$138 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 2/15. 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$339
Montego Bay
Montego Bay2 stops$537
Oranjestad
Oranjestad1 stop$571
Nassau
Nassau1 stop$469
Providenciales
Providenciales1 stop$520
Port of Spain
Port of Spain1 stop$640
Puerto Plata
Puerto Plata2 stops$943
Punta Cana
Punta Cana1 stop$339
Montego Bay
Montego Bay2 stops$537
Oranjestad
Oranjestad1 stop$571
Nassau
Nassau1 stop$469
Providenciales
Providenciales1 stop$520
Port of Spain
Port of Spain1 stop$640
Puerto Plata
Puerto Plata2 stops$943

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, Feb 15 - Wed, Feb 25
Multiple Airlines Logo
3:33 pm - 4:36 pm
CHA
-
PUJ
24h 03m1 stop
Multiple Airlines Logo
5:47 pm - 8:33 pm
PUJ
-
CHA
27h 46m1 stop
$339Multiple Airlines
Sun, Feb 15 - Fri, Feb 27
Multiple Airlines Logo
3:33 pm - 4:36 pm
CHA
-
PUJ
24h 03m1 stop
Multiple Airlines Logo
1:10 pm - 9:18 pm
PUJ
-
CHA
9h 08m1 stop
$347Multiple Airlines
Sun, Mar 22 - Thu, Mar 26
American Airlines Logo
8:06 pm - 12:53 pm
CHA
-
SJU
16h 47m1 stop
American Airlines Logo
4:18 pm - 8:43 am
SJU
-
CHA
16h 25m1 stop
$366American Airlines
Thu, May 14 - Tue, May 19
United Airlines Logo
7:00 am - 3:42 pm
CHA
-
SJU
8h 42m1 stop
United Airlines Logo
3:56 pm - 12:18 am
SJU
-
CHA
8h 22m1 stop
$371United Airlines
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
7:03 am - 8:51 pm
CHA
-
SJU
13h 48m1 stop
American Airlines Logo
12:53 pm - 9:07 pm
SJU
-
CHA
8h 14m1 stop
$386American Airlines
Tue, Apr 21 - Sat, Apr 25
Delta Logo
5:48 am - 12:40 pm
CHA
-
PLS
6h 52m1 stop
Delta Logo
2:00 pm - 8:21 pm
PLS
-
CHA
6h 21m1 stop
$520Delta
Sun, Mar 29 - Wed, Apr 1
Delta Logo
11:44 am - 4:45 pm
CHA
-
NAS
5h 01m1 stop
Delta Logo
6:10 pm - 8:59 am
NAS
-
CHA
14h 49m1 stop
$541Delta
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, Feb 2 - Thu, Feb 5
WestJet Logo
6:55 am - 7:17 pm
CHA
-
MBJ
36h 22m2 stops
WestJet Logo
2:55 pm - 2:22 pm
MBJ
-
CHA
23h 27m2 stops
$3,310WestJet
Mon, Feb 2 - Thu, Feb 5
WestJet Logo
5:30 am - 7:17 pm
CHA
-
MBJ
37h 47m2 stops
WestJet Logo
2:55 pm - 7:10 pm
MBJ
-
CHA
28h 15m2 stops
$3,313WestJet
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 $680 respectively.

Good to know

Low seasonAugust
Cheapest flight$291
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Chattanooga to Providenciales

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 8018 reviews
7.9Comfort
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Jan 2026
EWR - ATL
Read more Delta reviews

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.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports