What airlines fly to Caribbean Islands?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean Islands from Chattanooga according to our data. American Airlines is the first choice among our users, with 68% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 4 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chattanooga Lovell Field to Caribbean Islands?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Chattanooga Lovell Field to Caribbean Islands

When did momondo last update prices for flights from Chattanooga Lovell Field Airport to Caribbean Islands?

Prices for flights from Chattanooga Lovell Field Airport to Caribbean Islands refresh daily.

How many operators does momondo search for flights from Chattanooga Lovell Field Airport to Caribbean Islands?

As of August 2026, there are 2 operators available to choose from for flights from Chattanooga Lovell Field Airport to Caribbean Islands.

How old do you have to be to fly from Chattanooga Lovell Field Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chattanooga Lovell Field Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$200 Cheap Flights from Chattanooga to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chattanooga to Caribbean Islands

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One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:04 am - 1:34 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

28h 30m1 stop Fort Lauderdale

8:45 am - 8:19 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

23h 34m1 stop Fort Lauderdale

$200Multiple Airlines

Thu, Oct 1 - Wed, Oct 7

9:39 am - 1:34 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

27h 55m1 stop Fort Lauderdale

8:45 am - 8:19 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

23h 34m1 stop Fort Lauderdale

$205Multiple Airlines

Sun, Oct 4 - Wed, Oct 7

9:04 am - 1:34 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

28h 30m1 stop Fort Lauderdale

3:20 pm - 8:44 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

17h 24m1 stop Fort Lauderdale

$210Multiple Airlines

Thu, Oct 1 - Sat, Oct 10

8:59 am - 1:31 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

28h 32m1 stop Fort Lauderdale

8:45 am - 8:09 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

23h 24m1 stop Fort Lauderdale

$215Multiple Airlines

Thu, Oct 22 - Wed, Oct 28

6:40 pm - 2:02 pmCHA Chattanooga Lovell Field-STT Saint Thomas Island Cyril E King

18h 22m2 stops Dallas/Fort Worth Miami

4:25 pm - 11:29 pmSTT Saint Thomas Island Cyril E King-CHA Chattanooga Lovell Field

8h 04m1 stop Charlotte Douglas

$418American Airlines

Sat, Jan 23 - Wed, Jan 27

6:40 pm - 2:02 pmCHA Chattanooga Lovell Field-STT Saint Thomas Island Cyril E King

18h 22m2 stops Dallas/Fort Worth Miami

4:46 pm - 10:02 amSTT Saint Thomas Island Cyril E King-CHA Chattanooga Lovell Field

18h 16m2 stops Miami Charlotte Douglas

$418American Airlines

Sat, Jan 23 - Wed, Jan 27

7:20 pm - 1:10 pmCHA Chattanooga Lovell Field-STT Saint Thomas Island Cyril E King

16h 50m1 stop Charlotte Douglas

4:25 pm - 11:29 pmSTT Saint Thomas Island Cyril E King-CHA Chattanooga Lovell Field

8h 04m1 stop Charlotte Douglas

$434American Airlines

Sat, Jan 23 - Wed, Jan 27

8:19 am - 4:49 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

8h 30m1 stop Atlanta Hartsfield-Jackson

7:15 am - 5:38 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

10h 23m1 stop Atlanta Hartsfield-Jackson

$436Delta

Mon, Sep 28 - Wed, Oct 7

8:19 am - 1:45 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

5h 26m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 9:23 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

6h 24m1 stop Atlanta Hartsfield-Jackson

$436Delta

Mon, Sep 28 - Tue, Oct 6

4:09 pm - 10:19 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

6h 10m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 11:39 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

5h 40m1 stop Atlanta Hartsfield-Jackson

$436Delta

Tue, Sep 29 - Thu, Oct 8

Cheap last minute flights

Enter your travel dates to find the best prices.

7:30 am - 1:59 pmCHA Chattanooga Lovell Field-AUA Oranjestad Reina Beatrix

6h 29m1 stop Charlotte Douglas

4:17 pm - 9:50 amAUA Oranjestad Reina Beatrix-CHA Chattanooga Lovell Field

17h 33m1 stop Charlotte Douglas

$623American Airlines

Mon, Aug 31 - Thu, Sep 3

7:18 pm - 3:50 pmCHA Chattanooga Lovell Field-AUA Oranjestad Reina Beatrix

20h 32m2 stops Charlotte Douglas Miami

4:50 pm - 11:40 amAUA Oranjestad Reina Beatrix-CHA Chattanooga Lovell Field

18h 50m2 stops Miami Dallas/Fort Worth

$628American Airlines

Mon, Aug 31 - Thu, Sep 3

7:30 am - 1:59 pmCHA Chattanooga Lovell Field-AUA Oranjestad Reina Beatrix

6h 29m1 stop Charlotte Douglas

2:59 pm - 11:40 amAUA Oranjestad Reina Beatrix-CHA Chattanooga Lovell Field

20h 41m2 stops Charlotte Douglas Dallas/Fort Worth

$628American Airlines

Mon, Aug 31 - Thu, Sep 3

7:01 am - 9:55 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

14h 54m2 stops Charlotte Douglas Miami

6:00 am - 11:21 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

17h 21m2 stops Miami Charlotte Douglas

$737American Airlines

Sat, Aug 29 - Wed, Sep 2

2:44 pm - 10:29 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

7h 45m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 11:43 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

8h 44m1 stop Atlanta Hartsfield-Jackson

$761Delta

Fri, Aug 28 - Wed, Sep 2

1:15 pm - 10:29 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

9h 14m1 stop Atlanta Hartsfield-Jackson

12:56 pm - 8:19 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

7h 23m1 stop Atlanta Hartsfield-Jackson

$761Delta

Fri, Aug 28 - Tue, Sep 1

1:22 pm - 10:29 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

9h 07m1 stop Atlanta Hartsfield-Jackson

12:56 pm - 8:19 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

7h 23m1 stop Atlanta Hartsfield-Jackson

$761Delta

Sat, Aug 29 - Tue, Sep 1

6:15 am - 2:44 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

8h 29m1 stop Chicago O'Hare Intl

3:56 pm - 12:10 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

8h 14m1 stop Chicago O'Hare Intl

$766United Airlines

Sat, Aug 29 - Mon, Aug 31

7:00 pm - 3:42 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

20h 42m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

3:56 pm - 5:05 pmSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

25h 09m2 stops Chicago O'Hare Intl Newark

$941United Airlines

Sat, Aug 29 - Mon, Aug 31

7:00 am - 3:42 pmCHA Chattanooga Lovell Field-SJU San Juan Luis Munoz Marin Intl

8h 42m1 stop Houston George Bush Intcntl

3:56 pm - 12:10 amSJU San Juan Luis Munoz Marin Intl-CHA Chattanooga Lovell Field

8h 14m1 stop Chicago O'Hare Intl

$946United Airlines

Sat, Aug 29 - Sun, Aug 30

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United Airlines flights from Chattanooga to Caribbean Islands

Our best United Airlines deals on Chattanooga to Caribbean Islands flight tickets

United Airlines

Oct 25

CHA6:50 amChattanooga Lovell Field

7h 50m

1 stop

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU2:46 pmSan Juan Luis Munoz Marin Intl

8h 42m

1 stop

CHA11:28 pmChattanooga Lovell Field

$556

United Airlines

Oct 3

CHA7:00 amChattanooga Lovell Field

6h 47m

1 stop

NAS1:47 pmNassau Intl

Oct 9

NAS2:53 pmNassau Intl

8h 22m

1 stop

CHA11:15 pmChattanooga Lovell Field

$611

United Airlines

Sep 16

CHA6:00 amChattanooga Lovell Field

8h 44m

1 stop

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU2:55 pmSan Juan Luis Munoz Marin Intl

8h 20m

1 stop

CHA11:15 pmChattanooga Lovell Field

$616

American Airlines flights from Chattanooga to Caribbean Islands

Our best American Airlines deals on Chattanooga to Caribbean Islands flight tickets

American Airlines

Jan 23

CHA6:40 pmChattanooga Lovell Field

18h 22m

2 stops

STT2:02 pmSaint Thomas Island Cyril E King

Jan 27

STT4:46 pmSaint Thomas Island Cyril E King

18h 16m

2 stops

CHA10:02 amChattanooga Lovell Field

$418

American Airlines

Jan 23

CHA7:20 pmChattanooga Lovell Field

16h 50m

1 stop

STT1:10 pmSaint Thomas Island Cyril E King

Jan 27

STT4:25 pmSaint Thomas Island Cyril E King

8h 04m

1 stop

CHA11:29 pmChattanooga Lovell Field

$434

American Airlines

Dec 2

CHA5:12 pmChattanooga Lovell Field

18h 05m

2 stops

STT12:17 pmSaint Thomas Island Cyril E King

Dec 9

STT3:15 pmSaint Thomas Island Cyril E King

18h 17m

2 stops

CHA8:32 amChattanooga Lovell Field

$458

momondo Fare Finder

Use the filters below to find and compare flights from Chattanooga to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Thu 10/1

9:04 am-1:34 pm

1 stop28h 30m

San Juan Luis Munoz Marin Intl

Wed 10/7

8:45 am-8:19 am

1 stop23h 34m

$200

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Sun 10/4

9:39 am-1:34 pm

1 stop27h 55m

San Juan Luis Munoz Marin Intl

Wed 10/7

8:45 am-8:19 am

1 stop23h 34m

$205

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Thu 10/1

9:04 am-1:34 pm

1 stop28h 30m

San Juan Luis Munoz Marin Intl

Sat 10/10

3:20 pm-8:44 am

1 stop17h 24m

$210

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Thu 10/22

8:59 am-1:31 pm

1 stop28h 32m

San Juan Luis Munoz Marin Intl

Wed 10/28

8:45 am-8:09 am

1 stop23h 24m

$215

ChattanoogaSaint Thomas Island

CHA Chattanooga Lovell Field - STT Saint Thomas Island Cyril E King

CHASTT

Chattanooga Lovell Field

Sat 1/23

6:40 pm-2:02 pm

2 stops18h 22m

Saint Thomas Island Cyril E King

Wed 1/27

4:25 pm-11:29 pm

1 stop8h 04m

$418

ChattanoogaSaint Thomas Island

CHA Chattanooga Lovell Field - STT Saint Thomas Island Cyril E King

CHASTT

Chattanooga Lovell Field

Sat 1/23

6:40 pm-2:02 pm

2 stops18h 22m

Saint Thomas Island Cyril E King

Wed 1/27

4:46 pm-10:02 am

2 stops18h 16m

$418

ChattanoogaSaint Thomas Island

CHA Chattanooga Lovell Field - STT Saint Thomas Island Cyril E King

CHASTT

Chattanooga Lovell Field

Sat 1/23

7:20 pm-1:10 pm

1 stop16h 50m

Saint Thomas Island Cyril E King

Wed 1/27

4:25 pm-11:29 pm

1 stop8h 04m

$434

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Mon 9/28

8:19 am-4:49 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Wed 10/7

7:15 am-5:38 pm

1 stop10h 23m

$436

Quickest round-trip

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Mon 9/28

8:19 am-1:45 pm

1 stop5h 26m

San Juan Luis Munoz Marin Intl

Tue 10/6

2:59 pm-9:23 pm

1 stop6h 24m

$436

ChattanoogaSan Juan

CHA Chattanooga Lovell Field - SJU San Juan Luis Munoz Marin Intl

CHASJU

Chattanooga Lovell Field

Tue 9/29

4:09 pm-10:19 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Thu 10/8

5:59 pm-11:39 pm

1 stop5h 40m

$436

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chattanooga to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Chattanooga, with most prices found around $520. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Chattanooga averaging around $591.

Can stopping save me money on Chattanooga to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Chattanooga to Caribbean Islands.

Cheap Chattanooga to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chattanooga to Caribbean Islands

Best Price Found	$236
Fastest flight time	5h 13m
Direct flights	None

The best one-way flight to Caribbean Islands from Chattanooga in the past 72 hours is $236. The best round-trip flight deal from Chattanooga to Caribbean Islands found on momondo in the last 72 hours is $200.

The fastest flight from Chattanooga to Caribbean Islands takes 5h 13m

There are no direct flights from Chattanooga to Caribbean Islands. There are no popular flight routes from Chattanooga to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Chattanooga to Caribbean Islands

When did momondo last update prices for flights from Chattanooga Lovell Field Airport to Caribbean Islands?
Prices for flights from Chattanooga Lovell Field Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Chattanooga Lovell Field Airport to Caribbean Islands?
As of August 2026, there are 2 operators available to choose from for flights from Chattanooga Lovell Field Airport to Caribbean Islands.
How old do you have to be to fly from Chattanooga Lovell Field Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chattanooga Lovell Field Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chattanooga to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Chattanooga to Caribbean Islands is Canadair (Bombardier) Regional Jet CRJ-550, representing 18.05% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 900 at 16.86%, Boeing 737 MAX 8 at 16.70%, and Embraer 175 at 11.51%.

Best airlines flying from Chattanooga to Caribbean Islands

Compare and see reviews for airlines that fly from Chattanooga to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $217	Free Cancellation	Rating 7.8 8,529 reviews		Search Delta flights
American Airlines	PriceFrom $352	Free Cancellation	Rating 7.1 11,995 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chattanooga to Caribbean Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chattanooga to Caribbean Islands for you.

Can I find flights from Chattanooga to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chattanooga to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Chattanooga to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Chattanooga.

I’m not ready to book a flight from Chattanooga to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Chattanooga. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.