$179 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 12/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$474
Montego Bay
Montego Bay1 stop$531
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$475
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain2 stops$1,513
Bridgetown
Bridgetown1 stop$541
Puerto Plata
Puerto Plata2 stops$551
Punta Cana
Punta Cana1 stop$474
Montego Bay
Montego Bay1 stop$531
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$475
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain2 stops$1,513
Bridgetown
Bridgetown1 stop$541
Puerto Plata
Puerto Plata2 stops$551

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, Dec 7 - Sun, Dec 14
Multiple Airlines Logo
3:36 pm - 2:54 pmCHA-SJU
22h 18m1 stop
Multiple Airlines Logo
5:00 pm - 8:04 pmSJU-CHA
28h 04m1 stop
$340Multiple Airlines
Find Deal
Thu, Jan 29 - Wed, Feb 4
American Airlines Logo
6:00 am - 10:26 pmCHA-SJU
15h 26m1 stop
American Airlines Logo
8:20 am - 1:44 pmSJU-CHA
6h 24m1 stop
$365American Airlines
Find Deal
Sun, Dec 7 - Sun, Dec 14
Multiple Airlines Logo
3:36 pm - 12:45 amCHA-SJU
32h 09m2 stops
Multiple Airlines Logo
5:00 pm - 8:04 pmSJU-CHA
28h 04m1 stop
$372Multiple Airlines
Find Deal
Thu, Jan 29 - Wed, Feb 4
American Airlines Logo
10:27 am - 8:50 pmCHA-SJU
9h 23m1 stop
American Airlines Logo
11:38 am - 11:24 pmSJU-CHA
12h 46m2 stops
$385American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
7:15 am - 12:00 pmCHA-NAS
4h 45m1 stop
Delta Logo
3:40 pm - 10:19 pmNAS-CHA
6h 39m1 stop
$475Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
5:30 am - 2:30 pmCHA-NAS
9h 00m2 stops
Delta Logo
3:40 pm - 10:19 pmNAS-CHA
6h 39m1 stop
$479Delta
Find Deal
Thu, Jan 29 - Tue, Feb 3
United Airlines Logo
8:15 am - 12:36 amCHA-SJU
15h 21m2 stops
United Airlines Logo
2:05 am - 4:54 pmSJU-CHA
15h 49m2 stops
$535United Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
10:55 am - 8:00 pmCHA-SJU
9h 05m1 stop
United Airlines Logo
7:35 am - 4:57 pmSJU-CHA
9h 22m1 stop
$550United Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
WestJet Logo
6:55 am - 9:57 amCHA-PUJ
26h 02m2 stops
WestJet Logo
1:30 pm - 2:39 pmPUJ-CHA
25h 09m2 stops
$1,447WestJet
Find Deal
Tue, Dec 23 - Tue, Dec 30
WestJet Logo
6:54 am - 5:12 pmCHA-NAS
34h 18m2 stops
WestJet Logo
4:50 pm - 4:45 pmNAS-CHA
23h 55m2 stops
$1,686WestJet
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 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 $691 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$179
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 2% 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 8004 reviews
7.9Comfort
8.1Boarding
8.5Crew
7.9Entertainment
7.3Food
Airline reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

2.0 MediocreAnonymous, Nov 2025MOB - ATL
Read more Delta reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports