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Cheap flights from Chattanooga to Caribbean from $129

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 3/1. 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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Find the cheapest flights from Chattanooga to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:23 pm - 3:31 pm
CHA
-
SJU
17h 08m
1 stop
Multiple Airlines Logo
4:41 pm - 4:38 pm
SJU
-
CHA
24h 57m
1 stop
$287Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
9:23 pm - 3:31 pm
CHA
-
SJU
17h 08m
1 stop
Multiple Airlines Logo
5:45 pm - 5:38 pm
SJU
-
CHA
24h 53m
2 stops
$306Multiple Airlines
Sun, Mar 1 - Wed, Mar 4
Multiple Airlines Logo
9:23 pm - 1:37 am
CHA
-
SJU
27h 14m
2 stops
Multiple Airlines Logo
4:41 pm - 4:38 pm
SJU
-
CHA
24h 57m
1 stop
$313Multiple Airlines
Thu, Feb 26 - Sat, Mar 7
Multiple Airlines Logo
9:23 pm - 3:35 pm
CHA
-
AUA
17h 12m
1 stop
Multiple Airlines Logo
4:40 pm - 4:38 pm
AUA
-
CHA
24h 58m
1 stop
$315Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
American Airlines Logo
8:06 pm - 4:27 pm
CHA
-
STX
20h 21m
2 stops
American Airlines Logo
5:17 pm - 1:41 pm
STX
-
CHA
20h 24m
2 stops
$360American Airlines
Thu, Mar 26 - Thu, Apr 2
United Airlines Logo
6:30 am - 2:44 pm
CHA
-
SJU
8h 14m
1 stop
United Airlines Logo
7:00 am - 3:43 pm
SJU
-
CHA
8h 43m
1 stop
$366United Airlines
Wed, May 6 - Tue, May 12
American Airlines Logo
6:43 am - 6:06 pm
CHA
-
SJU
11h 23m
2 stops
American Airlines Logo
12:53 pm - 11:15 pm
SJU
-
CHA
10h 22m
1 stop
$406American Airlines
Wed, May 6 - Tue, May 12
Delta Logo
5:30 am - 1:05 pm
CHA
-
MBJ
8h 35m
1 stop
Delta Logo
4:50 pm - 9:04 am
MBJ
-
CHA
15h 14m
1 stop
$532Delta
Tue, Jun 23 - Thu, Jul 2
Delta Logo
5:30 am - 12:40 pm
CHA
-
PLS
7h 10m
1 stop
Delta Logo
3:50 pm - 10:06 pm
PLS
-
CHA
6h 16m
1 stop
$540Delta
Tue, May 12 - Mon, May 18
United Airlines Logo
7:00 am - 3:43 pm
CHA
-
STT
8h 43m
1 stop
United Airlines Logo
1:17 pm - 11:03 pm
STT
-
CHA
9h 46m
1 stop
$626United Airlines
Wed, Jul 22 - Wed, Jul 29

American Airlines flights from Chattanooga to Caribbean

Our best American Airlines deals on Chattanooga to Caribbean flight tickets
American Airlines
Mar 26
CHA8:06 pmChattanooga Lovell Field
20h 21m
2 stops
STX4:27 pmChristiansted Henry Rohlsen
Apr 2
STX5:17 pmChristiansted Henry Rohlsen
20h 24m
2 stops
CHA1:41 pmChattanooga Lovell Field
$360
American Airlines
May 6
CHA6:43 amChattanooga Lovell Field
11h 23m
2 stops
SJU6:06 pmSan Juan Luis Munoz Marin Intl
May 12
SJU12:53 pmSan Juan Luis Munoz Marin Intl
10h 22m
1 stop
CHA11:15 pmChattanooga Lovell Field
$406
American Airlines
Mar 21
CHA7:17 amChattanooga Lovell Field
15h 14m
1 stop
SJU10:31 pmSan Juan Luis Munoz Marin Intl
Mar 25
SJU4:18 pmSan Juan Luis Munoz Marin Intl
16h 25m
1 stop
CHA8:43 amChattanooga Lovell Field
$431

