Cheap flights from Chattanooga to Caribbean from $283

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chattanooga to Caribbean departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:21 pm - 10:26 pm
CHA
-
SJU
9h 05m1 stop
American Airlines Logo
6:15 pm - 11:58 pm
SJU
-
CHA
6h 43m1 stop
$365American Airlines
Sun, Feb 8 - Fri, Feb 13
American Airlines Logo
8:00 am - 6:22 pm
CHA
-
SJU
9h 22m2 stops
American Airlines Logo
1:24 pm - 11:29 pm
SJU
-
CHA
11h 05m2 stops
$385American Airlines
Sun, Jan 25 - Thu, Jan 29
American Airlines Logo
6:00 am - 1:08 pm
CHA
-
SJU
6h 08m1 stop
American Airlines Logo
8:20 am - 1:44 pm
SJU
-
CHA
6h 24m1 stop
$405American Airlines
Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
7:00 am - 3:42 pm
CHA
-
SJU
8h 42m1 stop
United Airlines Logo
7:40 am - 4:55 pm
SJU
-
CHA
9h 15m1 stop
$475United Airlines
Sat, May 2 - Tue, May 5
United Airlines Logo
7:00 am - 3:42 pm
CHA
-
SJU
8h 42m1 stop
United Airlines Logo
7:40 am - 4:55 pm
SJU
-
CHA
9h 15m1 stop
$495United Airlines
Sat, May 2 - Tue, May 5
Delta Logo
11:41 am - 4:45 pm
CHA
-
NAS
5h 04m1 stop
Delta Logo
1:30 pm - 9:39 pm
NAS
-
CHA
8h 09m1 stop
$497Delta
Thu, Mar 12 - Mon, Mar 16
Delta Logo
11:41 am - 4:45 pm
CHA
-
NAS
5h 04m1 stop
Delta Logo
1:30 pm - 10:56 pm
NAS
-
CHA
9h 26m2 stops
$501Delta
Thu, Mar 12 - Mon, Mar 16
Multiple Airlines Logo
3:59 pm - 10:05 pm
CHA
-
SJU
29h 06m2 stops
Multiple Airlines Logo
6:00 am - 3:09 pm
SJU
-
CHA
10h 09m1 stop
$519Multiple Airlines
Mon, Dec 29 - Mon, Jan 5
Multiple Airlines Logo
9:28 pm - 8:00 pm
CHA
-
POS
21h 32m2 stops
Multiple Airlines Logo
8:30 am - 9:06 pm
POS
-
CHA
13h 36m1 stop
$665Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
WestJet Logo
7:00 am - 2:46 pm
CHA
-
UVF
30h 46m2 stops
WestJet Logo
3:40 pm - 2:23 pm
UVF
-
CHA
23h 43m2 stops
$4,390WestJet
Sat, Feb 21 - Tue, Feb 24

American Airlines flights from Chattanooga to Caribbean

Our best American Airlines deals on Chattanooga to Caribbean flight tickets
American Airlines
Feb 8
CHA6:00 amChattanooga Lovell Field
8h 59m
2 stops
SJU3:59 pmSan Juan Luis Munoz Marin Intl
Feb 13
SJU6:15 pmSan Juan Luis Munoz Marin Intl
6h 43m
1 stop
CHA11:58 pmChattanooga Lovell Field
American Airlines
Jan 25
CHA7:28 amChattanooga Lovell Field
13h 58m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU5:55 pmSan Juan Luis Munoz Marin Intl
6h 34m
1 stop
CHA11:29 pmChattanooga Lovell Field
American Airlines
Jan 7
CHA6:00 amChattanooga Lovell Field
6h 08m
1 stop
SJU1:08 pmSan Juan Luis Munoz Marin Intl
Jan 14
SJU8:20 amSan Juan Luis Munoz Marin Intl
6h 24m
1 stop
CHA1:44 pmChattanooga Lovell Field

