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Caribbean Islands

$239+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
out 16 — out 231
qui 10/16
qui 10/23
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 setembro 16, 2025.

Round-trip from

$325
(Priceline)

One-way from

$239
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$586
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. 0% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 setembro 16, 2025.

This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 9/295:52 pmCHA - SJU
1 stop7h 02mSpirit Airlines
sex 10/36:44 amSJU - CHA
1 stop10h 13mSpirit Airlines
Deal found 9/14$325
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 9/295:52 pmCHA - SJU
1 stop7h 02mMultiple Airlines
qui 10/23:39 amSJU - CHA
1 stop13h 18mMultiple Airlines
Deal found 9/14$389
This Mytrip deal was found by Cheapflights users on 9/15. 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.
seg 9/295:52 pmCHA - MBJ
2 stops18h 13mSpirit Airlines
qui 10/212:10 pmMBJ - CHA
3 stops27h 47mSpirit Airlines
Deal found 9/15$419
This American Airlines deal was found by Cheapflights users on 9/14. 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.
sex 11/146:00 amCHA - SJU
1 stop10h 05mAmerican Airlines
qui 11/208:00 amSJU - CHA
1 stop15h 21mAmerican Airlines
Deal found 9/14$425
This American Airlines deal was found by Cheapflights users on 9/16. 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.
seg 12/158:05 amCHA - NAS
1 stop5h 50mAmerican Airlines
sex 12/191:12 pmNAS - CHA
1 stop10h 44mAmerican Airlines
Deal found 9/16$447
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 11/144:16 pmCHA - SJU
1 stop26h 05mMultiple Airlines
qui 11/204:05 pmSJU - CHA
2 stops29h 24mMultiple Airlines
Deal found 9/14$457
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
qua 10/83:36 pmCHA - SJU
1 stop10h 54mMultiple Airlines
dom 10/126:22 amSJU - CHA
2 stops33h 03mMultiple Airlines
Deal found 9/16$465
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
qui 10/94:02 pmCHA - SJU
2 stops23h 14mMultiple Airlines
ter 10/143:19 pmSJU - CHA
1 stop23h 27mMultiple Airlines
Deal found 9/15$480
This American Airlines deal was found by Cheapflights users on 9/14. 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.
sex 12/58:05 amCHA - SJU
1 stop7h 58mAmerican Airlines
seg 12/85:56 pmSJU - CHA
1 stop16h 56mAmerican Airlines
Deal found 9/14$485
This Mytrip deal was found by Cheapflights users on 9/15. 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.
sex 9/195:52 pmCHA - SJU
1 stop7h 02mSpirit Airlines
dom 9/2111:59 amSJU - CHA
3 stops28h 58mSpirit Airlines
Deal found 9/15$486
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
sex 9/195:52 pmCHA - SJU
1 stop7h 02mMultiple Airlines
dom 9/2112:06 pmSJU - CHA
2 stops28h 51mMultiple Airlines
Deal found 9/15$489
This American Airlines deal was found by Cheapflights users on 9/14. 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.
qua 10/296:00 amCHA - NAS
1 stop4h 39mAmerican Airlines
qua 11/51:11 pmNAS - CHA
1 stop8h 35mAmerican Airlines
Deal found 9/14$490

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 setembro 16, 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

seg 9/29

5:52 pm-12:54 am

1 stop7h 02m

San Juan Luis Munoz Marin Intl

sex 10/3

6:44 am-4:57 pm

1 stop10h 13m

$325

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

qui 2/19

8:56 am-9:00 pm

2 stops11h 04m

San Juan Luis Munoz Marin Intl

ter 2/24

4:45 pm-11:50 pm

1 stop8h 05m

$385

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

seg 9/29

5:52 pm-11:05 am

2 stops18h 13m

Montego Bay Sangster Intl

qui 10/2

12:10 pm-4:57 pm

3 stops27h 47m

$419

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

ter 3/3

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

seg 3/16

1:10 pm-6:52 pm

1 stop5h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

seg 3/2

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

seg 3/16

1:10 pm-11:52 pm

1 stop10h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom 3/1

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

seg 3/16

1:10 pm-11:52 pm

1 stop10h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

ter 3/3

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

qui 3/12

6:15 am-2:33 pm

1 stop8h 18m

$435

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

ter 12/16

6:00 am-11:06 am

1 stop5h 06m

Nassau Intl

sex 12/19

2:53 pm-10:49 pm

1 stop7h 56m

$447

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

seg 12/15

6:00 am-5:55 pm

2 stops11h 55m

Nassau Intl

sex 12/19

1:12 pm-11:56 pm

1 stop10h 44m

$451

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

sex 11/14

4:16 pm-7:21 pm

1 stop26h 05m

San Juan Luis Munoz Marin Intl

qui 11/20

4:05 pm-8:29 pm

2 stops29h 24m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 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 setembro 16, 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 setembro 16, 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
8.0
Very good
7,957 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

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!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

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.

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

    Spirit Airlines, American Airlines, and Delta can get you from Chattanooga to Caribbean Islands in just under 7h 02m. Your travel time can differ by up to 4h 02m. The distance between Chattanooga and Caribbean Islands is about 1642 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 - Oranjestad Reina Beatrix, Chattanooga Lovell Field - San Juan Luis Munoz Marin Intl and Chattanooga Lovell Field - Montego Bay Sangster Intl.

  • 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

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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 setembro 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$637FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$654FlexibilityNo cancel feeOn-time71%

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