Caribbean

$209+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Apr 20 — Apr 271
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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 April 15, 2025.

Round-trip from

$385
(Delta)

One-way from

$209
(Mytrip)

Popular in

December

Cheapest in

October

Average price

$745
From Chattanooga Lovell Field to Caribbean
One-way flight from Chattanooga Lovell Field to Caribbean
Highest demand for flights based on searches. 14% potential increase in price ($97 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 April 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 April 15, 2025.

This Delta deal was found by Cheapflights users on 4/14. 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 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 10/42:28 pmSJU - CHA
1 stop7h 32mDelta
Deal found 4/14$385
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/28:10 pmCHA - STX
2 stops19h 15mAmerican Airlines
Mon 6/95:20 pmSTX - CHA
2 stops21h 24mAmerican Airlines
Deal found 4/14$419
This American Airlines deal was found by Cheapflights users on 4/15. 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 12/58:21 pmCHA - SJU
1 stop14h 19mAmerican Airlines
Mon 12/84:45 pmSJU - CHA
1 stop16h 55mAmerican Airlines
Deal found 4/15$430
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1811:30 amCHA - SJU
3 stops46h 59mMultiple Airlines
Sun 6/226:47 pmSJU - CHA
1 stop19h 54mMultiple Airlines
Deal found 4/14$479
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1811:30 amCHA - SJU
3 stops46h 59mSpirit Airlines
Sun 6/2211:35 amSJU - CHA
3 stops29h 24mSpirit Airlines
Deal found 4/14$487
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 7/106:14 pmCHA - PUJ
2 stops16h 31mAmerican Airlines
Tue 7/154:00 pmPUJ - CHA
2 stops20h 34mAmerican Airlines
Deal found 4/15$490
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Sun 6/88:20 pmCHA - ELH
2 stops17h 32mAmerican Airlines
Fri 6/132:32 pmELH - CHA
2 stops20h 03mAmerican Airlines
Deal found 4/15$500
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/198:10 pmCHA - STT
1 stop14h 45mAmerican Airlines
Wed 5/285:10 pmSTT - CHA
2 stops18h 25mAmerican Airlines
Deal found 4/14$504
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:51 pmCHA - PUJ
3 stops37h 53mMultiple Airlines
Sun 5/42:00 pmPUJ - CHA
2 stops24h 40mMultiple Airlines
Deal found 4/14$518
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/195:45 amCHA - STT
1 stop7h 56mDelta
Wed 5/282:51 pmSTT - CHA
1 stop8h 49mDelta
Deal found 4/14$529
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/292:33 pmCHA - MBJ
2 stops23h 12mMultiple Airlines
Thu 6/512:07 pmMBJ - CHA
2 stops25h 40mMultiple Airlines
Deal found 4/14$529
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Thu 10/26:08 pmCHA - MBJ
2 stops17h 47mAmerican Airlines
Tue 10/73:05 pmMBJ - CHA
2 stops18h 34mAmerican Airlines
Deal found 4/14$542

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 April 15, 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

Sat 9/27

4:30 pm-10:08 pm

1 stop5h 38m

San Juan Luis Munoz Marin Intl

Sat 10/4

2:28 pm-10:00 pm

1 stop7h 32m

$385

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Mon 6/2

8:10 pm-3:25 pm

2 stops19h 15m

Christiansted Henry Rohlsen

Mon 6/9

5:20 pm-2:44 pm

2 stops21h 24m

$419

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 5/8

8:58 am-8:33 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Mon 5/12

7:15 am-10:17 pm

1 stop15h 02m

$475

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 6/18

11:30 am-10:29 am

3 stops46h 59m

San Juan Luis Munoz Marin Intl

Sun 6/22

6:47 pm-2:41 pm

1 stop19h 54m

$479

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 6/18

11:30 am-10:29 am

3 stops46h 59m

San Juan Luis Munoz Marin Intl

Sun 6/22

11:35 am-4:59 pm

3 stops29h 24m

$487

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Thu 7/10

6:14 pm-10:45 am

2 stops16h 31m

Punta Cana

Tue 7/15

4:00 pm-12:34 pm

2 stops20h 34m

$490

ChattanoogaGregory Town

CHA - ELH

CHAELH

Chattanooga Lovell Field

Sun 6/8

8:20 pm-1:52 pm

2 stops17h 32m

Gregory Town North Eleuthera

Fri 6/13

2:32 pm-10:35 am

2 stops20h 03m

$500

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Mon 5/19

8:10 pm-10:55 am

1 stop14h 45m

Saint Thomas Island Cyril E King

Wed 5/28

5:10 pm-11:35 am

2 stops18h 25m

$504

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Thu 5/1

9:51 pm-11:44 am

3 stops37h 53m

Punta Cana

Sun 5/4

2:00 pm-2:40 pm

2 stops24h 40m

$518

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Mon 5/19

5:45 am-1:41 pm

1 stop7h 56m

Saint Thomas Island Cyril E King

Wed 5/28

2:51 pm-11:40 pm

1 stop8h 49m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 24 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 April 15, 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 April 15, 2025.
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Overall

8.0

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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$593FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$415Average$655FlexibilityNo cancel feeOn-time71%

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