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$243+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Nov 23 — Nov 301
Sun 11/23
Sun 11/30
1 adult, Economy
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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 October 24, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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 11/47:15 amJAN - SJU
1 stop8h 18mDelta
Fri 11/146:36 pmSJU - JAN
1 stop6h 27mDelta
Deal found 10/21$390
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/44:23 pmJAN - SJU
2 stops19h 20mAmerican Airlines
Fri 11/142:47 pmSJU - JAN
2 stops10h 48mAmerican Airlines
Deal found 10/21$485
This American Airlines deal was found by Cheapflights users on 10/22. 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 stops15h 35mAmerican Airlines
Sat 12/1312:07 pmNAS - JAN
2 stops11h 52mAmerican Airlines
Deal found 10/22$524
This Delta deal was found by Cheapflights users on 10/23. 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 10/2510:46 amJAN - SJU
1 stop10h 13mDelta
Tue 10/285:43 pmSJU - JAN
1 stop6h 07mDelta
Deal found 10/23$525
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/75:00 amJAN - MBJ
1 stop9h 53mAmerican Airlines
Sun 12/145:02 pmMBJ - JAN
1 stop8h 18mAmerican Airlines
Deal found 10/23$566
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/307:43 pmJAN - MBJ
2 stops17h 29mAmerican Airlines
Sun 12/75:02 pmMBJ - JAN
1 stop8h 18mAmerican Airlines
Deal found 10/22$576
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/79:15 amJAN - SJU
1 stop10h 20mAmerican Airlines
Sun 11/97:15 amSJU - JAN
1 stop17h 40mAmerican Airlines
Deal found 10/23$605
This United Airlines deal was found by Cheapflights users on 10/23. 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 10/259:05 amJAN - SJU
2 stops13h 52mUnited Airlines
Mon 10/271:05 amSJU - JAN
2 stops16h 00mUnited Airlines
Deal found 10/23$615
This United Airlines deal was found by Cheapflights users on 10/21. 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 11/412:00 pmJAN - SJU
1 stop7h 26mUnited Airlines
Thu 11/132:05 amSJU - JAN
2 stops13h 17mUnited Airlines
Deal found 10/21$621
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/207:43 pmJAN - MBJ
2 stops17h 29mAmerican Airlines
Mon 11/243:50 pmMBJ - JAN
1 stop8h 45mAmerican Airlines
Deal found 10/22$635
This American Airlines deal was found by Cheapflights users on 10/22. 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 10/256:43 pmJAN - SJU
2 stops15h 23mAmerican Airlines
Tue 10/2811:56 amSJU - JAN
2 stops12h 14mAmerican Airlines
Deal found 10/22$645
This Southwest deal was found by Cheapflights users on 10/22. 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 11/191:10 pmJAN - SJU
2 stops9h 25mSouthwest
Sat 11/222:35 pmSJU - JAN
2 stops9h 55mSouthwest
Deal found 10/22$655

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 October 24, 2025.

Round-trip from

$385
(American Airlines)

One-way from

$243
(Southwest)

Popular in

May

Cheapest in

September

Average price

$438
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. 21% potential increase in price ($153 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 October 2025
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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 October 24, 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 11/4

7:15 am-5:33 pm

1 stop8h 18m

San Juan Luis Munoz Marin Intl

Fri 11/14

6:36 pm-11:03 pm

1 stop6h 27m

$390

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 3/3

5:45 am-5:12 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:17 pm-11:23 pm

1 stop7h 06m

$435

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Tue 3/24

9:15 am-3:40 pm

1 stop5h 25m

Punta Cana

Wed 3/25

5:05 pm-11:23 pm

1 stop7h 18m

$474

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Tue 3/24

9:15 am-4:45 pm

1 stop6h 30m

Nassau Intl

Wed 3/25

6:10 pm-11:23 pm

1 stop6h 13m

$475

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 11/4

5:22 am-9:35 pm

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:47 pm-11:35 pm

2 stops10h 48m

$485

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Wed 2/18

5:45 am-5:05 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Mon 2/23

4:25 pm-8:34 am

1 stop18h 09m

$485

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Thu 2/5

7:45 am-4:45 pm

1 stop8h 00m

Nassau Intl

Mon 2/9

6:10 pm-11:23 pm

1 stop6h 13m

$507

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Thu 2/5

3:42 pm-11:14 am

2 stops18h 32m

Nassau Intl

Mon 2/9

2:00 pm-9:56 pm

1 stop8h 56m

$511

JacksonPuerto Plata

JAN - POP

JANPOP

Jackson-Evers Intl

Tue 3/31

7:45 am-2:15 pm

1 stop5h 30m

Puerto Plata La Union

Thu 4/2

3:35 pm-11:23 pm

1 stop8h 48m

$518

JacksonSanto Domingo

JAN - SDQ

JANSDQ

Jackson-Evers Intl

Tue 3/24

5:45 am-5:35 pm

2 stops10h 50m

Santo Domingo Las Americas

Thu 3/26

1:55 pm-11:27 am

2 stops22h 32m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 43 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 August is currently the most expensive (average of $484). 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 October 24, 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 30% 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 October 24, 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
4,236 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,982 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,995 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $390, Delta can have you in Caribbean from Jackson, Mississippi in 8h 18m. 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 cheapest airlines to fly from Jackson, Mississippi to Caribbean one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $243. Users have also found prices from $263 and $282 on United Airlines and American Airlines, respectively.

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

    Most travelers choose Jackson-Evers Intl - Montego Bay Sangster Intl, Jackson-Evers Intl - San Juan Luis Munoz Marin Intl 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, 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 August is currently the most expensive (average of $484). 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 October 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$217Average$636FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$682FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$551FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$454Average$489FlexibilityNo cancel feeOn-time63%

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