$164 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 5/1. 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 Cana1 stop$566
Montego Bay
Montego Bay1 stop$517
Oranjestad
Oranjestad1 stop$619
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$610
Port of Spain
Port of Spain1 stop$780
Punta Cana
Punta Cana1 stop$566
Montego Bay
Montego Bay1 stop$517
Oranjestad
Oranjestad1 stop$619
Nassau
Nassau1 stop$441
Providenciales
Providenciales1 stop$610
Port of Spain
Port of Spain1 stop$780

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, Apr 30 - Sat, May 9
Multiple Airlines Logo
4:11 pm - 7:22 pm
CHA
-
SJU
27h 11m
1 stop
Multiple Airlines Logo
8:04 pm - 9:12 pm
SJU
-
CHA
25h 08m
1 stop
$246Multiple Airlines
Thu, May 7 - Sat, May 16
Multiple Airlines Logo
4:11 pm - 6:59 pm
CHA
-
SJU
26h 48m
1 stop
Multiple Airlines Logo
8:04 pm - 9:12 pm
SJU
-
CHA
25h 08m
1 stop
$249Multiple Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
4:11 pm - 6:59 pm
CHA
-
SJU
26h 48m
1 stop
Multiple Airlines Logo
8:04 pm - 9:12 pm
SJU
-
CHA
25h 08m
1 stop
$252Multiple Airlines
Sun, May 3 - Sat, May 9
Multiple Airlines Logo
4:11 pm - 6:59 pm
CHA
-
SJU
26h 48m
1 stop
Multiple Airlines Logo
8:04 pm - 9:12 pm
SJU
-
CHA
25h 08m
1 stop
$256Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
United Airlines Logo
6:30 am - 3:31 pm
CHA
-
STT
9h 01m
1 stop
United Airlines Logo
2:10 pm - 12:23 am
STT
-
CHA
10h 13m
1 stop
$394United Airlines
Mon, Apr 20 - Thu, Apr 23
United Airlines Logo
6:30 am - 3:31 pm
CHA
-
STT
9h 01m
1 stop
United Airlines Logo
2:10 pm - 12:23 am
STT
-
CHA
10h 13m
1 stop
$460United Airlines
Sun, May 3 - Mon, May 11
American Airlines Logo
6:47 am - 1:25 pm
CHA
-
MBJ
7h 38m
1 stop
American Airlines Logo
1:15 pm - 10:37 pm
MBJ
-
CHA
8h 22m
1 stop
$517American Airlines
Sun, May 3 - Mon, May 11
American Airlines Logo
8:04 pm - 11:51 am
CHA
-
MBJ
16h 47m
2 stops
American Airlines Logo
4:37 pm - 12:27 pm
MBJ
-
CHA
18h 50m
2 stops
$522American Airlines
Tue, Jul 28 - Sun, Aug 2
Delta Logo
5:35 am - 2:30 pm
CHA
-
PLS
8h 55m
1 stop
Delta Logo
2:05 pm - 8:46 pm
PLS
-
CHA
6h 41m
1 stop
$610Delta
Tue, Jun 23 - Sun, Jun 28
Delta Logo
6:40 am - 2:13 pm
CHA
-
UVF
7h 33m
1 stop
Delta Logo
3:33 pm - 11:43 pm
UVF
-
CHA
8h 10m
1 stop
$2,203Delta
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 $465 (return) on average. On the other hand, the most expensive months are February and March, when the average cost of round-trip tickets is $705 and $642 respectively.

Good to know

Low seasonApril
Cheapest flight$164
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 16% 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.
7.9
DeltaOverall score based on 8382 reviews
7.2Food
7.9Comfort
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

We departed and landed early which was a nice surprise. The boarding process was slow.

10.0 ExcellentBrittany, Apr 2026
DAL - ATL
Read more Delta reviews

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

We did not have enough time to make our connecting flight. As a result, we were put onto a different airline for our second leg. The different airline was NOT comparable to British Airlines, and our arrival was significantly delayed. The actual flight on BA was amazing.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Going non stop to lax like I paid for. Not stopping in MCI for gas. Too long of delays

Human interaction. Thought there would be more service-even a smile would have been nice.

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

Seat was VERY uncomfortable. Flight was delayed and then boarded slowly. The crew was super helpful with boarding and supporting maximizing the luggage in the overhead.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports