 44m
1 stop
Multiple Airlines Logo
11:30 am - 9:05 am
SJU
-
DTW
21h 35m
2 stops
$228Multiple Airlines
Mon, May 4 - Fri, May 8
Spirit Airlines Logo
6:50 am - 2:36 pm
DTW
-
AUA
7h 46m
1 stop
Spirit Airlines Logo
3:41 pm - 11:53 pm
AUA
-
DTW
8h 12m
1 stop
$275Spirit Airlines
Fri, May 29 - Mon, Jun 1
Spirit Airlines Logo
5:42 pm - 2:36 pm
DTW
-
AUA
20h 54m
1 stop
Spirit Airlines Logo
3:41 pm - 11:53 pm
AUA
-
DTW
8h 12m
1 stop
$299Spirit Airlines
Sun, Jun 14 - Thu, Jun 18
Air Canada Logo
6:50 pm - 11:25 am
DTW
-
GCM
17h 35m
1 stop
Air Canada Logo
12:25 pm - 6:10 pm
GCM
-
DTW
28h 45m
1 stop
$355Air Canada
Wed, May 27 - Mon, Jun 1
Air Canada Logo
6:50 pm - 11:25 am
DTW
-
GCM
17h 35m
1 stop
Air Canada Logo
12:25 pm - 10:08 am
GCM
-
DTW
20h 43m
1 stop
$363Air Canada
Sat, May 9 - Sat, May 16
JetBlue Logo
6:00 am - 1:00 pm
DTW
-
GCM
8h 00m
1 stop
JetBlue Logo
2:20 pm - 11:52 pm
GCM
-
DTW
8h 32m
1 stop
$453JetBlue
Booking Insights

KAYAK's insights & trends for Detroit to Caribbean Islands flights

Get data-powered insights and trends into flights from Detroit to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Detroit Metropolitan Wayne County Airport to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Detroit Metropolitan Wayne County Airport found in the last 72 hours was to San Juan, at $457 round-trip. The most popular route is from Detroit Metropolitan Wayne County Airport (DTW) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $457.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Detroit Metropolitan Wayne County Airport to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $468 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $468.

Can I save money by flying with a layover from Detroit Metropolitan Wayne County Airport to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $508, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Detroit Metropolitan Wayne County Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Detroit Metropolitan Wayne County Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Detroit Metropolitan Wayne County Airport to Caribbean Islands is September, when tickets cost $236 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $606 and $461 respectively.

What’s the cheapest day of the week to fly from Detroit to Caribbean Islands?

The average price of all round-trip flights from Detroit Metropolitan Wayne County Airport to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Thursday and more expensive on a Saturday. On your return trip to Detroit, you should consider flying back on a Sunday, and avoid Mondays for better deals.

How far in advance should I book a flight from Detroit Metropolitan Wayne County Airport to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Detroit Metropolitan Wayne County Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Detroit Metropolitan Wayne County Airport to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Detroit to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Detroit to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Detroit to 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 Detroit to Caribbean Islands?

    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 from Detroit to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Detroit to Caribbean Islands?

    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 from Detroit to 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 Detroit to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Detroit to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Detroit to Caribbean Islands? 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.
7.9
DeltaOverall score based on 8391 reviews
7.2Food
7.9Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

Okay considering we had weather delays which the Pilot notified us of immediately!

8.0 ExcellentPaul A, Apr 2026
ORD - ATL
Read more Delta reviews

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

All good flight was 35 minutes early when arriving in Edinburgh

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

The boarding process was straightforward. One pertinent observation regarding all boarding procedures is that if an individual requires assistance or possesses a special status and is part of preboarding, it is advisable to limit the number of passengers who can preboard with them, rather than the entire, sometimes large, companion groups. The seats are uncomfortable, and the entertainment options are significantly inferior compared to other airlines. During the snack service, I requested an additional bag of snacks, but my request was denied. Initially, the flight attendant agreed to my request.becoming a strange accurate moment. The flight duration was four hours.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

We did not have enough time to make our connecting flight. As a result, we were put onto a different airline for our second leg. The different airline was NOT comparable to British Airlines, and our arrival was significantly delayed. The actual flight on BA was amazing.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

The attendant at the gate was not helpful at all and she was rude when we asked why the flight was delayed.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They cancelled my flight with no reason affecting my travel plans and delaying it 24 hours.

a weekend long saga that ultimately led to a canceled trip. totally unreliable.

Everything was horrible. They delayed my flight so I missed my connection flight and I lost my bags. I had to go to the same workers multiple times asking the same questions because everyone kept giving me different answers. One person closed down customer service because he wanted to go on lunch so there was like 30 people just waiting for hours because no one would relieve him.

Landing was technically perfect. What I didn't like is the pricey internet. Both flights with excellent crews. I'm 6 feet 210 pounds and could easily fit in the chair.

Paid for WiFi and the connection was basically nonexistent. Was pleasantly surprised with everything else. Staff was great. Boarding was easy. Plane was clean. Overall, a very pleasant experience

Long long delay, no AC while delayed, gate changes, just for the most uncomfortable flight of your life.

Everything was smooth sailing. Great crew, easy flight and was surprised with an upgraded seat. Thank you all!

Flight was delayed more than 3 hours, and the metro had stopped running by the time we got to the terminal well past midnight, so I was stranded, alone, with no way to get home until the metro started up the next morning.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports