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$446+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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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 5, 2026.

This United Airlines deal was found by Cheapflights users on 1/31. 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 5/71:40 pm
SJU
-
RAP
1 stop10h 15m
United Airlines
Deal found 1/31$446
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/212:25 pm
RAP
-
PLS
2 stops25h 35m
United Airlines
Thu 3/53:01 pm
PLS
-
RAP
2 stops22h 04m
United Airlines
Deal found 2/2$489
This American Airlines deal was found by Cheapflights users on 2/4. 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 8/136:10 pm
RAP
-
SJU
2 stops18h 45m
American Airlines
Thu 8/208:00 am
SJU
-
RAP
2 stops11h 40m
American Airlines
Deal found 2/4$492
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sun 5/104:57 pm
RAP
-
SJU
1 stop9h 35m
American Airlines
Wed 5/2011:59 pm
SJU
-
RAP
1 stop11h 50m
American Airlines
Deal found 2/2$501
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/175:20 am
RAP
-
SJU
2 stops12h 40m
United Airlines
Sat 2/217:40 am
SJU
-
RAP
2 stops14h 14m
United Airlines
Deal found 2/1$520
This United Airlines deal was found by Cheapflights users on 2/2. 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
2 stops13h 18m
United Airlines
Fri 5/87:20 am
SJU
-
RAP
2 stops13h 55m
United Airlines
Deal found 2/2$528
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/162:21 pm
RAP
-
SJU
2 stops22h 28m
American Airlines
Mon 2/237:01 pm
SJU
-
RAP
2 stops21h 50m
American Airlines
Deal found 2/2$566
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/142:21 pm
RAP
-
SJU
2 stops16h 39m
American Airlines
Tue 2/177:33 am
SJU
-
RAP
1 stop9h 18m
American Airlines
Deal found 2/2$580
This United Airlines deal was found by Cheapflights users on 2/1. 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 6/114:41 pm
RAP
-
SJU
2 stops10h 48m
United Airlines
Mon 6/151:00 am
SJU
-
RAP
2 stops11h 19m
United Airlines
Deal found 2/1$600
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/55:31 am
RAP
-
SJU
1 stop15h 00m
American Airlines
Wed 3/111:30 am
SJU
-
RAP
1 stop14h 21m
American Airlines
Deal found 2/4$601
This United Airlines deal was found by Cheapflights users on 2/4. 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 2/912:35 pm
RAP
-
PLS
2 stops25h 25m
United Airlines
Fri 2/135:06 pm
PLS
-
RAP
2 stops31h 10m
United Airlines
Deal found 2/4$621
This American Airlines deal was found by Cheapflights users on 2/4. 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 5/24:57 pm
RAP
-
STX
2 stops21h 16m
American Airlines
Sat 5/93:48 pm
STX
-
RAP
2 stops22h 50m
American Airlines
Deal found 2/4$660

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 5, 2026.

Round-trip from

$489
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$572
From Rapid City to Caribbean
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($76 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 5, 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

Tue 5/5

5:20 am-8:38 pm

2 stops13h 18m

San Juan Luis Munoz Marin Intl

Thu 5/7

1:40 pm-8:28 pm

1 stop8h 48m

$446

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 3/2

5:40 pm-4:00 pm

2 stops20h 20m

Providenciales

Thu 3/5

5:06 pm-9:10 am

2 stops18h 04m

$489

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Sun 5/10

4:57 pm-4:32 am

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Wed 5/20

11:59 pm-9:49 am

1 stop11h 50m

$501

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 2/17

5:20 am-9:00 pm

2 stops12h 40m

San Juan Luis Munoz Marin Intl

Sat 2/21

7:40 am-6:54 pm

2 stops14h 14m

$520

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Tue 5/5

5:20 am-8:38 pm

2 stops13h 18m

San Juan Luis Munoz Marin Intl

Thu 5/7

1:00 am-1:09 pm

2 stops14h 09m

$528

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Mon 2/16

2:21 pm-3:49 pm

2 stops22h 28m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:01 pm-1:51 pm

2 stops21h 50m

$566

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Sat 2/14

2:21 pm-10:00 am

2 stops16h 39m

San Juan Luis Munoz Marin Intl

Tue 2/17

4:40 pm-1:51 pm

2 stops24h 11m

$580

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Sat 5/2

4:57 pm-4:13 pm

2 stops21h 16m

Christiansted Henry Rohlsen

Sat 5/9

3:48 pm-12:38 pm

2 stops22h 50m

$660

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-9:57 pm

2 stops23h 27m

$714

Rapid CityWillemstad

RAP - CUR

RAPCUR

Rapid City

Sat 4/25

4:15 pm-12:12 pm

2 stops17h 57m

Willemstad Hato Int.

Wed 4/29

1:19 pm-9:23 am

2 stops46h 04m

$966

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 11 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 February 5, 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
9,236 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

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
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

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
11,222 reviews
United Airlines
7.4
Good
9,236 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

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 9h 35m. 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 - Providenciales 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

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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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$373Average$785FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$416Average$691FlexibilityNo cancel feeOn-time71%

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