$410 Find Cheap Flights from Rapid City 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 Rapid City to Caribbean Islands departing on 7/5. 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

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 Rapid City 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 Rapid City to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Book Cheap Rapid City 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 Rapid City 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 Rapid City to Caribbean Islands

Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
5:00 am - 8:38 pm
RAP
-
SJU
13h 38m
2 stops
United Airlines Logo
7:25 am - 7:08 pm
SJU
-
RAP
13h 43m
2 stops
$426United Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
1:21 pm - 9:43 am
RAP
-
SJU
18h 22m
2 stops
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$486American Airlines
Sat, Oct 3 - Tue, Oct 6
United Airlines Logo
5:00 am - 5:38 pm
RAP
-
SJU
10h 38m
1 stop
United Airlines Logo
2:00 pm - 8:52 pm
SJU
-
RAP
8h 52m
1 stop
$516United Airlines
Mon, Aug 10 - Sat, Aug 15
American Airlines Logo
5:06 pm - 4:11 pm
RAP
-
SJU
21h 05m
2 stops
American Airlines Logo
12:55 am - 11:15 am
SJU
-
RAP
12h 20m
1 stop
$518American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
5:06 pm - 2:51 pm
RAP
-
SJU
19h 45m
2 stops
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$519American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
1:21 pm - 11:59 pm
RAP
-
SJU
8h 38m
1 stop
American Airlines Logo
7:05 am - 4:34 pm
SJU
-
RAP
11h 29m
2 stops
$546American Airlines
Sat, Oct 3 - Tue, Oct 6
United Airlines Logo
7:05 am - 5:38 pm
RAP
-
SJU
8h 33m
1 stop
United Airlines Logo
2:00 pm - 10:30 pm
SJU
-
RAP
10h 30m
1 stop
$557United Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
5:06 pm - 2:51 pm
RAP
-
SJU
19h 45m
2 stops
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$561American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
1:21 pm - 11:59 pm
RAP
-
SJU
8h 38m
1 stop
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$579American Airlines
Fri, Jul 31 - Fri, Aug 7
United Airlines Logo
7:00 am - 5:38 pm
RAP
-
SJU
8h 38m
1 stop
United Airlines Logo
3:56 pm - 11:16 pm
SJU
-
RAP
9h 20m
1 stop
$597United Airlines
Booking Insights

KAYAK's insights & trends for Rapid City to Caribbean Islands flights

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

Can I save money by flying with a layover from Rapid City 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 $370, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonNovember
Best time to beat the crowds with an average 13% drop in price.

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Rapid City 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 Rapid City to Caribbean Islands.

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

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

Reviews of the top airline flying from Rapid City to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Rapid City 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 Rapid City 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.
7.4
United AirlinesOverall score based on 9896 reviews
8.1Crew
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
Airline reviews

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

8.0 ExcellentNico, Jun 2026
LAX - HNL
Read more United Airlines reviews

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

I needed internet for critical matters and it never worked.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

My flight was 3 hours late, which caused me to miss my connection in Denver. Further, this connecting flight was then Later canceled. This required me to stay another night an hour and a half away, and rent the rental car for an additional Night. I am still waiting for United Airlines to reimburse me for the inconvenience and Expense of having to extend my rental Car for An additional Day. See attached receipt. https://share.icloud.com/photos/0f5ns2AaeIr7w6t_uH1qfPBUg

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Rapid City (RAP)