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$244+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Round-trip from

$448
(United Airlines)

One-way from

$244
(Southwest)

Popular in

May

Cheapest in

September

Average price

$758
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. 18% potential increase in price ($134 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 April 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 April 29, 2025.

This United Airlines deal was found by Cheapflights users on 4/28. 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 6/412:04 pmJAN - SJU
1 stop7h 34mUnited Airlines
Thu 6/122:05 amSJU - JAN
1 stop10h 24mUnited Airlines
Deal found 4/28$448
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/244:33 pmJAN - SJU
1 stop11h 33mAmerican Airlines
Mon 6/3012:59 amSJU - JAN
1 stop12h 20mAmerican Airlines
Deal found 4/29$465
This Delta deal was found by Cheapflights users on 4/29. 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 6/245:50 amJAN - PLS
1 stop5h 55mDelta
Tue 7/12:10 pmPLS - JAN
1 stop10h 24mDelta
Deal found 4/29$499
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/245:20 amJAN - PLS
1 stop6h 05mAmerican Airlines
Tue 7/111:30 amPLS - JAN
2 stops12h 01mAmerican Airlines
Deal found 4/29$503
This American Airlines deal was found by Cheapflights users on 4/29. 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 - MBJ
2 stops18h 50mAmerican Airlines
Thu 9/410:35 amMBJ - JAN
2 stops11h 23mAmerican Airlines
Deal found 4/29$509
This American Airlines deal was found by Cheapflights users on 4/29. 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 10/56:13 pmJAN - SXM
2 stops19h 57mAmerican Airlines
Fri 10/104:10 pmSXM - JAN
2 stops20h 53mAmerican Airlines
Deal found 4/29$524
This Southwest deal was found by Cheapflights users on 4/29. 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 5/142:25 pmJAN - SJU
2 stops8h 30mSouthwest
Sun 5/189:55 pmSJU - JAN
2 stops14h 40mSouthwest
Deal found 4/29$540
This Delta deal was found by Cheapflights users on 4/29. 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 7/285:50 amJAN - SXM
1 stop7h 06mDelta
Sat 8/23:21 pmSXM - JAN
1 stop9h 10mDelta
Deal found 4/29$544
This American Airlines deal was found by Cheapflights users on 4/28. 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 8/173:52 pmJAN - UVF
2 stops21h 23mAmerican Airlines
Tue 8/263:20 pmUVF - JAN
2 stops18h 16mAmerican Airlines
Deal found 4/28$554
This United Airlines deal was found by Cheapflights users on 4/29. 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 10/35:16 pmJAN - NAS
1 stop19h 34mUnited Airlines
Fri 10/102:33 pmNAS - JAN
2 stops21h 44mUnited Airlines
Deal found 4/29$560
This American Airlines deal was found by Cheapflights users on 4/29. 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 10/36:54 pmJAN - NAS
1 stop17h 31mAmerican Airlines
Fri 10/102:40 pmNAS - JAN
1 stop10h 21mAmerican Airlines
Deal found 4/29$585
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/277:00 amJAN - PLS
1 stop6h 25mUnited Airlines
Mon 6/23:30 pmPLS - JAN
1 stop7h 19mUnited Airlines
Deal found 4/29$603

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 April 29, 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

Wed 6/4

12:04 pm-8:38 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Thu 6/12

2:05 am-11:29 am

1 stop10h 24m

$448

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 6/24

4:33 pm-5:06 am

1 stop11h 33m

San Juan Luis Munoz Marin Intl

Mon 6/30

12:59 am-12:19 pm

1 stop12h 20m

$465

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Tue 6/24

5:50 am-12:45 pm

1 stop5h 55m

Providenciales

Tue 7/1

2:10 pm-11:34 pm

1 stop10h 24m

$499

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Tue 6/24

5:20 am-12:25 pm

1 stop6h 05m

Providenciales

Tue 7/1

11:30 am-10:31 pm

2 stops12h 01m

$503

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Sat 8/30

6:40 pm-1:30 pm

2 stops18h 50m

Montego Bay Sangster Intl

Thu 9/4

10:35 am-9:58 pm

2 stops11h 23m

$509

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 10/5

6:13 pm-3:10 pm

2 stops19h 57m

Simpson Bay Princess Juliana

Fri 10/10

4:10 pm-12:03 pm

2 stops20h 53m

$524

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Wed 5/14

2:25 pm-11:55 pm

2 stops8h 30m

San Juan Luis Munoz Marin Intl

Sun 5/18

9:55 pm-11:35 am

2 stops14h 40m

$540

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Mon 7/28

5:50 am-1:56 pm

1 stop7h 06m

Simpson Bay Princess Juliana

Sat 8/2

3:21 pm-11:31 pm

1 stop9h 10m

$544

JacksonCastries

JAN - UVF

JANUVF

Jackson-Evers Intl

Sun 8/17

3:52 pm-2:15 pm

2 stops21h 23m

Castries Hewanorra

Tue 8/26

3:20 pm-8:36 am

2 stops18h 16m

$554

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Fri 10/3

5:16 pm-1:50 pm

1 stop19h 34m

Nassau Intl

Fri 10/10

2:33 pm-11:17 am

2 stops21h 44m

$560

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 25 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 December is currently the most expensive (average of $336). 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 April 29, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 29, 2025.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 - Punta Cana 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 December is currently the most expensive (average of $336). 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$648FlexibilityNo cancel feeOn-time71%
DeltaCheapest$294Average$736FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$429Average$467FlexibilityNo cancel feeOn-time63%

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