$178 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 3/22. 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 Cana1 stop$334
Montego Bay
Montego Bay1 stop$344
Oranjestad
Oranjestad1 stop$628
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$625
Port of Spain
Port of Spain1 stop$640
Bridgetown
Bridgetown1 stop$542
Puerto Plata
Puerto Plata2 stops$563
Punta Cana
Punta Cana1 stop$334
Montego Bay
Montego Bay1 stop$344
Oranjestad
Oranjestad1 stop$628
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$625
Port of Spain
Port of Spain1 stop$640
Bridgetown
Bridgetown1 stop$542
Puerto Plata
Puerto Plata2 stops$563

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 22 - Sat, Mar 28
Multiple Airlines Logo
9:36 pm - 9:45 am
CHA
-
SJU
36h 09m2 stops
Multiple Airlines Logo
3:22 pm - 8:46 pm
SJU
-
CHA
29h 24m1 stop
$308Multiple Airlines
Sun, Mar 22 - Sat, Mar 28
Multiple Airlines Logo
9:36 pm - 2:26 pm
CHA
-
SJU
16h 50m1 stop
Multiple Airlines Logo
3:22 pm - 8:46 pm
SJU
-
CHA
29h 24m1 stop
$323Multiple Airlines
Sun, Mar 22 - Wed, Mar 25
Multiple Airlines Logo
9:36 pm - 2:26 pm
CHA
-
SJU
16h 50m1 stop
Multiple Airlines Logo
1:45 am - 8:46 pm
SJU
-
CHA
19h 01m2 stops
$330Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
10:03 pm - 6:00 pm
CHA
-
PUJ
18h 57m1 stop
Multiple Airlines Logo
1:10 pm - 9:14 pm
PUJ
-
CHA
9h 04m1 stop
$334Multiple Airlines
Sun, Apr 12 - Wed, Apr 15
Delta Logo
4:14 pm - 11:12 pm
CHA
-
SJU
6h 58m1 stop
Delta Logo
6:15 am - 2:37 pm
SJU
-
CHA
8h 22m1 stop
$366Delta
Sun, Mar 22 - Thu, Mar 26
American Airlines Logo
6:28 pm - 5:28 am
CHA
-
SJU
11h 00m1 stop
American Airlines Logo
4:18 pm - 8:43 am
SJU
-
CHA
16h 25m1 stop
$386American Airlines
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
5:00 am - 2:48 pm
CHA
-
STX
9h 48m1 stop
American Airlines Logo
3:38 pm - 8:43 am
STX
-
CHA
17h 05m1 stop
$406American Airlines
Tue, Mar 3 - Wed, Mar 11
Delta Logo
11:42 am - 5:02 pm
CHA
-
NAS
5h 20m1 stop
Delta Logo
6:10 pm - 8:59 am
NAS
-
CHA
14h 49m1 stop
$476Delta
Mon, Mar 2 - Thu, Mar 5
United Airlines Logo
6:30 am - 4:18 pm
CHA
-
STT
8h 48m1 stop
United Airlines Logo
3:05 pm - 1:26 pm
STT
-
CHA
23h 21m1 stop
$731United Airlines
Mon, Mar 2 - Thu, Mar 5
United Airlines Logo
6:30 am - 4:18 pm
CHA
-
STT
8h 48m1 stop
United Airlines Logo
1:02 pm - 10:12 am
STT
-
CHA
22h 10m2 stops
$735United 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 January, when the average cost of round-trip tickets is $745 and $663 respectively.

Good to know

Low seasonAugust
Cheapest flight$178
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chattanooga to San Juan

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 8038 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.2Food
7.9Comfort
Airline reviews

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

8.0 ExcellentG, Jan 2026
FLL - ATL
Read more Delta reviews

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

Good food & refreshment. The seats and entrainment screens are modern compared to others. The staff though pleasant serve and attend to passengers based on nationality. Some get served first others last regardless of their seating positions.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports