Cheap flights from Chattanooga to Caribbean from $158

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 7/27. 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.
Multiple Airlines Logo
4:11 pm - 5:16 pm
CHA
-
SJU
25h 05m
1 stop
Multiple Airlines Logo
5:15 pm - 8:07 am
SJU
-
CHA
14h 52m
2 stops
$306Multiple Airlines
Sun, May 17 - Wed, May 20
Multiple Airlines Logo
4:11 pm - 12:41 am
CHA
-
SJU
32h 30m
2 stops
Multiple Airlines Logo
11:00 am - 9:12 pm
SJU
-
CHA
10h 12m
1 stop
$310Multiple Airlines
Sun, May 10 - Sun, May 17
Multiple Airlines Logo
4:11 pm - 5:16 pm
CHA
-
SJU
25h 05m
1 stop
Multiple Airlines Logo
11:00 am - 9:12 pm
SJU
-
CHA
10h 12m
1 stop
$312Multiple Airlines
Sun, May 10 - Sun, May 17
Multiple Airlines Logo
4:11 pm - 7:22 pm
CHA
-
SJU
27h 11m
1 stop
Multiple Airlines Logo
11:00 am - 9:12 pm
SJU
-
CHA
10h 12m
1 stop
$322Multiple Airlines
Thu, May 14 - Sun, May 17
American Airlines Logo
8:04 pm - 11:24 am
CHA
-
MBJ
16h 20m
1 stop
American Airlines Logo
10:17 am - 9:45 pm
MBJ
-
CHA
10h 28m
1 stop
$352American Airlines
Sun, May 3 - Mon, May 11
American Airlines Logo
6:47 am - 1:25 pm
CHA
-
MBJ
7h 38m
1 stop
American Airlines Logo
4:37 pm - 9:53 am
MBJ
-
CHA
16h 16m
2 stops
$357American Airlines
Sun, May 3 - Mon, May 11
Delta Logo
8:15 am - 3:34 pm
CHA
-
MBJ
8h 19m
1 stop
Delta Logo
4:59 pm - 11:51 pm
MBJ
-
CHA
5h 52m
1 stop
$372Delta
Fri, Sep 11 - Sat, Sep 19
United Airlines Logo
6:30 am - 3:31 pm
CHA
-
STT
9h 01m
1 stop
United Airlines Logo
2:10 pm - 12:23 am
STT
-
CHA
10h 13m
1 stop
$480United Airlines
Sun, Apr 19 - Thu, Apr 23
United Airlines Logo
8:30 am - 12:50 pm
CHA
-
MBJ
29h 20m
1 stop
United Airlines Logo
1:52 pm - 1:22 pm
MBJ
-
CHA
22h 30m
1 stop
$498United Airlines
Sun, Apr 19 - Thu, Apr 23
Delta Logo
7:35 pm - 11:43 am
CHA
-
PUJ
16h 08m
1 stop
Delta Logo
1:05 pm - 8:34 pm
PUJ
-
CHA
7h 29m
1 stop
$585Delta
Sun, Aug 2 - Wed, Aug 12

Delta flights from Chattanooga to Caribbean

Our best Delta deals on Chattanooga to Caribbean flight tickets
Delta
Sep 11
CHA8:15 amChattanooga Lovell Field
8h 19m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Sep 19
MBJ4:59 pmMontego Bay Sangster Intl
5h 52m
1 stop
CHA11:51 pmChattanooga Lovell Field
$372
Delta
Apr 15
CHA2:09 pmChattanooga Lovell Field
9h 03m
1 stop
SJU11:12 pmSan Juan Luis Munoz Marin Intl
Apr 22
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
CHA2:32 pmChattanooga Lovell Field
$426
Delta
Apr 25
CHA4:35 pmChattanooga Lovell Field
6h 37m
1 stop
SJU11:12 pmSan Juan Luis Munoz Marin Intl
May 2
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
CHA2:32 pmChattanooga Lovell Field
$451

American Airlines flights from Chattanooga to Caribbean

Our best American Airlines deals on Chattanooga to Caribbean flight tickets
American Airlines
May 3
CHA8:04 pmChattanooga Lovell Field
16h 20m
1 stop
MBJ11:24 amMontego Bay Sangster Intl
May 11
MBJ10:17 amMontego Bay Sangster Intl
10h 28m
1 stop
CHA9:45 pmChattanooga Lovell Field
$352
American Airlines
May 3
CHA6:47 amChattanooga Lovell Field
7h 38m
1 stop
MBJ1:25 pmMontego Bay Sangster Intl
May 11
MBJ4:37 pmMontego Bay Sangster Intl
16h 16m
2 stops
CHA9:53 amChattanooga Lovell Field
$357
American Airlines
May 3
CHA8:04 pmChattanooga Lovell Field
14h 09m
1 stop
MBJ9:13 amMontego Bay Sangster Intl
May 11
MBJ10:17 amMontego Bay Sangster Intl
26h 35m
1 stop
CHA1:52 pmChattanooga Lovell Field
$358

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 March 19, 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

Cheapest round-trip

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 5/17

4:11 pm-5:16 pm

1 stop25h 05m

San Juan Luis Munoz Marin Intl

Wed 5/20

5:15 pm-8:07 am

2 stops14h 52m

$306

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 5/10

4:11 pm-12:41 am

2 stops32h 30m

San Juan Luis Munoz Marin Intl

Sun 5/17

11:00 am-9:12 pm

1 stop10h 12m

$310

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 5/10

4:11 pm-5:16 pm

1 stop25h 05m

San Juan Luis Munoz Marin Intl

Sun 5/17

11:00 am-9:12 pm

1 stop10h 12m

$312

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 5/14

4:11 pm-7:22 pm

1 stop27h 11m

San Juan Luis Munoz Marin Intl

Sun 5/17

11:00 am-9:12 pm

1 stop10h 12m

$322

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sun 5/3

8:04 pm-11:24 am

1 stop16h 20m

Montego Bay Sangster Intl

Mon 5/11

10:17 am-9:45 pm

1 stop10h 28m

$352

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sun 5/3

6:47 am-1:25 pm

1 stop7h 38m

Montego Bay Sangster Intl

Mon 5/11

4:37 pm-9:53 am

2 stops16h 16m

$357
Quickest round-trip

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Fri 9/11

8:15 am-3:34 pm

1 stop8h 19m

Montego Bay Sangster Intl

Sat 9/19

4:59 pm-11:51 pm

1 stop5h 52m

$372

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Sun 4/19

6:30 am-3:31 pm

1 stop9h 01m

Saint Thomas Island Cyril E King

Thu 4/23

2:10 pm-12:23 am

1 stop10h 13m

$480

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Sun 4/19

8:30 am-12:50 pm

1 stop29h 20m

Montego Bay Sangster Intl

Thu 4/23

1:52 pm-1:22 pm

1 stop22h 30m

$498

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 8/2

7:35 pm-11:43 am

1 stop16h 08m

Punta Cana

Wed 8/12

1:05 pm-8:34 pm

1 stop7h 29m

$585

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, September 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 $465. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Chattanooga, when ticket prices are also cheap, with an average price of $465.

Can stopping save me money on Chattanooga to Caribbean flights?

You could potentially save up to 31% 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 18m

Direct flights

None
The fastest flight from Chattanooga to Caribbean takes 5h 18m
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 $322Free CancellationRating
7.9
8,292 reviews
Search Delta flights
American AirlinesPriceFrom $421Free CancellationRating
7.1
11,472 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
Sat 4/18
Sat 4/25

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