$209 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 1/14. 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$517
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad2 stops$560
Nassau
Nassau1 stop$505
Simpson Bay
Simpson Bay2 stops$569
Providenciales
Providenciales2 stops$534
Santo Domingo
Santo Domingo2 stops$517
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad2 stops$560
Nassau
Nassau1 stop$505
Simpson Bay
Simpson Bay2 stops$569
Providenciales
Providenciales2 stops$534

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

Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
10:59 am - 10:26 pm
JAN
-
SJU
9h 27m1 stop
American Airlines Logo
1:24 pm - 10:54 pm
SJU
-
JAN
11h 30m2 stops
$410American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
5:14 pm - 12:27 pm
JAN
-
SJU
17h 13m2 stops
American Airlines Logo
8:30 am - 4:55 pm
SJU
-
JAN
10h 25m1 stop
$425American Airlines
Tue, Jan 27 - Wed, Jan 28
United Airlines Logo
7:00 am - 10:22 pm
JAN
-
SJU
13h 22m2 stops
United Airlines Logo
2:05 am - 1:22 pm
SJU
-
JAN
13h 17m2 stops
$435United Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
5:14 pm - 10:48 am
JAN
-
SJU
15h 34m2 stops
American Airlines Logo
7:00 am - 3:54 pm
SJU
-
JAN
10h 54m2 stops
$485American Airlines
Mon, Jan 5 - Thu, Jan 8
Delta Logo
4:30 pm - 9:43 pm
JAN
-
NAS
4h 13m1 stop
Delta Logo
1:15 pm - 7:36 pm
NAS
-
JAN
7h 21m1 stop
$505Delta
Wed, Feb 18 - Mon, Feb 23
American Airlines Logo
7:00 am - 8:36 pm
JAN
-
SJU
11h 36m1 stop
American Airlines Logo
4:03 pm - 8:39 am
SJU
-
JAN
18h 36m1 stop
$505American Airlines
Mon, Jan 5 - Thu, Jan 8
Delta Logo
7:45 am - 5:00 pm
JAN
-
NAS
8h 15m1 stop
Delta Logo
1:41 pm - 9:50 pm
NAS
-
JAN
9h 09m2 stops
$509Delta
Fri, Apr 24 - Thu, May 21
United Airlines Logo
1:58 pm - 12:40 pm
JAN
-
AUA
21h 42m2 stops
United Airlines Logo
3:10 pm - 9:18 pm
AUA
-
JAN
7h 08m1 stop
$560United Airlines
Sun, Jan 18 - Thu, Jan 22
WestJet Logo
7:45 am - 4:33 pm
JAN
-
POP
30h 48m2 stops
WestJet Logo
5:30 pm - 6:10 pm
POP
-
JAN
26h 40m2 stops
$3,618WestJet
Sun, Mar 8 - Sun, Mar 15
WestJet Logo
12:53 pm - 1:46 pm
JAN
-
UVF
47h 53m2 stops
WestJet Logo
2:40 pm - 11:22 pm
UVF
-
JAN
33h 42m2 stops
$3,829WestJet
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$243
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 20% 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 8009 reviews
8.5Crew
7.9Comfort
7.3Food
8.1Boarding
7.9Entertainment
Airline reviews

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

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

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! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

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

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

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.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports