Caribbean Islands

$189+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
ago. 5 — ago. 121
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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 julio 31, 2025.

Round-trip from

$310
(Mytrip)

One-way from

$189
(American Airlines)

Popular in

April

Cheapest in

August

Average price

$588
From Chattanooga Lovell Field to Caribbean Islands
One-way flight from Chattanooga Lovell Field to Caribbean Islands
Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 julio 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/256:02 pmCHA - SJU
1 stop5h 55mSpirit Airlines
vie. 8/294:12 pmSJU - CHA
2 stops23h 43mSpirit Airlines
Deal found 7/30$310
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/296:02 pmCHA - STX
2 stops17h 50mSpirit Airlines
vie. 9/512:13 pmSTX - CHA
3 stops28h 44mSpirit Airlines
Deal found 7/31$362
This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/218:01 amCHA - SJU
1 stop14h 09mAmerican Airlines
vie. 10/244:45 pmSJU - CHA
1 stop15h 47mAmerican Airlines
Deal found 7/30$365
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
sáb. 9/135:52 pmCHA - PUJ
1 stop17h 49mSpirit Airlines
sáb. 9/203:19 pmPUJ - CHA
1 stop19h 45mSpirit Airlines
Deal found 7/30$371
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/26:04 pmCHA - SJU
2 stops28h 15mMultiple Airlines
lun. 12/86:00 amSJU - CHA
2 stops15h 04mMultiple Airlines
Deal found 7/31$428
This Kiwi.com deal was found by Cheapflights users on 7/30. 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. 9/1411:59 amCHA - MBJ
1 stop24h 06mMultiple Airlines
dom. 9/212:50 pmMBJ - CHA
2 stops25h 07mMultiple Airlines
Deal found 7/30$442
This Delta deal was found by Cheapflights users on 7/31. 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.
sáb. 10/44:11 pmCHA - SJU
1 stop5h 49mDelta
sáb. 10/117:15 amSJU - CHA
1 stop5h 37mDelta
Deal found 7/31$445
This American Airlines deal was found by Cheapflights users on 7/31. 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. 8/296:17 pmCHA - STX
2 stops18h 41mAmerican Airlines
vie. 9/51:53 pmSTX - CHA
2 stops21h 51mAmerican Airlines
Deal found 7/31$469
This Delta deal was found by Cheapflights users on 7/29. 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.
lun. 10/276:55 amCHA - PUJ
1 stop6h 29mDelta
vie. 10/313:56 pmPUJ - CHA
1 stop7h 46mDelta
Deal found 7/29$471
This American Airlines deal was found by Cheapflights users on 7/29. 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.
lun. 10/276:20 amCHA - PUJ
2 stops8h 57mAmerican Airlines
vie. 10/314:39 pmPUJ - CHA
2 stops18h 13mAmerican Airlines
Deal found 7/29$475
This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/125:00 amCHA - STT
1 stop5h 50mAmerican Airlines
vie. 10/175:20 pmSTT - CHA
2 stops19h 10mAmerican Airlines
Deal found 7/30$479
This Kiwi.com deal was found by Cheapflights users on 7/31. 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. 8/2112:01 pmCHA - NAS
1 stop25h 49mMultiple Airlines
dom. 8/244:25 pmNAS - CHA
1 stop23h 30mMultiple Airlines
Deal found 7/31$494

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 julio 31, 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

lun. 8/25

6:02 pm-11:57 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

vie. 8/29

4:12 pm-3:55 pm

2 stops23h 43m

$310

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

vie. 8/29

6:02 pm-11:52 am

2 stops17h 50m

Christiansted Henry Rohlsen

vie. 9/5

12:13 pm-4:57 pm

3 stops28h 44m

$362

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 10/21

8:01 am-10:10 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

vie. 10/24

4:45 pm-8:32 am

1 stop15h 47m

$365

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

sáb. 9/13

5:52 pm-11:41 am

1 stop17h 49m

Punta Cana

sáb. 9/20

3:19 pm-11:04 am

1 stop19h 45m

$371

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 12/2

6:04 pm-11:19 pm

2 stops28h 15m

San Juan Luis Munoz Marin Intl

lun. 12/8

6:00 am-8:04 pm

2 stops15h 04m

$428

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

dom. 9/14

11:59 am-11:05 am

1 stop24h 06m

Montego Bay Sangster Intl

dom. 9/21

2:50 pm-4:57 pm

2 stops25h 07m

$442

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

sáb. 10/4

4:11 pm-10:00 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

sáb. 10/11

7:15 am-12:52 pm

1 stop5h 37m

$445

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

vie. 8/29

6:17 pm-12:58 pm

2 stops18h 41m

Christiansted Henry Rohlsen

vie. 9/5

1:53 pm-11:44 am

2 stops21h 51m

$469

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

lun. 10/27

6:55 am-1:24 pm

1 stop6h 29m

Punta Cana

vie. 10/31

3:56 pm-11:42 pm

1 stop7h 46m

$471

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

lun. 10/27

6:20 am-3:17 pm

2 stops8h 57m

Punta Cana

vie. 10/31

4:39 pm-10:52 am

2 stops18h 13m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 34 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, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $254). Flying from Chattanooga to Caribbean Islands in June is currently the most expensive (average of $339). 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 julio 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chattanooga to Caribbean Islands as you normally would.

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 julio 31, 2025.
Read through reviews of airlines operating flights from Chattanooga to Caribbean Islands, such as Delta, LATAM Airlines, and United 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.
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

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

  • 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, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $254). Flying from Chattanooga to Caribbean Islands in June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$638FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$653FlexibilityNo cancel feeOn-time71%

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