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Caribbean Islands

$355+ Cheap flights from Jackson, MS (JAN) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Jun 22 — Jun 291
Sun 6/22
Sun 6/29
1 adult, Economy
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Cheap flight deals from Jackson to Caribbean Islands

Keep the following information in mind while searching for Jackson to Caribbean Islands flight deals. Data was last updated June 17, 2025.

Round-trip from

$355
(Delta)

Popular in

August

Cheapest in

September

Average price

$580
From Jackson-Evers Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($14 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 June 2025
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Find flight deals from Jackson to Caribbean Islands

Cheapest flights from Jackson to Caribbean Islands
Explore the most affordable flight options available from Jackson to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 17, 2025.

This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 10/252:40 pmJAN - SJU
1 stop6h 41mDelta
Tue 10/285:30 pmSJU - JAN
1 stop6h 51mDelta
Deal found 6/16$355
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 10/256:08 pmJAN - SJU
2 stops16h 07mAmerican Airlines
Tue 10/2812:00 pmSJU - JAN
2 stops11h 26mAmerican Airlines
Deal found 6/15$365
This United Airlines deal was found by Cheapflights users on 6/16. 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 10/255:20 pmJAN - SJU
2 stops20h 20mUnited Airlines
Mon 10/271:05 amSJU - JAN
2 stops21h 54mUnited Airlines
Deal found 6/16$411
This American Airlines deal was found by Cheapflights users on 6/14. 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 8/306:40 pmJAN - NAS
2 stops17h 56mAmerican Airlines
Wed 9/32:09 pmNAS - JAN
1 stop9h 34mAmerican Airlines
Deal found 6/14$431
This Delta deal was found by Cheapflights users on 6/16. 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.
Sun 9/287:45 amJAN - NAS
1 stop4h 26mDelta
Sun 10/52:37 pmNAS - JAN
1 stop6h 28mDelta
Deal found 6/16$462
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 8/164:05 pmJAN - PLS
2 stops19h 40mAmerican Airlines
Tue 8/191:25 pmPLS - JAN
1 stop7h 54mAmerican Airlines
Deal found 6/15$513
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:40 amJAN - MBJ
1 stop4h 53mDelta
Thu 11/132:06 pmMBJ - JAN
1 stop10h 15mDelta
Deal found 6/14$515
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Mon 11/107:54 pmJAN - MBJ
2 stops15h 06mAmerican Airlines
Thu 11/134:05 pmMBJ - JAN
2 stops8h 44mAmerican Airlines
Deal found 6/14$519
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/318:00 pmJAN - PUJ
2 stops17h 59mAmerican Airlines
Thu 8/75:00 pmPUJ - JAN
1 stop7h 56mAmerican Airlines
Deal found 6/16$527
This American Airlines deal was found by Cheapflights users on 6/14. 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 10/56:17 pmJAN - SXM
2 stops19h 53mAmerican Airlines
Fri 10/102:40 pmSXM - JAN
2 stops20h 15mAmerican Airlines
Deal found 6/14$534
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:50 amJAN - PLS
1 stop5h 45mDelta
Tue 8/192:00 pmPLS - JAN
1 stop7h 37mDelta
Deal found 6/15$534
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/195:00 pmJAN - SDQ
2 stops15h 13mAmerican Airlines
Mon 6/237:10 pmSDQ - JAN
2 stops16h 11mAmerican Airlines
Deal found 6/16$539

Cheapflights Fare Finder

Customize your flight search to find flights from Jackson to Caribbean Islands 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 June 17, 2025.
Use the filters below to find and compare flights from Jackson to Caribbean Islands that are best for you.

Fly from

Jackson

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 10/25

2:40 pm-10:21 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Tue 10/28

5:30 pm-11:21 pm

1 stop6h 51m

$355

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 10/25

6:08 pm-11:15 am

2 stops16h 07m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:55 pm-12:01 am

2 stops11h 06m

$365

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Sat 10/25

5:20 pm-2:40 pm

2 stops20h 20m

San Juan Luis Munoz Marin Intl

Mon 10/27

1:05 am-9:59 pm

2 stops21h 54m

$411

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Sat 8/30

6:40 pm-1:36 pm

2 stops17h 56m

Nassau Intl

Wed 9/3

2:09 pm-10:43 pm

1 stop9h 34m

$431

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Sun 9/28

7:45 am-1:11 pm

1 stop4h 26m

Nassau Intl

Sun 10/5

2:37 pm-8:05 pm

1 stop6h 28m

$462

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Sat 8/16

4:05 pm-12:45 pm

2 stops19h 40m

Providenciales

Tue 8/19

1:25 pm-8:19 pm

1 stop7h 54m

$513

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Thu 7/31

8:00 pm-2:59 pm

2 stops17h 59m

Punta Cana

Thu 8/7

5:00 pm-11:56 pm

1 stop7h 56m

$527

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Sat 8/16

5:50 am-12:35 pm

1 stop5h 45m

Providenciales

Tue 8/19

2:00 pm-8:37 pm

1 stop7h 37m

$534

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 10/5

6:17 pm-3:10 pm

2 stops19h 53m

Simpson Bay Princess Juliana

Fri 10/10

2:40 pm-9:55 am

2 stops20h 15m

$534

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Wed 9/24

5:45 am-1:50 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Mon 9/29

3:15 pm-11:21 pm

1 stop9h 06m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 23 results
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Best time to book a flight from Jackson to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Jackson, Mississippi to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $254). Flying from Jackson, Mississippi to Caribbean Islands 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 EPX?

Find hourly flight availability from Jackson to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 17, 2025.

When flying from Jackson, Mississippi to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 17, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Jackson to Caribbean Islands have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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.
WestJet
7.2
Good
2,874 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

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 Islands. 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 Islands?

    Most people fly from Jackson-Evers Intl (JAN) if they book a flight from Jackson to Caribbean Islands. Jackson-Evers Intl is conveniently located just 6.3 mi from Jackson’s city center.

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

    The most popular flight routes from Jackson, Mississippi to Caribbean Islands are Jackson-Evers Intl - Montego Bay Sangster Intl, Jackson-Evers Intl - Nassau Intl and Jackson-Evers Intl - San Juan Luis Munoz Marin Intl.

  • Can I find deals for flights from Jackson to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Jackson to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jackson to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Caribbean Islands.

  • Can I find deals for business class flights from Jackson to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Jackson to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Caribbean Islands (average of $254). Flying from Jackson, Mississippi to Caribbean Islands 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 Islands

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Top 3 airlines flying from Jackson to Caribbean Islands

Discover the top 3 airlines that operate flights from Jackson to Caribbean Islands. 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 June 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$711FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$632FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$429Average$483FlexibilityNo cancel feeOn-time63%

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