Delta flights from Chattanooga to Caribbean

Our best Delta deals on Chattanooga to Caribbean flight tickets
Delta
Feb 25
CHA1:49 pmChattanooga Lovell Field
9h 09m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU6:15 amSan Juan Luis Munoz Marin Intl
8h 49m
1 stop
CHA2:04 pmChattanooga Lovell Field
$426
Delta
Feb 25
CHA3:03 pmChattanooga Lovell Field
7h 55m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 7
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 34m
1 stop
CHA2:04 pmChattanooga Lovell Field
$451
Delta
Feb 23
CHA11:42 amChattanooga Lovell Field
8h 30m
1 stop
SJU9:12 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU6:15 amSan Juan Luis Munoz Marin Intl
5h 40m
1 stop
CHA10:55 amChattanooga Lovell Field
$466

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 January 29, 2026.
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 3/1

9:23 pm-3:31 pm

1 stop17h 08m

San Juan Luis Munoz Marin Intl

Sat 3/7

4:41 pm-4:38 pm

1 stop24h 57m

$287

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 3/1

9:23 pm-3:31 pm

1 stop17h 08m

San Juan Luis Munoz Marin Intl

Wed 3/4

5:45 pm-5:38 pm

2 stops24h 53m

$306

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 2/26

9:23 pm-1:37 am

2 stops27h 14m

San Juan Luis Munoz Marin Intl

Sat 3/7

4:41 pm-4:38 pm

1 stop24h 57m

$313

ChattanoogaOranjestad

CHA - AUA

CHAAUA

Chattanooga Lovell Field

Sun 3/1

9:23 pm-3:35 pm

1 stop17h 12m

Oranjestad Reina Beatrix

Sat 3/7

4:40 pm-4:38 pm

1 stop24h 58m

$315

ChattanoogaChristiansted

CHA - STX

CHASTX

Chattanooga Lovell Field

Thu 3/26

8:06 pm-4:27 pm

2 stops20h 21m

Christiansted Henry Rohlsen

Thu 4/2

5:17 pm-1:41 pm

2 stops20h 24m

$360

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 5/6

6:30 am-2:44 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:00 am-3:43 pm

1 stop8h 43m

$366

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 5/6

6:43 am-6:06 pm

2 stops11h 23m

San Juan Luis Munoz Marin Intl

Tue 5/12

12:53 pm-11:15 pm

1 stop10h 22m

$406

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Tue 6/23

5:30 am-1:05 pm

1 stop8h 35m

Montego Bay Sangster Intl

Thu 7/2

4:50 pm-9:04 am

1 stop15h 14m

$532

ChattanoogaProvidenciales

CHA - PLS

CHAPLS

Chattanooga Lovell Field

Tue 5/12

5:30 am-12:40 pm

1 stop7h 10m

Providenciales

Mon 5/18

3:50 pm-10:06 pm

1 stop6h 16m

$540

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Wed 7/22

7:00 am-3:43 pm

1 stop8h 43m

Saint Thomas Island Cyril E King

Wed 7/29

1:17 pm-11:03 pm

1 stop9h 46m

$626

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 September to fly from Chattanooga, when ticket prices are also cheap, with an average price of $475.

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

5h 22m

Direct flights

None
The fastest flight from Chattanooga to Caribbean takes 5h 22m
There are no direct flights from Chattanooga to Caribbean. There are no popular flight routes from Chattanooga to Caribbean.
Search flight deals

  • 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
8,128 reviews
Search Delta flights
American AirlinesPriceFrom $401Free CancellationRating
7.2
11,205 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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Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $77
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Flights to Montego Bayfrom $215
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Flights to Nassaufrom $151
Flights to Saint Thomas Islandfrom $113
Flights to Santiago de los Caballerosfrom $201
Flights to Kingstonfrom $247
Flights to Simpson Bayfrom $170
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Flights to Port of Spainfrom $255