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Caribbean

$310+ 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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$345
(Delta)

One-way from

$310
(American Airlines)

Popular in

May

Cheapest in

September

Average price

$434
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 ($157 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 September 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 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 10/287:05 amSJU - JAN
2 stops11h 16mAmerican Airlines
Deal found 9/14$405
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/57:55 pmJAN - SJU
1 stop17h 25mAmerican Airlines
Wed 10/84:45 pmSJU - JAN
1 stop7h 25mAmerican Airlines
Deal found 9/14$445
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:39 amJAN - NAS
1 stop6h 54mAmerican Airlines
Wed 11/512:13 pmNAS - JAN
1 stop10h 43mAmerican Airlines
Deal found 9/14$490
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/295:05 pmJAN - PUJ
2 stops17h 54mUnited Airlines
Wed 11/55:20 pmPUJ - JAN
2 stops20h 02mUnited Airlines
Deal found 9/14$504
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/145:15 pmJAN - PUJ
2 stops17h 44mUnited Airlines
Fri 12/193:28 pmPUJ - JAN
1 stop26h 34mUnited Airlines
Deal found 9/15$506
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:08 amJAN - PUJ
1 stop6h 21mAmerican Airlines
Wed 11/55:24 pmPUJ - JAN
1 stop23h 11mAmerican Airlines
Deal found 9/14$507
This Delta deal was found by Cheapflights users on 9/16. 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 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 9/302:50 pmSDQ - JAN
1 stop9h 27mDelta
Deal found 9/16$515
This American Airlines deal was found by Cheapflights users on 9/14. 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 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 9/3012:15 pmSDQ - JAN
2 stops11h 16mAmerican Airlines
Deal found 9/14$519
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/257:00 amJAN - SJU
1 stop7h 42mUnited Airlines
Mon 10/271:05 amSJU - JAN
2 stops19h 36mUnited Airlines
Deal found 9/16$519
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/307:00 amJAN - SJU
1 stop7h 42mUnited Airlines
Sat 10/47:00 amSJU - JAN
1 stop7h 29mUnited Airlines
Deal found 9/15$525
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/236:00 pmJAN - SDQ
2 stops20h 20mAmerican Airlines
Mon 9/297:00 amSDQ - JAN
2 stops16h 31mAmerican Airlines
Deal found 9/15$529
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/36:00 amJAN - PUJ
1 stop8h 24mAmerican Airlines
Mon 11/105:24 pmPUJ - JAN
2 stops17h 20mAmerican Airlines
Deal found 9/15$530

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 September 16, 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

Tue 3/3

9:15 am-5:12 pm

1 stop5h 57m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:17 pm-11:23 pm

1 stop7h 06m

$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

7:05 am-8:37 pm

2 stops14h 32m

$405

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Fri 11/7

11:50 am-12:35 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:40 am-3:05 pm

2 stops10h 25m

$430

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sun 10/5

4:33 pm-11:06 am

2 stops17h 33m

San Juan Luis Munoz Marin Intl

Wed 10/8

4:45 pm-11:10 pm

1 stop7h 25m

$445

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Tue 3/3

5:45 am-4:44 pm

1 stop8h 59m

Punta Cana

Tue 3/10

5:15 pm-11:37 pm

1 stop7h 22m

$473

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Wed 10/29

6:39 am-2:33 pm

1 stop6h 54m

Nassau Intl

Wed 11/5

12:13 pm-9:56 pm

1 stop10h 43m

$490

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Wed 10/29

5:05 pm-11:59 am

2 stops17h 54m

Punta Cana

Wed 11/5

5:20 pm-11:22 am

2 stops20h 02m

$504

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Wed 10/29

6:39 am-3:29 pm

1 stop7h 50m

Punta Cana

Wed 11/5

5:24 pm-8:45 am

2 stops17h 21m

$504

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Sun 12/14

5:15 pm-12:59 pm

2 stops17h 44m

Punta Cana

Fri 12/19

3:28 pm-4:02 pm

1 stop26h 34m

$506

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Mon 11/3

6:00 am-4:24 pm

1 stop8h 24m

Punta Cana

Mon 11/10

5:24 pm-8:44 am

2 stops17h 20m

$530

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 32 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 September 16, 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 September 16, 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
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $345, Delta can have you in Caribbean from Jackson, Mississippi in 5h 57m. 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?

    Most travelers choose Jackson-Evers Intl - San Juan Luis Munoz Marin Intl, Jackson-Evers Intl - Simpson Bay Princess Juliana or Jackson-Evers Intl - Montego Bay Sangster Intl 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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Alternative routes for Jackson to Caribbean

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$620FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$668FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$580FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$429Average$483FlexibilityNo cancel feeOn-time63%

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