HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$366+ Cheap flights from Rapid City (RAP) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rapid City to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Rapid City to Caribbean

Cheapest flights from Rapid City to Caribbean
Explore the most affordable flight options available from Rapid City to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.

This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:05 am
RAP
-
SJU
1 stop8h 20m
United Airlines
Thu 10/291:25 pm
SJU
-
RAP
1 stop9h 08m
United Airlines
Deal found 2/12$366
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:21 pm
RAP
-
SJU
2 stops16h 39m
American Airlines
Wed 4/87:00 pm
SJU
-
RAP
2 stops19h 38m
American Airlines
Deal found 2/13$399
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:05 am
RAP
-
SJU
2 stops11h 33m
United Airlines
Tue 10/271:25 pm
SJU
-
RAP
1 stop10h 43m
United Airlines
Deal found 2/11$423
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:21 pm
RAP
-
SJU
2 stops20h 32m
American Airlines
Mon 4/66:01 pm
SJU
-
RAP
2 stops20h 37m
American Airlines
Deal found 2/12$448
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:05 am
RAP
-
SJU
2 stops12h 17m
United Airlines
Wed 10/286:45 am
SJU
-
RAP
2 stops14h 23m
United Airlines
Deal found 2/11$451
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:05 am
RAP
-
SJU
1 stop8h 20m
United Airlines
Fri 10/307:30 am
SJU
-
RAP
2 stops15h 03m
United Airlines
Deal found 2/11$456
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:34 pm
RAP
-
SJU
2 stops16h 31m
American Airlines
Tue 10/2712:05 pm
SJU
-
RAP
2 stops11h 56m
American Airlines
Deal found 2/11$472
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:38 pm
RAP
-
SJU
2 stops20h 07m
American Airlines
Thu 10/14:10 pm
SJU
-
RAP
2 stops20h 58m
American Airlines
Deal found 2/12$474
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:00 am
RAP
-
SJU
1 stop8h 38m
United Airlines
Sat 5/91:00 am
SJU
-
RAP
2 stops11h 36m
United Airlines
Deal found 2/13$476
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:08 am
RAP
-
SJU
1 stop9h 48m
American Airlines
Wed 9/96:30 am
SJU
-
RAP
2 stops15h 38m
American Airlines
Deal found 2/13$488
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:20 am
RAP
-
SJU
1 stop10h 18m
United Airlines
Thu 5/71:00 am
SJU
-
RAP
2 stops14h 09m
United Airlines
Deal found 2/12$489
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:40 pm
RAP
-
PLS
2 stops17h 37m
United Airlines
Thu 3/53:01 pm
PLS
-
RAP
2 stops20h 09m
United Airlines
Deal found 2/12$561

Find flight deals from Rapid City to Caribbean

Keep the following information in mind while searching for Rapid City to Caribbean flight deals. Data was last updated February 15, 2026.

Round-trip from

$399
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$695
From Rapid City to Caribbean
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($78 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rapid City to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 15, 2026.
Use the filters below to find and compare flights from Rapid City to Caribbean that are best for you.

Fly from

Rapid City

Fly to

Caribbean

Route

Depart

Return

Price

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 4/1

2:21 pm-9:00 am

2 stops16h 39m

San Juan Luis Munoz Marin Intl

Wed 4/8

7:00 pm-12:38 pm

2 stops19h 38m

$399

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/31

2:21 pm-12:53 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Mon 4/6

6:01 pm-12:38 pm

2 stops20h 37m

$448

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 5/5

7:00 am-5:38 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Sat 5/9

1:00 am-10:36 am

2 stops11h 36m

$476

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 5/5

5:20 am-5:38 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Thu 5/7

1:00 am-1:09 pm

2 stops14h 09m

$489

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 3/2

5:31 am-11:31 pm

1 stop15h 00m

San Juan Luis Munoz Marin Intl

Fri 3/6

7:33 am-1:51 pm

1 stop9h 18m

$530

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 3/2

8:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Fri 3/6

2:25 pm-9:57 pm

1 stop10h 32m

$530

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 8/4

10:19 am-11:16 pm

1 stop10h 57m

San Juan Luis Munoz Marin Intl

Sat 8/15

4:49 pm-10:36 am

2 stops19h 47m

$530

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 3/2

12:25 pm-1:17 pm

2 stops22h 52m

Providenciales

Thu 3/5

5:06 pm-1:13 pm

2 stops22h 07m

$561

Rapid CityPort of Spain

RAP - POS

RAPPOS

Rapid City

Fri 3/6

5:41 pm-12:23 am

2 stops27h 42m

Port of Spain Piarco Intl

Mon 3/9

12:30 am-6:55 pm

2 stops20h 25m

$814

Rapid CityWillemstad

RAP - CUR

RAPCUR

Rapid City

Sun 4/26

2:42 pm-12:12 pm

2 stops19h 30m

Willemstad Hato Int.

Thu 4/30

1:19 pm-11:35 am

2 stops48h 16m

$1,074

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Best time to book a flight from Rapid City to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Rapid City with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rapid City to Caribbean
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated February 15, 2026.
Read reviews from past customers who have flown United Airlines and American Airlines from Rapid City to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,296 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,296 reviews
United Airlines
7.4
Good
9,296 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,297 reviews
United Airlines
7.4
Good
9,296 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Rapid City to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rapid City to Caribbean?

    Rapid City (RAP), located 9.0 mi from the city center, is the airport you fly out of when you book flights from Rapid City to Caribbean.

  • How long is the flight from Rapid City to Caribbean?

    Departing from Rapid City to Caribbean will take you 8h 38m. Airlines will cover a distance of 2774 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Rapid City to Caribbean?

    When deciding which route to take from Rapid City to Caribbean consider Rapid City - San Juan Luis Munoz Marin Intl, Rapid City - Christiansted Henry Rohlsen or Rapid City - Willemstad Hato Int. as they are the most popular.

  • Can I find deals for flights from Rapid City to Caribbean that include hotel bookings?

    Yes. In addition to deals on Rapid City to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rapid City to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rapid City to Caribbean.

  • Can I find deals for business class flights from Rapid City to Caribbean?

    Yes. Cheapflights offers flight deals from Rapid City to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Rapid City to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Sioux Falls to Denver flights
Sioux Falls to Sky Harbor Intl flights
Sioux Falls to Orlando flights
Sioux Falls to Las Vegas flights
Sioux Falls to Phoenix-Mesa Gateway flights
Sioux Falls to Dallas/Fort Worth flights
Sioux Falls to O'Hare Intl flights
Sioux Falls to Cancún flights
Rapid City to Dallas/Fort Worth flights
Sioux Falls to Hobby flights
Sioux Falls to Sarasota flights
Sioux Falls to Fort Myers flights
Sioux Falls to John F Kennedy Intl flights
Sioux Falls to Tampa flights
Sioux Falls to Atlanta flights
Sioux Falls to Midway flights
Sioux Falls to Los Angeles flights
Rapid City to Sky Harbor Intl flights
Sioux Falls to Seattle flights
Sioux Falls to San Diego flights
Sioux Falls to Salt Lake City flights
Rapid City to Seattle flights
Sioux Falls to Newark flights
Sioux Falls to Heathrow flights
Sioux Falls to Pensacola flights
Sioux Falls to George Bush Intcntl flights
Sioux Falls to San Antonio flights
Sioux Falls to Ontario flights
Rapid City to Orlando flights
Sioux Falls to Luis Munoz Marin Intl flights
Sioux Falls to New Orleans flights
Sioux Falls to Portland flights
Sioux Falls to Nashville flights
Sioux Falls to Charlotte flights
Sioux Falls to LaGuardia flights
Sioux Falls to Palm Springs flights
Rapid City to Las Vegas flights
Rapid City to Miami flights
Rapid City to Salt Lake City flights
Sioux Falls to Dulles Intl flights
Rapid City to Fort Lauderdale flights
Sioux Falls to Cozumel flights
Sioux Falls to Miami flights
Sioux Falls to Mobile flights
Sioux Falls to Key West flights
Rapid City to Anchorage flights
Rapid City to O'Hare Intl flights
Rapid City to Tampa flights
Sioux Falls to Buffalo flights
Sioux Falls to Baltimore flights

Top 2 airlines flying from Rapid City to Caribbean

Discover the top 2 airlines that operate flights from Rapid City to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$373Average$785FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$416Average$691FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.