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$159+ Cheap flights from Chattanooga (CHA) to Caribbean

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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Chattanooga to Caribbean

Keep the following information in mind while searching for Chattanooga to Caribbean flight deals. Data was last updated January 15, 2026.

Round-trip from

$271
(Kiwi.com)

One-way from

$159
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$663
From Chattanooga Lovell Field to Caribbean
Search Deals
One-way flight from Chattanooga Lovell Field to Caribbean
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Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 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

Cheapest flights from Chattanooga to Caribbean
Explore the most affordable flight options available from Chattanooga to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Sun 2/89:28 pm
CHA
-
SJU
2 stops16h 44m
Multiple Airlines
Wed 2/114:40 pm
SJU
-
CHA
1 stop23h 03m
Multiple Airlines
Deal found 1/13$271
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Sun 4/124:43 pm
CHA
-
SJU
2 stops16h 10m
Multiple Airlines
Wed 4/153:36 pm
SJU
-
CHA
1 stop28h 54m
Multiple Airlines
Deal found 1/12$354
This United Airlines deal was found by Cheapflights users on 1/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:00 am
CHA
-
SJU
1 stop7h 44m
United Airlines
Thu 5/287:45 am
SJU
-
CHA
1 stop9h 10m
United Airlines
Deal found 1/13$384
This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:07 pm
CHA
-
SJU
1 stop16h 33m
American Airlines
Thu 3/264:18 pm
SJU
-
CHA
1 stop16h 25m
American Airlines
Deal found 1/13$386
This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:00 am
CHA
-
SJU
2 stops13h 06m
American Airlines
Tue 5/124:25 pm
SJU
-
CHA
1 stop16h 13m
American Airlines
Deal found 1/13$393
This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:14 pm
CHA
-
SJU
2 stops13h 59m
American Airlines
Thu 5/287:20 am
SJU
-
CHA
1 stop8h 41m
American Airlines
Deal found 1/13$406
This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:08 am
CHA
-
SJU
2 stops13h 26m
American Airlines
Fri 2/275:18 pm
SJU
-
CHA
1 stop16h 25m
American Airlines
Deal found 1/14$426
This American Airlines deal was found by Cheapflights users on 1/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:01 pm
CHA
-
SJU
1 stop14h 39m
American Airlines
Sat 3/78:00 am
SJU
-
CHA
1 stop16h 59m
American Airlines
Deal found 1/12$431
This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:00 am
CHA
-
SJU
2 stops11h 22m
American Airlines
Fri 2/137:33 am
SJU
-
CHA
1 stop11h 18m
American Airlines
Deal found 1/13$446
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Fri 2/69:56 pm
CHA
-
NAS
1 stop18h 29m
Multiple Airlines
Wed 2/114:00 pm
NAS
-
CHA
1 stop22h 43m
Multiple Airlines
Deal found 1/13$458
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 2/29:56 pm
CHA
-
NAS
1 stop18h 29m
Multiple Airlines
Wed 2/114:00 pm
NAS
-
CHA
1 stop22h 43m
Multiple Airlines
Deal found 1/13$461
This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:00 am
CHA
-
STX
1 stop9h 48m
American Airlines
Fri 2/274:38 pm
STX
-
CHA
1 stop17h 05m
American Airlines
Deal found 1/13$461

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chattanooga to Caribbean 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 January 15, 2026.
Use the filters below to find and compare flights from Chattanooga to Caribbean that are best for you.

Fly from

Chattanooga

Fly to

Caribbean

Route

Depart

Return

Price

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 2/8

9:28 pm-3:12 pm

2 stops16h 44m

San Juan Luis Munoz Marin Intl

Wed 2/11

4:40 pm-2:43 pm

1 stop23h 03m

$271

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 5/19

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Thu 5/28

7:45 am-4:55 pm

1 stop9h 10m

$384

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 3/22

6:07 pm-10:40 am

1 stop16h 33m

San Juan Luis Munoz Marin Intl

Thu 3/26

4:18 pm-8:43 am

1 stop16h 25m

$386

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 5/6

8:04 pm-10:48 am

1 stop14h 44m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:25 am-11:15 pm

1 stop15h 50m

$413

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 2/23

9:08 am-11:34 pm

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Fri 2/27

5:18 pm-8:43 am

1 stop16h 25m

$426

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 2/10

8:00 am-2:59 pm

1 stop5h 59m

San Juan Luis Munoz Marin Intl

Tue 2/17

8:40 am-8:59 pm

1 stop13h 19m

$426

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 2/28

6:07 pm-11:40 am

1 stop16h 33m

San Juan Luis Munoz Marin Intl

Sat 3/7

8:00 am-11:59 pm

1 stop16h 59m

$431

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 2/8

7:20 pm-1:08 pm

1 stop16h 48m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:40 am-5:42 pm

1 stop10h 02m

$446

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Fri 2/20

5:00 am-3:48 pm

1 stop9h 48m

Christiansted Henry Rohlsen

Fri 2/27

4:38 pm-8:43 am

1 stop17h 05m

$461

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Sun 3/8

8:00 am-4:54 pm

2 stops8h 54m

Nassau Intl

Thu 3/12

8:06 am-5:57 pm

2 stops9h 51m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 40 results
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Best time to book a flight from Chattanooga to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, August is the cheapest month in which you can book a flight from Chattanooga to Caribbean (average of $86). Flying from Chattanooga to Caribbean 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 15, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Chattanooga to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,048 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

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
8,048 reviews
Delta
7.9
Good
8,048 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

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
11,129 reviews
Delta
7.9
Good
8,048 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

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. 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?

    For a flight from Chattanooga to Caribbean, you will be flying from Lovell Field. Chattanooga Lovell Field (CHA) is just 6.0 mi from the center of the city.

  • How long is the flight from Chattanooga to Caribbean?

    For as low as $384, United Airlines can have you in Caribbean from Chattanooga in 7h 44m. There are 1642 mi between Chattanooga and Caribbean. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose Chattanooga Lovell Field - San Juan Luis Munoz Marin Intl, Chattanooga Lovell Field - Punta Cana or Chattanooga Lovell Field - Castries Hewanorra when deciding on the best route from Chattanooga to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chattanooga to Caribbean 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?

    Currently, August is the cheapest month in which you can book a flight from Chattanooga to Caribbean (average of $86). Flying from Chattanooga to Caribbean 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

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

Discover the top 2 airlines that operate flights from Chattanooga to Caribbean. 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$650FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$653FlexibilityNo cancel feeOn-time71%

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