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$503+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap 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 August 17, 2025.

Round-trip from

$503
(United Airlines)

Popular in

December

Cheapest in

April
From Rapid City to Caribbean
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

Find 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 August 17, 2025.

This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 11/278:45 amRAP - SJU
2 stops10h 37mUnited Airlines
Thu 12/42:25 pmSJU - RAP
1 stop10h 50mUnited Airlines
Deal found 8/15$503
This United Airlines deal was found by Cheapflights users on 8/15. 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 stops22h 05mUnited Airlines
Deal found 8/15$516
This United Airlines deal was found by Cheapflights users on 8/15. 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 stops22h 05mUnited Airlines
Deal found 8/15$529
This American Airlines deal was found by Cheapflights users on 8/15. 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
Mon 11/106:42 pmSTX - RAP
2 stops22h 08mAmerican Airlines
Deal found 8/15$574
This American Airlines deal was found by Cheapflights users on 8/15. 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 11/55:34 amRAP - SJU
1 stop13h 01mAmerican Airlines
Sun 11/94:44 pmSJU - RAP
2 stops24h 06mAmerican Airlines
Deal found 8/15$618
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 11/57:10 amRAP - SJU
1 stop8h 15mUnited Airlines
Sun 11/92:25 pmSJU - RAP
1 stop9h 01mUnited Airlines
Deal found 8/15$670
This United Airlines deal was found by Cheapflights users on 8/16. 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 10/45:50 pmRAP - POS
2 stops27h 33mUnited Airlines
Mon 10/612:30 amPOS - RAP
2 stops17h 30mUnited Airlines
Deal found 8/16$693
This American Airlines deal was found by Cheapflights users on 8/15. 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 10/45:00 pmRAP - POS
2 stops19h 16mAmerican Airlines
Tue 10/73:25 pmPOS - RAP
2 stops31h 54mAmerican Airlines
Deal found 8/15$793
This American Airlines deal was found by Cheapflights users on 8/14. 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 12/84:30 pmRAP - CUR
2 stops20h 50mAmerican Airlines
Thu 12/113:30 pmCUR - RAP
2 stops23h 13mAmerican Airlines
Deal found 8/14$821
This American Airlines deal was found by Cheapflights users on 8/14. 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 12/84:30 pmRAP - DOM
2 stops18h 55mAmerican Airlines
Wed 12/103:15 pmDOM - RAP
2 stops23h 28mAmerican Airlines
Deal found 8/14$876
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/235:00 pmRAP - CUR
2 stops20h 24mAmerican Airlines
Fri 9/264:25 pmCUR - RAP
2 stops20h 10mAmerican Airlines
Deal found 8/15$920
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/231:35 pmRAP - CUR
2 stops44h 41mUnited Airlines
Fri 9/261:23 pmCUR - RAP
3 stops22h 50mUnited Airlines
Deal found 8/15$2,070

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 August 17, 2025.
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

Thu 11/27

8:45 am-10:22 pm

2 stops10h 37m

San Juan Luis Munoz Marin Intl

Thu 12/4

2:25 pm-10:15 pm

1 stop10h 50m

$503

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-1:11 pm

2 stops22h 05m

$516

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 11/24

10:22 am-4:00 pm

2 stops27h 38m

Providenciales

Tue 12/2

5:06 pm-1:11 pm

2 stops22h 05m

$529

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Thu 10/23

4:28 pm-1:06 pm

2 stops18h 38m

Christiansted Henry Rohlsen

Mon 11/10

6:42 pm-1:50 pm

2 stops22h 08m

$574

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 11/5

2:20 pm-1:04 pm

2 stops19h 44m

San Juan Luis Munoz Marin Intl

Sun 11/9

4:44 pm-1:50 pm

2 stops24h 06m

$618

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 11/5

7:10 am-6:25 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Sun 11/9

2:25 pm-8:26 pm

1 stop9h 01m

$670

Rapid CityPort of Spain

RAP - POS

RAPPOS

Rapid City

Sat 10/4

5:50 pm-11:23 pm

2 stops27h 33m

Port of Spain Piarco Intl

Mon 10/6

12:30 am-8:34 pm

2 stops22h 04m

$693

Rapid CityPort of Spain

RAP - POS

RAPPOS

Rapid City

Sat 10/4

5:00 pm-2:16 pm

2 stops19h 16m

Port of Spain Piarco Intl

Tue 10/7

3:25 pm-4:03 pm

2 stops26h 38m

$793

Rapid CityWillemstad

RAP - CUR

RAPCUR

Rapid City

Mon 12/8

4:30 pm-4:20 pm

2 stops20h 50m

Willemstad Hato Int.

Thu 12/11

3:30 pm-11:43 am

2 stops23h 13m

$821

Rapid CityRoseau

RAP - DOM

RAPDOM

Rapid City

Mon 12/8

4:30 pm-2:25 pm

2 stops18h 55m

Roseau Douglas–Charles

Wed 12/10

3:15 pm-11:43 am

2 stops23h 28m

$876

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 12 results
1
2

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 August 17, 2025.
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
8,919 reviews

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,919 reviews
United Airlines
7.4
Good
8,919 reviews

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,919 reviews

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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 - Willemstad Hato Int., Rapid City - San Juan Luis Munoz Marin Intl or Rapid City - Providenciales 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.

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

    Currently, September is the cheapest month in which you can book a flight from Rapid City to Caribbean (average of $254). Flying from Rapid City to Caribbean 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

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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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$740FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$464Average$825FlexibilityNo cancel feeOn-time69%

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