$248 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 1/15. 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$504
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad1 stop$566
Nassau
Nassau1 stop$503
Providenciales
Providenciales1 stop$559
Bridgetown
Bridgetown2 stops$4,005
Puerto Plata
Puerto Plata2 stops$1,623
Punta Cana
Punta Cana1 stop$504
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad1 stop$566
Nassau
Nassau1 stop$503
Providenciales
Providenciales1 stop$559
Bridgetown
Bridgetown2 stops$4,005
Puerto Plata
Puerto Plata2 stops$1,623

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, Feb 8 - Fri, Feb 13
Delta Logo
11:47 am - 8:58 pm
CHA
-
SJU
8h 11m1 stop
Delta Logo
2:15 pm - 9:00 pm
SJU
-
CHA
7h 45m1 stop
$365Delta
Wed, Feb 4 - Mon, Feb 9
American Airlines Logo
8:00 am - 8:50 pm
CHA
-
SJU
11h 50m1 stop
American Airlines Logo
5:55 pm - 10:02 am
SJU
-
CHA
17h 07m1 stop
$385American Airlines
Wed, Feb 4 - Mon, Feb 9
Delta Logo
3:02 pm - 8:58 pm
CHA
-
SJU
4h 56m1 stop
Delta Logo
6:27 pm - 11:16 pm
SJU
-
CHA
5h 49m1 stop
$390Delta
Sat, Feb 7 - Sat, Feb 21
American Airlines Logo
7:20 pm - 1:08 pm
CHA
-
SJU
16h 48m1 stop
American Airlines Logo
8:15 am - 11:59 pm
SJU
-
CHA
16h 44m1 stop
$415American Airlines
Wed, Feb 4 - Mon, Feb 9
American Airlines Logo
6:00 am - 6:22 pm
CHA
-
SJU
11h 22m2 stops
American Airlines Logo
5:55 pm - 10:02 am
SJU
-
CHA
17h 07m1 stop
$425American Airlines
Sat, Feb 7 - Sat, Feb 21
American Airlines Logo
12:21 pm - 11:59 pm
CHA
-
SJU
10h 38m2 stops
American Airlines Logo
8:15 am - 11:59 pm
SJU
-
CHA
16h 44m1 stop
$440American Airlines
Thu, Jan 29 - Thu, Feb 5
United Airlines Logo
8:15 am - 3:22 pm
CHA
-
NAS
7h 07m1 stop
United Airlines Logo
3:35 pm - 11:44 am
NAS
-
CHA
20h 09m1 stop
$503United Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
5:40 pm - 4:02 pm
CHA
-
PUJ
21h 22m1 stop
United Airlines Logo
2:55 pm - 4:54 pm
PUJ
-
CHA
26h 59m1 stop
$543United Airlines
Sat, Apr 4 - Sat, Apr 11
WestJet Logo
7:00 am - 11:24 am
CHA
-
MBJ
29h 24m2 stops
WestJet Logo
6:25 pm - 5:19 pm
MBJ
-
CHA
21h 54m2 stops
$3,497WestJet
Sat, Apr 4 - Sat, Apr 11
WestJet Logo
7:15 am - 11:24 am
CHA
-
MBJ
29h 09m2 stops
WestJet Logo
6:25 pm - 9:39 pm
MBJ
-
CHA
26h 14m2 stops
$3,500WestJet
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 January, when the average cost of round-trip tickets is $745 and $663 respectively.

What’s the cheapest day of the week to fly from Chattanooga to Caribbean?

The average price of all round-trip flights from Chattanooga to Caribbean clicked on KAYAK for each day over the last 12 months.

For Chattanooga to Caribbean, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Caribbean back to Chattanooga, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Good to know

Low seasonAugust
Cheapest flight$248
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chattanooga to Punta Cana

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $580 on average. Morning departures are around 7% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $859.

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 8008 reviews
8.1Boarding
7.3Food
8.5Crew
7.9Entertainment
7.9Comfort
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports