Caribbean

$187+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Apr 21 — Apr 281
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Cheap 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 March 22, 2026.

This American Airlines deal was found by Cheapflights users on 3/17. 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 5/18:02 pm
JAN
-
MBJ
1 stop17h 08m
American Airlines
Fri 5/812:25 pm
MBJ
-
JAN
1 stop11h 34m
American Airlines
Deal found 3/17$352
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
JAN
-
SJU
1 stop8h 35m
Southwest
Wed 5/68:10 am
SJU
-
JAN
2 stops13h 10m
Southwest
Deal found 3/19$428
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/2811:48 am
JAN
-
SJU
1 stop7h 50m
United Airlines
Tue 4/281:00 am
SJU
-
JAN
2 stops13h 23m
United Airlines
Deal found 3/17$433
This American Airlines deal was found by Cheapflights users on 3/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:21 pm
JAN
-
SJU
1 stop18h 41m
American Airlines
Mon 8/248:00 am
SJU
-
JAN
1 stop17h 01m
American Airlines
Deal found 3/20$436
This American Airlines deal was found by Cheapflights users on 3/22. 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 8/195:45 am
JAN
-
SJU
2 stops11h 30m
American Airlines
Mon 8/243:50 pm
SJU
-
JAN
1 stop6h 33m
American Airlines
Deal found 3/22$441
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:39 pm
JAN
-
SJU
2 stops15h 14m
American Airlines
Tue 5/197:25 am
SJU
-
JAN
1 stop16h 45m
American Airlines
Deal found 3/19$446
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:39 pm
JAN
-
SJU
2 stops15h 14m
American Airlines
Fri 4/243:34 pm
SJU
-
JAN
1 stop18h 29m
American Airlines
Deal found 3/19$456
This American Airlines deal was found by Cheapflights users on 3/17. 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 11/66:03 pm
JAN
-
SJU
2 stops16h 02m
American Airlines
Fri 11/136:44 am
SJU
-
JAN
1 stop9h 11m
American Airlines
Deal found 3/17$471
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:14 am
JAN
-
MBJ
1 stop7h 03m
American Airlines
Sat 9/2612:47 pm
MBJ
-
JAN
1 stop10h 39m
American Airlines
Deal found 3/19$479
This American Airlines deal was found by Cheapflights users on 3/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:00 am
JAN
-
MBJ
1 stop9h 14m
American Airlines
Wed 7/225:17 pm
MBJ
-
JAN
2 stops18h 36m
American Airlines
Deal found 3/20$484
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:39 pm
JAN
-
SJU
1 stop15h 09m
American Airlines
Wed 5/66:45 am
SJU
-
JAN
1 stop13h 47m
American Airlines
Deal found 3/19$487
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:00 pm
JAN
-
SJU
2 stops9h 40m
Southwest
Sun 5/106:25 am
SJU
-
JAN
2 stops14h 15m
Southwest
Deal found 3/18$492

Find flight deals from Jackson to Caribbean

Keep the following information in mind while searching for Jackson to Caribbean flight deals. Data was last updated March 22, 2026.

Round-trip from

$352
(American Airlines)

One-way from

$187
(American Airlines)

Popular in

May

Cheapest in

February

Average price

$726
From Jackson-Evers Intl to Caribbean
One-way flight from Jackson-Evers Intl to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 22, 2026.
Use the filters below to find and compare flights from Jackson to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 5/2

6:00 am-7:05 pm

2 stops12h 05m

San Juan Luis Munoz Marin Intl

Wed 5/6

5:35 am-5:30 pm

2 stops12h 55m

$428

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Fri 4/17

8:02 pm-2:42 pm

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Fri 4/24

3:34 pm-9:03 am

1 stop18h 29m

$456

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Wed 8/19

5:45 am-6:15 pm

2 stops11h 30m

San Juan Luis Munoz Marin Intl

Mon 8/24

10:32 am-9:23 pm

2 stops11h 51m

$466

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 4/28

11:48 am-8:38 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:00 am-1:23 pm

1 stop7h 23m

$472

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Fri 7/17

9:14 am-4:14 pm

1 stop7h 00m

Montego Bay Sangster Intl

Wed 7/22

5:17 pm-11:53 am

2 stops18h 36m

$484

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Wed 5/6

1:00 pm-11:40 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Sun 5/10

6:25 am-7:40 pm

2 stops14h 15m

$492

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Thu 7/16

7:30 pm-4:14 pm

1 stop20h 44m

Montego Bay Sangster Intl

Mon 7/20

5:17 pm-11:53 am

2 stops18h 36m

$492

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Fri 7/24

11:25 am-12:05 am

2 stops11h 40m

San Juan Luis Munoz Marin Intl

Mon 8/3

11:35 am-9:55 pm

2 stops11h 20m

$506

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Thu 5/14

9:34 am-4:33 pm

1 stop5h 59m

San Juan Luis Munoz Marin Intl

Sun 5/17

7:30 am-4:16 pm

1 stop9h 46m

$526

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 5/12

1:00 pm-11:40 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Sun 5/17

6:25 am-7:40 pm

2 stops14h 15m

$532

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 38 resultsSorted by cheapest first
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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, March is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $330). Flying from Jackson, Mississippi to Caribbean in November is currently the most expensive (average of $596). 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 March 22, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $472, Southwest can have you in Caribbean from Jackson, Mississippi in 7h 50m. There are 1774 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?

  • 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, March is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $330). Flying from Jackson, Mississippi to Caribbean in November is currently the most expensive (average of $596). 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

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Jackson to Caribbean

Discover the top 3 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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$631FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$361Average$517FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$406Average$681FlexibilityNo cancel feeOn-time71%

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