$164 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 2/22. 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
Montego Bay
Montego Bay1 stop$552
Oranjestad
Oranjestad1 stop$561
Nassau
Nassau1 stop$468
Simpson Bay
Simpson Bay2 stops$570
Providenciales
Providenciales2 stops$545
Montego Bay
Montego Bay1 stop$552
Oranjestad
Oranjestad1 stop$561
Nassau
Nassau1 stop$468
Simpson Bay
Simpson Bay2 stops$570
Providenciales
Providenciales2 stops$545

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

Sat, Mar 14 - Wed, Mar 18
American Airlines Logo
7:10 am - 8:50 pm
JAN
-
SJU
12h 40m
1 stop
American Airlines Logo
6:33 am - 10:56 pm
SJU
-
JAN
17h 23m
1 stop
$461American Airlines
Wed, Apr 29 - Tue, May 5
Delta Logo
7:15 am - 1:46 pm
JAN
-
NAS
5h 31m
1 stop
Delta Logo
3:03 pm - 6:49 pm
NAS
-
JAN
4h 46m
1 stop
$468Delta
Mon, Apr 6 - Fri, Apr 10
American Airlines Logo
7:56 pm - 2:42 pm
JAN
-
SJU
17h 46m
1 stop
American Airlines Logo
11:59 pm - 11:03 am
SJU
-
JAN
12h 04m
1 stop
$486American Airlines
Mon, Apr 20 - Sat, Apr 25
Delta Logo
5:45 am - 1:46 pm
JAN
-
NAS
7h 01m
1 stop
Delta Logo
5:08 pm - 11:22 pm
NAS
-
JAN
7h 14m
1 stop
$493Delta
Sun, Apr 12 - Wed, Apr 15
American Airlines Logo
6:53 am - 4:28 pm
JAN
-
NAS
8h 35m
1 stop
American Airlines Logo
2:34 pm - 12:04 am
NAS
-
JAN
10h 30m
1 stop
$496American Airlines
Wed, Apr 1 - Mon, Apr 6
United Airlines Logo
7:00 am - 3:30 pm
JAN
-
PUJ
7h 30m
1 stop
United Airlines Logo
2:20 pm - 11:11 am
PUJ
-
JAN
21h 51m
1 stop
$528United Airlines
Sat, Mar 14 - Wed, Mar 18
Southwest Logo
12:20 pm - 12:35 am
JAN
-
SJU
11h 15m
2 stops
Southwest Logo
10:10 am - 8:35 pm
SJU
-
JAN
11h 25m
2 stops
$531Southwest
Sun, Jan 25 - Mon, Jan 26
United Airlines Logo
7:00 am - 12:36 am
JAN
-
SJU
15h 36m
2 stops
United Airlines Logo
2:05 am - 1:22 pm
SJU
-
JAN
13h 17m
2 stops
$546United Airlines
Mon, Feb 23 - Thu, Feb 26
WestJet Logo
12:19 pm - 7:17 pm
JAN
-
MBJ
29h 58m
2 stops
WestJet Logo
2:55 pm - 4:13 pm
MBJ
-
JAN
26h 18m
2 stops
$3,548WestJet
Mon, Feb 9 - Thu, Feb 12
WestJet Logo
5:32 am - 2:46 pm
JAN
-
UVF
31h 14m
2 stops
WestJet Logo
3:40 pm - 6:14 pm
UVF
-
JAN
28h 34m
2 stops
$3,922WestJet
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 September, when tickets cost $374 (return) on average. On the other hand, the most expensive months are May and November, when the average cost of round-trip tickets is $767 and $637 respectively.

Good to know

Low seasonSeptember
Cheapest flight$164
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Jackson to San Juan

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 3 airlines serving 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 8088 reviews
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
7.9Comfort
Airline reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

2.0 MediocreAnonymous, Jan 2026
ATL - FLL
Read more Delta reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Easiest airport experience ever in my life at MSP with Delta check-in and flight attendant gave us a bottle of champagne in celebration of our 10-year wedding anniversary, so overall amazing!

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

Enough space,crew was helpful,food was good.The gates are way far especially for travelers with health issues

No enough space plus only allowing one laggage instead of two like other airlines.

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports