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$173+ Cheap flights from Jackson, MS (JAN) 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Jackson to Caribbean

Keep the following information in mind while searching for Jackson to Caribbean flight deals. Data was last updated August 20, 2025.

Round-trip from

$385
(American Airlines)

One-way from

$173
(Delta)

Popular in

May

Cheapest in

October

Average price

$563
From Jackson-Evers Intl to Caribbean
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One-way flight from Jackson-Evers Intl to Caribbean
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Highest demand for flights based on searches. 22% potential increase in price ($158 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

Cheapest flights from Jackson to Caribbean
Explore the most affordable flight options available from Jackson to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/18. 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 10/56:18 pmJAN - SJU
2 stops17h 26mAmerican Airlines
Wed 10/83:34 pmSJU - JAN
1 stop18h 09mAmerican Airlines
Deal found 8/18$385
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/2511:01 amJAN - SJU
1 stop11h 53mAmerican Airlines
Tue 10/283:34 pmSJU - JAN
1 stop7h 57mAmerican Airlines
Deal found 8/18$390
This United Airlines deal was found by Cheapflights users on 8/18. 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 12/97:00 amJAN - NAS
1 stop5h 33mUnited Airlines
Sun 12/142:35 pmNAS - JAN
1 stop6h 06mUnited Airlines
Deal found 8/18$452
This Delta deal was found by Cheapflights users on 8/18. 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.
Mon 10/277:15 amJAN - NAS
1 stop5h 34mDelta
Fri 10/311:16 pmNAS - JAN
1 stop10h 34mDelta
Deal found 8/18$456
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/276:43 pmJAN - NAS
2 stops14h 22mAmerican Airlines
Fri 10/317:45 amNAS - JAN
2 stops8h 07mAmerican Airlines
Deal found 8/18$460
This American Airlines deal was found by Cheapflights users on 8/18. 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 12/94:46 pmJAN - NAS
2 stops15h 59mAmerican Airlines
Sun 12/1412:19 pmNAS - JAN
1 stop10h 55mAmerican Airlines
Deal found 8/18$461
This United Airlines deal was found by Cheapflights users on 8/19. 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
2 stops15h 57mUnited Airlines
Mon 10/271:05 amSJU - JAN
2 stops13h 17mUnited Airlines
Deal found 8/19$465
This Delta deal was found by Cheapflights users on 8/18. 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
2 stops11h 09mDelta
Tue 9/306:03 amSDQ - JAN
2 stops12h 32mDelta
Deal found 8/18$469
This Delta deal was found by Cheapflights users on 8/18. 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.
Mon 12/295:50 amJAN - NAS
1 stop6h 23mDelta
Wed 12/313:53 pmNAS - JAN
1 stop8h 04mDelta
Deal found 8/18$480
This Delta deal was found by Cheapflights users on 8/20. 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 stop6h 59mDelta
Tue 9/233:14 pmNAS - JAN
1 stop9h 03mDelta
Deal found 8/20$485
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/166:00 pmJAN - NAS
2 stops16h 10mAmerican Airlines
Tue 9/232:09 pmNAS - JAN
1 stop9h 34mAmerican Airlines
Deal found 8/18$489
This American Airlines deal was found by Cheapflights users on 8/18. 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 12/245:24 amJAN - NAS
1 stop5h 06mAmerican Airlines
Tue 1/612:26 pmNAS - JAN
1 stop10h 38mAmerican Airlines
Deal found 8/18$518

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson 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 August 20, 2025.
Use the filters below to find and compare flights from Jackson to Caribbean that are best for you.

Fly from

Jackson

Fly to

Caribbean

Route

Depart

Return

Price

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sun 10/5

6:18 pm-12:44 pm

2 stops17h 26m

San Juan Luis Munoz Marin Intl

Wed 10/8

3:34 pm-8:43 am

1 stop18h 09m

$385

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 10/25

11:01 am-11:54 pm

1 stop11h 53m

San Juan Luis Munoz Marin Intl

Tue 10/28

3:34 pm-10:31 pm

1 stop7h 57m

$390

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 12/9

7:00 am-1:33 pm

1 stop5h 33m

Nassau Intl

Sun 12/14

2:35 pm-7:41 pm

1 stop6h 06m

$452

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Wed 12/24

6:15 am-9:47 pm

1 stop14h 32m

Nassau Intl

Wed 12/31

3:53 pm-10:57 pm

1 stop8h 04m

$456

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Mon 10/27

7:15 am-1:49 pm

1 stop5h 34m

Nassau Intl

Fri 10/31

1:16 pm-10:50 pm

1 stop10h 34m

$456

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Wed 12/24

6:15 am-9:47 pm

1 stop14h 32m

Nassau Intl

Tue 1/6

1:09 pm-8:38 am

2 stops20h 29m

$460

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Mon 10/27

6:43 pm-10:05 am

2 stops14h 22m

Nassau Intl

Fri 10/31

7:45 am-2:52 pm

2 stops8h 07m

$460

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Mon 12/29

5:50 am-9:47 pm

1 stop14h 57m

Nassau Intl

Tue 1/6

1:09 pm-8:38 am

2 stops20h 29m

$460

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 12/9

4:46 pm-9:45 am

2 stops15h 59m

Nassau Intl

Sun 12/14

12:19 pm-10:14 pm

1 stop10h 55m

$461

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Tue 9/23

5:50 am-5:59 pm

2 stops11h 09m

Santo Domingo Las Americas

Tue 9/30

6:03 am-5:35 pm

2 stops12h 32m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 35 results
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Best time to book a flight from Jackson to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $254). Flying from Jackson, Mississippi to Caribbean 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 CB?

Find hourly flight availability from Jackson to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

When flying from Jackson, Mississippi to Caribbean, 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

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 August 20, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Jackson to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

    If you book a flight to Caribbean from Jackson, you will be flying from Jackson-Evers Intl, which is the city’s only airport. Jackson-Evers Intl (JAN) is located 6.3 mi from the center of Jackson.

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

    For as low as $452, American Airlines can have you in Caribbean from Jackson, Mississippi in 5h 33m. There are 913 mi between Jackson, Mississippi and Caribbean. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose Jackson-Evers Intl - Montego Bay Sangster Intl, Jackson-Evers Intl - San Juan Luis Munoz Marin Intl or Jackson-Evers Intl - Simpson Bay Princess Juliana when deciding on the best route from Jackson, Mississippi to Caribbean.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $254). Flying from Jackson, Mississippi to Caribbean 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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Top 4 airlines flying from Jackson to Caribbean

Discover the top 4 airlines that operate flights from Jackson 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$636FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$681FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$580FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$429Average$483FlexibilityNo cancel feeOn-time63%

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