$129 Find Cheap Flights from Chattanooga 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 Chattanooga to Caribbean departing on 3/1. 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 Chattanooga to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$507
Montego Bay
Montego Bay1 stop$532
Oranjestad
Oranjestad1 stop$315
Nassau
Nassau1 stop$472
Providenciales
Providenciales1 stop$540
Port of Spain
Port of Spain1 stop$660
Puerto Plata
Puerto Plata2 stops$3,632
Punta Cana
Punta Cana2 stops$507
Montego Bay
Montego Bay1 stop$532
Oranjestad
Oranjestad1 stop$315
Nassau
Nassau1 stop$472
Providenciales
Providenciales1 stop$540
Port of Spain
Port of Spain1 stop$660
Puerto Plata
Puerto Plata2 stops$3,632

Book Cheap Chattanooga 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 Chattanooga 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 Chattanooga to Caribbean

Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
9:23 pm - 3:31 pm
CHA
-
SJU
17h 08m
1 stop
Multiple Airlines Logo
4:41 pm - 4:38 pm
SJU
-
CHA
24h 57m
1 stop
$287Multiple Airlines
Sun, Mar 1 - Wed, Mar 4
Multiple Airlines Logo
9:23 pm - 3:31 pm
CHA
-
SJU
17h 08m
1 stop
Multiple Airlines Logo
5:45 pm - 5:38 pm
SJU
-
CHA
24h 53m
2 stops
$306Multiple Airlines
Thu, Feb 26 - Sat, Mar 7
Multiple Airlines Logo
9:23 pm - 1:37 am
CHA
-
SJU
27h 14m
2 stops
Multiple Airlines Logo
4:41 pm - 4:38 pm
SJU
-
CHA
24h 57m
1 stop
$313Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
9:23 pm - 3:35 pm
CHA
-
AUA
17h 12m
1 stop
Multiple Airlines Logo
4:40 pm - 4:38 pm
AUA
-
CHA
24h 58m
1 stop
$315Multiple Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
8:06 pm - 4:27 pm
CHA
-
STX
20h 21m
2 stops
American Airlines Logo
5:17 pm - 11:46 am
STX
-
CHA
18h 29m
2 stops
$360American Airlines
Wed, May 6 - Tue, May 12
United Airlines Logo
6:30 am - 2:44 pm
CHA
-
SJU
8h 14m
1 stop
United Airlines Logo
7:00 am - 3:43 pm
SJU
-
CHA
8h 43m
1 stop
$366United Airlines
Wed, May 6 - Tue, May 12
American Airlines Logo
6:43 am - 6:06 pm
CHA
-
SJU
11h 23m
2 stops
American Airlines Logo
12:53 pm - 11:15 pm
SJU
-
CHA
10h 22m
1 stop
$406American Airlines
Tue, Jun 23 - Thu, Jul 2
Delta Logo
5:30 am - 1:05 pm
CHA
-
MBJ
8h 35m
1 stop
Delta Logo
4:50 pm - 9:04 am
MBJ
-
CHA
15h 14m
1 stop
$532Delta
Tue, May 12 - Mon, May 18
Delta Logo
5:30 am - 12:40 pm
CHA
-
PLS
7h 10m
1 stop
Delta Logo
3:50 pm - 10:06 pm
PLS
-
CHA
6h 16m
1 stop
$540Delta
Wed, Jul 22 - Wed, Jul 29
United Airlines Logo
7:00 am - 3:43 pm
CHA
-
STT
8h 43m
1 stop
United Airlines Logo
1:17 pm - 11:03 pm
STT
-
CHA
9h 46m
1 stop
$626United Airlines
Booking Insights

KAYAK's insights & trends for Chattanooga to Caribbean flights

Get data-powered insights and trends into flights from Chattanooga 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 Chattanooga to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chattanooga 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 Chattanooga to Caribbean is October, when tickets cost $450 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $745 and $668 respectively.

Good to know

Low seasonAugust
Cheapest flight$129
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chattanooga to Saint Thomas Island

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Chattanooga 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 Chattanooga to Caribbean.

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

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

 
Need help choosing which airline to fly with from Chattanooga 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 8128 reviews
7.8Entertainment
8.1Boarding
7.2Food
7.9Comfort
8.5Crew
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports