HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$356+ Cheap flights from Rapid City (RAP) to Caribbean Islands

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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rapid City to Caribbean Islands 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 Islands

Keep the following information in mind while searching for Rapid City to Caribbean Islands flight deals. Data was last updated September 11, 2025.

Round-trip from

$356
(United Airlines)

Popular in

December

Cheapest in

April

Average price

$387
From Rapid City to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($228 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($64 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Rapid City to Caribbean Islands

Cheapest flights from Rapid City to Caribbean Islands
Explore the most affordable flight options available from Rapid City to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 11/105:15 amRAP - SJU
2 stops12h 45mUnited Airlines
Tue 11/187:45 amSJU - RAP
2 stops12h 15mUnited Airlines
Deal found 9/11$356
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/2410:22 amRAP - PLS
2 stops27h 38mUnited Airlines
Tue 12/25:06 pmPLS - RAP
2 stops20h 20mUnited Airlines
Deal found 9/10$528
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 11/105:18 amRAP - SJU
1 stop13h 17mAmerican Airlines
Tue 11/187:00 amSJU - RAP
1 stop9h 12mAmerican Airlines
Deal found 9/11$539
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/258:45 amRAP - PLS
2 stops29h 15mUnited Airlines
Tue 12/25:06 pmPLS - RAP
2 stops20h 20mUnited Airlines
Deal found 9/10$544
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/234:28 pmRAP - STX
2 stops18h 38mAmerican Airlines
Tue 11/116:42 pmSTX - RAP
2 stops21h 30mAmerican Airlines
Deal found 9/10$574
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/51:42 pmRAP - SJU
2 stops19h 23mAmerican Airlines
Sun 11/94:44 pmSJU - RAP
2 stops23h 28mAmerican Airlines
Deal found 9/10$619
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Tue 11/251:44 pmRAP - PLS
2 stops18h 40mAmerican Airlines
Tue 12/23:36 pmPLS - RAP
2 stops23h 36mAmerican Airlines
Deal found 9/11$654
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 11/241:44 pmRAP - PLS
2 stops18h 40mAmerican Airlines
Tue 12/23:36 pmPLS - RAP
2 stops23h 36mAmerican Airlines
Deal found 9/11$658
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/274:28 pmRAP - STX
2 stops18h 38mAmerican Airlines
Mon 11/106:42 pmSTX - RAP
2 stops21h 30mAmerican Airlines
Deal found 9/10$664
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/254:58 pmRAP - STX
2 stops18h 08mAmerican Airlines
Tue 11/116:42 pmSTX - RAP
3 stops21h 30mAmerican Airlines
Deal found 9/10$793
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/85:18 amRAP - DOM
2 stops30h 18mAmerican Airlines
Wed 12/103:16 pmDOM - RAP
2 stops32h 59mAmerican Airlines
Deal found 9/9$810
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/81:43 pmRAP - CUR
2 stops23h 51mAmerican Airlines
Thu 12/115:34 pmCUR - RAP
2 stops30h 42mAmerican Airlines
Deal found 9/9$821

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rapid City to Caribbean Islands 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 September 11, 2025.
Use the filters below to find and compare flights from Rapid City to Caribbean Islands that are best for you.

Fly from

Rapid City

Fly to

Caribbean Islands

Route

Depart

Return

Price

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 11/10

5:15 am-9:00 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Tue 11/18

7:45 am-5:00 pm

2 stops12h 15m

$356

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/3

5:37 am-1:35 pm

2 stops28h 58m

San Juan Luis Munoz Marin Intl

Wed 3/4

4:45 pm-11:31 am

2 stops21h 46m

$433

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 11/24

12:27 pm-4:00 pm

2 stops25h 33m

Providenciales

Tue 12/2

5:06 pm-11:26 am

2 stops20h 20m

$528

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Fri 1/9

12:30 pm-1:35 pm

2 stops22h 05m

San Juan Luis Munoz Marin Intl

Mon 1/19

6:45 am-8:11 pm

1 stop16h 26m

$539

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Tue 11/25

8:45 am-4:00 pm

2 stops29h 15m

Providenciales

Tue 12/2

5:06 pm-11:26 am

2 stops20h 20m

$544

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 3/3

7:05 am-6:25 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:25 pm-8:33 pm

1 stop9h 08m

$567

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Thu 10/23

4:28 pm-1:06 pm

2 stops18h 38m

Christiansted Henry Rohlsen

Tue 11/11

6:42 pm-1:12 pm

2 stops21h 30m

$574

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Sat 10/25

4:58 pm-2:50 pm

2 stops19h 52m

Christiansted Henry Rohlsen

Tue 11/11

6:42 pm-1:12 pm

2 stops21h 30m

$574

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Thu 10/23

4:28 pm-2:50 pm

2 stops20h 22m

Christiansted Henry Rohlsen

Mon 11/10

6:42 pm-1:12 pm

2 stops21h 30m

$574

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Tue 11/25

1:44 pm-10:24 am

2 stops18h 40m

Providenciales

Tue 12/2

3:36 pm-1:12 pm

2 stops23h 36m

$654

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 18 results
1
2

Best time to book a flight from Rapid City to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Rapid City to Caribbean Islands, such as American Airlines. 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Rapid City to Caribbean Islands. 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 Islands?

    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 Islands.

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

    United Airlines and American Airlines can get you from Rapid City to Caribbean Islands in just under 12h 45m. Your travel time can differ by up to 16h 13m. The distance from Rapid City to Caribbean Islands is about 2774 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either Rapid City - Providenciales or Rapid City - Willemstad Hato Int., Rapid City - San Juan Luis Munoz Marin Intl is the most popular route from Rapid City to Caribbean Islands.

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

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

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

    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 Islands.

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

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

  • What is the cheapest month to book a flight from Rapid City to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Rapid City to Caribbean Islands (average of $254). Flying from Rapid City to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 Islands

See prices for flight routes from nearby airports that may be better suited for you.
Sioux Falls to Dallas/Fort Worth flights
Sioux Falls to Orlando flights
Sioux Falls to Cancún flights
Sioux Falls to Denver flights
Sioux Falls to Las Vegas flights
Sioux Falls to Sky Harbor Intl flights
Sioux Falls to Dulles Intl flights
Sioux Falls to O'Hare Intl flights
Sioux Falls to Reagan-National flights
Sioux Falls to John F Kennedy Intl flights
Rapid City to Dallas/Fort Worth flights
Sioux Falls to Newark flights
Rapid City to Savannah flights
Sioux Falls to LaGuardia flights
Rapid City to Orlando flights
Sioux Falls to Baltimore flights
Sioux Falls to Los Angeles flights
Sioux Falls to Boston flights
Rapid City to Denver flights
Sioux Falls to Atlanta flights
Sioux Falls to San Antonio flights
Sioux Falls to Seattle flights
Sioux Falls to Tampa flights
Sioux Falls to Midway flights
Sioux Falls to Salt Lake City flights
Sioux Falls to Miami flights
Rapid City to Omaha flights
Sioux Falls to Cozumel flights
Rapid City to Dulles Intl flights
Rapid City to Cancún flights
Sioux Falls to San Francisco flights
Sioux Falls to San Diego flights
Sioux Falls to Cincinnati flights
Rapid City to Atlanta flights
Sioux Falls to Pittsburgh flights
Sioux Falls to St. Louis flights
Sioux Falls to Philadelphia flights
Rapid City to Hobby flights
Sioux Falls to Fort Myers flights
Sioux Falls to Louisville flights
Sioux Falls to Portland flights
Rapid City to Baltimore flights
Sioux Falls to Austin flights
Sioux Falls to Phoenix-Mesa Gateway flights
Sioux Falls to Pensacola flights
Sioux Falls to Sacramento flights
Rapid City to Las Vegas flights
Rapid City to Minneapolis flights
Sioux Falls to Puerto Vallarta flights
Sioux Falls to Nashville flights

Top 2 airlines flying from Rapid City to Caribbean Islands

Discover the top 2 airlines that operate flights from Rapid City to Caribbean Islands. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$682FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$492Average$719FlexibilityNo cancel feeOn-time69%

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.