$158 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 4/12. 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$520
Montego Bay
Montego Bay1 stop$517
Oranjestad
Oranjestad1 stop$576
Nassau
Nassau1 stop$437
Providenciales
Providenciales1 stop$715
Port of Spain
Port of Spain1 stop$669
Puerto Plata
Puerto Plata2 stops$3,816
Punta Cana
Punta Cana1 stop$520
Montego Bay
Montego Bay1 stop$517
Oranjestad
Oranjestad1 stop$576
Nassau
Nassau1 stop$437
Providenciales
Providenciales1 stop$715
Port of Spain
Port of Spain1 stop$669
Puerto Plata
Puerto Plata2 stops$3,816

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 - 6:55 pm
CHA
-
SJU
21h 19m
1 stop
Multiple Airlines Logo
8:47 pm - 8:46 pm
SJU
-
CHA
23h 59m
2 stops
$295Multiple Airlines
Sun, Mar 22 - Sat, Mar 28
Multiple Airlines Logo
9:36 pm - 6:55 pm
CHA
-
SJU
21h 19m
1 stop
Multiple Airlines Logo
3:12 pm - 8:46 pm
SJU
-
CHA
29h 34m
1 stop
$335Multiple Airlines
Wed, May 13 - Tue, May 19
United Airlines Logo
6:30 am - 2:44 pm
CHA
-
SJU
8h 14m
1 stop
United Airlines Logo
3:56 pm - 12:15 am
SJU
-
CHA
8h 19m
1 stop
$366United Airlines
Wed, May 6 - Tue, May 12
Delta Logo
5:45 am - 11:50 am
CHA
-
SJU
6h 05m
1 stop
Delta Logo
7:30 am - 3:27 pm
SJU
-
CHA
7h 57m
1 stop
$386Delta
Mon, Mar 9 - Thu, Mar 12
Multiple Airlines Logo
9:59 pm - 9:17 am
CHA
-
SJU
11h 18m
1 stop
Multiple Airlines Logo
3:19 pm - 2:22 pm
SJU
-
CHA
23h 03m
1 stop
$404Multiple Airlines
Wed, May 6 - Tue, May 12
American Airlines Logo
6:43 am - 6:10 pm
CHA
-
SJU
11h 27m
2 stops
American Airlines Logo
11:43 am - 9:07 pm
SJU
-
CHA
9h 24m
2 stops
$406American Airlines
Tue, Mar 10 - Tue, Mar 17
Delta Logo
2:53 pm - 8:18 pm
CHA
-
SJU
5h 25m
1 stop
Delta Logo
6:15 am - 1:10 pm
SJU
-
CHA
6h 55m
1 stop
$426Delta
Wed, May 13 - Tue, May 19
American Airlines Logo
6:43 am - 6:10 pm
CHA
-
SJU
11h 27m
2 stops
American Airlines Logo
4:25 pm - 11:15 pm
SJU
-
CHA
6h 50m
1 stop
$436American Airlines
Thu, Feb 26 - Thu, Mar 5
Multiple Airlines Logo
9:23 pm - 7:15 pm
CHA
-
NAS
21h 52m
1 stop
Multiple Airlines Logo
11:30 am - 5:38 pm
NAS
-
CHA
6h 08m
1 stop
$437Multiple Airlines
Wed, Jul 1 - Wed, Jul 8
United Airlines Logo
7:00 am - 1:47 pm
CHA
-
NAS
6h 47m
1 stop
United Airlines Logo
4:58 pm - 11:03 pm
NAS
-
CHA
6h 05m
1 stop
$468United 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 $758 and $705 respectively.

Good to know

Low seasonAugust
Cheapest flight$158
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chattanooga to Nassau

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 8174 reviews
7.8Entertainment
8.1Boarding
8.5Crew
7.9Comfort
7.2Food
Airline reviews

The flight was great as well as the airline staff

10.0 ExcellentPatty, Feb 2026
TPA - ATL
Read more Delta reviews

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Second flight in a row where the entertainment system is broken. 5 hour long flight with no entertainment and flight attendants did not seem interested in resolving the matter. Very shocked to be treated this poorly considering I paid for a first class experience and have Diamond Medallion status.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

It was nt delta. It was aeromexo. Service was awful. They served a very small drink and NO snack for a 3hr and 35min flight. Then for the first 30 min of the flight is was talk and talk over head interruption the movie/ show i picked to watch.

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I was given middle seat on this flight and prior Boston to Seoul flight That is a problem for long flights, Kayak system did not give me a change to select my seats and assigned me middle seats regardless of my elevated status in Delta. This needs immediate attention.

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

The accessible bathroom should be visible to people in Economy class.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

They are always late and seats was also not having working charger

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports