$233 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 12/7. 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$531
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$475
Providenciales
Providenciales1 stop$528
Bridgetown
Bridgetown1 stop$611
Puerto Plata
Puerto Plata1 stop$558
Punta Cana
Punta Cana1 stop$504
Montego Bay
Montego Bay1 stop$531
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$475
Providenciales
Providenciales1 stop$528
Bridgetown
Bridgetown1 stop$611
Puerto Plata
Puerto Plata1 stop$558

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 22 - Thu, Feb 26
Multiple Airlines Logo
3:33 pm - 12:28 pmCHA-STT
19h 55m1 stop
Multiple Airlines Logo
1:33 pm - 8:33 pmSTT-CHA
8h 00m1 stop
$379Multiple Airlines
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Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
2:09 pm - 10:09 pmCHA-SJU
7h 00m1 stop
American Airlines Logo
5:56 pm - 9:52 amSJU-CHA
16h 56m1 stop
$405American Airlines
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Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
6:00 am - 10:26 pmCHA-SJU
15h 26m1 stop
American Airlines Logo
8:20 am - 3:53 pmSJU-CHA
8h 33m1 stop
$421American Airlines
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Sun, Feb 22 - Thu, Feb 26
Multiple Airlines Logo
3:33 pm - 3:11 pmCHA-STT
22h 38m2 stops
Multiple Airlines Logo
1:33 pm - 8:33 pmSTT-CHA
8h 00m1 stop
$422Multiple Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
8:05 am - 5:52 pmCHA-SJU
8h 47m2 stops
American Airlines Logo
5:56 pm - 9:52 amSJU-CHA
16h 56m1 stop
$445American Airlines
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
7:15 am - 1:30 pmCHA-NAS
6h 15m1 stop
Delta Logo
3:40 pm - 10:19 pmNAS-CHA
6h 39m1 stop
$475Delta
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
5:30 am - 2:30 pmCHA-NAS
9h 00m2 stops
Delta Logo
2:55 pm - 8:20 pmNAS-CHA
5h 25m1 stop
$479Delta
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Wed, Nov 12 - Fri, Nov 14
United Airlines Logo
7:01 am - 3:40 pmCHA-SJU
7h 39m1 stop
United Airlines Logo
2:05 am - 1:23 pmSJU-CHA
12h 18m2 stops
$547United Airlines
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Tue, Nov 11 - Sat, Nov 15
United Airlines Logo
12:10 pm - 9:00 pmCHA-SJU
7h 50m1 stop
United Airlines Logo
8:10 am - 4:45 pmSJU-CHA
9h 35m1 stop
$550United Airlines
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Sat, Nov 29 - Fri, Dec 5
British Airways Logo
8:08 pm - 2:42 pmCHA-AUA
17h 34m2 stops
British Airways Logo
5:35 pm - 1:38 pmAUA-CHA
21h 03m2 stops
$797British Airways
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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 April and January, when the average cost of round-trip tickets is $745 and $703 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$233
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chattanooga to San Juan Airport

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 7996 reviews
8.5Crew
8.2Boarding
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

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.

8.0 ExcellentBobby, Oct 2025GSP - ATL
Read more Delta reviews

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.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

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

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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