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$104+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$300
(FlightHub)

One-way from

$104
(SmartFares)

Popular in

February

Cheapest in

August

Average price

$450
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. 13% potential increase in price ($92 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/304:50 pmCHA - SJU
1 stop7h 07mSpirit Airlines
vie. 9/56:44 amSJU - CHA
1 stop10h 13mSpirit Airlines
Deal found 8/13$300
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
sáb. 10/45:52 pmCHA - STT
1 stop19h 07mSpirit Airlines
sáb. 10/1111:01 amSTT - CHA
1 stop23h 46mSpirit Airlines
Deal found 8/14$329
This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/511:57 amCHA - SJU
1 stop6h 24mSpirit Airlines
dom. 12/72:59 amSJU - CHA
1 stop9h 03mSpirit Airlines
Deal found 8/12$330
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
vie. 10/245:52 pmCHA - SJU
1 stop7h 51mSpirit Airlines
dom. 10/262:49 amSJU - CHA
1 stop14h 01mSpirit Airlines
Deal found 8/13$351
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
lun. 9/14:50 pmCHA - SJU
1 stop9h 13mMultiple Airlines
vie. 9/56:44 amSJU - CHA
1 stop10h 13mMultiple Airlines
Deal found 8/12$354
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 10/214:04 pmCHA - SJU
1 stop5h 55mDelta
mar. 10/285:43 pmSJU - CHA
1 stop5h 59mDelta
Deal found 8/13$365
This American Airlines deal was found by Cheapflights users on 8/13. 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. 10/246:00 amCHA - SJU
1 stop8h 25mAmerican Airlines
lun. 10/277:00 pmSJU - CHA
2 stops14h 52mAmerican Airlines
Deal found 8/13$385
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
jue. 11/66:04 pmCHA - SJU
1 stop17h 36mMultiple Airlines
dom. 11/93:59 amSJU - CHA
1 stop8h 03mMultiple Airlines
Deal found 8/14$389
This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 10/47:18 pmCHA - SJU
2 stops15h 53mAmerican Airlines
sáb. 10/117:10 amSJU - CHA
1 stop10h 24mAmerican Airlines
Deal found 8/14$390
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
vie. 12/511:57 amCHA - SJU
1 stop7h 30mMultiple Airlines
lun. 12/89:32 pmSJU - CHA
2 stops20h 37mMultiple Airlines
Deal found 8/12$394
This Mytrip deal was found by Cheapflights users on 8/13. 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.
jue. 8/2812:01 pmCHA - STT
2 stops25h 47mSpirit Airlines
lun. 9/14:24 pmSTT - CHA
2 stops23h 37mSpirit Airlines
Deal found 8/13$426
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
dom. 9/2811:59 amCHA - MBJ
1 stop24h 06mSpirit Airlines
dom. 10/512:09 pmMBJ - CHA
2 stops27h 41mSpirit Airlines
Deal found 8/14$426

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 agosto 14, 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

sáb. 8/30

4:50 pm-11:57 pm

1 stop7h 07m

San Juan Luis Munoz Marin Intl

vie. 9/5

6:44 am-4:57 pm

1 stop10h 13m

$300

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

sáb. 10/4

5:52 pm-12:59 pm

1 stop19h 07m

Saint Thomas Island Cyril E King

sáb. 10/11

11:01 am-10:47 am

1 stop23h 46m

$329

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

vie. 10/24

5:52 pm-1:43 am

1 stop7h 51m

San Juan Luis Munoz Marin Intl

dom. 10/26

2:49 am-4:50 pm

1 stop14h 01m

$351

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 9/1

4:50 pm-2:03 am

1 stop9h 13m

San Juan Luis Munoz Marin Intl

vie. 9/5

6:44 am-4:57 pm

1 stop10h 13m

$354

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom. 10/26

4:04 pm-9:59 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

mar. 10/28

5:43 pm-11:42 pm

1 stop5h 59m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

lun. 10/27

4:04 pm-9:59 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

mié. 10/29

5:43 pm-11:42 pm

1 stop5h 59m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 10/21

4:04 pm-9:59 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

mié. 10/29

2:31 pm-11:42 pm

1 stop9h 11m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 10/21

4:04 pm-9:59 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

vie. 10/24

7:15 am-3:19 pm

1 stop8h 04m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

mar. 10/21

4:04 pm-9:59 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

mar. 10/28

5:43 pm-11:42 pm

1 stop5h 59m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

dom. 10/26

2:49 pm-9:59 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

mié. 10/29

7:15 am-12:52 pm

1 stop5h 37m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 40 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 agosto 14, 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 agosto 14, 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
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

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!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

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. 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.

  • 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$638FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$401Average$654FlexibilityNo cancel feeOn-time71%

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