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$279+ 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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
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 noviembre 26, 2025.

Round-trip from

$351
(Kiwi.com)

One-way from

$279
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$574
From Chattanooga Lovell Field to Caribbean
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One-way flight from Chattanooga Lovell Field to Caribbean
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Highest demand for flights based on searches. 2% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 noviembre 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
mié. 12/243:53 pmCHA - SJU
1 stop9h 19mMultiple Airlines
mié. 12/316:00 amSJU - CHA
1 stop10h 03mMultiple Airlines
Deal found 11/25$451
This American Airlines deal was found by Cheapflights users on 11/24. 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.
dom. 12/148:08 pmCHA - SJU
1 stop15h 53mAmerican Airlines
lun. 12/155:56 pmSJU - CHA
1 stop16h 56mAmerican Airlines
Deal found 11/24$480
This American Airlines deal was found by Cheapflights users on 11/25. 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.
mar. 12/26:00 amCHA - SJU
2 stops10h 52mAmerican Airlines
mié. 12/177:00 amSJU - CHA
1 stop11h 43mAmerican Airlines
Deal found 11/25$505
This American Airlines deal was found by Cheapflights users on 11/24. 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.
vie. 12/55:00 amCHA - SJU
1 stop9h 28mAmerican Airlines
lun. 12/82:36 pmSJU - CHA
2 stops8h 15mAmerican Airlines
Deal found 11/24$545
This American Airlines deal was found by Cheapflights users on 11/25. 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.
mar. 12/26:00 amCHA - SJU
2 stops10h 52mAmerican Airlines
lun. 12/82:36 pmSJU - CHA
2 stops8h 15mAmerican Airlines
Deal found 11/25$565
This American Airlines deal was found by Cheapflights users on 11/25. 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.
mar. 12/236:03 pmCHA - MBJ
1 stop16h 18mAmerican Airlines
mar. 12/3011:49 amMBJ - CHA
1 stop7h 54mAmerican Airlines
Deal found 11/25$566
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/54:06 pmCHA - SJU
1 stop6h 14mDelta
mar. 12/97:00 amSJU - CHA
1 stop8h 23mDelta
Deal found 11/25$570
This American Airlines deal was found by Cheapflights users on 11/23. 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.
dom. 11/308:08 pmCHA - SJU
1 stop15h 57mAmerican Airlines
dom. 12/78:18 amSJU - CHA
1 stop15h 05mAmerican Airlines
Deal found 11/23$585
This American Airlines deal was found by Cheapflights users on 11/25. 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.
mar. 12/237:35 amCHA - PUJ
1 stop8h 07mAmerican Airlines
jue. 12/251:15 pmPUJ - CHA
2 stops20h 24mAmerican Airlines
Deal found 11/25$618
This American Airlines deal was found by Cheapflights users on 11/25. 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.
jue. 12/115:55 pmCHA - STX
2 stops20h 22mAmerican Airlines
lun. 12/154:07 pmSTX - CHA
2 stops18h 45mAmerican Airlines
Deal found 11/25$639
This American Airlines deal was found by Cheapflights users on 11/26. 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.
mié. 12/243:35 pmCHA - AUA
2 stops24h 19mAmerican Airlines
mié. 12/315:55 pmAUA - CHA
2 stops20h 28mAmerican Airlines
Deal found 11/26$675
This American Airlines deal was found by Cheapflights users on 11/26. 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.
jue. 12/186:05 amCHA - AUA
2 stops9h 49mAmerican Airlines
jue. 12/254:50 pmAUA - CHA
2 stops23h 17mAmerican Airlines
Deal found 11/26$685

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 noviembre 26, 2025.
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

dom. 2/8

9:28 pm-3:35 pm

2 stops17h 07m

San Juan Luis Munoz Marin Intl

vie. 2/13

11:52 am-9:18 pm

1 stop10h 26m

$364

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom. 2/8

6:00 am-2:59 pm

1 stop7h 59m

San Juan Luis Munoz Marin Intl

vie. 2/13

6:15 pm-8:39 am

1 stop15h 24m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 2/2

8:00 am-8:50 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

mié. 2/4

8:20 am-3:53 pm

1 stop8h 33m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 2/9

6:00 am-6:22 pm

2 stops11h 22m

San Juan Luis Munoz Marin Intl

sáb. 2/14

12:45 pm-10:26 pm

2 stops10h 41m

$390

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 1/27

8:00 am-8:50 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

sáb. 1/31

8:20 am-9:47 pm

1 stop14h 27m

$390

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mié. 1/28

6:00 am-6:22 pm

2 stops11h 22m

San Juan Luis Munoz Marin Intl

sáb. 1/31

7:07 am-10:16 pm

1 stop16h 09m

$390

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom. 1/25

2:00 pm-8:58 pm

1 stop5h 58m

San Juan Luis Munoz Marin Intl

jue. 1/29

7:30 am-2:12 pm

1 stop7h 42m

$403

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

lun. 3/23

5:00 am-2:48 pm

1 stop9h 48m

Christiansted Henry Rohlsen

lun. 3/30

3:38 pm-11:55 pm

1 stop8h 17m

$405

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

jue. 1/29

9:28 pm-11:32 pm

3 stops25h 04m

San Juan Luis Munoz Marin Intl

sáb. 1/31

4:40 pm-8:38 pm

3 stops28h 58m

$412

ChattanoogaGregory Town

CHA - ELH

CHAELH

Chattanooga Lovell Field

dom. 1/11

5:30 am-1:11 pm

1 stop7h 41m

Gregory Town North Eleuthera

jue. 1/15

2:06 pm-8:10 pm

1 stop6h 04m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 37 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.

What is the cheapest time of day to fly from CHA to CB?

Find hourly flight availability from Chattanooga to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 26, 2025.

When flying from Chattanooga to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 16% versus a flight in the morning.

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 noviembre 26, 2025.
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
7,998 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

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
7,998 reviews
Delta
7.9
Good
7,998 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

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
11,038 reviews
Delta
7.9
Good
7,998 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

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. 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 $432, American Airlines can have you in Caribbean from Chattanooga in 7h 41m. There are 832 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 - Montego Bay Sangster Intl 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 noviembre 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$651FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$656FlexibilityNo cancel feeOn-time71%

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