Caribbean

$460+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — SJU
Nov 13 — Nov 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 October 14, 2025.

Round-trip from

$375
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$764
From Rapid City to Caribbean
Highest demand for flights based on searches. 19% potential increase in price ($163 potential increase over avg. RT price).
Cheapest flight prices on average. 12% potential price decrease ($74 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/14. 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.
Wed 11/51:42 pmRAP - SJU
2 stops17h 35mAmerican Airlines
Sun 11/96:00 amSJU - RAP
2 stops18h 17mAmerican Airlines
Deal found 10/14$630
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Tue 11/255:18 amRAP - PLS
2 stops27h 06mAmerican Airlines
Tue 12/211:25 amPLS - RAP
2 stops11h 52mAmerican Airlines
Deal found 10/14$665
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 11/2410:22 amRAP - PLS
2 stops27h 38mUnited Airlines
Tue 12/25:06 pmPLS - RAP
2 stops20h 20mUnited Airlines
Deal found 10/13$671
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 10/274:28 pmRAP - STX
2 stops18h 38mAmerican Airlines
Mon 11/106:42 pmSTX - RAP
2 stops21h 30mAmerican Airlines
Deal found 10/13$684
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Thu 10/234:28 pmRAP - STX
2 stops20h 22mAmerican Airlines
Tue 11/116:42 pmSTX - RAP
2 stops21h 30mAmerican Airlines
Deal found 10/14$729
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 12/81:47 pmRAP - DOM
2 stops21h 59mAmerican Airlines
Wed 12/103:27 pmDOM - RAP
2 stops24h 45mAmerican Airlines
Deal found 10/13$786
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Wed 11/57:10 amRAP - SJU
1 stop8h 15mUnited Airlines
Sat 11/82:05 amSJU - RAP
2 stops17h 55mUnited Airlines
Deal found 10/14$830
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 12/81:47 pmRAP - CUR
2 stops21h 57mAmerican Airlines
Fri 12/125:34 pmCUR - RAP
2 stops22h 38mAmerican Airlines
Deal found 10/13$865
This United Airlines deal was found by Cheapflights users on 10/12. 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 10/285:15 amRAP - POS
2 stops16h 08mUnited Airlines
Fri 10/3112:30 amPOS - RAP
2 stops20h 13mUnited Airlines
Deal found 10/12$893
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 10/254:58 pmRAP - STX
3 stops18h 08mAmerican Airlines
Tue 11/116:42 pmSTX - RAP
3 stops21h 30mAmerican Airlines
Deal found 10/14$981
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/2812:08 pmRAP - POS
2 stops24h 17mAmerican Airlines
Sat 11/17:00 amPOS - RAP
2 stops16h 19mAmerican Airlines
Deal found 10/13$993
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Sun 12/212:20 pmRAP - SJU
2 stops20h 34mAmerican Airlines
Sun 12/285:24 amSJU - RAP
2 stops18h 56mAmerican Airlines
Deal found 10/12$1,050

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 October 14, 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

Tue 3/3

5:30 am-9:26 pm

2 stops12h 56m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:10 am-8:33 pm

2 stops15h 23m

$460

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 1/19

4:40 pm-4:00 pm

2 stops21h 20m

Providenciales

Sat 1/24

5:06 pm-3:22 pm

2 stops24h 16m

$573

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Mon 1/19

2:08 pm-11:41 am

2 stops19h 33m

Providenciales

Sat 1/24

1:39 pm-9:15 pm

1 stop9h 36m

$623

Rapid CitySan Juan

RAP - SJU

RAPSJU

Rapid City

Wed 11/5

1:42 pm-10:17 am

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:00 am-9:17 pm

2 stops18h 17m

$630

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Tue 11/25

5:18 am-10:24 am

2 stops27h 06m

Providenciales

Tue 12/2

11:25 am-9:17 pm

2 stops11h 52m

$665

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-11:26 am

2 stops20h 20m

$671

Rapid CityChristiansted

RAP - STX

RAPSTX

Rapid City

Mon 10/27

4:28 pm-1:06 pm

2 stops18h 38m

Christiansted Henry Rohlsen

Mon 11/10

6:42 pm-1:12 pm

2 stops21h 30m

$684

Rapid CityProvidenciales

RAP - PLS

RAPPLS

Rapid City

Sun 4/5

12:35 pm-2:00 pm

2 stops23h 25m

Providenciales

Wed 4/8

3:55 pm-11:33 am

2 stops21h 38m

$713

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

4:02 pm-1:12 pm

2 stops24h 10m

$729

Rapid CityRoseau

RAP - DOM

RAPDOM

Rapid City

Mon 12/8

1:47 pm-2:46 pm

2 stops21h 59m

Roseau Douglas–Charles

Wed 12/10

3:27 pm-1:12 pm

2 stops24h 45m

$786

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 15 results
1
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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 October 14, 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.

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 12h 56m. 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

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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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$464Average$770FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$661Average$678FlexibilityNo cancel feeOn-time71%

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