$84 Find Cheap Flights from Santo Domingo 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 Santo Domingo to Caribbean Islands departing on 2/4. 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

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 Santo Domingo to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santo Domingo to Caribbean Islands.
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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$282
Nassau
Nassau1 stop$570
Simpson Bay
Simpson Baynonstop$254
Kingston
Kingstonnonstop$331
Providenciales
Providencialesnonstop$515
Port of Spain
Port of Spain1 stop$609
Willemstad
Willemstad1 stop$269
St. John's
St. John'snonstop$567
Oranjestad
Oranjestadnonstop$282
Nassau
Nassau1 stop$570
Simpson Bay
Simpson Baynonstop$254
Kingston
Kingstonnonstop$331
Providenciales
Providencialesnonstop$515
Port of Spain
Port of Spain1 stop$609
Willemstad
Willemstad1 stop$269
St. John's
St. John'snonstop$567

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

Fri, Dec 5 - Sun, Dec 7
Frontier Logo
6:43 pm - 7:54 pmSDQ-SJU
1h 11mnonstop
Frontier Logo
4:12 pm - 5:28 pmSJU-SDQ
1h 16mnonstop
$150Frontier
Find Deal
Fri, Nov 7 - Mon, Nov 10
Frontier Logo
6:38 pm - 7:46 pmSDQ-SJU
1h 08mnonstop
Frontier Logo
4:09 pm - 5:21 pmSJU-SDQ
1h 12mnonstop
$151Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
 Logo
6:29 pm - 7:39 pmSDQ-SJU
1h 10mnonstop
 Logo
3:20 pm - 4:29 pmSJU-SDQ
1h 09mnonstop
Fri, Oct 17 - Sun, Oct 19
 Logo
6:41 pm - 7:49 pmSDQ-SJU
1h 08mnonstop
 Logo
6:09 pm - 7:18 pmSJU-SDQ
1h 09mnonstop
Sun, Dec 28 - Sun, Jan 4
Arajet Logo
3:30 pm - 4:39 pmSDQ-SJU
1h 09mnonstop
Arajet Logo
5:54 pm - 7:03 pmSJU-SDQ
1h 09mnonstop
$188Arajet
Find Deal
Fri, Sep 26 - Sun, Sep 28
Copa Airlines Logo
8:59 am - 10:21 pmSDQ-SJU
13h 22m1 stop
Copa Airlines Logo
5:31 am - 10:26 pmSJU-SDQ
16h 55m1 stop
$250Copa Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
Copa Airlines Logo
12:00 pm - 10:28 pmSDQ-SJU
10h 28m1 stop
Copa Airlines Logo
5:27 am - 4:15 pmSJU-SDQ
10h 48m1 stop
$251Copa Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9
Arajet Logo
9:53 am - 11:20 amSDQ-SXM
1h 27mnonstop
Arajet Logo
12:25 pm - 1:55 pmSXM-SDQ
1h 30mnonstop
$254Arajet
Find Deal
Wed, Oct 15 - Thu, Oct 30
American Airlines Logo
7:00 am - 1:11 pmSDQ-NAS
6h 11m1 stop
American Airlines Logo
7:45 am - 8:30 pmNAS-SDQ
12h 45m1 stop
$570American Airlines
Find Deal
Fri, Jan 9 - Fri, Jan 16
American Airlines Logo
6:45 am - 11:55 amSDQ-MBJ
6h 10m1 stop
American Airlines Logo
4:00 pm - 10:50 pmMBJ-SDQ
5h 50m1 stop
$771American Airlines
Find Deal
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 72 hours was to San Juan, at $149 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 72 hours was $149.

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 $488, 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 $172 (return) on average. On the other hand, the most expensive months are April and January, when the average cost of round-trip tickets is $245 and $226 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, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Santo Domingo, the best deals are generally found on Sunday, with Friday 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 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$84
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Santo Domingo to Willemstad

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.

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

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $233 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $265.

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 $125 one-way - $300 round-trip; Providenciales $383 one-way - $563 round-trip; San Juan $145 one-way - $190 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 1531 reviews
7.4Comfort
6.8Food
8.1Crew
7.8Boarding
6.8Entertainment
Airline reviews

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

10.0 ExcellentNeil, Aug 2025PTY - BGI
Read more Copa Airlines reviews

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

Very happy with my flight. I would definitely recommend it.

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.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

It was ok. However, the food was quite poor since I don't eat pasta.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

The flight was on time and crew were nice, seats were tight and there was entertainment available

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Seats were roomy. Lavatories were surprisingly big and clean. Plenty of entertainment available. We were fed and offered drinks, multiple times during the flight.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

You ant watch TV if you don't have a device, the seats have more space, and the snacks are different.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

We were offered flight credit to change our flight but for a flight leaving before ours. We went to rebooking and they told us with a Basic ticket they wouldn’t change it because changes aren’t permitted with that fare. Time consuming process - AA should not make that offer in the first place!

Great Team on the flight. I was the only one in the exit row and the flight attendant just sat down and we had a talk about my responsibilities sitting in the exit row. It was very humorous. During the flight every time one of the flight team members made eye contact, they smiled. It was a small thing, but it was a friendly environment.

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

I will choose again the best fly to Miami excellent

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

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

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