$348 Find Cheap Flights from Jackson to Caribbean - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jackson to Caribbean departing on 9/10. 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$555
Montego Bay
Montego Bay1 stop$442
Oranjestad
Oranjestad2 stops$580
Nassau
Nassau2 stops$550
Simpson Bay
Simpson Bay2 stops$682
Providenciales
Providenciales1 stop$645
Santo Domingo
Santo Domingo2 stops$555
Montego Bay
Montego Bay1 stop$442
Oranjestad
Oranjestad2 stops$580
Nassau
Nassau2 stops$550
Simpson Bay
Simpson Bay2 stops$682
Providenciales
Providenciales1 stop$645

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
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
$371United Airlines
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
$378United 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, 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 - 2:44 pm
SJU
-
JAN
8h 44m
1 stop
$416Delta
Tue, Sep 29 - Sun, Oct 4
Delta Logo
5:35 am - 1:01 pm
JAN
-
MBJ
7h 26m
1 stop
Delta Logo
4:59 pm - 11:21 pm
MBJ
-
JAN
6h 22m
1 stop
$442Delta
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
7:32 pm - 12:54 pm
JAN
-
MBJ
17h 22m
2 stops
American Airlines Logo
5:13 pm - 12:57 pm
MBJ
-
JAN
19h 44m
2 stops
$447American Airlines
Sun, Sep 13 - Tue, Sep 15
American Airlines Logo
4:33 pm - 11:02 am
JAN
-
MBJ
18h 29m
2 stops
American Airlines Logo
2:09 pm - 11:47 am
MBJ
-
JAN
21h 38m
2 stops
$487American 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$348
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 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.

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 8453 reviews
8.1Boarding
7.8Comfort
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

Everything about this flight was good except for the very end when I reached my destination. Everyone from the tune to the wheelchair escorts were great with the case were great but I miss you with people at the check in this at the very end. I need help from the chicken desk because I forgot my pillow on the plane The female worker at the chicken desk said that they found my pillow and she was going to retrieve it for me. She left a 30 minutes without any update and her so she saw me walking back and forth waiting for her and they didn't even bother calling her or radioing her for any updates. They were busy because they were behind schedule and they were overwhelmed but thanks because at least glanced me and try to give me an update just a quick radio check or phone call. I don't care about the pillow but if you tell me to wait, I waited for at least half an hour before I said something and I just left because they wouldn't bother talking to me so I could, so everything's going in the review. I took pictures of the two men that were left working at the check-in counter. The totally ignored me despite the signals I've been giving them. I don't see any offers in the kayak review to add pictures or screenshots so I'm going to post another review I don't know their name but I'm pretty sure Delta will find other names when they see the review. Google with pictures. There was another guy at the chicken counter bring an orange workers vest who finally left after telling me that the girl that was retrieving my pillow is working the gates now. That would have been if they just told me that's what happened. But I had no update. Make me wait for nothing. Thank you Delta airlines!

6.0 GoodNghia, Jun 2026
DTW - OMA
Read more Delta reviews

Everything about this flight was good except for the very end when I reached my destination. Everyone from the tune to the wheelchair escorts were great with the case were great but I miss you with people at the check in this at the very end. I need help from the chicken desk because I forgot my pillow on the plane The female worker at the chicken desk said that they found my pillow and she was going to retrieve it for me. She left a 30 minutes without any update and her so she saw me walking back and forth waiting for her and they didn't even bother calling her or radioing her for any updates. They were busy because they were behind schedule and they were overwhelmed but thanks because at least glanced me and try to give me an update just a quick radio check or phone call. I don't care about the pillow but if you tell me to wait, I waited for at least half an hour before I said something and I just left because they wouldn't bother talking to me so I could, so everything's going in the review. I took pictures of the two men that were left working at the check-in counter. The totally ignored me despite the signals I've been giving them. I don't see any offers in the kayak review to add pictures or screenshots so I'm going to post another review I don't know their name but I'm pretty sure Delta will find other names when they see the review. Google with pictures. There was another guy at the chicken counter bring an orange workers vest who finally left after telling me that the girl that was retrieving my pillow is working the gates now. That would have been if they just told me that's what happened. But I had no update. Make me wait for nothing. Thank you Delta airlines!

We had a great experience with Delta. They helped us from the start at the kiosk all the way to our final destination, including help reassigning and upgrading our seats free of charge at the gates, escorts with the wheelchair for my brother and even getting our luggage at baggage claim for us. I also had special help because I forgot my pillow on the plane. The wheelchair escort contacted for associates at the check-in desk all the way back to the plane and retrieved my pillow for me.

Crew was real good, flight was smooth and came in early.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

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.

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Crew was great! Food sub-bar, tepid & flavorless. No snack options on trans-atlantic flight. Premium Economy seats ok, leg rest wouldn’t stay in place.

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

The flight attendant was very polite and attentive. The food was good.

For some unknown reason, my checked bag didn't arrive at the same time. I got to my destination about 30 minutes late (5pm) and my bag was delivered to my hotel at 2:06am.... in the past 4 flights with AA, they been delayed and I've missed connections and my bags. Poor service.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

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.

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