Caribbean

$212+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
May 6 — May 131
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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 May 1, 2025.

Round-trip from

$345
(American Airlines)

One-way from

$212
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$538
From Chattanooga Lovell Field to Caribbean
One-way flight from Chattanooga Lovell Field to Caribbean
Highest demand for flights based on searches. 13% potential increase in price ($90 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in May 2025

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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 10/138:23 pmCHA - SJU
1 stop14h 27mAmerican Airlines
Fri 10/173:50 pmSJU - CHA
1 stop16h 52mAmerican Airlines
Deal found 4/30$345
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Thu 6/196:11 pmCHA - SJU
1 stop25h 08mSpirit Airlines
Sun 6/228:24 pmSJU - CHA
2 stops20h 35mSpirit Airlines
Deal found 4/30$385
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 9/274:30 pmCHA - SJU
1 stop5h 38mDelta
Sat 10/412:55 pmSJU - CHA
1 stop9h 05mDelta
Deal found 4/30$395
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sun 6/156:11 pmCHA - MBJ
1 stop17h 51mSpirit Airlines
Sat 6/2112:07 pmMBJ - CHA
1 stop27h 58mSpirit Airlines
Deal found 4/30$411
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sun 6/18:26 amCHA - MBJ
3 stops27h 36mMultiple Airlines
Sat 6/712:07 pmMBJ - CHA
2 stops18h 36mMultiple Airlines
Deal found 4/30$451
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/186:08 pmCHA - STT
2 stops21h 52mAmerican Airlines
Tue 9/231:50 pmSTT - CHA
2 stops20h 36mAmerican Airlines
Deal found 4/30$459
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/248:16 pmCHA - STX
2 stops18h 59mAmerican Airlines
Thu 8/73:49 pmSTX - CHA
2 stops18h 45mAmerican Airlines
Deal found 4/30$459
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/168:20 pmCHA - NAS
1 stop13h 37mAmerican Airlines
Thu 6/192:30 pmNAS - CHA
1 stop9h 36mAmerican Airlines
Deal found 4/30$461
This Delta deal was found by Cheapflights users on 4/30. 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 10/267:15 amCHA - PUJ
1 stop6h 02mDelta
Wed 10/292:42 pmPUJ - CHA
1 stop7h 18mDelta
Deal found 4/30$461
This American Airlines deal was found by Cheapflights users on 4/30. 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 10/206:10 pmCHA - PUJ
2 stops16h 50mAmerican Airlines
Fri 10/244:48 pmPUJ - CHA
2 stops17h 51mAmerican Airlines
Deal found 4/30$465
This Delta deal was found by Cheapflights users on 4/29. 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 9/187:15 amCHA - STT
1 stop6h 24mDelta
Tue 9/232:49 pmSTT - CHA
1 stop9h 05mDelta
Deal found 4/29$477
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 6/1410:15 amCHA - NAS
2 stops24h 45mMultiple Airlines
Sat 6/214:00 pmNAS - CHA
1 stop25h 05mMultiple Airlines
Deal found 4/30$508

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 May 1, 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

Mon 10/13

8:23 pm-10:50 am

1 stop14h 27m

San Juan Luis Munoz Marin Intl

Fri 10/17

3:50 pm-8:42 am

1 stop16h 52m

$345

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 6/19

6:11 pm-7:19 pm

1 stop25h 08m

San Juan Luis Munoz Marin Intl

Sun 6/22

8:24 pm-4:59 pm

2 stops20h 35m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 9/27

4:30 pm-10:08 pm

1 stop5h 38m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:55 pm-10:00 pm

1 stop9h 05m

$395

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sun 6/15

6:11 pm-11:02 am

1 stop17h 51m

Montego Bay Sangster Intl

Sat 6/21

12:07 pm-5:05 pm

1 stop27h 58m

$411

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sun 6/1

8:26 am-11:02 am

3 stops27h 36m

Montego Bay Sangster Intl

Sat 6/7

12:07 pm-7:43 am

2 stops18h 36m

$451

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Thu 9/18

6:08 pm-4:00 pm

2 stops21h 52m

Saint Thomas Island Cyril E King

Tue 9/23

1:50 pm-10:26 am

2 stops20h 36m

$459

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Thu 7/24

8:16 pm-3:15 pm

2 stops18h 59m

Christiansted Henry Rohlsen

Thu 8/7

3:49 pm-10:34 am

2 stops18h 45m

$459

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 10/26

7:15 am-1:17 pm

1 stop6h 02m

Punta Cana

Wed 10/29

2:42 pm-10:00 pm

1 stop7h 18m

$461

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Mon 6/16

8:20 pm-9:57 am

1 stop13h 37m

Nassau Intl

Thu 6/19

2:30 pm-12:06 am

1 stop9h 36m

$461

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Mon 10/20

6:10 pm-11:00 am

2 stops16h 50m

Punta Cana

Fri 10/24

4:48 pm-10:39 am

2 stops17h 51m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 30 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 December is currently the most expensive (average of $336). 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 May 1, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 1, 2025.
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

  • 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 December is currently the most expensive (average of $336). 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

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Alternative routes for Chattanooga to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$589FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$415Average$676FlexibilityNo cancel feeOn-time71%

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