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Caribbean Islands

$283+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/43:36 pmCHA - SJU
1 stop21h 53mMultiple Airlines
Thu 12/115:09 pmSJU - CHA
1 stop27h 55mMultiple Airlines
Deal found 11/6$376
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/55:00 amCHA - SJU
1 stop16h 09mAmerican Airlines
Mon 12/87:00 amSJU - CHA
1 stop18h 09mAmerican Airlines
Deal found 11/5$405
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/210:15 amCHA - SJU
2 stops13h 29mAmerican Airlines
Mon 12/87:00 amSJU - CHA
1 stop18h 09mAmerican Airlines
Deal found 11/6$484
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/303:28 pmCHA - SJU
2 stops32h 44mMultiple Airlines
Sun 12/75:09 pmSJU - CHA
1 stop27h 55mMultiple Airlines
Deal found 11/5$515
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/306:04 pmCHA - GGT
2 stops19h 32mAmerican Airlines
Fri 12/512:05 pmGGT - CHA
2 stops11h 10mAmerican Airlines
Deal found 11/5$520
This Delta deal was found by Cheapflights users on 11/5. 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.
Sat 12/205:26 pmCHA - NAS
1 stop4h 18mDelta
Sat 12/2712:33 pmNAS - CHA
1 stop4h 12mDelta
Deal found 11/5$585
This Delta deal was found by Cheapflights users on 11/6. 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.
Thu 12/46:56 amCHA - MBJ
1 stop6h 08mDelta
Mon 12/83:38 pmMBJ - CHA
1 stop7h 48mDelta
Deal found 11/6$591
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/236:35 amCHA - MBJ
1 stop9h 39mAmerican Airlines
Tue 12/303:14 pmMBJ - CHA
1 stop9h 22mAmerican Airlines
Deal found 11/3$595
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Thu 12/48:08 pmCHA - MBJ
2 stops14h 05mAmerican Airlines
Mon 12/83:48 pmMBJ - CHA
1 stop6h 03mAmerican Airlines
Deal found 11/4$596
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/298:08 pmCHA - MBJ
1 stop14h 00mAmerican Airlines
Sat 12/611:12 amMBJ - CHA
1 stop8h 28mAmerican Airlines
Deal found 11/4$600
This Delta deal was found by Cheapflights users on 11/5. 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.
Thu 12/185:45 amCHA - AUA
1 stop8h 35mDelta
Thu 12/251:45 pmAUA - CHA
1 stop7h 39mDelta
Deal found 11/5$601
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 11/87:01 amCHA - SJU
1 stop7h 39mUnited Airlines
Sat 11/158:10 amSJU - CHA
1 stop9h 35mUnited Airlines
Deal found 11/4$605

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 November 6, 2025.

Round-trip from

$376
(Kiwi.com)

One-way from

$283
(Delta)

Popular in

April

Cheapest in

October

Average price

$532
From Chattanooga Lovell Field to Caribbean Islands
Search Deals
One-way flight from Chattanooga Lovell Field to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 6, 2025.
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

Thu 12/4

3:36 pm-2:29 pm

1 stop21h 53m

San Juan Luis Munoz Marin Intl

Thu 12/11

5:09 pm-8:04 pm

1 stop27h 55m

$376

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Thu 2/5

6:34 pm-5:05 pm

2 stops21h 31m

Christiansted Henry Rohlsen

Fri 2/13

4:31 pm-11:58 pm

1 stop8h 27m

$437

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Sat 4/18

7:46 pm-10:49 am

1 stop15h 03m

Nassau Intl

Sat 4/25

11:39 am-6:57 pm

1 stop7h 18m

$472

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 4/26

7:15 am-2:48 pm

1 stop7h 33m

Punta Cana

Wed 4/29

1:10 pm-10:01 pm

1 stop8h 51m

$474

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 4/26

6:14 pm-10:35 am

1 stop16h 21m

Punta Cana

Wed 4/29

12:55 pm-11:50 pm

1 stop10h 55m

$474

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 4/26

6:14 pm-10:35 am

1 stop16h 21m

Punta Cana

Fri 5/1

5:20 pm-10:28 am

1 stop17h 08m

$474

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Tue 3/10

5:30 am-12:00 pm

1 stop6h 30m

Nassau Intl

Wed 3/11

3:40 pm-10:19 pm

1 stop6h 39m

$475

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Sat 1/24

7:20 pm-2:02 pm

2 stops17h 42m

Saint Thomas Island Cyril E King

Fri 1/30

6:39 pm-1:44 pm

2 stops20h 05m

$479

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Mon 3/23

6:11 pm-2:55 pm

2 stops20h 44m

Christiansted Henry Rohlsen

Mon 3/30

3:37 pm-11:35 am

2 stops19h 58m

$487

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 4/26

7:15 am-1:24 pm

1 stop6h 09m

Punta Cana

Sat 5/2

5:05 pm-11:53 pm

1 stop6h 48m

$499

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 32 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 December is currently the most expensive (average of $389). 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 EPX?

Find hourly flight availability from Chattanooga to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

It’s typically best to fly out from Chattanooga to Caribbean Islands at noon. Doing so could potentially save you 13% on the flight price compared to flying in the evening, which is usually more expensive.

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 November 6, 2025.
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
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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 33m. Your travel time can differ by up to 13h 58m. The distance between Chattanooga and Caribbean Islands is about 1535 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 - Montego Bay Sangster Intl and Chattanooga Lovell Field - Christiansted Henry Rohlsen.

  • 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 December is currently the most expensive (average of $389). 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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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$640FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$652FlexibilityNo cancel feeOn-time71%

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