United Airlines flights from Chattanooga to Caribbean

Our best United Airlines deals on Chattanooga to Caribbean flight tickets
United Airlines
May 2
CHA7:00 amChattanooga Lovell Field
8h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
May 5
SJU7:40 amSan Juan Luis Munoz Marin Intl
9h 15m
1 stop
CHA4:55 pmChattanooga Lovell Field
United Airlines
May 2
CHA7:00 amChattanooga Lovell Field
8h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
May 5
SJU7:40 amSan Juan Luis Munoz Marin Intl
9h 15m
1 stop
CHA4:55 pmChattanooga Lovell Field
United Airlines
May 12
CHA7:00 amChattanooga Lovell Field
6h 50m
1 stop
NAS1:50 pmNassau Intl
May 13
NAS2:53 pmNassau Intl
8h 10m
1 stop
CHA11:03 pmChattanooga Lovell Field

momondo 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, momondo users made 832,500 searches. Data last updated December 10, 2025.
Use the filters below to find and compare flights from Chattanooga to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 2/8

12:21 pm-10:26 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Fri 2/13

6:15 pm-11:58 pm

1 stop6h 43m

$365

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 1/25

8:00 am-6:22 pm

2 stops9h 22m

San Juan Luis Munoz Marin Intl

Thu 1/29

1:24 pm-11:29 pm

2 stops11h 05m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 1/7

6:00 am-1:08 pm

1 stop6h 08m

San Juan Luis Munoz Marin Intl

Wed 1/14

8:20 am-1:44 pm

1 stop6h 24m

$405

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 5/2

7:00 am-3:42 pm

1 stop8h 42m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:40 am-4:55 pm

1 stop9h 15m

$475

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 5/2

7:00 am-3:42 pm

1 stop8h 42m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:40 am-4:55 pm

1 stop9h 15m

$495

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Thu 3/12

11:41 am-4:45 pm

1 stop5h 04m

Nassau Intl

Mon 3/16

1:30 pm-9:39 pm

1 stop8h 09m

$497

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Thu 3/12

11:41 am-4:45 pm

1 stop5h 04m

Nassau Intl

Mon 3/16

1:30 pm-10:56 pm

2 stops9h 26m

$501

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 12/29

3:59 pm-10:05 pm

2 stops29h 06m

San Juan Luis Munoz Marin Intl

Mon 1/5

6:00 am-3:09 pm

1 stop10h 09m

$519

ChattanoogaPort of Spain

CHA - POS

CHAPOS

Chattanooga Lovell Field

Sun 1/11

9:28 pm-8:00 pm

2 stops21h 32m

Port of Spain Piarco Intl

Fri 1/16

8:30 am-9:06 pm

1 stop13h 36m

$665

ChattanoogaCastries

CHA - UVF

CHAUVF

Chattanooga Lovell Field

Sat 2/21

7:00 am-2:46 pm

2 stops30h 46m

Castries Hewanorra

Tue 2/24

3:40 pm-2:23 pm

2 stops23h 43m

$4,390

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chattanooga to Caribbean

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

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Chattanooga to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $450. If you don’t want to visit Caribbean in October, then you should wait until May to fly from Chattanooga, when ticket prices are also cheap, with an average price of $480.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Chattanooga to Caribbean is on a Monday when prices can be found for as low as $554. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $899. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

At noon is the cheapest time of day to fly from Chattanooga to Caribbean when you can find flight prices for as low as $580. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $859.

Can stopping save me money on Chattanooga to Caribbean flights?

You could potentially save up to 23% on your flight if you consider stops on a Chattanooga to Caribbean flight.

Cheap Chattanooga to Caribbean flight deals and tips

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

Fastest flight time

4h 32m

Direct flights

None
The fastest flight from Chattanooga to Caribbean takes 4h 32m
There are no direct flights from Chattanooga to Caribbean. There are no popular flight routes from Chattanooga to Caribbean.
  • When did momondo last update prices for flights from Chattanooga Lovell Field Airport to Caribbean?

    Prices for flights from Chattanooga Lovell Field Airport to Caribbean are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chattanooga Lovell Field Airport to Caribbean.

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

    The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chattanooga to Caribbean

Compare and see reviews for airlines that fly from Chattanooga to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $335Free CancellationRating
7.9
8,007 reviews
Search Delta flights
American AirlinesPriceFrom $401Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean from Chattanooga.

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

All flight searches from Chattanooga to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Chattanooga to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chattanooga to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Fri 1/9
Fri 1/16

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