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Caribbean Islands

$233+ Cheap flights from Jackson, MS (JAN) to Caribbean Islands

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap flight deals from Jackson to Caribbean Islands

Keep the following information in mind while searching for Jackson to Caribbean Islands flight deals. Data was last updated October 16, 2025.

Round-trip from

$385
(American Airlines)

One-way from

$233
(American Airlines)

Popular in

May

Cheapest in

September

Average price

$438
From Jackson-Evers Intl to Caribbean Islands
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One-way flight from Jackson-Evers Intl to Caribbean Islands
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Highest demand for flights based on searches. 21% potential increase in price ($153 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Jackson to Caribbean Islands

Cheapest flights from Jackson to Caribbean Islands
Explore the most affordable flight options available from Jackson to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Southwest deal was found by Cheapflights users on 10/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:10 amJAN - SJU
2 stops10h 30mSouthwest
Tue 11/116:40 amSJU - JAN
1 stop13h 00mSouthwest
Deal found 10/15$440
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/86:11 pmJAN - SJU
2 stops15h 54mAmerican Airlines
Tue 11/116:00 amSJU - JAN
2 stops9h 20mAmerican Airlines
Deal found 10/15$445
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/66:03 pmJAN - SJU
2 stops16h 02mAmerican Airlines
Sun 11/98:00 amSJU - JAN
1 stop18h 11mAmerican Airlines
Deal found 10/15$465
This Southwest deal was found by Cheapflights users on 10/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:45 pmJAN - SJU
2 stops10h 00mSouthwest
Tue 11/46:40 amSJU - JAN
1 stop13h 00mSouthwest
Deal found 10/16$475
This American Airlines deal was found by Cheapflights users on 10/15. 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 12/34:20 pmJAN - SDQ
2 stops18h 08mAmerican Airlines
Wed 12/106:23 pmSDQ - JAN
2 stops19h 18mAmerican Airlines
Deal found 10/15$482
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2510:46 amJAN - SJU
1 stop10h 13mDelta
Tue 10/287:15 amSJU - JAN
1 stop6h 01mDelta
Deal found 10/15$525
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/246:31 pmJAN - SDQ
2 stops19h 49mAmerican Airlines
Tue 10/2810:25 amSDQ - JAN
2 stops12h 36mAmerican Airlines
Deal found 10/15$530
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 11/75:22 amJAN - SJU
1 stop14h 13mAmerican Airlines
Sun 11/98:00 amSJU - JAN
1 stop18h 11mAmerican Airlines
Deal found 10/15$545
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/316:39 amJAN - NAS
1 stop6h 54mAmerican Airlines
Fri 11/73:02 pmNAS - JAN
1 stop9h 33mAmerican Airlines
Deal found 10/15$560
This American Airlines deal was found by Cheapflights users on 10/15. 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 10/256:43 pmJAN - SJU
2 stops15h 23mAmerican Airlines
Tue 10/287:45 amSJU - JAN
1 stop16h 25mAmerican Airlines
Deal found 10/15$565
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/19:08 amJAN - SJU
2 stops13h 28mUnited Airlines
Mon 11/32:05 amSJU - JAN
2 stops13h 17mUnited Airlines
Deal found 10/16$585
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.
Mon 12/87:00 amJAN - SJU
1 stop7h 36mUnited Airlines
Sat 12/132:05 amSJU - JAN
2 stops13h 19mUnited Airlines
Deal found 10/14$591

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson to Caribbean Islands 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 16, 2025.
Use the filters below to find and compare flights from Jackson to Caribbean Islands that are best for you.

Fly from

Jackson

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 11/8

6:10 am-6:40 pm

2 stops10h 30m

San Juan Luis Munoz Marin Intl

Tue 11/11

6:40 am-5:40 pm

1 stop13h 00m

$440

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 11/8

6:11 pm-12:05 pm

2 stops15h 54m

San Juan Luis Munoz Marin Intl

Tue 11/11

6:00 am-1:20 pm

2 stops9h 20m

$445

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Thu 11/6

6:03 pm-12:05 pm

2 stops16h 02m

San Juan Luis Munoz Marin Intl

Sun 11/9

8:00 am-12:11 am

1 stop18h 11m

$465

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Tue 3/24

7:45 am-3:40 pm

1 stop6h 55m

Punta Cana

Wed 3/25

5:05 pm-11:23 pm

1 stop7h 18m

$474

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 3/24

9:15 am-4:45 pm

1 stop6h 30m

Nassau Intl

Wed 3/25

6:10 pm-8:38 am

1 stop15h 28m

$475

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 11/1

12:45 pm-11:25 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:40 am-5:40 pm

1 stop13h 00m

$475

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Wed 12/3

4:20 pm-12:28 pm

2 stops18h 08m

Santo Domingo Las Americas

Wed 12/10

6:23 pm-11:41 am

2 stops19h 18m

$482

JacksonPuerto Plata

JAN - POP

JANPOP

Jackson-Evers Intl

Sun 3/29

7:45 am-2:15 pm

1 stop5h 30m

Puerto Plata La Union

Thu 4/2

3:35 pm-11:23 pm

1 stop8h 48m

$518

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Tue 3/24

10:40 am-11:42 pm

2 stops12h 02m

Santo Domingo Las Americas

Thu 3/26

7:00 pm-11:27 am

2 stops17h 27m

$522

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Mon 3/23

5:45 am-1:15 pm

1 stop6h 30m

Santo Domingo Las Americas

Thu 3/26

7:00 pm-11:27 am

2 stops17h 27m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

Showing 1-10 of 38 results
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Best time to book a flight from Jackson to Caribbean Islands

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

What is the cheapest month to book a flight from Jackson, Mississippi to Caribbean Islands?

Currently, December is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $212). Flying from Jackson, Mississippi to Caribbean Islands in August is currently the most expensive (average of $484). 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.

What is the cheapest time of day to fly from JAN to EPX?

Find hourly flight availability from Jackson to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

One of the essential ways to save on airfare from Jackson, Mississippi to Caribbean Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 30% on airfare.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated October 16, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Jackson to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Jackson to Caribbean Islands. 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 Jackson to Caribbean Islands?

    Most people fly from Jackson-Evers Intl (JAN) if they book a flight from Jackson to Caribbean Islands. Jackson-Evers Intl is conveniently located just 6.3 mi from Jackson’s city center.

  • How long is the flight from Jackson, Mississippi to Caribbean Islands?

    For as low as $474, Southwest can have you in Caribbean Islands from Jackson, Mississippi in 6h 55m. The distance from Jackson, Mississippi to Caribbean Islands is about 1647 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jackson, Mississippi to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $233. Southwest flights start at $238 while deals on Delta start at $263 one-way.

  • What are the most popular routes from Jackson, Mississippi to Caribbean Islands?

    The most popular flight routes from Jackson, Mississippi to Caribbean Islands are Jackson-Evers Intl - San Juan Luis Munoz Marin Intl, Jackson-Evers Intl - Montego Bay Sangster Intl and Jackson-Evers Intl - Simpson Bay Princess Juliana.

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

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

  • How can I find direct flights from Jackson to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Jackson to Caribbean Islands 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 Jackson, Mississippi to Caribbean Islands?

    Currently, December is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $212). Flying from Jackson, Mississippi to Caribbean Islands in August is currently the most expensive (average of $484). 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.

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Top 4 airlines flying from Jackson to Caribbean Islands

Discover the top 4 airlines that operate flights from Jackson to Caribbean Islands. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$625FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$682FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$551FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$454Average$489FlexibilityNo cancel feeOn-time63%

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