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$378+ Cheap flights from Chattanooga (CHA) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$378
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$586
From Chattanooga Lovell Field to Caribbean
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 17, 2025.

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.
Tue 11/46:00 amCHA - SJU
2 stops10h 52mAmerican Airlines
Fri 11/77:15 amSJU - CHA
1 stop18h 00mAmerican Airlines
Deal found 9/16$385
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.
Mon 9/295:52 pmCHA - MBJ
2 stops18h 13mSpirit Airlines
Thu 10/212:10 pmMBJ - CHA
3 stops27h 47mSpirit Airlines
Deal found 9/15$419
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/166:00 amCHA - NAS
1 stop5h 06mAmerican Airlines
Fri 12/192:53 pmNAS - CHA
1 stop7h 56mAmerican Airlines
Deal found 9/16$447
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.
Wed 10/83:36 pmCHA - SJU
1 stop10h 54mMultiple Airlines
Sun 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.
Thu 10/94:02 pmCHA - SJU
2 stops23h 14mMultiple Airlines
Tue 10/143:19 pmSJU - CHA
1 stop23h 27mMultiple Airlines
Deal found 9/15$480
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:45 amCHA - SJU
2 stops11h 07mAmerican Airlines
Mon 12/85:56 pmSJU - CHA
1 stop16h 56mAmerican Airlines
Deal found 9/15$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.
Fri 9/195:52 pmCHA - SJU
1 stop7h 02mSpirit Airlines
Sun 9/2111:59 amSJU - CHA
3 stops28h 58mSpirit Airlines
Deal found 9/15$486
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.
Mon 12/156:00 amCHA - NAS
2 stops11h 55mAmerican Airlines
Fri 12/193:38 pmNAS - CHA
2 stops8h 18mAmerican Airlines
Deal found 9/16$488
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.
Fri 9/195:52 pmCHA - SJU
1 stop7h 02mMultiple Airlines
Sun 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.
Mon 11/36:00 amCHA - SJU
1 stop13h 48mAmerican Airlines
Thu 12/251:30 amSJU - CHA
1 stop10h 58mAmerican Airlines
Deal found 9/14$505
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.
Wed 12/176:00 amCHA - NAS
1 stop5h 06mAmerican Airlines
Sat 12/205:15 pmNAS - CHA
1 stop15h 24mAmerican Airlines
Deal found 9/16$509
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:01 amCHA - SJU
2 stops14h 21mUnited Airlines
Fri 11/75:50 pmSJU - CHA
2 stops18h 43mUnited Airlines
Deal found 9/16$521

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 September 17, 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

ChattanoogaGregory Town

CHA - ELH

CHAELH

Chattanooga Lovell Field

Sun 2/1

8:17 pm-11:31 am

1 stop15h 14m

Gregory Town North Eleuthera

Fri 2/6

12:45 pm-10:29 am

2 stops21h 44m

$378

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 11/4

6:00 am-5:52 pm

2 stops10h 52m

San Juan Luis Munoz Marin Intl

Fri 11/7

7:15 am-12:15 am

1 stop18h 00m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 2/19

8:56 am-9:00 pm

2 stops11h 04m

San Juan Luis Munoz Marin Intl

Tue 2/24

4:45 pm-11:50 pm

1 stop8h 05m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 3/3

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Mon 3/16

1:10 pm-6:52 pm

1 stop5h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 3/2

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Mon 3/16

1:10 pm-11:52 pm

1 stop10h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 3/1

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Mon 3/16

1:10 pm-11:52 pm

1 stop10h 42m

$428

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 3/2

1:30 pm-11:49 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Thu 3/12

6:15 am-1:06 pm

1 stop6h 51m

$435

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 3/3

3:15 pm-11:49 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:15 am-1:06 pm

1 stop6h 51m

$435

ChattanoogaGregory Town

CHA - ELH

CHAELH

Chattanooga Lovell Field

Sun 2/1

7:15 am-1:13 pm

1 stop5h 58m

Gregory Town North Eleuthera

Fri 2/6

2:13 pm-11:52 pm

1 stop9h 39m

$435

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Tue 12/16

6:00 am-11:06 am

1 stop5h 06m

Nassau Intl

Fri 12/19

2:53 pm-10:49 pm

1 stop7h 56m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 31 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, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean (average of $254). Flying from Chattanooga to Caribbean 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 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 September 17, 2025.

When flying from Chattanooga to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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. 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 $428, American Airlines can have you in Caribbean from Chattanooga in 9h 19m. 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 - Oranjestad Reina Beatrix, Chattanooga Lovell Field - San Juan Luis Munoz Marin Intl 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, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean (average of $254). Flying from Chattanooga to Caribbean 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

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$637FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$654FlexibilityNo cancel feeOn-time71%

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