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$312+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$345
(Delta)

One-way from

$312
(American Airlines)

Popular in

August

Cheapest in

September

Average price

$570
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. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Delta deal was found by Cheapflights users on 7/1. 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.
Tue 10/75:45 amJAN - SJU
1 stop9h 33mDelta
Sat 10/115:30 pmSJU - JAN
1 stop6h 51mDelta
Deal found 7/1$345
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Mon 9/2212:03 pmJAN - SJU
2 stops10h 34mAmerican Airlines
Fri 9/264:43 pmSJU - JAN
1 stop7h 00mAmerican Airlines
Deal found 7/2$365
This United Airlines deal was found by Cheapflights users on 7/1. 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 12/57:00 amJAN - SJU
2 stops13h 22mUnited Airlines
Sat 12/68:30 amSJU - JAN
2 stops14h 48mUnited Airlines
Deal found 7/1$415
This Southwest deal was found by Cheapflights users on 7/2. 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.
Mon 9/222:10 pmJAN - SJU
1 stop8h 20mSouthwest
Fri 9/265:50 amSJU - JAN
1 stop13h 10mSouthwest
Deal found 7/2$420
This American Airlines deal was found by Cheapflights users on 7/3. 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 8/306:40 pmJAN - NAS
2 stops14h 00mAmerican Airlines
Wed 9/312:07 pmNAS - JAN
2 stops11h 36mAmerican Airlines
Deal found 7/3$460
This Delta deal was found by Cheapflights users on 7/3. 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 7/3$465
This Delta deal was found by Cheapflights users on 7/1. 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.
Mon 12/17:45 amJAN - NAS
1 stop4h 26mDelta
Sun 12/72:36 pmNAS - JAN
1 stop6h 29mDelta
Deal found 7/1$481
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 10/245:10 amJAN - PUJ
1 stop9h 35mAmerican Airlines
Thu 10/304:55 pmPUJ - JAN
1 stop8h 14mAmerican Airlines
Deal found 7/2$496
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 10/245:20 pmJAN - PUJ
2 stops21h 05mUnited Airlines
Fri 10/314:20 pmPUJ - JAN
2 stops20h 02mUnited Airlines
Deal found 7/2$500
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 11/16:43 pmJAN - MBJ
1 stop15h 27mAmerican Airlines
Tue 11/44:10 pmMBJ - JAN
1 stop6h 56mAmerican Airlines
Deal found 7/1$515
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 11/67:54 pmJAN - PLS
2 stops17h 16mAmerican Airlines
Mon 11/103:40 pmPLS - JAN
1 stop6h 49mAmerican Airlines
Deal found 7/2$528
This American Airlines deal was found by Cheapflights users on 7/3. 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 10/54:33 pmJAN - SXM
2 stops20h 01mAmerican Airlines
Fri 10/104:25 pmSXM - JAN
2 stops21h 14mAmerican Airlines
Deal found 7/3$534

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 July 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 10/7

5:45 am-4:18 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:30 pm-11:21 pm

1 stop6h 51m

$345

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Mon 9/22

12:03 pm-11:37 pm

2 stops10h 34m

San Juan Luis Munoz Marin Intl

Fri 9/26

4:43 pm-10:43 pm

1 stop7h 00m

$365

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Fri 12/5

7:00 am-10:22 pm

2 stops13h 22m

San Juan Luis Munoz Marin Intl

Sat 12/6

7:45 am-3:53 pm

1 stop10h 08m

$415

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Mon 9/22

2:10 pm-11:30 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Fri 9/26

5:50 am-6:00 pm

1 stop13h 10m

$420

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Sat 8/30

3:52 pm-9:40 am

2 stops16h 48m

Nassau Intl

Wed 9/3

2:09 pm-10:43 pm

1 stop9h 34m

$460

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Tue 9/23

5:50 am-1:24 pm

1 stop6h 34m

Santo Domingo Las Americas

Tue 9/30

2:50 pm-11:17 pm

1 stop9h 27m

$465

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Sat 11/1

6:43 pm-10:10 am

1 stop15h 27m

Montego Bay Sangster Intl

Tue 11/4

4:10 pm-10:06 pm

1 stop6h 56m

$515

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Sat 8/16

6:40 pm-3:05 pm

2 stops19h 25m

Punta Cana

Sat 8/23

1:50 pm-8:38 am

2 stops19h 48m

$527

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Thu 11/6

7:54 pm-2:10 pm

2 stops17h 16m

Providenciales

Mon 11/10

3:40 pm-9:29 pm

1 stop6h 49m

$528

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 10/5

4:33 pm-1:34 pm

2 stops20h 01m

Simpson Bay Princess Juliana

Fri 10/10

4:25 pm-12:39 pm

2 stops21h 14m

$534

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 22 results
1
2
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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 July 3, 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 July 3, 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
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,845 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    Most travelers choose Jackson-Evers Intl - Montego Bay Sangster Intl, Jackson-Evers Intl - Simpson Bay Princess Juliana or Jackson-Evers Intl - Nassau 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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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$712FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$666FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$551FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$429Average$483FlexibilityNo cancel feeOn-time63%

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