$159 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 3/1. 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 Cana2 stops$507
Montego Bay
Montego Bay1 stop$374
Oranjestad
Oranjestad1 stop$565
Nassau
Nassau1 stop$493
Providenciales
Providenciales1 stop$697
Port of Spain
Port of Spain2 stops$744
Puerto Plata
Puerto Plata2 stops$623
Punta Cana
Punta Cana2 stops$507
Montego Bay
Montego Bay1 stop$374
Oranjestad
Oranjestad1 stop$565
Nassau
Nassau1 stop$493
Providenciales
Providenciales1 stop$697
Port of Spain
Port of Spain2 stops$744
Puerto Plata
Puerto Plata2 stops$623

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 1 - Wed, Mar 4
Multiple Airlines Logo
9:23 pm - 3:31 pm
CHA
-
SJU
17h 08m
1 stop
Multiple Airlines Logo
5:25 pm - 5:38 pm
SJU
-
CHA
25h 13m
2 stops
$336Multiple Airlines
Sun, Feb 15 - Wed, Feb 18
Multiple Airlines Logo
3:33 pm - 4:34 pm
CHA
-
STT
24h 01m
1 stop
Multiple Airlines Logo
5:40 pm - 2:43 pm
STT
-
CHA
22h 03m
1 stop
$337Multiple Airlines
Sun, Mar 22 - Thu, Mar 26
American Airlines Logo
9:08 am - 8:34 pm
CHA
-
SJU
11h 26m
1 stop
American Airlines Logo
4:18 pm - 8:43 am
SJU
-
CHA
16h 25m
1 stop
$386American Airlines
Sun, Mar 22 - Thu, Mar 26
American Airlines Logo
6:28 pm - 5:28 am
CHA
-
SJU
11h 00m
1 stop
American Airlines Logo
4:18 pm - 8:43 am
SJU
-
CHA
16h 25m
1 stop
$406American Airlines
Thu, May 14 - Tue, May 19
Delta Logo
1:30 pm - 8:06 pm
CHA
-
SJU
6h 36m
1 stop
Delta Logo
6:15 am - 2:34 pm
SJU
-
CHA
8h 19m
1 stop
$411Delta
Mon, Apr 13 - Fri, Apr 24
Delta Logo
7:00 am - 1:16 pm
CHA
-
MBJ
7h 16m
1 stop
Delta Logo
4:55 pm - 9:46 am
MBJ
-
CHA
15h 51m
1 stop
$552Delta
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
6:30 am - 4:40 pm
CHA
-
AUA
9h 10m
1 stop
United Airlines Logo
2:00 pm - 8:30 pm
AUA
-
CHA
30h 30m
1 stop
$565United Airlines
Sat, Feb 21 - Wed, Feb 25
United Airlines Logo
6:30 am - 3:03 pm
CHA
-
NAS
8h 33m
1 stop
United Airlines Logo
3:35 pm - 8:50 pm
NAS
-
CHA
29h 15m
1 stop
$630United Airlines
Tue, May 26 - Sat, May 30
WestJet Logo
3:15 pm - 11:05 am
CHA
-
NAS
19h 50m
2 stops
WestJet Logo
11:15 am - 10:56 am
NAS
-
CHA
23h 41m
2 stops
$3,227WestJet
Wed, Feb 4 - Sun, Feb 8
WestJet Logo
2:58 pm - 2:46 pm
CHA
-
UVF
22h 48m
2 stops
WestJet Logo
3:40 pm - 11:16 pm
UVF
-
CHA
32h 36m
2 stops
$3,890WestJet
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 $745 and $668 respectively.

Good to know

Low seasonAugust
Cheapest flight$159
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 Saint Thomas Island

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 8066 reviews
7.9Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

4.0 OkayUros, Jan 2026
MEM - ATL
Read more Delta reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports