Caribbean Islands

$385+ Cheap flights from Chattanooga (CHA) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHA — SJU
Apr 29 — May 61
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Cheap flight deals from Chattanooga to Caribbean Islands

Keep the following information in mind while searching for Chattanooga to Caribbean Islands flight deals. Data was last updated April 24, 2025.

Round-trip from

$385
(Delta)

Popular in

December

Cheapest in

October

Average price

$745
From Chattanooga Lovell Field to Caribbean Islands
Highest demand for flights based on searches. 13% potential increase in price ($93 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 Islands

Cheapest flights from Chattanooga to Caribbean Islands
Explore the most affordable flight options available from Chattanooga to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Delta deal was found by Cheapflights users on 4/23. 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 4/23$385
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/206:43 pmCHA - STX
2 stops18h 07mAmerican Airlines
Fri 9/263:50 pmSTX - CHA
2 stops19h 41mAmerican Airlines
Deal found 4/23$419
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/53:11 pmCHA - MBJ
1 stop20h 51mMultiple Airlines
Thu 6/1212:07 pmMBJ - CHA
2 stops18h 45mMultiple Airlines
Deal found 4/23$425
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/278:24 pmCHA - SJU
2 stops14h 51mAmerican Airlines
Sat 10/48:30 amSJU - CHA
2 stops15h 37mAmerican Airlines
Deal found 4/23$430
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/73:42 pmCHA - MBJ
2 stops20h 20mSpirit Airlines
Sat 6/1412:07 pmMBJ - CHA
1 stop27h 58mSpirit Airlines
Deal found 4/23$432
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Tue 6/103:11 pmCHA - PUJ
2 stops20h 36mSpirit Airlines
Wed 6/183:23 pmPUJ - CHA
1 stop25h 42mSpirit Airlines
Deal found 4/23$477
This American Airlines deal was found by Cheapflights users on 4/23. 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 stops18h 35mAmerican Airlines
Deal found 4/23$490
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/138:24 pmCHA - MBJ
2 stops15h 31mAmerican Airlines
Wed 9/171:05 pmMBJ - CHA
2 stops10h 02mAmerican Airlines
Deal found 4/23$509
This American Airlines deal was found by Cheapflights users on 4/23. 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 stops21h 36mAmerican Airlines
Deal found 4/23$510
This American Airlines deal was found by Cheapflights users on 4/23. 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 - NAS
1 stop13h 20mAmerican Airlines
Sat 6/71:50 pmNAS - CHA
1 stop8h 09mAmerican Airlines
Deal found 4/23$525
This American Airlines deal was found by Cheapflights users on 4/23. 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 stops15h 55mAmerican Airlines
Fri 6/1312:55 pmELH - CHA
2 stops11h 44mAmerican Airlines
Deal found 4/23$530
This United Airlines deal was found by Cheapflights users on 4/23. 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 9/275:21 pmCHA - SJU
2 stops22h 21mUnited Airlines
Fri 10/31:05 amSJU - CHA
3 stops22h 08mUnited Airlines
Deal found 4/23$535

Cheapflights Fare Finder

Customize your flight search to find flights from Chattanooga to Caribbean Islands 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 24, 2025.
Use the filters below to find and compare flights from Chattanooga to Caribbean Islands that are best for you.

Fly from

Chattanooga

Fly to

Caribbean Islands

Route

Depart

Return

Price

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Sat 9/20

6:43 pm-12:50 pm

2 stops18h 07m

Christiansted Henry Rohlsen

Fri 9/26

3:50 pm-11:31 am

2 stops19h 41m

$419

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Thu 6/5

3:11 pm-11:02 am

1 stop20h 51m

Montego Bay Sangster Intl

Thu 6/12

12:07 pm-7:52 am

2 stops18h 45m

$425

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sat 6/7

3:42 pm-11:02 am

2 stops20h 20m

Montego Bay Sangster Intl

Sat 6/14

12:07 pm-5:05 pm

1 stop27h 58m

$432

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Tue 5/27

8:10 pm-11:10 am

1 stop15h 00m

San Juan Luis Munoz Marin Intl

Mon 6/2

7:15 am-10:17 pm

1 stop15h 02m

$465

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Tue 6/10

3:11 pm-11:47 am

2 stops20h 36m

Punta Cana

Wed 6/18

3:23 pm-5:05 pm

1 stop25h 42m

$477

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-10:35 am

2 stops18h 35m

$490

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sat 9/13

8:24 pm-10:55 am

2 stops15h 31m

Montego Bay Sangster Intl

Wed 9/17

1:05 pm-12:07 am

2 stops10h 02m

$509

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-2:46 pm

2 stops21h 36m

$510

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Fri 7/18

5:30 am-1:29 pm

1 stop7h 59m

San Juan Luis Munoz Marin Intl

Wed 8/6

7:30 am-1:04 pm

1 stop5h 34m

$520

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Mon 6/2

8:10 pm-9:30 am

1 stop13h 20m

Nassau Intl

Sat 6/7

1:50 pm-9:59 pm

1 stop8h 09m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 24 results
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Best time to book a flight from Chattanooga to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Chattanooga to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $254). Flying from Chattanooga to Caribbean Islands 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 EPX?

Find hourly flight availability from Chattanooga to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chattanooga to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 24, 2025.
Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Chattanooga to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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 Islands. 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 Islands?

    Located just 6.0 mi from the city center, Chattanooga Lovell Field (CHA) is the airport most travelers will use when flying to Caribbean Islands from Chattanooga.

  • What are the most popular routes from Chattanooga to Caribbean Islands?

  • Can I find deals for flights from Chattanooga to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Chattanooga to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chattanooga to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chattanooga to Caribbean Islands.

  • Can I find deals for business class flights from Chattanooga to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Chattanooga to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Chattanooga to Caribbean Islands (average of $254). Flying from Chattanooga to Caribbean Islands 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

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Alternative routes for Chattanooga to Caribbean Islands

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

Top 2 airlines flying from Chattanooga to Caribbean Islands

Discover the top 2 airlines that operate flights from Chattanooga to Caribbean Islands. 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$586FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$415Average$672FlexibilityNo cancel feeOn-time71%

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