HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$191+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chattanooga to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/293:59 pmCHA - SJU
2 stops29h 06mMultiple Airlines
Mon 1/56:00 amSJU - CHA
1 stop10h 09mMultiple Airlines
Deal found 12/9$519
This Delta deal was found by Cheapflights users on 12/11. 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 12/258:30 amCHA - NAS
1 stop4h 32mDelta
Tue 12/308:10 amNAS - CHA
1 stop10h 43mDelta
Deal found 12/11$589
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/253:35 pmCHA - NAS
2 stops18h 31mAmerican Airlines
Tue 12/303:10 pmNAS - CHA
1 stop8h 32mAmerican Airlines
Deal found 12/11$618
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/1312:11 pmCHA - SJU
1 stop7h 49mUnited Airlines
Tue 12/168:10 amSJU - CHA
1 stop9h 49mUnited Airlines
Deal found 12/10$645
This Delta deal was found by Cheapflights users on 12/11. 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.
Sun 12/213:00 pmCHA - NAS
1 stop6h 44mDelta
Sat 12/278:10 amNAS - CHA
1 stop4h 31mDelta
Deal found 12/11$647
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/136:36 amCHA - SJU
2 stops8h 32mAmerican Airlines
Tue 12/166:00 amSJU - CHA
2 stops8h 59mAmerican Airlines
Deal found 12/10$670
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/238:08 pmCHA - MBJ
2 stops17h 15mAmerican Airlines
Tue 12/3011:12 amMBJ - CHA
2 stops11h 03mAmerican Airlines
Deal found 12/9$675
This Delta deal was found by Cheapflights users on 12/9. 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.
Tue 12/231:21 pmCHA - MBJ
1 stop7h 20mDelta
Tue 12/308:00 amMBJ - CHA
1 stop8h 45mDelta
Deal found 12/9$682
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/127:16 pmCHA - GGT
2 stops18h 11mAmerican Airlines
Tue 12/162:07 pmGGT - CHA
2 stops7h 44mAmerican Airlines
Deal found 12/10$688
This Delta deal was found by Cheapflights users on 12/11. 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.
Sun 12/285:39 amCHA - PUJ
1 stop9h 59mDelta
Wed 12/314:46 pmPUJ - CHA
1 stop8h 01mDelta
Deal found 12/11$694
This Delta deal was found by Cheapflights users on 12/10. 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.
Wed 12/248:30 amCHA - AUA
1 stop5h 50mDelta
Wed 12/314:35 pmAUA - CHA
1 stop8h 12mDelta
Deal found 12/10$711
This American Airlines deal was found by Cheapflights users on 12/8. 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 12/246:35 amCHA - SJU
1 stop6h 02mAmerican Airlines
Fri 12/266:15 pmSJU - CHA
1 stop7h 21mAmerican Airlines
Deal found 12/8$735

Find flight deals from Chattanooga to Caribbean

Keep the following information in mind while searching for Chattanooga to Caribbean flight deals. Data was last updated December 12, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$191
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$730
From Chattanooga Lovell Field to Caribbean
Search Deals
One-way flight from Chattanooga Lovell Field to Caribbean
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($6 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 December 2025
Search Deals

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 December 12, 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

Sun 2/8

12:21 pm-10:26 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Fri 2/13

6:15 pm-11:58 pm

1 stop6h 43m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 2/4

10:27 am-8:50 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Wed 2/11

8:20 am-6:55 pm

1 stop11h 35m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 3/5

6:00 am-11:32 pm

1 stop16h 32m

San Juan Luis Munoz Marin Intl

Sat 3/7

1:30 am-10:46 am

1 stop10h 16m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 1/7

7:20 pm-12:30 pm

2 stops16h 10m

San Juan Luis Munoz Marin Intl

Wed 1/14

7:07 am-6:04 pm

1 stop11h 57m

$405

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Mon 5/18

8:25 pm-9:20 am

1 stop12h 55m

Nassau Intl

Mon 6/1

12:06 pm-9:36 pm

1 stop9h 30m

$472

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Sat 2/7

7:20 pm-9:57 am

2 stops14h 37m

Nassau Intl

Thu 2/12

1:56 pm-10:49 pm

1 stop8h 53m

$479

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Thu 4/30

8:25 pm-10:35 am

1 stop14h 10m

Punta Cana

Thu 5/7

5:20 pm-8:36 am

1 stop15h 16m

$499

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Tue 3/3

7:20 pm-12:59 pm

1 stop16h 39m

Punta Cana

Sun 3/8

12:06 pm-9:51 pm

1 stop9h 45m

$504

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Sat 1/24

4:45 pm-2:02 pm

2 stops20h 17m

Saint Thomas Island Cyril E King

Fri 1/30

6:39 pm-10:03 am

2 stops16h 24m

$509

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Mon 1/26

8:00 am-3:29 pm

1 stop6h 29m

Punta Cana

Mon 2/2

2:10 pm-9:47 pm

1 stop8h 37m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 34 results
1
2
3
4

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 December 12, 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 December 12, 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
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
11,050 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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 $497, American Airlines can have you in Caribbean from Chattanooga in 5h 04m. There are 830 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chattanooga to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Nashville to John F Kennedy Intl flights
Nashville to Newark flights
Nashville to Los Angeles flights
Nashville to LaGuardia flights
Nashville to Las Vegas flights
Nashville to Miami flights
Nashville to Orlando flights
Nashville to Denver flights
Memphis to LaGuardia flights
Memphis to John F Kennedy Intl flights
Nashville to Fort Lauderdale flights
Nashville to Cancún flights
Nashville to Seattle flights
Nashville to Dallas/Fort Worth flights
Memphis to Orlando flights
Nashville to Tampa flights
Nashville to Sky Harbor Intl flights
Memphis to Las Vegas flights
Nashville to Heathrow flights
Knoxville to LaGuardia flights
Memphis to Newark flights
Nashville to O'Hare Intl flights
Nashville to San Francisco flights
Chattanooga to LaGuardia flights
Memphis to Denver flights
Memphis to O'Hare Intl flights
Memphis to Hobby flights
Nashville to Boston flights
Nashville to Hobby flights
Memphis to Los Angeles flights
Nashville to Reagan-National flights
Nashville to Salt Lake City flights
Nashville to Atlanta flights
Chattanooga to John F Kennedy Intl flights
Memphis to Atlanta flights
Nashville to Ontario flights
Memphis to Miami flights
Memphis to Tampa flights
Nashville to Dulles Intl flights
Knoxville to John F Kennedy Intl flights
Nashville to Cozumel flights
Nashville to George Bush Intcntl flights
Knoxville to O'Hare Intl flights
Chattanooga to Orlando flights
Knoxville to Denver flights
Memphis to Dallas/Fort Worth flights
Memphis to George Bush Intcntl flights
Nashville to Baltimore flights
Knoxville to Dallas/Fort Worth flights
Nashville to Narita flights

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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$660FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$654FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.