Caribbean Islands

$155+ Cheap flights from Jackson, MS (JAN) to Caribbean Islands

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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Feb 25 — Mar 41
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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 February 20, 2025.

Round-trip from

$335
(Delta)

One-way from

$155
(Delta)

Popular in

June

Cheapest in

September

Average price

$483
From Jackson-Evers Intl to Caribbean Islands
One-way flight from Jackson-Evers Intl to Caribbean Islands
Highest demand for flights based on searches. 19% potential increase in price ($128 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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 4/19:20 amJAN - SJU
1 stop9h 50mDelta
Tue 4/83:34 pmSJU - JAN
1 stop8h 28mDelta
Deal found 2/20$335
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/15:05 amJAN - SJU
2 stops8h 35mAmerican Airlines
Tue 4/87:15 amSJU - JAN
1 stop9h 53mAmerican Airlines
Deal found 2/19$355
This Southwest deal was found by Cheapflights users on 2/19. 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.
Tue 3/41:25 pmJAN - SJU
1 stop9h 00mSouthwest
Tue 3/116:05 amSJU - JAN
1 stop13h 00mSouthwest
Deal found 2/19$415
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/27:05 amJAN - NAS
1 stop5h 35mAmerican Airlines
Tue 5/610:29 amNAS - JAN
1 stop6h 45mAmerican Airlines
Deal found 2/20$482
This American Airlines deal was found by Cheapflights users on 2/20. 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 8/306:52 pmJAN - MBJ
1 stop14h 23mAmerican Airlines
Thu 9/42:55 pmMBJ - JAN
1 stop8h 38mAmerican Airlines
Deal found 2/20$488
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/195:05 amJAN - PUJ
2 stops9h 08mAmerican Airlines
Wed 3/2612:00 pmPUJ - JAN
1 stop12h 50mAmerican Airlines
Deal found 2/19$493
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/295:03 amJAN - SXM
1 stop6h 57mAmerican Airlines
Tue 5/62:05 pmSXM - JAN
1 stop10h 51mAmerican Airlines
Deal found 2/20$529
This United Airlines deal was found by Cheapflights users on 2/18. 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 12/611:35 amJAN - SJU
1 stop7h 51mUnited Airlines
Sun 12/147:45 amSJU - JAN
1 stop7h 38mUnited Airlines
Deal found 2/18$532
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/195:11 pmJAN - AUA
2 stops21h 49mUnited Airlines
Wed 3/262:25 pmAUA - JAN
2 stops21h 55mUnited Airlines
Deal found 2/20$536
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 9/245:45 amJAN - SXM
1 stop7h 05mDelta
Mon 9/293:15 pmSXM - JAN
1 stop9h 04mDelta
Deal found 2/20$554
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/207:46 pmJAN - UVF
2 stops18h 04mAmerican Airlines
Thu 3/273:10 pmUVF - JAN
1 stop9h 40mAmerican Airlines
Deal found 2/20$566
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/195:05 amJAN - AUA
2 stops9h 40mAmerican Airlines
Wed 3/265:00 pmAUA - JAN
1 stop7h 50mAmerican Airlines
Deal found 2/20$570

Find flights from Jackson to Caribbean Islands within your budget

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 February 20, 2025.

Fly from

Jackson

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 4/1

9:20 am-8:10 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Tue 4/8

3:34 pm-11:02 pm

1 stop8h 28m

$335

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 4/1

5:05 am-2:40 pm

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Tue 4/8

7:15 am-4:08 pm

1 stop9h 53m

$355

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 3/4

1:25 pm-12:25 am

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Tue 3/11

6:05 am-6:05 pm

1 stop13h 00m

$415

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Fri 5/2

7:05 am-1:40 pm

1 stop5h 35m

Nassau Intl

Tue 5/6

10:29 am-4:14 pm

1 stop6h 45m

$482

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Wed 3/19

5:05 am-3:13 pm

2 stops9h 08m

Punta Cana

Wed 3/26

12:00 pm-11:50 pm

1 stop12h 50m

$493

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Sun 5/11

5:14 am-11:30 am

1 stop6h 16m

Montego Bay Sangster Intl

Wed 5/14

10:10 am-11:56 pm

1 stop13h 46m

$521

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Tue 4/29

5:03 am-1:00 pm

1 stop6h 57m

Simpson Bay Princess Juliana

Tue 5/6

2:05 pm-11:56 pm

1 stop10h 51m

$529

JacksonOranjestad

JAN - AUA

JANAUA

Jackson-Evers Intl

Wed 3/19

5:11 pm-4:00 pm

2 stops21h 49m

Oranjestad Reina Beatrix

Wed 3/26

2:25 pm-11:20 am

2 stops21h 55m

$536

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Fri 4/4

5:40 am-1:59 pm

1 stop7h 19m

Simpson Bay Princess Juliana

Tue 4/8

1:40 pm-11:02 pm

1 stop10h 22m

$562

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 4/1

11:59 am-8:38 pm

1 stop7h 39m

San Juan Luis Munoz Marin Intl

Mon 4/7

1:05 am-4:00 pm

2 stops15h 55m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 27 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.

Travel insights for flights from Jackson to Caribbean Islands

Get recent, data-driven insights about flights from Jackson to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 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.

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

8.0
Very good

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 cheapest airlines to fly from Jackson, Mississippi to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $155. American Airlines flights start at $158 while deals on United Airlines start at $372 one-way.

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

  • 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 March is currently the most expensive (average of $363). 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

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Jackson to Caribbean Islands

Discover the top 2 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$685FlexibilityNo cancel feeOn-time71%
DeltaCheapest$294Average$694FlexibilityNo cancel feeOn-timeN/A
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