$152 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 6/14. 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$487
Montego Bay
Montego Bay1 stop$332
Oranjestad
Oranjestad1 stop$591
Nassau
Nassau1 stop$429
Providenciales
Providenciales1 stop$633
Port of Spain
Port of Spain1 stop$740
Bridgetown
Bridgetown2 stops$672
Puerto Plata
Puerto Plata2 stops$663
Punta Cana
Punta Cana2 stops$487
Montego Bay
Montego Bay1 stop$332
Oranjestad
Oranjestad1 stop$591
Nassau
Nassau1 stop$429
Providenciales
Providenciales1 stop$633
Port of Spain
Port of Spain1 stop$740
Bridgetown
Bridgetown2 stops$672
Puerto Plata
Puerto Plata2 stops$663

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, May 31 - Thu, Jun 4
Multiple Airlines Logo
8:57 am - 12:47 am
CHA
-
SJU
15h 50m
1 stop
Multiple Airlines Logo
9:16 pm - 9:14 pm
SJU
-
CHA
23h 58m
2 stops
$299Multiple Airlines
Sun, May 31 - Thu, Jun 4
Multiple Airlines Logo
8:57 am - 12:47 am
CHA
-
SJU
15h 50m
1 stop
Multiple Airlines Logo
3:59 pm - 9:14 pm
SJU
-
CHA
29h 15m
1 stop
$305Multiple Airlines
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
8:11 pm - 11:19 am
CHA
-
MBJ
16h 08m
1 stop
American Airlines Logo
2:30 pm - 12:06 am
MBJ
-
CHA
8h 36m
1 stop
$332American Airlines
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
8:11 pm - 11:19 am
CHA
-
MBJ
16h 08m
1 stop
American Airlines Logo
2:08 pm - 8:54 am
MBJ
-
CHA
17h 46m
2 stops
$337American Airlines
Fri, Apr 17 - Thu, Apr 23
American Airlines Logo
8:04 pm - 11:29 am
CHA
-
MBJ
16h 25m
1 stop
American Airlines Logo
2:29 pm - 8:38 am
MBJ
-
CHA
17h 09m
1 stop
$338American Airlines
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
8:11 pm - 11:19 am
CHA
-
MBJ
16h 08m
1 stop
American Airlines Logo
2:30 pm - 6:01 pm
MBJ
-
CHA
26h 31m
1 stop
$339American Airlines
Tue, Apr 14 - Thu, Apr 23
Delta Logo
5:45 am - 1:25 pm
CHA
-
SJU
7h 40m
1 stop
Delta Logo
6:15 am - 1:28 pm
SJU
-
CHA
7h 13m
1 stop
$386Delta
Sat, Jun 13 - Sat, Jun 20
United Airlines Logo
7:00 am - 3:26 pm
CHA
-
MBJ
9h 26m
1 stop
United Airlines Logo
2:40 pm - 11:06 pm
MBJ
-
CHA
7h 26m
1 stop
$446United Airlines
Wed, May 13 - Tue, May 19
United Airlines Logo
7:15 am - 1:47 pm
CHA
-
NAS
6h 32m
1 stop
United Airlines Logo
2:53 pm - 11:03 pm
NAS
-
CHA
8h 10m
1 stop
$516United Airlines
Sun, Aug 9 - Fri, Aug 14
Delta Logo
5:30 am - 11:43 am
CHA
-
PUJ
6h 13m
1 stop
Delta Logo
1:05 pm - 11:51 pm
PUJ
-
CHA
10h 46m
1 stop
$545Delta
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 January, when the average cost of round-trip tickets is $705 and $635 respectively.

Good to know

Low seasonAugust
Cheapest flight$152
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chattanooga to Montego Bay

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 8269 reviews
7.9Comfort
7.8Entertainment
7.2Food
8.1Boarding
8.5Crew
Airline reviews

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

8.0 ExcellentAnonymous, Mar 2026
SEA - RDU
Read more Delta reviews

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Delayed. Hot. Passenger next to me was so large I couldn’t move.

Same experience as the flight from Norfolk to Atlanta where people are boarded in zones that don't make sense. People behind you on the plane will get on before you and they take the luggage space on your row.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

Left a few minutes early. Got in 15 minutes early. Very attentive service on board. Very organized boarding.

Other than nearly three hour delay for maintenance issues, everything went smooth

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports