$101 Find Cheap Flights from Caribbean to Detroit - Compare and Save

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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, Sep 10 - Fri, Sep 18
Frontier Logo
7:00 am - 4:37 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
9h 37m1 stop Orlando
Frontier Logo
4:00 pm - 1:52 amDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
9h 52m1 stop Orlando
$206Frontier
Sat, Sep 12 - Wed, Sep 16
Frontier Logo
10:30 am - 11:27 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
12h 57m1 stop Fort Lauderdale
Frontier Logo
7:00 am - 3:19 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
8h 19m1 stop Atlanta Hartsfield-Jackson
$206Frontier
Fri, Sep 11 - Fri, Sep 18
Frontier Logo
3:55 pm - 11:35 amSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
19h 40m1 stop Orlando
Frontier Logo
11:28 am - 11:58 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
12h 30m1 stop Tampa
$206Frontier
Thu, Oct 29 - Fri, Oct 30
JetBlue Logo
6:30 am - 7:45 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
13h 15m1 stop Orlando
JetBlue Logo
5:35 pm - 12:05 amDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
6h 30m1 stop Baltimore/Washington
$282JetBlue
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
10:42 am - 5:56 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
7h 14m1 stop Orlando
Multiple Airlines Logo
6:51 pm - 9:35 amDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
14h 44m2 stops Raleigh-Durham Orlando
$288Multiple Airlines
Sat, Oct 10 - Wed, Oct 14
JetBlue Logo
6:25 am - 3:10 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
8h 45m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 1:25 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
7h 25m1 stop Fort Lauderdale
$301JetBlue
Sat, Sep 26 - Sat, Oct 24
Delta Logo
2:30 pm - 7:07 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
4h 37mnonstop
Delta Logo
8:37 am - 1:00 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
4h 23mnonstop
$367Delta
Sat, Sep 19 - Sat, Oct 24
Delta Logo
2:30 pm - 7:07 pmSJU  San Juan Luis Munoz Marin Intl-DTW Detroit Metropolitan Wayne County
4h 37mnonstop
Delta Logo
8:37 am - 1:00 pmDTW  Detroit Metropolitan Wayne County-SJU San Juan Luis Munoz Marin Intl
4h 23mnonstop
$367Delta
Wed, Nov 18 - Thu, Dec 3
Multiple Airlines Logo
6:01 am - 3:10 pmSDQ  Santo Domingo Las Americas-DTW Detroit Metropolitan Wayne County
10h 09m1 stop Fort Lauderdale
Multiple Airlines Logo
10:43 am - 7:04 pmDTW  Detroit Metropolitan Wayne County-SDQ Santo Domingo Las Americas
7h 21m1 stop Orlando
$535Multiple Airlines
Thu, Nov 19 - Mon, Dec 7
JetBlue Logo
5:01 am - 3:10 pmSDQ  Santo Domingo Las Americas-DTW Detroit Metropolitan Wayne County
11h 09m1 stop Fort Lauderdale
JetBlue Logo
4:05 pm - 12:51 amDTW  Detroit Metropolitan Wayne County-SDQ Santo Domingo Las Americas
7h 46m1 stop Fort Lauderdale
$552JetBlue
Useful Info

Good to know

Low season

March

Cheapest flight

$101
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 9% increase in price.
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 8510 reviews
7.2Food
7.8Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

8.0 ExcellentCARMEN, Aug 2026
Read more Delta reviews

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

They announced a mechanical issue prior to boarding Said it was fixed, we boarded Waited Then learned it was not fixed Had to deplane and go to new gate Bought wifi on plane and it never worked

Delta off boarded and boarded the aircraft quickly. Clean cabin and great gate and onboard service.

WiFi was not working. Flight was delayed in Paris as luggage needed to be removed from the plane that didn’t match a passenger on board. Upon arrival in Detroit the plane couldn’t get to the gate as the pilot turned onto a runway with construction in progress . We waited to be towed back onto the runway. We were almost an hour late causing many passengers to miss their connecting flights.

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

Poor communication, we sat on the plane for an hour before pushing back. They were oversold and with a full plane kept looking for someone to step off for someone else to board. So after an hour wait at the gate we missed our departure window and proceeded to spend an additional hour on the tarmac waiting for a refiled flight plan according to the pilots. Occasional updates, somewhat insensitive crew to passengers needing to use the lavatory (it was 2 hrs beyond what anyone expected). Overall just poor execution...especially when the flight was listed as "arriving early" up until about 30 minutes past our departure time.

Delta staff was exceptionally helpful and considerate. However, the first two of three flight legs were delayed making connections tentative and stressful.

Unprepared to rebook a flight of people. Uncommunicative. When I received updates in the app it was well after the announcement in the hold room. Offered a single $12 meal voucher, not enough for a sandwich at DEN, for a 17 hour delay. No one was able to explain their meal or hotel reimbursement policy for this cancellation, just handed a card to call the Help desk. My previous flight went through several delays and was finally cancelled, without explanation. The customer help desk closed while there was a long line. I then waited in line for a gate agent almost an hour while simultaneously on hold and trying to text with a remote Delta agent. Communicating with the text agent was almost impossible; they could not find any flights that got me back to my original city before the following evening. Kept offering itineraries that did not get me back to my origin airport or involved additional layovers. In 50 minutes on hold, never got through to an agent by phone. Finally spoke to one of the gate agents who was able to rebook on a red eye that had only one stop and got me back in the afternoon the next day, rather than late evening. Later by email, Delta offered 10,000 loyalty points for the inconvenience of the cancellation. The crew on the red eye flight were delightful. I don’t remember any food or entertainment on that flight.

Easy on easy off and the staff onboard were wonderful. Left on time, arrived a bit early.

No entertainment on flight, no food service, could not connect to WiFi

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!!!

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

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.

Crew at first tried to SELL snack boxes (for an hour-long flight?!?), and it was the only leg of four on which I was charged for a hard seltzer. 😕 Spent extra to select seats in Row 8 for quicker disembarking only to be seated in Row 25. Someone owes me $38 for that!

From Edinburgh to Boston was pretty good, actually! From Boston to DCA? Not so much. More food offerings for those w/gluten issues please! I don’t do well w/wheat OR legumes so neither the pasta nor the lentils would have been good for me (or pleasant for those around me on a 6+ hour flight!). Staff on the Boston to DCA leg were brusque compared to those on the other 3 legs of my trip. Also, I paid $19/seat to select 2 seats on the Boston to DC leg and we didn’t get those Row 8 seats but were sat in ROW TWENTY-FIVE😕 Someone owes me $38!

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

Check in and passport control were seamless and efficient. Plenty of room in overhead bins. Our original seats were separate but crew at the gate put us together in finer seats. I also had left my phone on board and the Jet Blue staff were so helpful in retrieving it after I had left the baggage area

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

The wifi didn't work and I needed to do some work. This was a business trip.

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.

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

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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