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$342+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
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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 December 3, 2025.

This American Airlines deal was found by Cheapflights users on 12/1. 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 stop17h 03mAmerican Airlines
Fri 12/268:25 amSJU - JAN
1 stop11h 26mAmerican Airlines
Deal found 12/1$505
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/1412:05 pmJAN - SJU
1 stop7h 21mUnited Airlines
Fri 12/267:45 amSJU - JAN
1 stop7h 41mUnited Airlines
Deal found 12/2$555
This Delta deal was found by Cheapflights users on 12/1. 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.
Sun 12/216:00 amJAN - NAS
1 stop8h 03mDelta
Fri 12/268:10 amNAS - JAN
1 stop6h 13mDelta
Deal found 12/1$564
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/179:05 amJAN - SJU
2 stops13h 31mUnited Airlines
Sun 12/217:45 amSJU - JAN
1 stop7h 41mUnited Airlines
Deal found 12/1$584
This American Airlines deal was found by Cheapflights users on 12/1. 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 - SJU
1 stop14h 09mAmerican Airlines
Sat 12/201:30 amSJU - JAN
1 stop9h 00mAmerican Airlines
Deal found 12/1$605
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/217:50 pmJAN - NAS
2 stops15h 22mAmerican Airlines
Fri 12/265:15 pmNAS - JAN
1 stop7h 57mAmerican Airlines
Deal found 12/2$614
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/2112:01 pmJAN - SJU
1 stop7h 25mUnited Airlines
Thu 12/257:45 amSJU - JAN
1 stop7h 41mUnited Airlines
Deal found 12/2$620
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/67:00 amJAN - NAS
1 stop5h 33mUnited Airlines
Mon 12/82:35 pmNAS - JAN
1 stop8h 21mUnited Airlines
Deal found 12/2$705
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/66:31 pmJAN - NAS
2 stops14h 48mAmerican Airlines
Mon 12/811:09 amNAS - JAN
2 stops11h 43mAmerican Airlines
Deal found 12/2$709
This United Airlines deal was found by Cheapflights users on 12/1. 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.
Fri 12/267:00 amJAN - MBJ
1 stop6h 00mUnited Airlines
Mon 12/293:20 pmMBJ - JAN
1 stop23h 06mUnited Airlines
Deal found 12/1$719
This Southwest deal was found by Cheapflights users on 12/2. 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.
Sun 12/2111:40 amJAN - SJU
2 stops12h 00mSouthwest
Thu 12/256:40 amSJU - JAN
1 stop13h 00mSouthwest
Deal found 12/2$730
This American Airlines deal was found by Cheapflights users on 11/30. 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 12/307:40 pmJAN - SDQ
2 stops18h 09mAmerican Airlines
Tue 1/66:00 amSDQ - JAN
2 stops17h 56mAmerican Airlines
Deal found 11/30$742

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 December 3, 2025.

Round-trip from

$345
(United Airlines)

One-way from

$342
(United Airlines)

Popular in

May

Cheapest in

September

Average price

$468
From Jackson-Evers Intl to Caribbean
Search Deals
One-way flight from Jackson-Evers Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 3, 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 1/27

12:01 pm-9:26 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:05 am-1:22 pm

2 stops13h 17m

$435

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 1/27

9:28 am-5:17 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Fri 1/30

3:55 pm-8:15 pm

1 stop6h 20m

$455

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Sun 1/25

5:32 am-4:41 pm

1 stop9h 09m

Punta Cana

Wed 1/28

2:55 pm-8:41 am

2 stops19h 46m

$478

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Sat 1/17

5:14 pm-12:21 pm

2 stops17h 07m

Santo Domingo Las Americas

Sat 1/24

6:00 am-10:54 pm

2 stops18h 54m

$482

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 2/10

5:14 pm-10:48 am

2 stops15h 34m

San Juan Luis Munoz Marin Intl

Tue 2/17

7:00 am-3:54 pm

2 stops10h 54m

$485

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Mon 5/18

4:40 pm-10:00 am

1 stop16h 20m

Providenciales

Fri 5/22

3:55 pm-8:38 am

1 stop17h 43m

$494

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Wed 3/4

2:03 pm-4:00 pm

2 stops24h 57m

Providenciales

Mon 3/9

3:01 pm-11:13 am

2 stops21h 12m

$516

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Tue 1/20

5:32 am-2:25 pm

1 stop7h 53m

Providenciales

Fri 1/23

2:15 pm-8:15 pm

1 stop7h 00m

$529

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Sat 1/31

5:14 pm-11:41 am

2 stops17h 27m

Providenciales

Wed 2/4

12:52 pm-11:45 pm

1 stop11h 53m

$534

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Mon 2/9

5:32 am-2:55 pm

1 stop7h 23m

Simpson Bay Princess Juliana

Wed 2/11

4:20 pm-10:10 am

2 stops19h 50m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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, December is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $212). Flying from Jackson, Mississippi to Caribbean in November is currently the most expensive (average of $535). 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 December 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Jackson, Mississippi to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 37% on your trip compared to booking a flight at noon.

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 December 3, 2025.
See what other customers who have flown with Delta, United Airlines, and American 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.
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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.
Delta
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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.
United Airlines
7.4
Good
9,063 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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.
American Airlines
7.2
Good
11,045 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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 $435, United Airlines can have you in Caribbean from Jackson, Mississippi in 7h 25m. 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 - Castries Hewanorra 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, December is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean (average of $212). Flying from Jackson, Mississippi to Caribbean in November is currently the most expensive (average of $535). 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 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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$638FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$684FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$551FlexibilityNo cancel feeOn-time69%

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