$208 Find Cheap Flights from Jackson to Caribbean Islands - Compare and Save

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 9/18. 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 Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santo Domingo
Santo Domingo2 stops$585
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$555
Nassau
Nassau2 stops$566
Simpson Bay
Simpson Bay1 stop$697
Providenciales
Providenciales1 stop$668
Santo Domingo
Santo Domingo2 stops$585
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$555
Nassau
Nassau2 stops$566
Simpson Bay
Simpson Bay1 stop$697
Providenciales
Providenciales1 stop$668

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, Sep 15 - Fri, Sep 18
Delta Logo
1:03 pm - 10:19 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
8h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:59 pm - 8:35 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
6h 36m1 stop Atlanta Hartsfield-Jackson
$416Delta
Mon, Sep 14 - Wed, Sep 16
Delta Logo
3:02 pm - 10:19 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
6h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:59 pm - 11:21 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
6h 22m1 stop Atlanta Hartsfield-Jackson
$416Delta
Fri, Sep 25 - Sat, Oct 3
Southwest Logo
12:40 pm - 11:55 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
10h 15m2 stops Nashville Intl Orlando
Southwest Logo
5:00 am - 10:40 amSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
6h 40m1 stop Orlando
$416Southwest
Mon, Sep 14 - Fri, Sep 18
Southwest Logo
12:40 pm - 11:55 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
10h 15m2 stops Nashville Intl Orlando
Southwest Logo
6:30 am - 6:00 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
12h 30m2 stops Orlando Nashville Intl
$416Southwest
Tue, Sep 15 - Thu, Sep 17
Delta Logo
1:03 pm - 10:19 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
8h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 12:17 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
6h 17m1 stop Atlanta Hartsfield-Jackson
$416Delta
Fri, Sep 25 - Sat, Oct 3
Southwest Logo
12:40 pm - 11:55 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
10h 15m2 stops Nashville Intl Orlando
Southwest Logo
6:25 am - 2:45 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
9h 20m2 stops Orlando Nashville Intl
$416Southwest
Mon, Sep 14 - Sat, Sep 19
Delta Logo
3:02 pm - 10:19 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
6h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:50 pm - 7:49 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
5h 59m1 stop Atlanta Hartsfield-Jackson
$416Delta
Thu, Oct 15 - Mon, Oct 19
American Airlines Logo
6:45 pm - 11:31 amJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
15h 46m2 stops Charlotte Douglas Miami
American Airlines Logo
3:51 pm - 11:56 pmSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
9h 05m1 stop Charlotte Douglas
$466American Airlines
Thu, Oct 15 - Mon, Oct 19
American Airlines Logo
7:42 pm - 3:23 pmJAN  Jackson-Evers Intl-SJU San Juan Luis Munoz Marin Intl
18h 41m1 stop Dallas/Fort Worth
American Airlines Logo
4:17 pm - 8:41 amSJU  San Juan Luis Munoz Marin Intl-JAN Jackson-Evers Intl
17h 24m1 stop Dallas/Fort Worth
$466American Airlines
Fri, Sep 18 - Fri, Sep 25
American Airlines Logo
5:02 pm - 1:09 pmJAN  Jackson-Evers Intl-MBJ Montego Bay Sangster Intl
20h 07m2 stops Dallas/Fort Worth Charlotte Douglas
American Airlines Logo
5:16 pm - 11:49 amMBJ  Montego Bay Sangster Intl-JAN Jackson-Evers Intl
18h 33m2 stops Miami Charlotte Douglas
$467American Airlines
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 $426, 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 February, when tickets cost $570 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $947 and $856 respectively.

Good to know

Low season

January

Cheapest flight

$208
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 13% 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.

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.
7.8
DeltaOverall score based on 8495 reviews
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
7.8Comfort
Airline reviews

I am in a wheelchair The gate agent knew exactly how to boarding A wheelchair first also the flight attendant knew exactly what she was doing

8.0 ExcellentChristopher, Aug 2026
Read more Delta reviews

I am in a wheelchair The gate agent knew exactly how to boarding A wheelchair first also the flight attendant knew exactly what she was doing

There is consistently no communication/updated time slots in the app on when a flight will board when its delayed, which is the most frustrating as a consumer trying to understand if they need to get food now, or if there is actually a chance for them to eat during their layover. This keeps being my experience with delta and a potential reason to change airlines.

Long delays at both DCA and MSP; Crew did not keep us informed (or very little). Airplane was showing signs of heavy use (not up to Delta standards). Food options for Business Class have dropped in quality. After landing we sat on tarmac for maybe 25 minutes with no provided chance to use the bathroom and crew did not tell us what was going on or give an estimated time to expect to be at a gate.

Both of my flights to and from JFK experienced significant delays. Most notably, my first flight was delayed by six hours due to crew members being affected by delays on a previous flight. While I understand that disruptions can occur, Delta’s staffing and operational planning should include sufficient contingency measures to handle situations like this rather than placing the full burden of those delays on customers. Additionally, the $12 meal voucher offered as compensation was inadequate, particularly given the high cost of food and beverages at the airport. Considering the length of the delay and the substantial inconvenience caused, I believe more meaningful compensation would have been appropriate.

Although I know the Airlines cannot control the situation when there’s a ground stoppage, it would’ve been nicer if we would have had more up-to-date information clarity around the delays. Additionally, I think the delays also took a toll on the Cabin crew, particularly the lead flight attendant in first class. She was not very friendly when we boarded the plane for many of the passengers. Number one she refused to hang a garment bag in the front closet for a first class passenger, she was unwilling to dispose of an empty bottle in the trash as I was boarding (despite drinking a bottle of water herself and needing to disregard), and she was very combative with a passenger, who needed to access something from his bag that was Gate checked. Frankly, it was really unfortunate as I’ve never seen a flight attendant behave that way directly to the passengers, particularly when none of us had done anything wrong.

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

While it wasn't the crew's fault, it was a frustrating flight. We sat on the runway for 2+ hours. Both of the flight attendants were excellent and did a great job checking on the passengers. The pilot did keep us informed about the wait. I appreciate the crew apologizing for LaGuardia airport's backup.

the flight got cancelled - few hours before the departure time - no time to change

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

The meal tray was not usable it was completely uneven

Our experience with American Airlines was extremely disappointing and honestly made an already exhausting international journey much worse. After flying all the way from Melbourne and dealing with significant jet lag, the American Airlines experience at LAX was the last thing we needed. The terminal and boarding area felt very old and uncomfortable, with little to no air conditioning and only old fans running in the area. Boarding was also through outdoor stairs rather than a jet bridge, which felt especially inconvenient after such a long journey. Even though we were traveling First Class, the onboard experience was surprisingly poor. There were no meaningful snack options, no decent coffee available to order, and the aircraft was so small that there was barely enough overhead space for carry-on luggage. The staff experience was also disappointing and lacked the warmth or attentiveness we had experienced on our international flights. To make matters worse, the flight departed late, extending an already very long travel day. Overall, the combination of the outdated terminal, uncomfortable boarding process, limited First Class service, small aircraft, poor staff experience, and delay made this an extremely unpleasant final leg of our journey. It significantly worsened our exhaustion and jet lag rather than making the connection home easier. Unfortunately, this experience was bad enough that I do not plan to travel with American Airlines again in the future.

American airlines is always delayed in their flights. No access to wifi unless paid

Pilot main message was to "be nice to her crew". Crew only instructed passenger to "move out of the aisles" rather than helping passengers place their luggage. Some passengers needed to exit early to make their connections yet cleaning crews rushed onboard to make their way past rushing outgoing passengers. AA needs better protocols and better customer service for the price paid for trips.

Inflight wifi was awful. Couldn't connect for the first hour until they manually reset, and after that the connection kept dropping every five minutes. Their entertainment option streamed fine but normal browsing was unusable.

Did not know that they didn’t have screens for entertainment. I didn’t have headphones so I couldn’t watch anything on my phone.

Delayed couple hours due to airplane maintenance issues, we boarded and then asked to unboard, but cmon!! Can they do the whole maintenance prior to boarding?

No food. I paid over $1.000 for my ticket for nuts and espresso beans.

I was so hungry. No meals. Staff very nice. Seat arms armed too tight and didn’t go up. I was scheduled for First class, but was put on Standby, even though I made my reservation a while ago. Thank you.

Boarding was horrendous! Took absolutely forever… and the delay from the broken coffee pot was really kind of ridiculous

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 Islands

Information on your arrival and departure airports