Caribbean

$356+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
feb. 13 — feb. 201
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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 enero 14, 2026.

Round-trip from

$356
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$373
From Rapid City to Caribbean
Highest demand for flights based on searches. 19% potential increase in price ($159 potential increase over avg. RT price).
Cheapest flight prices on average. 13% potential price decrease ($75 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 enero 14, 2026.

This American Airlines deal was found by Cheapflights users on 1/12. 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.
mar. 12/12:20 pm
RAP
-
SJU
2 stops20h 10m
American Airlines
mar. 12/86:42 pm
SJU
-
RAP
2 stops21h 30m
American Airlines
Deal found 1/12$356
This American Airlines deal was found by Cheapflights users on 1/13. 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.
mar. 5/54:54 pm
RAP
-
SJU
2 stops17h 35m
American Airlines
jue. 5/74:30 pm
SJU
-
RAP
2 stops20h 44m
American Airlines
Deal found 1/13$396
This United Airlines deal was found by Cheapflights users on 1/13. 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.
mar. 5/55:00 am
RAP
-
SJU
1 stop10h 38m
United Airlines
mié. 5/61:00 am
SJU
-
RAP
2 stops14h 08m
United Airlines
Deal found 1/13$421
This American Airlines deal was found by Cheapflights users on 1/14. 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.
lun. 2/26:00 am
RAP
-
SJU
1 stop13h 26m
American Airlines
sáb. 2/76:00 am
SJU
-
RAP
2 stops18h 15m
American Airlines
Deal found 1/14$438
This United Airlines deal was found by Cheapflights users on 1/12. 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.
mar. 5/57:00 am
RAP
-
SJU
1 stop8h 38m
United Airlines
vie. 5/81:40 pm
SJU
-
RAP
1 stop9h 03m
United Airlines
Deal found 1/12$446
This American Airlines deal was found by Cheapflights users on 1/13. 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.
jue. 2/192:21 pm
RAP
-
PLS
2 stops17h 53m
American Airlines
dom. 3/13:25 pm
PLS
-
RAP
2 stops24h 26m
American Airlines
Deal found 1/13$495
This United Airlines deal was found by Cheapflights users on 1/12. 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.
mar. 12/15:30 am
RAP
-
SJU
1 stop9h 55m
United Airlines
mar. 12/82:25 pm
SJU
-
RAP
1 stop9h 08m
United Airlines
Deal found 1/12$514
This United Airlines deal was found by Cheapflights users on 1/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 1/285:10 am
RAP
-
SJU
1 stop10h 15m
United Airlines
sáb. 1/318:10 am
SJU
-
RAP
2 stops15h 22m
United Airlines
Deal found 1/14$520
This American Airlines deal was found by Cheapflights users on 1/13. 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.
lun. 3/232:21 pm
RAP
-
SJU
2 stops16h 39m
American Airlines
vie. 3/273:01 pm
SJU
-
RAP
1 stop9h 35m
American Airlines
Deal found 1/13$536
This American Airlines deal was found by Cheapflights users on 1/13. 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.
lun. 3/232:21 pm
RAP
-
CUR
2 stops21h 14m
American Airlines
lun. 3/302:35 pm
CUR
-
RAP
2 stops25h 16m
American Airlines
Deal found 1/13$718
This United Airlines deal was found by Cheapflights users on 1/13. 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.
jue. 2/195:40 pm
RAP
-
PLS
2 stops20h 20m
United Airlines
dom. 3/15:06 pm
PLS
-
RAP
3 stops27h 48m
United Airlines
Deal found 1/13$758
This United Airlines deal was found by Cheapflights users on 1/12. 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.
mar. 1/204:40 pm
RAP
-
POS
2 stops52h 43m
United Airlines
vie. 1/231:30 am
POS
-
RAP
2 stops23h 59m
United Airlines
Deal found 1/12$1,035

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 enero 14, 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

mar. 5/5

4:54 pm-12:29 pm

2 stops17h 35m

San Juan Luis Munoz Marin Intl

jue. 5/7

4:30 pm-11:14 am

2 stops20h 44m

$396

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

mar. 5/5

5:00 am-5:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

mié. 5/6

1:00 am-1:08 pm

2 stops14h 08m

$421

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

lun. 2/2

6:00 am-10:26 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

sáb. 2/7

6:00 am-9:15 pm

2 stops18h 15m

$438

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

mar. 2/3

6:00 am-10:26 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

sáb. 2/7

6:00 am-9:15 pm

2 stops18h 15m

$438

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

mar. 5/5

7:00 am-5:38 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

vie. 5/8

1:40 pm-8:43 pm

1 stop9h 03m

$446

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

jue. 2/19

2:21 pm-10:14 am

2 stops17h 53m

Providenciales

dom. 3/1

3:25 pm-1:51 pm

2 stops24h 26m

$495

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

mié. 1/28

5:10 am-6:25 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

sáb. 1/31

8:10 am-8:32 pm

2 stops15h 22m

$520

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

jue. 2/19

5:40 pm-4:00 pm

2 stops20h 20m

Providenciales

dom. 3/1

5:06 pm-6:54 pm

3 stops27h 48m

$758

Rapid CityWillemstad

RAP - CUR

RAPCUR

Rapid City

dom. 4/26

7:00 am-12:12 pm

2 stops27h 12m

Willemstad Hato Int.

jue. 4/30

1:19 pm-9:23 am

2 stops46h 04m

$1,045

Rapid CityWillemstad

RAP - CUR

RAPCUR

Rapid City

lun. 3/23

2:21 pm-1:35 pm

3 stops21h 14m

Willemstad Hato Int.

lun. 3/30

4:41 pm-1:51 pm

3 stops23h 10m

$2,640

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 11 results
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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 enero 14, 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.

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

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

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

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

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

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 10h 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?

  • 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

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Alternative routes for Rapid City to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 enero 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$373Average$758FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$375Average$590FlexibilityNo cancel feeOn-time71%

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