Cheap flights from Chattanooga to Caribbean from $241

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chattanooga to Caribbean departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Spirit Airlines Logo
4:50 pm - 11:57 pmCHA-SJU
7h 07m1 stop
Spirit Airlines Logo
6:44 am - 4:57 pmSJU-CHA
10h 13m1 stop
$241Spirit Airlines
Find Deal
Sat, Aug 30 - Fri, Sep 5
Spirit Airlines Logo
4:50 pm - 2:17 pmCHA-SJU
21h 27m2 stops
Spirit Airlines Logo
6:44 am - 4:57 pmSJU-CHA
10h 13m1 stop
$312Spirit Airlines
Find Deal
Sat, Aug 30 - Fri, Sep 5
 Logo
11:36 am - 2:14 pmCHA-PUJ
26h 38m1 stop
 Logo
12:36 pm - 1:35 pmPUJ-CHA
24h 59m1 stop
Sun, Oct 19 - Tue, Oct 21
American Airlines Logo
7:18 pm - 11:11 amCHA-SJU
15h 53m2 stops
American Airlines Logo
7:10 am - 5:34 pmSJU-CHA
10h 24m1 stop
$390American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
7:18 pm - 12:50 pmCHA-SJU
17h 32m2 stops
American Airlines Logo
1:40 pm - 9:49 amSJU-CHA
20h 09m2 stops
$405American Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
4:11 pm - 10:00 pmCHA-SJU
5h 49m1 stop
Delta Logo
5:43 pm - 11:42 pmSJU-CHA
5h 59m1 stop
$415Delta
Find Deal
Sat, Oct 4 - Sat, Oct 11
Delta Logo
5:54 am - 1:49 pmCHA-NAS
7h 55m1 stop
Delta Logo
1:16 pm - 9:19 pmNAS-CHA
8h 03m1 stop
$455Delta
Find Deal
Mon, Nov 3 - Thu, Nov 6
 Logo
5:52 pm - 11:45 amCHA-PUJ
17h 53m1 stop
 Logo
6:39 pm - 10:41 amPUJ-CHA
40h 02m2 stops
Mon, Oct 6 - Fri, Oct 10
United Airlines Logo
12:10 pm - 8:55 pmCHA-SJU
7h 45m1 stop
United Airlines Logo
2:05 am - 4:55 pmSJU-CHA
15h 50m2 stops
$614United Airlines
Find Deal
Fri, Jan 30 - Fri, Feb 6
United Airlines Logo
1:58 pm - 9:00 pmCHA-SJU
30h 02m1 stop
United Airlines Logo
2:05 am - 8:57 pmSJU-CHA
19h 52m2 stops
$664United Airlines
Find Deal
Fri, Nov 28 - Fri, Dec 5

United Airlines flights from Chattanooga to Caribbean

Our best United Airlines deals on Chattanooga to Caribbean flight tickets
United Airlines
Jan 30
CHA12:10 pmChattanooga Lovell Field
7h 45m
1 stop
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Feb 6
SJU2:05 amSan Juan Luis Munoz Marin Intl
15h 50m
2 stops
CHA4:55 pmChattanooga Lovell Field
United Airlines
Nov 28
CHA1:58 pmChattanooga Lovell Field
30h 02m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Dec 5
SJU2:05 amSan Juan Luis Munoz Marin Intl
19h 52m
2 stops
CHA8:57 pmChattanooga Lovell Field
United Airlines
Oct 4
CHA7:02 amChattanooga Lovell Field
16h 55m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU1:05 amSan Juan Luis Munoz Marin Intl
15h 41m
2 stops
CHA4:46 pmChattanooga Lovell Field

American Airlines flights from Chattanooga to Caribbean

Our best American Airlines deals on Chattanooga to Caribbean flight tickets
American Airlines
Oct 4
CHA7:18 pmChattanooga Lovell Field
15h 53m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Oct 11
SJU7:10 amSan Juan Luis Munoz Marin Intl
10h 24m
1 stop
CHA5:34 pmChattanooga Lovell Field
American Airlines
Sep 13
CHA7:18 pmChattanooga Lovell Field
17h 32m
2 stops
SJU12:50 pmSan Juan Luis Munoz Marin Intl
Sep 16
SJU1:40 pmSan Juan Luis Munoz Marin Intl
20h 09m
2 stops
CHA9:49 amChattanooga Lovell Field
American Airlines
Oct 4
CHA7:18 pmChattanooga Lovell Field
15h 53m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Oct 11
SJU1:35 pmSan Juan Luis Munoz Marin Intl
9h 09m
2 stops
CHA10:44 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 August 5, 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

Sat 8/30

4:50 pm-11:57 pm

1 stop7h 07m

San Juan Luis Munoz Marin Intl

Fri 9/5

6:44 am-4:57 pm

1 stop10h 13m

$241

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 8/30

4:50 pm-2:17 pm

2 stops21h 27m

San Juan Luis Munoz Marin Intl

Fri 9/5

6:44 am-4:57 pm

1 stop10h 13m

$312

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Sun 10/19

11:36 am-2:14 pm

1 stop26h 38m

Punta Cana

Tue 10/21

12:36 pm-1:35 pm

1 stop24h 59m

$362

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 10/4

7:18 pm-11:11 am

2 stops15h 53m

San Juan Luis Munoz Marin Intl

Sat 10/11

7:10 am-5:34 pm

1 stop10h 24m

$390

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 9/13

7:18 pm-12:50 pm

2 stops17h 32m

San Juan Luis Munoz Marin Intl

Tue 9/16

1:40 pm-9:49 am

2 stops20h 09m

$405

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sat 10/4

4:11 pm-10:00 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:43 pm-11:42 pm

1 stop5h 59m

$415

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Mon 11/3

5:54 am-1:49 pm

1 stop7h 55m

Nassau Intl

Thu 11/6

1:16 pm-9:19 pm

1 stop8h 03m

$455

ChattanoogaPunta Cana

CHA - PUJ

CHAPUJ

Chattanooga Lovell Field

Mon 10/6

5:52 pm-11:45 am

1 stop17h 53m

Punta Cana

Fri 10/10

6:39 pm-10:41 am

2 stops40h 02m

$462

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Fri 1/30

12:10 pm-8:55 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-4:55 pm

2 stops15h 50m

$614

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Fri 11/28

1:58 pm-9:00 pm

1 stop30h 02m

San Juan Luis Munoz Marin Intl

Fri 12/5

2:05 am-8:57 pm

2 stops19h 52m

$664

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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, August 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 August, 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 27% 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

Best Price Found

$243

Fastest flight time

4h 19m

Direct flights

None

Airports in Caribbean

6 airports
The best one-way flight to Caribbean from Chattanooga in the past 72 hours is $243. The best round-trip flight deal from Chattanooga to Caribbean found on momondo in the last 72 hours is $241.
The fastest flight from Chattanooga to Caribbean takes 4h 19m
There are no direct flights from Chattanooga to Caribbean. Popular non-direct routes for this connection are Chattanooga Lovell Field Airport - Oranjestad Reina Beatrix Airport, Chattanooga Lovell Field Airport - San Juan Luis Munoz Marin Intl Airport and Chattanooga Lovell Field Airport - Punta Cana Airport.
There are 6 airports near Caribbean: Nassau Intl (NAS), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

  • 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
8.0
7,985 reviews
Search Delta flights
American AirlinesPriceFrom $401Free CancellationRating
7.2
10,000 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
Sun 8/10
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