$283 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 7/13. 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$576
Montego Bay
Montego Bay1 stop$422
Oranjestad
Oranjestad1 stop$656
Nassau
Nassau1 stop$480
Saint Thomas Island
Saint Thomas Island1 stop$682
Providenciales
Providenciales1 stop$615
Port of Spain
Port of Spain2 stops$714
Bridgetown
Bridgetown1 stop$692
Punta Cana
Punta Cana1 stop$576
Montego Bay
Montego Bay1 stop$422
Oranjestad
Oranjestad1 stop$656
Nassau
Nassau1 stop$480
Saint Thomas Island
Saint Thomas Island1 stop$682
Providenciales
Providenciales1 stop$615
Port of Spain
Port of Spain2 stops$714
Bridgetown
Bridgetown1 stop$692

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, Jun 11 - Wed, Jun 17
Multiple Airlines Logo
8:59 am - 11:56 pm
CHA
-
SJU
14h 57m
2 stops
Multiple Airlines Logo
6:00 am - 8:09 am
SJU
-
CHA
26h 09m
1 stop
$406Multiple Airlines
Mon, Aug 10 - Tue, Aug 18
American Airlines Logo
6:14 am - 4:13 pm
CHA
-
MBJ
10h 59m
1 stop
American Airlines Logo
12:47 pm - 10:20 pm
MBJ
-
CHA
8h 33m
1 stop
$422American Airlines
Thu, Oct 15 - Mon, Oct 19
American Airlines Logo
6:15 pm - 11:00 am
CHA
-
MBJ
17h 45m
2 stops
American Airlines Logo
5:00 pm - 12:35 pm
MBJ
-
CHA
18h 35m
2 stops
$427American Airlines
Wed, Sep 16 - Sat, Sep 26
Delta Logo
5:30 am - 1:16 pm
CHA
-
SJU
7h 46m
1 stop
Delta Logo
7:30 am - 5:17 pm
SJU
-
CHA
9h 47m
1 stop
$436Delta
Thu, Jun 11 - Wed, Jun 17
Multiple Airlines Logo
8:59 am - 3:58 pm
CHA
-
SJU
6h 59m
1 stop
Multiple Airlines Logo
6:00 am - 8:09 am
SJU
-
CHA
26h 09m
1 stop
$446Multiple Airlines
Wed, Sep 16 - Sun, Sep 27
Delta Logo
5:30 am - 1:16 pm
CHA
-
SJU
7h 46m
1 stop
Delta Logo
2:26 pm - 10:08 pm
SJU
-
CHA
7h 42m
1 stop
$461Delta
Tue, Jun 30 - Tue, Jul 7
United Airlines Logo
7:00 am - 1:30 pm
CHA
-
MBJ
7h 30m
1 stop
United Airlines Logo
2:40 pm - 11:06 pm
MBJ
-
CHA
7h 26m
1 stop
$463United Airlines
Sun, Aug 2 - Thu, Aug 6
American Airlines Logo
9:19 am - 10:59 pm
CHA
-
SJU
13h 40m
1 stop
American Airlines Logo
1:38 pm - 9:48 pm
SJU
-
CHA
8h 10m
2 stops
$466American Airlines
Mon, Jul 6 - Thu, Aug 6
American Airlines Logo
8:10 pm - 9:45 am
CHA
-
SJU
13h 35m
2 stops
American Airlines Logo
7:05 am - 9:48 pm
SJU
-
CHA
14h 43m
1 stop
$471American Airlines
Mon, Jun 8 - Fri, Jun 12
United Airlines Logo
6:00 am - 2:57 pm
CHA
-
NAS
8h 57m
1 stop
United Airlines Logo
4:58 pm - 11:06 pm
NAS
-
CHA
6h 08m
1 stop
$616United 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 August, when tickets cost $289 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $557 and $487 respectively.

Find deals

Good to know

Low seasonApril
Cheapest flight$283
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 8453 reviews
8.5Crew
7.8Comfort
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

10.0 ExcellentBenjamin, May 2026
CLT - MSP
Read more Delta reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Chattanooga (CHA)