$269 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 9/8. 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$735
Montego Bay
Montego Bay1 stop$442
Oranjestad
Oranjestad1 stop$570
Nassau
Nassau2 stops$550
Simpson Bay
Simpson Bay2 stops$682
Providenciales
Providenciales2 stops$685
Santo Domingo
Santo Domingo2 stops$735
Montego Bay
Montego Bay1 stop$442
Oranjestad
Oranjestad1 stop$570
Nassau
Nassau2 stops$550
Simpson Bay
Simpson Bay2 stops$682
Providenciales
Providenciales2 stops$685

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, Sep 10 - Mon, Sep 14
United Airlines Logo
12:00 pm - 8:38 pm
JAN
-
SJU
7h 38m
1 stop
United Airlines Logo
2:20 pm - 9:58 pm
SJU
-
JAN
8h 38m
1 stop
$348United Airlines
Thu, Sep 10 - Mon, Sep 14
United Airlines Logo
9:20 am - 11:50 pm
JAN
-
SJU
13h 30m
2 stops
United Airlines Logo
2:20 pm - 9:58 pm
SJU
-
JAN
8h 38m
1 stop
$356United Airlines
Fri, Sep 11 - Mon, Sep 14
United Airlines Logo
9:20 am - 11:50 pm
JAN
-
SJU
13h 30m
2 stops
United Airlines Logo
2:20 pm - 9:58 pm
SJU
-
JAN
8h 38m
1 stop
$386United Airlines
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
5:55 am - 8:05 pm
JAN
-
SJU
13h 10m
2 stops
Southwest Logo
6:00 am - 6:00 pm
SJU
-
JAN
13h 00m
2 stops
$395Southwest
Fri, Aug 14 - Fri, Aug 28
United Airlines Logo
9:20 am - 11:50 pm
JAN
-
SJU
13h 30m
2 stops
United Airlines Logo
7:00 am - 1:23 pm
SJU
-
JAN
7h 23m
1 stop
$400United Airlines
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
12:40 pm - 11:05 pm
JAN
-
SJU
9h 25m
2 stops
Southwest Logo
6:00 am - 6:00 pm
SJU
-
JAN
13h 00m
2 stops
$404Southwest
Mon, Aug 24 - Thu, Aug 27
Delta Logo
1:00 pm - 10:29 pm
JAN
-
SJU
8h 29m
1 stop
Delta Logo
7:00 am - 4:16 pm
SJU
-
JAN
10h 16m
1 stop
$416Delta
Tue, Sep 22 - Sun, Sep 27
Delta Logo
1:03 pm - 10:19 pm
JAN
-
SJU
8h 16m
1 stop
Delta Logo
2:59 pm - 8:35 pm
SJU
-
JAN
6h 36m
1 stop
$421Delta
Thu, Nov 12 - Sun, Nov 15
American Airlines Logo
7:43 pm - 2:50 pm
JAN
-
MBJ
18h 07m
2 stops
American Airlines Logo
3:50 pm - 8:45 am
MBJ
-
JAN
17h 55m
2 stops
$452American Airlines
Tue, Sep 29 - Sun, Oct 4
American Airlines Logo
9:24 am - 11:01 am
JAN
-
MBJ
25h 37m
2 stops
American Airlines Logo
12:05 pm - 8:59 pm
MBJ
-
JAN
8h 54m
1 stop
$509American Airlines
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
Cheapest flight$269
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Jackson to Nassau

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.
7.8
DeltaOverall score based on 8455 reviews
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
7.8Comfort
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
LAX - ORD
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

FA was a bit strange and dodgy not very characteristic of Delta

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Love me some Delta. One of the few airlines to recognize and support veterans. Easy boarding, flight was on time and arrived early and the flight attendants were excellent on this flight.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

We’ve had a year of delays with American, and this one was another flight to add to that list. It just reduced our vacation by a day! So frustrating. In-flight entertainment (TVs) weren’t working, There was no drinks service due to delivery issues.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

2 hours delay on my flight causing me to miss my connecting flight. Cause was for maintenance. I understand maintenance is important but maintenance should be done before boarding people!

Better perks for corporate employees whom travel often and spend a lot of money with the airlines. Snacks were terrible chips crackers are ideas. Flight and crew were great comfort was fine entertainment not so great so so called status members means nothing

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

American Airlines gets worse every time I fly them. This is the 3rd time they lost my bags in a year. I also think their employees do not care when I communicate that I’m unsatisfied with the airlines. I’m a credit card holder, fly first class, and an advantage member but I think that I’m finally going to make the switch to Delta.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports