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$65+ Cheap flights from Richmond (RIC) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Richmond to Caribbean

Keep the following information in mind while searching for Richmond to Caribbean flight deals. Data was last updated January 15, 2026.

Round-trip from

$239
(Kiwi.com)

One-way from

$65
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$447

Good round-trip deal

$324 or less
From Richmond Byrd Intl to Caribbean
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One-way flight from Richmond Byrd Intl to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Richmond Byrd Intl to Caribbean.
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Find flight deals from Richmond to Caribbean

Cheapest flights from Richmond to Caribbean
Explore the most affordable flight options available from Richmond to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/228:20 am
RIC
-
AUA
1 stop6h 15m
Spirit Airlines
Thu 1/294:40 pm
AUA
-
RIC
1 stop6h 24m
Spirit Airlines
Deal found 1/13$224
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/112:50 pm
RIC
-
SJU
1 stop11h 18m
Multiple Airlines
Sat 2/76:00 am
SJU
-
RIC
1 stop6h 55m
Multiple Airlines
Deal found 1/13$239
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/308:20 am
RIC
-
SJU
3 stops38h 13m
Spirit Airlines
Wed 2/254:31 pm
SJU
-
RIC
1 stop6h 23m
Spirit Airlines
Deal found 1/13$241
This Frontier deal was found by Cheapflights users on 1/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:15 pm
RIC
-
SJU
1 stop10h 46m
Frontier
Mon 4/136:00 am
SJU
-
RIC
1 stop12h 40m
Frontier
Deal found 1/15$243
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:50 pm
RIC
-
SJU
Nonstop3h 35m
JetBlue
Tue 5/269:00 am
SJU
-
RIC
Nonstop3h 55m
JetBlue
Deal found 1/13$245
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Sun 2/18:00 am
RIC
-
SJU
2 stops13h 22m
United Airlines
Thu 2/52:15 pm
SJU
-
RIC
1 stop7h 13m
United Airlines
Deal found 1/15$246
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:00 am
RIC
-
SJU
1 stop8h 05m
JetBlue
Mon 2/168:00 am
SJU
-
RIC
1 stop9h 04m
JetBlue
Deal found 1/14$248
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:50 pm
RIC
-
SJU
Nonstop3h 35m
JetBlue
Tue 4/1411:25 pm
SJU
-
RIC
1 stop10h 16m
JetBlue
Deal found 1/14$249
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:29 pm
RIC
-
SJU
1 stop14h 24m
Multiple Airlines
Mon 4/69:10 pm
SJU
-
RIC
1 stop20h 21m
Multiple Airlines
Deal found 1/14$250
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:29 pm
RIC
-
SJU
1 stop14h 24m
Spirit Airlines
Sun 4/121:45 am
SJU
-
RIC
1 stop15h 46m
Spirit Airlines
Deal found 1/14$251
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/11:08 pm
RIC
-
SJU
1 stop20h 01m
Multiple Airlines
Tue 3/32:59 am
SJU
-
RIC
2 stops19h 55m
Multiple Airlines
Deal found 1/13$252
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/912:50 pm
RIC
-
SJU
1 stop9h 43m
Spirit Airlines
Tue 2/174:31 pm
SJU
-
RIC
1 stop6h 23m
Spirit Airlines
Deal found 1/13$253

Cheapflights Fare Finder

 
Customize your flight search to find flights from Richmond 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 January 15, 2026.
Use the filters below to find and compare flights from Richmond to Caribbean that are best for you.

Fly from

Richmond

Fly to

Caribbean

Route

Depart

Return

Price

RichmondSan Juan

RIC - SJU

RICSJU

Richmond Byrd Intl

Sun 2/1

12:50 pm-1:08 am

1 stop11h 18m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-11:55 am

1 stop6h 55m

$239

RichmondSan Juan

RIC - SJU

RICSJU

Richmond Byrd Intl

Wed 3/18

12:00 pm-8:20 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Thu 3/26

9:00 am-12:55 pm

Nonstop3h 55m

$253

RichmondSan Juan

RIC - SJU

RICSJU

Richmond Byrd Intl

Mon 3/9

6:10 pm-12:25 am

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:00 am-11:20 am

1 stop6h 20m

$256

RichmondSan Juan

RIC - SJU

RICSJU

Richmond Byrd Intl

Wed 2/11

12:44 pm-8:58 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 2/18

7:00 am-4:16 pm

1 stop10h 16m

$269

RichmondSimpson Bay

RIC - SXM

RICSXM

Richmond Byrd Intl

Wed 3/4

8:00 am-2:15 pm

1 stop29h 15m

Simpson Bay Princess Juliana

Tue 3/10

2:20 pm-9:54 pm

1 stop7h 34m

$288

RichmondSimpson Bay

RIC - SXM

RICSXM

Richmond Byrd Intl

Sat 3/14

7:59 pm-12:18 pm

2 stops16h 19m

Simpson Bay Princess Juliana

Wed 3/18

3:55 pm-9:34 am

1 stop17h 39m

$291

RichmondSimpson Bay

RIC - SXM

RICSXM

Richmond Byrd Intl

Tue 5/12

7:10 pm-11:37 am

1 stop16h 27m

Simpson Bay Princess Juliana

Sat 5/16

2:56 pm-11:20 pm

1 stop8h 24m

$291

RichmondSan Juan

RIC - SJU

RICSJU

Richmond Byrd Intl

Wed 1/28

7:00 am-3:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:01 am-2:34 pm

1 stop9h 33m

$291

RichmondSimpson Bay

RIC - SXM

RICSXM

Richmond Byrd Intl

Sun 3/15

6:08 am-2:57 pm

1 stop8h 49m

Simpson Bay Princess Juliana

Wed 3/18

3:55 pm-9:34 am

1 stop17h 39m

$291

RichmondSimpson Bay

RIC - SXM

RICSXM

Richmond Byrd Intl

Mon 3/16

7:36 pm-11:29 am

1 stop15h 53m

Simpson Bay Princess Juliana

Fri 3/20

4:01 pm-9:33 am

1 stop17h 32m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 60 results
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Best time to book a flight from Richmond to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Richmond 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 Richmond to Caribbean

What is the cheapest month to book a flight from Richmond to Caribbean?

Currently, January is the cheapest month in which you can book a flight from Richmond to Caribbean (average of $75). Flying from Richmond to Caribbean in December is currently the most expensive (average of $166). 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.

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 January 15, 2026.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Richmond 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.
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,049 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,132 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,887 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,320 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Richmond 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 Richmond to Caribbean?

    Most people fly from Richmond Byrd Intl (RIC) if they book a flight from Richmond to Caribbean. Richmond Byrd Intl is conveniently located just 6.9 mi from Richmond’s city center.

  • How long is the flight from Richmond to Caribbean?

    Departing from Richmond to Caribbean will take you 6h 15m. The distance between Richmond and Caribbean is about 1484 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Richmond to Caribbean one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $69. Delta flights start at $73 while deals on JetBlue start at $101 one-way.

  • What are the most popular routes from Richmond to Caribbean?

    While some choose either Richmond Byrd Intl - Punta Cana or Richmond Byrd Intl - Saint Thomas Island Cyril E King, Richmond Byrd Intl - San Juan Luis Munoz Marin Intl is the most popular route from Richmond to Caribbean.

  • What are the cheapest flights from Richmond to Caribbean?

    While on average a flight from Richmond to Caribbean is generally $419, our data shows the cheapest flight currently is $198. When looking at the most popular route, (Richmond Byrd Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $126 for that flight.

  • Can I find deals for flights from Richmond to Caribbean that include hotel bookings?

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

  • How can I find direct flights from Richmond to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Richmond to Caribbean.

  • Can I find deals for business class flights from Richmond to Caribbean?

    Yes. Cheapflights offers flight deals from Richmond 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 Richmond to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Richmond to Caribbean (average of $75). Flying from Richmond to Caribbean in December is currently the most expensive (average of $166). 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

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Alternative routes for Richmond to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Richmond to Caribbean

Discover the top 6 airlines that operate flights from Richmond 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$90Average$356FlexibilityNo cancel feeOn-time65%
DeltaCheapest$146Average$521FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$183Average$503FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$255Average$583FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$255Average$596FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$258Average$642FlexibilityNo cancel feeOn-time63%

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