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Cheap Flights from Caribbean to Detroit

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Detroit

Thu, Oct 22 - Mon, Oct 26
Frontier Logo
6:15 am - 2:06 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
7h 51m1 stop Philadelphia
Frontier Logo
3:01 pm - 11:54 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
8h 53m1 stop Philadelphia
$164Frontier
Sat, Oct 31 - Mon, Nov 2
Frontier Logo
7:23 am - 5:58 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
10h 35m1 stop Orlando
Frontier Logo
3:01 pm - 12:04 amDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
8h 03m1 stop Philadelphia
$176Frontier
Fri, Nov 6 - Mon, Nov 9
Frontier Logo
6:15 am - 2:06 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
8h 51m1 stop Philadelphia
Frontier Logo
3:01 pm - 12:04 amDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
8h 03m1 stop Philadelphia
$188Frontier
Thu, Oct 29 - Wed, Nov 4
Air Canada Logo
4:25 pm - 5:40 pmAUA  Oranjestad Reina Beatrix-DTW Detroit Metropolitan Wayne County
25h 15m1 stop Toronto Pearson Intl
Air Canada Logo
6:20 pm - 4:25 pmDTW  Detroit Metropolitan Wayne County-AUA Oranjestad Reina Beatrix
21h 05m1 stop Toronto Pearson Intl
$305Air Canada
Tue, Nov 24 - Wed, Dec 2
Multiple Airlines Logo
7:31 am - 7:09 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
12h 38m1 stop Fort Lauderdale
Multiple Airlines Logo
9:33 pm - 6:46 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
20h 13m2 stops Fort Lauderdale Jacksonville
$323Multiple Airlines
Tue, Mar 2 - Mon, Mar 15
Delta Logo
6:15 am - 3:11 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
9h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:35 am - 12:55 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
4h 20mnonstop
$460Delta
Wed, Dec 23 - Mon, Jan 4
Delta Logo
4:48 pm - 8:50 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
5h 02mnonstop
Delta Logo
10:31 am - 3:50 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
4h 19mnonstop
$495Delta
Sat, Oct 31 - Mon, Nov 9
JetBlue Logo
5:01 am - 3:19 pmSDQ  Santo Domingo Las Americas-DTW Detroit Metropolitan Wayne County
10h 18m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 1:22 pmDTW  Detroit Metropolitan Wayne County-SDQ Santo Domingo Las Americas
6h 22m1 stop Fort Lauderdale
$743JetBlue
Thu, Oct 22 - Mon, Oct 26
JetBlue Logo
1:32 pm - 9:41 pmSDQ  Santo Domingo Las Americas-DTW Detroit Metropolitan Wayne County
8h 09m1 stop Fort Lauderdale
JetBlue Logo
4:09 pm - 11:51 pmDTW  Detroit Metropolitan Wayne County-SDQ Santo Domingo Las Americas
7h 42m1 stop Fort Lauderdale
$763JetBlue
Sun, Oct 25 - Sat, Oct 31
American Airlines Logo
12:00 pm - 12:35 amGCM  George Town Owen Roberts Intl-DTW Detroit Metropolitan Wayne County
11h 35m2 stops Miami Charlotte Douglas
American Airlines Logo
7:48 am - 7:00 pmDTW  Detroit Metropolitan Wayne County-GCM George Town Owen Roberts Intl
12h 12m2 stops Washington, D.C. Reagan-National Miami
$2,468American Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$98
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Juan to Detroit

FAQs for booking Caribbean to Detroit flights

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

    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 to Detroit.

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

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

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

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

    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 Detroit from Caribbean 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 to Detroit

 
Need help choosing which airline to fly with from Caribbean to Detroit? 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
DeltaOverall score based on 8633 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
7.2Food
8.5Crew
Airline reviews

13 hour delay stuck in Detroit and missed a day of meetings. It was terrible

2.0 MediocreBrian, Oct 2026
Read more Delta reviews

13 hour delay stuck in Detroit and missed a day of meetings. It was terrible

Everything was great except the fact that catering did not restock the flight from ATL to GRB and we were only offered water.

I usually like delta. However this is my second flight that the wifi does not work

The trip to Harrisburg from Detroit was extremely uncomfortable because of heat

Flights were on time, my connecting gate was VERY close to my arrival gate, everything went smooth and made for a delightful experience.

Crew completed ignored our aisle when giving snacks and coffee

The WiFi on the plane was out. I also thought movie options were lacking.

The captain was running late from landing from a prior flight. We all boarded then had to sit and wait for like an hour for him to arrive. I don't understand why you would have us board knowing that we would have to all sit and wait on the captain for an extended period of time.

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

Horrible, mismanaged ground issue resulting in a long delayed, next flight left early, waiting extra 7 hours in the airport, screen did not work

There was more leg room in what was most likely a basic assigned seat (row 25) then on other airlines I've flown lately.

They lost my luggage and have ruined first day of my vacation. Still don’t have it. I have nothing. I also paid for a seat I did not get. They changed both our seats with no notice. Will never fly this airline again.

My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.

The flight attendant was snarky and the flight took off very late. I know it was an issue with air traffic control and the runways in Boston, so not really anyone's fault, but very frustrating, I missed an important meeting because of rgr delay. They didn't offer headphones to watch the TV, but luckily I remembered my own and was able to enjoy watching a movie.

Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.

Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.

Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

It was delayed a lot longer than 10 minutes because we arrived 45 minutes beyond our original arrival time. We sat on the tarmac waiting to take off for a very long time. The seats and entertainment options on American were not good and very limited. The ability to text via WiFi for free was nice, but that seems to be standard on mainline flights. Also, gold status really does not do anything for you anymore.

I paid extra for what I thought was leg room and it certainly was not. I had a very cramped experience on my flight from Dallas to Detroit and it was the section right behind first class section. I did however have an amazing flight from Atlanta to Dallas on the initial outbound flight.

Ninth consecutive American flight I have been on that was delayed

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

American Airlines initially postponed the flight. Then they cancelled it an rescheduled us on a flight that would take over 24 hours with multiple stops. They then changed this flight to a reasonable alternative the next day which they later cancelled and replaced with a flight that would take off with an additional 16 hour delay. They blamed weather but I noticed (at 4am) that Delta had direct flights from Charlotte to Detroit. I went on line. Booked it and was in Detroit buy 9am. The interesting thing is they did a similar thing to a family member just 2 days earlier. I don't think I will fly American unless I have to.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

The offered WiFi on AA isn't worth wasting time or effort on. If you manage to connect it's incredibly slow.

The service was good during the flight, but booking process was arduous due to mysterious partial cancellation (on the return leg), which took me 1 whole day to connect to the RJ’s NYC ticketing department to straighten it out. The reservation line of RJ customer service said they did not have the authority to un-cancel it, nor refund the ticket. To undo, I would have to email the NYC office and wait 5-6 days for reply, while my departure is 5 days away. Then the NYC phone number given (and I also found on their website) had no one answering, until I got someone in accounting or HR department to transfer me to ticketing dept. Then the seat upgrade at the gate only takes cash, no CC. From speaking with other tour mates, other airlines were given them the similar headache too - cancelling part of the trip without rescheduling options.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

It was awful everything about it terrible I will never ever ever ride it again

Both legs of the flight were changed. The day of the flight and length of the trip.

They switched my flight to Spirit, Never using Kayak again,

There were a lot of issues at the gate in Atlanta — which caused delays in boarding and getting to our destination. The aircraft and crew were excellent.

It was fine. The flight was delayed for 3 hours. I had things scheduled in Detroit, and I let a lot of people down by not being there on time.

Flight was canceled as soon as I got to the airport

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