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$260+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$365
(Delta)

One-way from

$210
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$532
From Chattanooga Lovell Field to Caribbean
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One-way flight from Chattanooga Lovell Field to Caribbean
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Highest demand for flights based on searches. 2% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. 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 11/2$405
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/26:00 amCHA - SJU
2 stops10h 52mAmerican Airlines
Mon 12/87:00 amSJU - CHA
1 stop18h 09mAmerican Airlines
Deal found 11/2$484
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Sun 11/167:01 amCHA - SJU
1 stop7h 39mUnited Airlines
Thu 11/208:10 amSJU - CHA
1 stop9h 35mUnited Airlines
Deal found 11/1$525
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/165:00 amCHA - SJU
2 stops11h 52mAmerican Airlines
Sat 11/227:15 amSJU - CHA
1 stop13h 47mAmerican Airlines
Deal found 11/2$530
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/235:43 pmCHA - PLS
1 stop20h 12mUnited Airlines
Tue 12/302:23 pmPLS - CHA
1 stop21h 17mUnited Airlines
Deal found 11/2$546
This American Airlines deal was found by Cheapflights users on 11/2. 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 - PLS
2 stops16h 12mAmerican Airlines
Tue 12/3011:17 amPLS - CHA
1 stop6h 20mAmerican Airlines
Deal found 11/2$559
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/57:16 pmCHA - AUA
1 stop16h 19mAmerican Airlines
Wed 12/105:59 pmAUA - CHA
2 stops20h 37mAmerican Airlines
Deal found 11/1$565
This Delta deal was found by Cheapflights users on 10/31. 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.
Fri 11/285:50 amCHA - MBJ
1 stop10h 44mDelta
Tue 12/23:38 pmMBJ - CHA
1 stop7h 48mDelta
Deal found 10/31$566
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/165:00 amCHA - STT
2 stops9h 25mAmerican Airlines
Wed 12/36:17 pmSTT - CHA
2 stops15h 21mAmerican Airlines
Deal found 11/2$589
This Delta deal was found by Cheapflights users on 11/2. 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 12/45:45 amCHA - MBJ
1 stop7h 19mDelta
Mon 12/82:29 pmMBJ - CHA
1 stop8h 57mDelta
Deal found 11/2$591
This American Airlines deal was found by Cheapflights users on 11/2. 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
1 stop15h 12mAmerican Airlines
Mon 12/82:02 pmMBJ - CHA
2 stops7h 49mAmerican Airlines
Deal found 11/2$596
This American Airlines deal was found by Cheapflights users on 10/31. 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.
Fri 11/288:08 pmCHA - MBJ
2 stops14h 09mAmerican Airlines
Tue 12/212:22 pmMBJ - CHA
1 stop9h 24mAmerican Airlines
Deal found 10/31$621

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 November 3, 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 3/1

3:15 pm-11:49 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-2:33 pm

1 stop9h 18m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 2/22

11:42 am-8:30 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:10 pm-7:05 pm

1 stop5h 55m

$365

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

Tue 3/3

6:15 am-1:06 pm

1 stop7h 51m

$403

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Fri 12/5

5:00 am-10:09 pm

1 stop16h 09m

San Juan Luis Munoz Marin Intl

Mon 12/8

7:00 am-12:09 am

1 stop18h 09m

$405

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 1/11

11:46 am-8:57 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:15 am-11:02 am

1 stop5h 47m

$428

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Thu 2/19

8:10 pm-4:23 pm

2 stops19h 13m

Christiansted Henry Rohlsen

Sat 2/28

5:17 pm-8:39 am

2 stops16h 22m

$437

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 2/28

1:15 pm-6:11 am

2 stops15h 56m

San Juan Luis Munoz Marin Intl

Mon 3/2

2:05 am-11:33 am

1 stop10h 28m

$471

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Tue 3/10

5:30 am-12:00 pm

1 stop6h 30m

Nassau Intl

Wed 3/11

6:10 pm-9:05 am

1 stop14h 55m

$475

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Wed 3/25

9:50 am-3:40 pm

1 stop5h 50m

Punta Cana

Thu 3/26

4:32 pm-10:56 am

2 stops18h 24m

$478

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Tue 3/24

5:30 am-3:40 pm

1 stop10h 10m

Punta Cana

Tue 3/31

4:32 pm-2:33 pm

2 stops22h 01m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 44 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, 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 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 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 November 3, 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 November 3, 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
8,001 reviews

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.

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 $365, Delta can have you in Caribbean from Chattanooga in 7h 34m. 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 - San Juan Luis Munoz Marin Intl, Chattanooga Lovell Field - Montego Bay Sangster Intl or Chattanooga Lovell Field - Castries Hewanorra 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 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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Alternative routes for Chattanooga to Caribbean

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$640FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$654FlexibilityNo cancel feeOn-time71%

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