$425 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 12/20. 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$592
Montego Bay
Montego Bay1 stop$536
Oranjestad
Oranjestad1 stop$561
Nassau
Nassau2 stops$451
Simpson Bay
Simpson Bay1 stop$532
Providenciales
Providenciales2 stops$552
Santo Domingo
Santo Domingo2 stops$592
Montego Bay
Montego Bay1 stop$536
Oranjestad
Oranjestad1 stop$561
Nassau
Nassau2 stops$451
Simpson Bay
Simpson Bay1 stop$532
Providenciales
Providenciales2 stops$552

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

Wed, Feb 18 - Mon, Feb 23
American Airlines Logo
4:24 pm - 10:07 am
JAN
-
SJU
15h 43m2 stops
American Airlines Logo
4:03 pm - 8:39 am
SJU
-
JAN
18h 36m1 stop
$425American Airlines
Tue, Jan 27 - Wed, Jan 28
United Airlines Logo
12:01 pm - 9:26 pm
JAN
-
SJU
7h 25m1 stop
United Airlines Logo
2:05 am - 1:22 pm
SJU
-
JAN
13h 17m2 stops
$435United Airlines
Sun, Mar 15 - Fri, Mar 20
American Airlines Logo
6:42 pm - 11:02 am
JAN
-
NAS
15h 20m2 stops
American Airlines Logo
12:11 pm - 9:47 pm
NAS
-
JAN
10h 36m1 stop
$451American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
5:30 am - 3:00 pm
JAN
-
SJU
7h 30m1 stop
American Airlines Logo
5:51 pm - 11:02 pm
SJU
-
JAN
7h 11m1 stop
$485American Airlines
Mon, Feb 2 - Thu, Feb 5
Delta Logo
5:32 am - 2:55 pm
JAN
-
SXM
7h 23m1 stop
Delta Logo
4:20 pm - 4:09 pm
SXM
-
JAN
25h 49m2 stops
$532Delta
Mon, Feb 2 - Thu, Feb 5
Delta Logo
5:32 am - 2:55 pm
JAN
-
SXM
7h 23m1 stop
Delta Logo
1:55 pm - 8:15 pm
SXM
-
JAN
8h 20m1 stop
$539Delta
Fri, Jan 23 - Wed, Jan 28
United Airlines Logo
12:01 pm - 1:50 pm
JAN
-
SXM
23h 49m2 stops
United Airlines Logo
2:52 pm - 1:22 pm
SXM
-
JAN
24h 30m2 stops
$567United Airlines
Thu, Feb 5 - Sun, Feb 8
Southwest Logo
11:50 am - 12:40 am
JAN
-
SJU
10h 50m2 stops
Southwest Logo
5:40 am - 5:35 pm
SJU
-
JAN
13h 55m2 stops
$655Southwest
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
11:50 am - 12:40 am
JAN
-
SJU
10h 50m2 stops
Southwest Logo
6:10 am - 6:05 pm
SJU
-
JAN
13h 55m1 stop
$805Southwest
Sun, Jan 18 - Thu, Jan 22
WestJet Logo
9:28 am - 4:33 pm
JAN
-
POP
29h 05m2 stops
WestJet Logo
5:30 pm - 6:10 pm
POP
-
JAN
26h 40m2 stops
$3,642WestJet
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$388
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 19% 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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $471 on average. Morning departures are around 1% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $1,250.

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 8010 reviews
7.9Entertainment
7.3Food
7.9Comfort
8.5Crew
8.1Boarding
Airline reviews

None of the airplane features were available during the flight.

4.0 OkayAnonymous, Dec 2025
JFK - SDQ
Read more Delta reviews

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports