$103 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 5/16. 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

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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santo Domingo to Caribbean Islands, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Caribbean Islands Flight Deals from Santo Domingo

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Oranjestad
Oranjestad1 stop$394
Kingston
Kingston1 stop$395
Simpson Bay
Simpson Baynonstop$254
Providenciales
Providencialesnonstop$547
Port of Spain
Port of Spain1 stop$653
Willemstad
Willemstad1 stop$303
St. John's
St. John'snonstop$635
Oranjestad
Oranjestad1 stop$394
Kingston
Kingston1 stop$395
Simpson Bay
Simpson Baynonstop$254
Providenciales
Providencialesnonstop$547
Port of Spain
Port of Spain1 stop$653
Willemstad
Willemstad1 stop$303
St. John's
St. John'snonstop$635

Cheap Flights from Santo Domingo to Caribbean Islands

 
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.

Recent round-trip flight deals from Santo Domingo to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Santo Domingo to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:42 pm - 7:49 pmSDQ-SJU
1h 07mnonstop
Frontier Logo
7:00 am - 8:13 amSJU-SDQ
1h 13mnonstop
$182Frontier
Find Deal
Thu, May 22 - Sun, May 25
Arajet Logo
12:56 pm - 2:05 pmSDQ-SJU
1h 09mnonstop
Arajet Logo
5:54 pm - 7:03 pmSJU-SDQ
1h 09mnonstop
$186Arajet
Find Deal
Wed, Jul 23 - Sat, Jul 26
 Logo
1:44 pm - 2:51 pmSDQ-SJU
1h 07mnonstop
 Logo
5:54 pm - 7:03 pmSJU-SDQ
1h 09mnonstop
Fri, Jun 6 - Sun, Jun 8
 Logo
1:24 pm - 2:31 pmSDQ-SJU
1h 07mnonstop
 Logo
7:54 pm - 9:03 pmSJU-SDQ
1h 09mnonstop
Fri, Jun 20 - Sun, Jun 29
Copa Airlines Logo
8:53 am - 3:56 pmSDQ-SJU
7h 03m1 stop
Copa Airlines Logo
5:32 am - 1:10 pmSJU-SDQ
7h 38m1 stop
$255Copa Airlines
Find Deal
Fri, Jun 6 - Mon, Jun 9
Copa Airlines Logo
2:05 pm - 10:16 pmSDQ-SJU
8h 11m1 stop
Copa Airlines Logo
5:26 am - 1:10 pmSJU-SDQ
7h 44m1 stop
$262Copa Airlines
Find Deal
Fri, May 16 - Mon, May 19
JetBlue Logo
10:36 pm - 11:37 pmSDQ-SJU
1h 01mnonstop
JetBlue Logo
11:35 am - 12:38 pmSJU-SDQ
1h 03mnonstop
$273JetBlue
Find Deal
Sat, May 24 - Tue, May 27
JetBlue Logo
8:55 pm - 9:58 pmSDQ-SJU
1h 03mnonstop
JetBlue Logo
7:01 pm - 8:04 pmSJU-SDQ
1h 03mnonstop
$284JetBlue
Find Deal
Thu, Jun 12 - Fri, Jul 11
American Airlines Logo
7:00 am - 1:25 pmSDQ-MBJ
7h 25m1 stop
American Airlines Logo
10:23 am - 8:45 pmMBJ-SDQ
9h 22m1 stop
$753American Airlines
Find Deal
Sun, Jun 22 - Thu, Jun 26
American Airlines Logo
8:00 am - 12:55 pmSDQ-MBJ
5h 55m1 stop
American Airlines Logo
1:05 pm - 7:55 pmMBJ-SDQ
5h 50m1 stop
$754American Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Santo Domingo to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Santo Domingo found in the last 72 hours was to San Juan, at $150 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 $150.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $271 on average.

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 February, when tickets cost $175 (return) on average. On the other hand, the most expensive months are April and June, when the average cost of round-trip tickets is $247 and $231 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, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Caribbean Islands back to Santo Domingo, the best deals are generally found on Sunday, with Wednesday 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. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.


Good to know

Low seasonMarch
High seasonAugust
Cheapest flight$103
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 4% increase in price.
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.

  • 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 $250 on average. Morning departures are around 5% 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 $286.

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: San Juan $166 one-way - $193 round-trip

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.
7.5
Copa AirlinesOverall score based on 1418 reviews
8.1Crew
6.8Entertainment
6.8Food
7.4Comfort
7.8Boarding
Airline reviews

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

4.0 OkayAnonymous, Apr 2025BOG - PTY
Read more Copa Airlines reviews

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

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.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

I loved my experience. Very safe, Very informative and very friendly.

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

Seats are getting smaller and smaller...and as hard as a rock , mediocre entertainment

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 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

Free wifi was available, but only some time, being at least 30 minutes into the flight. it would have been better that an announcement had been made about the delay.

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

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!

Checked in the minute I was allowed and still wound up in group 8 for boarding.

Overall good. Tight connection in DFW because of gate unavailability upon landing.

Even though there was space, they made me check out my luggage. It was very annoying. That’s the reason I bring a carry on so that I don’t have to check out my luggage!!!!

Always a great flight on AA. PHX to DFW and vise versa is always going to be a pretty full flight but the crew handles it phenomenally.

The flight crew was fantastic! Which the seats had a small TV.

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

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.