$193 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 10/26. 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

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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$424
Montego Bay
Montego Bay1 stop$590
Oranjestad
Oranjestad2 stops$639
Nassau
Nassau1 stop$427
Providenciales
Providenciales2 stops$581
Port of Spain
Port of Spain2 stops$673
Bridgetown
Bridgetown2 stops$656
Punta Cana
Punta Cana2 stops$424
Montego Bay
Montego Bay1 stop$590
Oranjestad
Oranjestad2 stops$639
Nassau
Nassau1 stop$427
Providenciales
Providenciales2 stops$581
Port of Spain
Port of Spain2 stops$673
Bridgetown
Bridgetown2 stops$656

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, Sep 8 - Fri, Sep 12
Spirit Airlines Logo
5:52 pm - 12:54 amCHA-SJU
7h 02m1 stop
Spirit Airlines Logo
6:44 am - 4:57 pmSJU-CHA
10h 13m1 stop
$329Spirit Airlines
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Mon, Oct 13 - Sun, Oct 19
Spirit Airlines Logo
5:52 pm - 2:12 pmCHA-SJU
20h 20m1 stop
Spirit Airlines Logo
2:49 am - 4:50 pmSJU-CHA
14h 01m1 stop
$336Spirit Airlines
Find Deal
Mon, Sep 8 - Thu, Sep 11
 Logo
5:52 pm - 2:34 amCHA-SJU
8h 42m1 stop
 Logo
3:39 am - 4:57 pmSJU-CHA
13h 18m1 stop
Thu, Oct 9 - Sun, Oct 19
 Logo
11:42 am - 3:16 pmCHA-SJU
27h 34m1 stop
 Logo
2:49 am - 4:50 pmSJU-CHA
14h 01m1 stop
Sun, Oct 26 - Sat, Nov 1
American Airlines Logo
8:23 pm - 2:20 pmCHA-SJU
17h 57m1 stop
American Airlines Logo
7:10 am - 2:59 pmSJU-CHA
7h 49m1 stop
$390American Airlines
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Tue, Sep 23 - Tue, Sep 30
American Airlines Logo
8:10 am - 3:52 pmCHA-SJU
7h 42m1 stop
American Airlines Logo
3:55 pm - 9:49 amSJU-CHA
17h 54m2 stops
$405American Airlines
Find Deal
Wed, Jan 21 - Mon, Jan 26
United Airlines Logo
8:15 am - 3:22 pmCHA-NAS
7h 07m1 stop
United Airlines Logo
3:35 pm - 1:34 pmNAS-CHA
21h 59m1 stop
$434United Airlines
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Tue, Oct 7 - Thu, Oct 16
Delta Logo
4:04 pm - 9:59 pmCHA-SJU
5h 55m1 stop
Delta Logo
7:15 am - 3:19 pmSJU-CHA
8h 04m1 stop
$521Delta
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Sun, Oct 26 - Fri, Oct 31
United Airlines Logo
7:01 am - 2:40 pmCHA-SJU
7h 39m1 stop
United Airlines Logo
1:05 am - 4:45 pmSJU-CHA
15h 40m2 stops
$532United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Delta Logo
4:11 pm - 10:00 pmCHA-SJU
5h 49m1 stop
Delta Logo
7:15 am - 3:19 pmSJU-CHA
8h 04m1 stop
$541Delta
Find Deal
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 $450 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $755 and $745 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$193
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 12% 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.

  • 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 7979 reviews
8.2Boarding
8.5Crew
7.9Comfort
7.9Entertainment
7.3Food
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Pretty good. The food was just mediocre, the boarding and crew were good.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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