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Caribbean Islands

$168+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SJU
Apr 14 — Apr 211
Mon 4/14
Mon 4/21
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 April 9, 2025.

Round-trip from

$410
(Delta)

One-way from

$168
(Delta)

Popular in

May

Cheapest in

September

Average price

$779
From Jackson-Evers Intl to Caribbean Islands
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One-way flight from Jackson-Evers Intl to Caribbean Islands
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Highest demand for flights based on searches. 21% potential increase in price ($154 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 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 April 9, 2025.

This Delta deal was found by Cheapflights users on 4/8. 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.
Fri 5/212:11 pmJAN - SJU
1 stop10h 04mDelta
Fri 5/97:30 amSJU - JAN
1 stop7h 51mDelta
Deal found 4/8$410
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/217:49 pmJAN - PUJ
2 stops15h 05mAmerican Airlines
Thu 4/242:15 pmPUJ - JAN
2 stops10h 38mAmerican Airlines
Deal found 4/7$439
This Delta deal was found by Cheapflights users on 4/7. 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 5/117:40 amJAN - MBJ
1 stop7h 50mDelta
Wed 5/144:55 pmMBJ - JAN
1 stop5h 59mDelta
Deal found 4/7$447
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/115:10 amJAN - MBJ
1 stop6h 20mAmerican Airlines
Wed 5/142:41 pmMBJ - JAN
2 stops9h 14mAmerican Airlines
Deal found 4/8$451
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Mon 5/55:17 pmJAN - NAS
1 stop21h 41mUnited Airlines
Fri 5/95:00 pmNAS - JAN
1 stop21h 25mUnited Airlines
Deal found 4/7$492
This Southwest deal was found by Cheapflights users on 4/8. 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.
Fri 5/22:25 pmJAN - SJU
2 stops8h 30mSouthwest
Fri 5/97:40 amSJU - JAN
2 stops13h 40mSouthwest
Deal found 4/8$494
This American Airlines deal was found by Cheapflights users on 4/7. 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 7/512:51 pmJAN - POP
2 stops22h 54mAmerican Airlines
Fri 7/111:35 pmPOP - JAN
2 stops20h 08mAmerican Airlines
Deal found 4/7$499
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/155:03 amJAN - SJU
1 stop14h 25mAmerican Airlines
Tue 4/293:20 pmSJU - JAN
1 stop8h 46mAmerican Airlines
Deal found 4/8$510
This American Airlines deal was found by Cheapflights users on 4/8. 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 12/114:46 pmJAN - PLS
1 stop16h 29mAmerican Airlines
Mon 12/1511:45 amPLS - JAN
1 stop8h 24mAmerican Airlines
Deal found 4/8$514
This American Airlines deal was found by Cheapflights users on 4/8. 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
Sat 5/34:25 pmSXM - JAN
2 stops19h 09mAmerican Airlines
Deal found 4/8$519
This Delta deal was found by Cheapflights users on 4/8. 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.
Fri 5/95:55 amJAN - SXM
1 stop6h 59mDelta
Mon 5/123:19 pmSXM - JAN
1 stop8h 35mDelta
Deal found 4/8$537
This American Airlines deal was found by Cheapflights users on 4/8. 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
2 stops17h 16mAmerican Airlines
Fri 10/1012:56 pmNAS - JAN
1 stop5h 29mAmerican Airlines
Deal found 4/8$548

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 April 9, 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

Fri 5/2

12:11 pm-11:15 pm

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:30 am-2:21 pm

1 stop7h 51m

$410

JacksonPunta Cana

JAN - PUJ

JANPUJ

Jackson-Evers Intl

Mon 4/21

7:49 pm-11:54 am

2 stops15h 05m

Punta Cana

Thu 4/24

2:15 pm-11:53 pm

2 stops10h 38m

$439

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Sun 5/11

7:40 am-3:30 pm

1 stop7h 50m

Montego Bay Sangster Intl

Wed 5/14

4:55 pm-10:54 pm

1 stop5h 59m

$447

JacksonMontego Bay

JAN - MBJ

JANMBJ

Jackson-Evers Intl

Sun 5/11

5:10 am-11:30 am

1 stop6h 20m

Montego Bay Sangster Intl

Wed 5/14

2:41 pm-11:55 pm

2 stops9h 14m

$451

JacksonNassau

JAN - NAS

JANNAS

Jackson-Evers Intl

Mon 5/5

5:17 pm-3:58 pm

1 stop21h 41m

Nassau Intl

Fri 5/9

5:00 pm-1:25 pm

1 stop21h 25m

$492

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Fri 5/2

2:25 pm-11:55 pm

2 stops8h 30m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:40 am-8:20 pm

2 stops13h 40m

$494

JacksonPuerto Plata

JAN - POP

JANPOP

Jackson-Evers Intl

Sat 7/5

12:51 pm-12:45 pm

2 stops22h 54m

Puerto Plata La Union

Fri 7/11

1:35 pm-8:43 am

2 stops20h 08m

$499

JacksonSan Juan

JAN - SJU

JANSJU

Jackson-Evers Intl

Tue 4/15

5:03 am-8:28 pm

1 stop14h 25m

San Juan Luis Munoz Marin Intl

Tue 4/29

3:20 pm-11:06 pm

1 stop8h 46m

$510

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Tue 4/29

4:34 pm-1:14 pm

2 stops19h 40m

Simpson Bay Princess Juliana

Sat 5/3

4:25 pm-10:34 am

2 stops19h 09m

$519

JacksonProvidenciales

JAN - PLS

JANPLS

Jackson-Evers Intl

Wed 5/7

7:02 am-2:00 pm

1 stop5h 58m

Providenciales

Thu 5/15

3:00 pm-10:01 pm

1 stop8h 01m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 25 results
1
2
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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 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 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 April 9, 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 April 9, 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
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,281 reviews
Southwest
8.0
Very good
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,902 reviews
Southwest
8.0
Very good
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,633 reviews
Southwest
8.0
Very good
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
WestJet
7.2
Good
2,802 reviews
Southwest
8.0
Very good
4,281 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $168. American Airlines flights start at $198 while deals on United Airlines start at $213 one-way.

  • 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 - Simpson Bay Princess Juliana and Jackson-Evers Intl - Punta Cana.

  • 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 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.

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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.
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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 April 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$647FlexibilityNo cancel feeOn-time71%
DeltaCheapest$294Average$727FlexibilityNo cancel feeOn-timeN/A

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