$206 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 6/7. 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$498
Montego Bay
Montego Bay1 stop$317
Oranjestad
Oranjestad1 stop$571
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$638
Port of Spain
Port of Spain1 stop$582
Bridgetown
Bridgetown2 stops$780
Punta Cana
Punta Cana1 stop$498
Montego Bay
Montego Bay1 stop$317
Oranjestad
Oranjestad1 stop$571
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$638
Port of Spain
Port of Spain1 stop$582
Bridgetown
Bridgetown2 stops$780

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

Thu, May 7 - Sat, May 23
Multiple Airlines Logo
4:11 pm - 12:33 pm
CHA
-
SJU
20h 22m
1 stop
Multiple Airlines Logo
5:56 pm - 8:07 am
SJU
-
CHA
14h 11m
1 stop
$277Multiple Airlines
Thu, May 7 - Tue, May 19
Multiple Airlines Logo
4:11 pm - 12:33 pm
CHA
-
SJU
20h 22m
1 stop
Multiple Airlines Logo
1:59 am - 8:07 am
SJU
-
CHA
30h 08m
2 stops
$287Multiple Airlines
Sun, May 10 - Sat, May 23
Multiple Airlines Logo
4:11 pm - 7:22 pm
CHA
-
SJU
27h 11m
1 stop
Multiple Airlines Logo
5:56 pm - 8:07 am
SJU
-
CHA
14h 11m
1 stop
$291Multiple Airlines
Sun, May 10 - Tue, May 19
Multiple Airlines Logo
4:11 pm - 7:22 pm
CHA
-
SJU
27h 11m
1 stop
Multiple Airlines Logo
1:59 am - 8:07 am
SJU
-
CHA
30h 08m
2 stops
$301Multiple Airlines
Mon, Apr 13 - Mon, Apr 27
American Airlines Logo
8:04 pm - 11:24 am
CHA
-
MBJ
16h 20m
1 stop
American Airlines Logo
4:37 pm - 9:53 am
MBJ
-
CHA
16h 16m
2 stops
$317American Airlines
Mon, Apr 13 - Mon, Apr 27
American Airlines Logo
8:04 pm - 11:24 am
CHA
-
MBJ
16h 20m
1 stop
American Airlines Logo
12:25 pm - 3:19 pm
MBJ
-
CHA
25h 54m
1 stop
$318American Airlines
Fri, Apr 17 - Thu, Apr 23
United Airlines Logo
6:30 am - 12:50 pm
CHA
-
MBJ
7h 20m
1 stop
United Airlines Logo
1:52 pm - 11:59 pm
MBJ
-
CHA
9h 07m
1 stop
$322United Airlines
Tue, Apr 14 - Thu, Apr 30
Delta Logo
5:45 am - 12:54 pm
CHA
-
MBJ
8h 09m
1 stop
Delta Logo
4:32 pm - 9:04 am
MBJ
-
CHA
15h 32m
1 stop
$332Delta
Fri, Apr 10 - Wed, Apr 29
Delta Logo
7:59 pm - 10:00 am
CHA
-
MBJ
15h 01m
1 stop
Delta Logo
4:32 pm - 9:04 am
MBJ
-
CHA
15h 32m
1 stop
$337Delta
Tue, Apr 21 - Thu, Apr 30
United Airlines Logo
6:30 am - 3:31 pm
CHA
-
STT
9h 01m
1 stop
United Airlines Logo
1:22 pm - 11:03 pm
STT
-
CHA
9h 41m
1 stop
$370United 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$206
Best time to beat the crowds with an average 11% drop in price.
Flight from Chattanooga to Punta Cana

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 8237 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

8.0 ExcellentSheila, Mar 2026
ATL - EWR
Read more Delta reviews

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Flight was warm for first few hours and quite rough

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports