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Caribbean Islands

$132+ Cheap flights from Chattanooga (CHA) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
feb. 7 — feb. 141
sáb. 2/7
sáb. 2/14
1 adult, Economy
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Cheap flight deals from Chattanooga to Caribbean Islands

Keep the following information in mind while searching for Chattanooga to Caribbean Islands flight deals. Data was last updated enero 8, 2026.

Round-trip from

$252
(Kiwi.com)

One-way from

$132
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$680
From Chattanooga Lovell Field to Caribbean Islands
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One-way flight from Chattanooga Lovell Field to Caribbean Islands
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Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Chattanooga to Caribbean Islands

Cheapest flights from Chattanooga to Caribbean Islands
Explore the most affordable flight options available from Chattanooga to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2310:03 pmCHA - SJU
1 stop10h 51mMultiple Airlines
mar. 3/32:59 amSJU - CHA
2 stops39h 39mMultiple Airlines
Deal found 1/7$252
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2310:03 pmCHA - SJU
1 stop10h 51mMultiple Airlines
vie. 2/276:00 amSJU - CHA
1 stop16h 18mMultiple Airlines
Deal found 1/7$257
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2310:03 pmCHA - SJU
1 stop10h 51mMultiple Airlines
dom. 3/13:53 amSJU - CHA
1 stop18h 25mMultiple Airlines
Deal found 1/7$267
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/2010:03 pmCHA - SJU
1 stop11h 14mMultiple Airlines
mar. 3/32:59 amSJU - CHA
2 stops39h 39mMultiple Airlines
Deal found 1/7$272
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2310:03 pmCHA - SJU
1 stop10h 51mMultiple Airlines
sáb. 2/284:36 pmSJU - CHA
1 stop28h 57mMultiple Airlines
Deal found 1/7$276
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/2010:03 pmCHA - SJU
1 stop11h 14mMultiple Airlines
vie. 2/276:00 amSJU - CHA
1 stop16h 18mMultiple Airlines
Deal found 1/7$277
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/2010:03 pmCHA - SJU
1 stop11h 14mMultiple Airlines
lun. 3/26:00 amSJU - CHA
1 stop16h 18mMultiple Airlines
Deal found 1/7$287
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/223:53 pmCHA - SJU
1 stop9h 36mMultiple Airlines
mar. 3/32:59 amSJU - CHA
2 stops39h 39mMultiple Airlines
Deal found 1/7$289
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/223:53 pmCHA - SJU
2 stops22h 14mMultiple Airlines
vie. 2/276:00 amSJU - CHA
1 stop16h 18mMultiple Airlines
Deal found 1/7$291
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2310:03 pmCHA - SJU
1 stop10h 51mMultiple Airlines
sáb. 2/283:53 amSJU - CHA
2 stops17h 40mMultiple Airlines
Deal found 1/7$292
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/193:33 pmCHA - STX
1 stop23h 07mMultiple Airlines
sáb. 2/284:37 pmSTX - CHA
1 stop28h 56mMultiple Airlines
Deal found 1/7$293
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/2010:03 pmCHA - STX
2 stops16h 37mMultiple Airlines
sáb. 2/284:37 pmSTX - CHA
1 stop28h 56mMultiple Airlines
Deal found 1/7$309

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chattanooga to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 8, 2026.
Use the filters below to find and compare flights from Chattanooga to Caribbean Islands that are best for you.

Fly from

Chattanooga

Fly to

Caribbean Islands

Route

Depart

Return

Price

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 2/23

10:03 pm-9:54 am

1 stop10h 51m

San Juan Luis Munoz Marin Intl

mar. 3/3

2:59 am-5:38 pm

2 stops39h 39m

$252

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 2/23

10:03 pm-9:54 am

1 stop10h 51m

San Juan Luis Munoz Marin Intl

sáb. 2/28

4:36 pm-8:33 pm

1 stop28h 57m

$276

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

vie. 2/20

10:03 pm-10:17 am

1 stop11h 14m

San Juan Luis Munoz Marin Intl

lun. 3/2

6:00 am-9:18 pm

1 stop16h 18m

$287

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

vie. 2/20

10:03 pm-3:40 pm

2 stops16h 37m

Christiansted Henry Rohlsen

sáb. 2/28

4:37 pm-8:33 pm

1 stop28h 56m

$309

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

jue. 2/26

3:49 pm-2:25 am

1 stop9h 36m

San Juan Luis Munoz Marin Intl

vie. 2/27

6:00 am-9:18 pm

1 stop16h 18m

$321

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

jue. 2/26

3:49 pm-2:25 am

1 stop9h 36m

San Juan Luis Munoz Marin Intl

sáb. 2/28

5:31 pm-2:59 pm

2 stops22h 28m

$346

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

jue. 2/19

3:53 pm-3:40 pm

2 stops22h 47m

Christiansted Henry Rohlsen

sáb. 2/28

4:37 pm-8:33 pm

1 stop28h 56m

$372

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mié. 2/25

3:03 pm-11:58 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

mié. 3/4

7:30 am-2:04 pm

1 stop7h 34m

$406

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom. 2/8

7:20 pm-1:08 pm

1 stop16h 48m

San Juan Luis Munoz Marin Intl

vie. 2/13

8:40 am-5:42 pm

1 stop10h 02m

$406

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mié. 2/25

1:49 pm-11:58 pm

1 stop9h 09m

San Juan Luis Munoz Marin Intl

jue. 3/5

6:15 am-10:55 am

1 stop5h 40m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 48 results
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Best time to book a flight from Chattanooga to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Chattanooga with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chattanooga to Caribbean Islands

What is the cheapest month to book a flight from Chattanooga to Caribbean Islands?

Currently, August is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $86). Flying from Chattanooga to Caribbean Islands in May is currently the most expensive (average of $385). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated enero 8, 2026.
Read through reviews of airlines operating flights from Chattanooga to Caribbean Islands, such as Delta and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,095 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chattanooga to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Chattanooga to Caribbean Islands?

    Located just 6.0 mi from the city center, Chattanooga Lovell Field (CHA) is the airport most travelers will use when flying to Caribbean Islands from Chattanooga.

  • How long is the flight from Chattanooga to Caribbean Islands?

    American Airlines, Delta, and United Airlines can get you from Chattanooga to Caribbean Islands in just under 7h 44m. Your travel time can differ by up to 14h 26m. The distance between Chattanooga and Caribbean Islands is about 830 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chattanooga to Caribbean Islands?

    The most popular flight routes from Chattanooga to Caribbean Islands are Chattanooga Lovell Field - San Juan Luis Munoz Marin Intl, Chattanooga Lovell Field - Punta Cana and Chattanooga Lovell Field - Saint Thomas Island Cyril E King.

  • Can I find deals for flights from Chattanooga to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Chattanooga to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chattanooga to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chattanooga to Caribbean Islands.

  • Can I find deals for business class flights from Chattanooga to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Chattanooga to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chattanooga to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $86). Flying from Chattanooga to Caribbean Islands in May is currently the most expensive (average of $385). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chattanooga to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chattanooga to Caribbean Islands

Discover the top 2 airlines that operate flights from Chattanooga to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$654FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$650FlexibilityNo cancel feeOn-time71%

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