$111 Find Cheap Flights from Santo Domingo to Caribbean Islands - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santo Domingo to Caribbean Islands departing on 9/21. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Santo Domingo to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Oranjestad
Oranjestadnonstop$283
Nassau
Nassau1 stop$561
Kingston
Kingstonnonstop$409
Simpson Bay
Simpson Baynonstop$350
Providenciales
Providencialesnonstop$586
Port of Spain
Port of Spain1 stop$752
Willemstad
Willemstad1 stop$209
St. John's
St. John'snonstop$513
Oranjestad
Oranjestadnonstop$283
Nassau
Nassau1 stop$561
Kingston
Kingstonnonstop$409
Simpson Bay
Simpson Baynonstop$350
Providenciales
Providencialesnonstop$586
Port of Spain
Port of Spain1 stop$752
Willemstad
Willemstad1 stop$209
St. John's
St. John'snonstop$513

Book Cheap Santo Domingo 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 Santo Domingo 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 Santo Domingo to Caribbean Islands

Mon, Sep 21 - Sat, Oct 17
Arajet Logo
12:41 pm - 1:50 pm
SDQ
-
SJU
1h 09mnonstop
Arajet Logo
6:09 pm - 7:18 pm
SJU
-
SDQ
1h 09mnonstop
$177Arajet
Mon, Sep 21 - Sun, Sep 27
Arajet Logo
12:41 pm - 1:50 pm
SDQ
-
SJU
1h 09mnonstop
Arajet Logo
6:09 pm - 7:18 pm
SJU
-
SDQ
1h 09mnonstop
$181Arajet
Sat, Oct 3 - Sat, Oct 10
Multiple Airlines Logo
1:40 pm - 7:30 pm
SDQ
-
SJU
5h 50m
1 stop
Multiple Airlines Logo
6:09 pm - 7:18 pm
SJU
-
SDQ
1h 09mnonstop
$205Multiple Airlines
Fri, Sep 18 - Mon, Sep 21
Multiple Airlines Logo
8:55 am - 4:20 pm
SDQ
-
SJU
7h 25m
1 stop
Multiple Airlines Logo
3:20 pm - 4:29 pm
SJU
-
SDQ
1h 09mnonstop
$208Multiple Airlines
Sun, Sep 20 - Mon, Sep 28
Copa Airlines Logo
2:16 pm - 1:17 pm
SDQ
-
POS
23h 01m
1 stop
Copa Airlines Logo
2:23 pm - 10:55 am
POS
-
SDQ
20h 32m
1 stop
$752Copa Airlines
Fri, Aug 14 - Sat, Sep 5
Copa Airlines Logo
2:17 pm - 1:17 pm
SDQ
-
POS
23h 00m
1 stop
Copa Airlines Logo
3:50 am - 10:56 pm
POS
-
SDQ
19h 06m
1 stop
$764Copa Airlines
Thu, Sep 17 - Sun, Sep 20
United Airlines Logo
6:00 am - 11:23 pm
SDQ
-
POS
41h 23m
2 stops
United Airlines Logo
12:30 am - 11:55 am
POS
-
SDQ
35h 25m
2 stops
$919United Airlines
Thu, Sep 17 - Sun, Sep 20
United Airlines Logo
6:00 am - 11:23 pm
SDQ
-
POS
41h 23m
2 stops
United Airlines Logo
12:30 am - 11:55 am
POS
-
SDQ
35h 25m
2 stops
$943United Airlines
Sun, Dec 20 - Tue, Dec 29
interCaribbean Airways Logo
2:05 pm - 9:50 am
SDQ
-
BGI
43h 45m
2 stops
interCaribbean Airways Logo
2:45 pm - 1:05 pm
BGI
-
SDQ
22h 20m
2 stops
$1,144interCaribbean Airways
Thu, Dec 17 - Fri, Dec 18
interCaribbean Airways Logo
2:05 pm - 1:20 pm
SDQ
-
BGI
23h 15m
2 stops
interCaribbean Airways Logo
6:35 pm - 1:05 pm
BGI
-
SDQ
42h 30m
2 stops
$1,157interCaribbean Airways
Booking Insights

KAYAK's insights & trends for Santo Domingo to Caribbean Islands flights

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

What is the cheapest Santo Domingo 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 Santo Domingo found in the last 5 days was to San Juan, at $151 round-trip. The most popular route is from Santo Domingo (SDQ) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $151.

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

The average price for all round-trip flights from Santo Domingo 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 evening, when round-trip flights cost $190 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $230.

Can I save money by flying with a layover from Santo Domingo 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 $542, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Santo Domingo to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santo Domingo 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 Santo Domingo to Caribbean Islands is October, when tickets cost $391 (return) on average. On the other hand, the most expensive months are September and July, when the average cost of round-trip tickets is $566 and $547 respectively.

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

The average price of all round-trip flights from Santo Domingo to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Santo Domingo to Caribbean Islands, Monday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Caribbean Islands back to Santo Domingo, the best deals are generally found on Wednesday, with Tuesday being the most expensive.

How far in advance should I book a flight from Santo Domingo 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 Santo Domingo 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 Santo Domingo to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

February

Cheapest flight

$111
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Santo Domingo to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Santo Domingo 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 Santo Domingo to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Santo Domingo 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 Santo Domingo 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 Santo Domingo 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 Santo Domingo 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 Santo Domingo to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Santo Domingo to the following destinations at these prices or less: Oranjestad $178 one-way - $344 round-trip; San Juan $119 one-way - $192 round-trip

Reviews of the top 5 airlines serving from Santo Domingo to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Santo Domingo 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 Santo Domingo 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.
7.6
Copa AirlinesOverall score based on 1561 reviews
7.4Comfort
6.9Food
8.1Crew
6.8Entertainment
7.8Boarding
Airline reviews

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

6.0 GoodAnonymous, May 2026
PTY - LAX
Read more Copa Airlines reviews

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

They didn’t have any headphones for the entertainment screen and their USB port didn’t accommodate a USB-C for more modern phones. The food was just ok. The staff was friendly but the seats were very uncomfortable for a full flight.

Friendly crew, good food options, food not the best and seats not as comfy but that’s typical.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

It was good, plane is a bit older so seats are somewhat flat

Flight attendant -José? - was over the top friendly and professional. Beautiful new plane with lie flat seats in Business (worth it!)

Horrible experience from start to end. Copa costumer service is non existent. They treat you bad. Everybody tells you different information. We didn’t received our luggage in the 1 day stop we did even we they said if was not going to be a problem. They didn’t respect the seats that we had and spread our family leaving in between of two big people who didn’t leave any space for me and crush me from side to side. I’ll never recommend Copa to anybody.

As usual, the flight with normal legroom was not very comfortable, but the second flight was much better because we had paid for extra legroom. It was very nice to check our bags without an extra fee.

I have celiac disease and a designated gluten free food option would be best

Entertainment was ok and crew was alright. Rest was terrible experience

The flights are cheap, but they nickel and dime you for everything. And the seat pockets are TINY. The board from the back, which seems more efficient, but if you pay to sit up front and you board last, your chances of getting space in the overhead bin are decreased. That said, I did get space in the bin this time, so that made me happy. When booking my ticket, I paid extra to check a bag, select my seat and have food. The food was pretty salty. The only beverage with my meal was a paper cup of water - I would have had to buy a beverage separately. Fortunately, I bought a huge bottle of water at the airport and just drank that.

I got a very good price on this flight which made me very happy! I arrived in France, which was also good! The seats (and seat pockets) were small so I don’t know if a very large person could be comfortable — I bought seats in the cheapest zone so I’m sure that was a factor) The crew were all fine, except one flight attendant had some pretty strong body odor, which I noticed every time he walked past me. That wasn’t great. (Fortunately, he didn’t walk past me very many times!) Anyway, if you need to save some money, the French Bee flight from LAX international to Orly airport in Paris is a good bet! Just be prepared to pay for every single thing, including food, and bring your own snacks!)

L’équipe a été super serviable avec mon enfant de 11 mois. Un petit cadeau l attendait dans l avion, petits pots etc…

Went in with low expectations based on other reviews/the fact that this is a budget airline, but I was pleasantly surprised! Everything went smoothly, seats were comfortable, food was not bad for airplane food, and of course the price of the flight was fantastic. The only real negatives I can think of are that the plane is a bit on the older side (think 2012-ish era planes, not a huge deal), wifi is a bit expensive, and the movie catalog is mediocre. But that is to be expected on a budget airline (I was honestly surprised they had free movies). I would definitely fly again.

No organization when it came to checking in and boarding. If you have diet restrictions make sure to plan ahead.

I will choose again the best fly to Miami excellent

Never again! Each flight to and from DR was delayed over 24 hours.! 😡

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

No food, no entertainment - half-hour flight (up & down) Smallest plane I’ve ever been on - maybe 60 passenger capacity?

I've had bad flights with InterCaribbean before (cancellations, no gate agents, etc.), but this one went perfectly smoothly!

Long delay. No AC on the flight from Barbados to St. Lucia.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports