$363 Find Cheap Flights from Jackson to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jackson to Caribbean departing on 8/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Jackson to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santo Domingo
Santo Domingo2 stops$756
Montego Bay
Montego Bay1 stop$427
Oranjestad
Oranjestad2 stops$756
Nassau
Nassau1 stop$536
Simpson Bay
Simpson Bay2 stops$671
Providenciales
Providenciales2 stops$762
Santo Domingo
Santo Domingo2 stops$756
Montego Bay
Montego Bay1 stop$427
Oranjestad
Oranjestad2 stops$756
Nassau
Nassau1 stop$536
Simpson Bay
Simpson Bay2 stops$671
Providenciales
Providenciales2 stops$762

Book Cheap Jackson to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jackson to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jackson to Caribbean

Thu, Aug 20 - Mon, Aug 24
Southwest Logo
5:55 am - 10:10 pm
JAN
-
SJU
15h 15m
2 stops
Southwest Logo
6:30 am - 6:00 pm
SJU
-
JAN
12h 30m
2 stops
$406Southwest
Thu, Aug 20 - Mon, Aug 24
Delta Logo
3:30 pm - 10:29 pm
JAN
-
SJU
5h 59m
1 stop
Delta Logo
5:49 pm - 11:11 pm
SJU
-
JAN
6h 22m
1 stop
$416Delta
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
5:55 am - 10:10 pm
JAN
-
SJU
15h 15m
2 stops
Southwest Logo
8:20 am - 6:05 pm
SJU
-
JAN
10h 45m
2 stops
$422Southwest
Sat, Jul 25 - Fri, Jul 31
American Airlines Logo
6:01 am - 1:09 pm
JAN
-
MBJ
7h 08m
1 stop
American Airlines Logo
12:25 pm - 8:51 am
MBJ
-
JAN
20h 26m
2 stops
$427American Airlines
Fri, Sep 25 - Sat, Sep 26
United Airlines Logo
12:00 pm - 8:38 pm
JAN
-
SJU
7h 38m
1 stop
United Airlines Logo
1:00 am - 11:13 am
SJU
-
JAN
11h 13m
2 stops
$443United Airlines
Sat, Sep 26 - Thu, Oct 1
United Airlines Logo
12:00 pm - 8:38 pm
JAN
-
SJU
7h 38m
1 stop
United Airlines Logo
1:00 am - 1:23 pm
SJU
-
JAN
13h 23m
2 stops
$444United Airlines
Thu, Aug 20 - Tue, Aug 25
American Airlines Logo
5:28 pm - 9:43 am
JAN
-
SJU
15h 15m
2 stops
American Airlines Logo
6:00 am - 4:58 pm
SJU
-
JAN
11h 58m
2 stops
$446American Airlines
Wed, Aug 19 - Mon, Aug 24
American Airlines Logo
6:35 am - 11:59 pm
JAN
-
SJU
16h 24m
1 stop
American Airlines Logo
7:24 pm - 11:36 am
SJU
-
JAN
17h 12m
2 stops
$451American Airlines
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
5:55 am - 10:50 pm
JAN
-
SJU
15h 55m
2 stops
Southwest Logo
6:35 am - 6:00 pm
SJU
-
JAN
12h 25m
2 stops
$461Southwest
Tue, Sep 8 - Thu, Sep 17
Delta Logo
5:45 am - 2:51 pm
JAN
-
PUJ
8h 06m
1 stop
Delta Logo
2:45 pm - 11:08 pm
PUJ
-
JAN
9h 23m
1 stop
$586Delta
Booking Insights

KAYAK's insights & trends for Jackson to Caribbean flights

Get data-powered insights and trends into flights from Jackson to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Jackson to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jackson to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jackson to Caribbean is July, when tickets cost $187 (return) on average. On the other hand, the most expensive months are June and November, when the average cost of round-trip tickets is $519 and $499 respectively.

Good to know

Low seasonJanuary
Best time to beat the crowds with an average 10% drop in price.

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Jackson to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jackson to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jackson to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jackson to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jackson to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Jackson to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jackson to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Jackson to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Jackson to Caribbean

 
Need help choosing which airline to fly with from Jackson to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8412 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports