$181 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 9/28. 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$443
Montego Bay
Montego Bay2 stops$427
Oranjestad
Oranjestad1 stop$641
Nassau
Nassau1 stop$440
Providenciales
Providenciales1 stop$660
Port of Spain
Port of Spain1 stop$600
Bridgetown
Bridgetown2 stops$697
Punta Cana
Punta Cana1 stop$443
Montego Bay
Montego Bay2 stops$427
Oranjestad
Oranjestad1 stop$641
Nassau
Nassau1 stop$440
Providenciales
Providenciales1 stop$660
Port of Spain
Port of Spain1 stop$600
Bridgetown
Bridgetown2 stops$697

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

Mon, Jun 15 - Wed, Jun 24
Multiple Airlines Logo
10:04 pm - 2:15 pm
CHA
-
SJU
16h 11m
2 stops
Multiple Airlines Logo
6:00 am - 8:09 am
SJU
-
CHA
26h 09m
1 stop
$368Multiple Airlines
Fri, Jun 19 - Wed, Jun 24
Multiple Airlines Logo
10:04 pm - 5:33 pm
CHA
-
SJU
19h 29m
2 stops
Multiple Airlines Logo
6:00 am - 8:09 am
SJU
-
CHA
26h 09m
1 stop
$376Multiple Airlines
Mon, Jun 15 - Wed, Jun 24
Multiple Airlines Logo
10:04 pm - 1:16 pm
CHA
-
SJU
15h 12m
1 stop
Multiple Airlines Logo
6:00 am - 8:09 am
SJU
-
CHA
26h 09m
1 stop
$377Multiple Airlines
Thu, Jun 18 - Wed, Jun 24
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
$403Multiple Airlines
Mon, Nov 16 - Wed, Nov 25
Delta Logo
4:30 pm - 11:13 pm
CHA
-
SJU
5h 43m
1 stop
Delta Logo
1:55 pm - 10:06 pm
SJU
-
CHA
9h 11m
1 stop
$416Delta
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 - 10:42 am
MBJ
-
CHA
16h 42m
2 stops
$427American Airlines
Mon, Nov 16 - Mon, Nov 23
Delta Logo
6:30 am - 5:25 pm
CHA
-
SJU
9h 55m
1 stop
Delta Logo
1:55 pm - 10:06 pm
SJU
-
CHA
9h 11m
1 stop
$436Delta
Thu, Oct 15 - Mon, Oct 19
American Airlines Logo
6:15 pm - 9:05 am
CHA
-
MBJ
15h 50m
1 stop
American Airlines Logo
5:00 pm - 10:42 am
MBJ
-
CHA
16h 42m
2 stops
$484American Airlines
Wed, Jul 15 - Wed, Jul 22
United Airlines Logo
6:00 am - 2:57 pm
CHA
-
NAS
8h 57m
1 stop
United Airlines Logo
2:53 pm - 11:06 pm
NAS
-
CHA
8h 13m
1 stop
$561United Airlines
Sat, Jun 27 - Fri, Jul 3
United Airlines Logo
7:00 am - 3:20 pm
CHA
-
AUA
8h 20m
1 stop
United Airlines Logo
1:50 pm - 9:44 am
AUA
-
CHA
19h 54m
1 stop
$689United 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.

Good to know

Low seasonApril
Cheapest flight$238
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 18% 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 8398 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Comfort
7.8Entertainment
Airline reviews

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

8.0 ExcellentAnonymous, Jun 2026
TPA - LGA
Read more Delta reviews

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports