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Caribbean Islands

$312+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Sep 1 — Sep 81
Mon 9/1
Mon 9/8
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 August 27, 2025.

Round-trip from

$345
(United Airlines)

One-way from

$312
(American Airlines)

Popular in

May

Cheapest in

September

Average price

$563
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 ($154 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 August 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 August 27, 2025.

This American Airlines deal was found by Cheapflights users on 8/25. 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 10/2811:56 amSJU - JAN
2 stops12h 14mAmerican Airlines
Deal found 8/25$365
This American Airlines deal was found by Cheapflights users on 8/25. 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 10/55:39 amJAN - SJU
2 stops17h 00mAmerican Airlines
Wed 10/87:45 amSJU - JAN
1 stop16h 25mAmerican Airlines
Deal found 8/25$405
This American Airlines deal was found by Cheapflights users on 8/25. 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 12/147:41 pmJAN - SJU
1 stop7h 48mAmerican Airlines
Thu 12/251:30 amSJU - JAN
1 stop9h 04mAmerican Airlines
Deal found 8/25$425
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/257:00 amJAN - SJU
1 stop7h 42mUnited Airlines
Mon 10/271:05 amSJU - JAN
2 stops13h 17mUnited Airlines
Deal found 8/27$465
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/235:38 amJAN - SDQ
2 stops13h 52mAmerican Airlines
Tue 9/307:00 amSDQ - JAN
2 stops16h 31mAmerican Airlines
Deal found 8/25$469
This American Airlines deal was found by Cheapflights users on 8/26. 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 10/46:00 pmJAN - SDQ
2 stops18h 35mAmerican Airlines
Mon 10/134:20 pmSDQ - JAN
2 stops18h 12mAmerican Airlines
Deal found 8/26$479
This United Airlines deal was found by Cheapflights users on 8/27. 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 12/147:00 amJAN - PUJ
1 stop7h 14mUnited Airlines
Fri 12/193:28 pmPUJ - JAN
1 stop26h 34mUnited Airlines
Deal found 8/27$480
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/163:41 pmJAN - NAS
2 stops18h 29mAmerican Airlines
Tue 9/232:09 pmNAS - JAN
1 stop9h 34mAmerican Airlines
Deal found 8/26$489
This Delta deal was found by Cheapflights users on 8/26. 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.
Tue 9/165:50 amJAN - NAS
1 stop5h 00mDelta
Tue 9/233:14 pmNAS - JAN
1 stop6h 23mDelta
Deal found 8/26$495
This American Airlines deal was found by Cheapflights users on 8/25. 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 11/306:03 pmJAN - NAS
2 stops16h 05mAmerican Airlines
Sat 12/63:15 pmNAS - JAN
1 stop8h 51mAmerican Airlines
Deal found 8/25$498
This American Airlines deal was found by Cheapflights users on 8/25. 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 12/176:00 amJAN - PLS
1 stop7h 42mAmerican Airlines
Mon 12/2211:17 amPLS - JAN
1 stop13h 55mAmerican Airlines
Deal found 8/25$499
This Delta deal was found by Cheapflights users on 8/26. 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.
Tue 9/235:50 amJAN - SDQ
1 stop6h 34mDelta
Tue 9/306:03 amSDQ - JAN
2 stops12h 32mDelta
Deal found 8/26$504

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 August 27, 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

Mon 1/19

12:01 pm-9:26 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Wed 1/21

2:05 am-1:22 pm

2 stops13h 17m

$345

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 10/25

6:43 pm-11:06 am

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Tue 10/28

11:56 am-11:10 pm

2 stops12h 14m

$365

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Mon 1/19

9:53 am-10:14 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:15 am-3:47 pm

2 stops10h 32m

$365

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Mon 10/6

6:15 pm-9:25 am

2 stops14h 10m

Santo Domingo Las Americas

Wed 10/15

7:00 am-8:37 pm

2 stops14h 37m

$469

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Tue 9/23

5:38 am-8:30 pm

2 stops13h 52m

Santo Domingo Las Americas

Tue 9/30

7:00 am-10:31 pm

2 stops16h 31m

$469

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Sun 2/22

8:08 pm-3:30 pm

2 stops17h 22m

Punta Cana

Thu 2/26

1:45 pm-11:40 pm

1 stop11h 55m

$478

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Sat 10/4

6:00 pm-1:35 pm

2 stops18h 35m

Santo Domingo Las Americas

Mon 10/13

4:20 pm-9:32 am

2 stops18h 12m

$479

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Sun 12/14

7:00 am-4:14 pm

1 stop7h 14m

Punta Cana

Fri 12/19

3:28 pm-4:02 pm

1 stop26h 34m

$480

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 9/16

3:41 pm-11:10 am

2 stops18h 29m

Nassau Intl

Tue 9/23

2:09 pm-10:43 pm

1 stop9h 34m

$489

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 9/16

5:50 am-11:50 am

1 stop5h 00m

Nassau Intl

Tue 9/23

3:14 pm-8:37 pm

1 stop6h 23m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/25

Showing 1-10 of 31 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, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $254). Flying from Jackson, Mississippi to Caribbean Islands in June is currently the most expensive (average of $339). 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 August 27, 2025.

When flying from Jackson, Mississippi to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 27, 2025.
Get a feel of what it's like to fly with Delta 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
7,977 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $495, United Airlines can have you in Caribbean Islands from Jackson, Mississippi in 5h. The distance from Jackson, Mississippi to Caribbean Islands is about 913 mi. This flight may include one or multiple stops.

  • 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 - Simpson Bay Princess Juliana, Jackson-Evers Intl - San Juan Luis Munoz Marin Intl and Jackson-Evers Intl - Montego Bay Sangster Intl.

  • 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, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $254). Flying from Jackson, Mississippi to Caribbean Islands in June is currently the most expensive (average of $339). 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

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Alternative routes for Jackson to Caribbean Islands

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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 August 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$605FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$664FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$580FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$429Average$483FlexibilityNo cancel feeOn-time63%

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