$310 Find Cheap Flights from Jackson to Caribbean Islands

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 Islands departing on 11/29. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jackson to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jackson to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Jackson to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santo Domingo
Santo Domingo2 stops$1,081
Montego Bay
Montego Bay1 stop$531
Oranjestad
Oranjestad2 stops$910
Nassau
Nassau1 stop$490
Simpson Bay
Simpson Bay1 stop$619
Providenciales
Providenciales2 stops$551
Santo Domingo
Santo Domingo2 stops$1,081
Montego Bay
Montego Bay1 stop$531
Oranjestad
Oranjestad2 stops$910
Nassau
Nassau1 stop$490
Simpson Bay
Simpson Bay1 stop$619
Providenciales
Providenciales2 stops$551

Book Cheap Jackson to Caribbean Islands 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 Islands 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 Islands

Tue, Mar 3 - Wed, Mar 4
Delta Logo
9:15 am - 5:12 pmJAN-SJU
5h 57m1 stop
Delta Logo
6:17 pm - 11:23 pmSJU-JAN
7h 06m1 stop
$345Delta
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
5:45 am - 2:15 pmJAN-SJU
6h 30m1 stop
Delta Logo
6:17 pm - 11:23 pmSJU-JAN
7h 06m1 stop
$379Delta
Find Deal
Sat, Oct 25 - Tue, Oct 28
American Airlines Logo
6:43 pm - 11:06 amJAN-SJU
15h 23m2 stops
American Airlines Logo
7:05 am - 5:21 pmSJU-JAN
11h 16m2 stops
$405American Airlines
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Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
5:38 am - 2:43 pmJAN-SJU
7h 05m1 stop
American Airlines Logo
10:26 am - 7:14 pmSJU-JAN
10h 48m2 stops
$425American Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
American Airlines Logo
7:08 am - 11:54 pmJAN-SJU
15h 46m1 stop
American Airlines Logo
7:45 am - 5:21 pmSJU-JAN
10h 36m1 stop
$430American Airlines
Find Deal
Sun, Oct 5 - Wed, Oct 8
American Airlines Logo
4:33 pm - 11:06 amJAN-SJU
17h 33m2 stops
American Airlines Logo
4:45 pm - 11:10 pmSJU-JAN
7h 25m1 stop
$445American Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
United Airlines Logo
5:05 pm - 11:59 amJAN-PUJ
17h 54m2 stops
United Airlines Logo
5:20 pm - 11:22 amPUJ-JAN
20h 02m2 stops
$504United Airlines
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Sun, Dec 14 - Fri, Dec 19
United Airlines Logo
5:15 pm - 12:59 pmJAN-PUJ
17h 44m2 stops
United Airlines Logo
3:28 pm - 4:02 pmPUJ-JAN
26h 34m1 stop
$506United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
Southwest Logo
6:25 am - 2:55 pmJAN-MBJ
7h 30m2 stops
Southwest Logo
1:00 pm - 7:35 pmMBJ-JAN
7h 35m1 stop
$658Southwest
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Sun, Oct 19 - Sun, Oct 26
Southwest Logo
12:20 pm - 12:15 amJAN-SJU
10h 55m1 stop
Southwest Logo
5:05 am - 2:15 pmSJU-JAN
10h 10m2 stops
$660Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Jackson to Caribbean Islands flights

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

Can I save money by flying with a layover from Jackson to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $331, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jackson to Caribbean Islands, 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 Islands is September, when tickets cost $434 (return) on average. On the other hand, the most expensive months are May and April, when the average cost of round-trip tickets is $767 and $758 respectively.

Good to know

Low seasonSeptember
Cheapest flight$310
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Jackson to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jackson to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands is generally at night, which is peak travel time and where the average cost of a ticket is $1,250.

Reviews of the top airlines flying from Jackson to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Jackson to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Jackson to Caribbean Islands? 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 7954 reviews
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

Everything you need to know for your flight to Caribbean Islands

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