$217 Find Cheap Flights from Chattanooga to Caribbean - Compare and Save

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 7/5. 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$596
Montego Bay
Montego Bay1 stop$482
Oranjestad
Oranjestad1 stop$525
Nassau
Nassau1 stop$577
Providenciales
Providenciales1 stop$645
Port of Spain
Port of Spain1 stop$642
Bridgetown
Bridgetown2 stops$777
Puerto Plata
Puerto Plata2 stops$655
Punta Cana
Punta Cana1 stop$596
Montego Bay
Montego Bay1 stop$482
Oranjestad
Oranjestad1 stop$525
Nassau
Nassau1 stop$577
Providenciales
Providenciales1 stop$645
Port of Spain
Port of Spain1 stop$642
Bridgetown
Bridgetown2 stops$777
Puerto Plata
Puerto Plata2 stops$655

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, Jul 26 - Sat, Aug 1
Multiple Airlines Logo
8:59 am - 4:05 pm
CHA
-
SJU
7h 06m
1 stop
Multiple Airlines Logo
6:00 am - 8:19 am
SJU
-
CHA
26h 19m
1 stop
$306Multiple Airlines
Sun, Jul 26 - Sat, Aug 1
Multiple Airlines Logo
8:59 am - 4:05 pm
CHA
-
SJU
7h 06m
1 stop
Multiple Airlines Logo
5:15 pm - 8:19 am
SJU
-
CHA
15h 04m
2 stops
$323Multiple Airlines
Sun, Oct 11 - Wed, Oct 21
Multiple Airlines Logo
9:34 am - 11:38 pm
CHA
-
SJU
14h 04m
1 stop
Multiple Airlines Logo
5:12 pm - 8:09 am
SJU
-
CHA
14h 57m
1 stop
$338Multiple Airlines
Sun, Oct 11 - Wed, Oct 21
Multiple Airlines Logo
9:34 am - 11:38 pm
CHA
-
SJU
14h 04m
1 stop
Multiple Airlines Logo
5:12 pm - 8:09 am
SJU
-
CHA
14h 57m
1 stop
$345Multiple Airlines
Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
7:18 pm - 12:53 pm
CHA
-
STT
17h 35m
2 stops
American Airlines Logo
1:49 pm - 11:40 am
STT
-
CHA
21h 51m
2 stops
$398American Airlines
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
8:08 pm - 3:25 pm
CHA
-
STT
18h 17m
2 stops
American Airlines Logo
4:16 pm - 8:38 am
STT
-
CHA
17h 22m
2 stops
$403American Airlines
Tue, Aug 25 - Tue, Sep 1
Delta Logo
5:35 am - 1:34 pm
CHA
-
STT
7h 59m
1 stop
Delta Logo
2:49 pm - 9:24 pm
STT
-
CHA
6h 35m
1 stop
$449Delta
Mon, Sep 14 - Wed, Sep 23
Delta Logo
5:35 am - 1:42 pm
CHA
-
STT
8h 07m
1 stop
Delta Logo
2:52 pm - 8:26 pm
STT
-
CHA
5h 34m
1 stop
$504Delta
Thu, Jul 23 - Wed, Jul 29
United Airlines Logo
6:00 am - 3:35 pm
CHA
-
AUA
9h 35m
1 stop
United Airlines Logo
3:10 pm - 11:06 pm
AUA
-
CHA
7h 56m
1 stop
$525United Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
7:00 am - 3:56 pm
CHA
-
NAS
8h 56m
1 stop
United Airlines Logo
2:53 pm - 11:06 pm
NAS
-
CHA
8h 13m
1 stop
$586United 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 June, when tickets cost $263 (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$217
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 21% increase in price.
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.
7.8
DeltaOverall score based on 8456 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Comfort
7.8Entertainment
Airline reviews

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

4.0 OkayLinda, Jun 2026
BNA - ATL
Read more Delta reviews

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

The tray table was broken and the food was terrible.

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

No WiFi. Arrival was early but gate was occupied and had to sit on jet 30 min to deplane.

No WiFi on flight. Arrival was early but gate was occupied and had to sit on jet for nearly 30 min to deplane.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

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’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Good flights. On time. They had a gluten free snack option which was nice

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

It was canceled at the last minute. While I was literally at the airport. Messed my entire trip up.

Flight was on-time, boarding was flawless and the crew was friendly.

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Not to have gotten delayed by 2+ hours for the fourth straight American flight. They're the worst.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The flight was good. We had to spend almost an hour on the tarmac when we arrived in Dallas. Waiting for a gate. What’s the point of arriving early if you have no gate to park at?

Pulled out of the gate only to sit in the tarmac for an hour and a half for paperwork. Paperwork. Went back to the gate to refuel.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports