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Cheap flights from Chattanooga to Caribbean Islands from $258

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 Islands departing on 3/12. 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 Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:56 pm - 11:33 pm
CHA
-
SJU
24h 37m1 stop
Multiple Airlines Logo
2:59 am - 9:06 pm
SJU
-
CHA
19h 07m2 stops
$314Multiple Airlines
Mon, Jan 19 - Sun, Jan 25
Multiple Airlines Logo
9:56 pm - 9:47 am
CHA
-
SJU
10h 51m1 stop
Multiple Airlines Logo
11:15 am - 9:06 pm
SJU
-
CHA
10h 51m1 stop
$334Multiple Airlines
Mon, Jan 19 - Mon, Jan 26
American Airlines Logo
6:00 am - 1:08 pm
CHA
-
SJU
6h 08m1 stop
American Airlines Logo
12:31 pm - 11:58 pm
SJU
-
CHA
12h 27m1 stop
$385American Airlines
Sun, Feb 8 - Fri, Feb 13
American Airlines Logo
8:00 am - 8:50 pm
CHA
-
SJU
11h 50m1 stop
American Airlines Logo
5:55 pm - 10:02 am
SJU
-
CHA
17h 07m1 stop
$405American Airlines
Wed, Feb 4 - Mon, Feb 9
Multiple Airlines Logo
6:28 pm - 1:37 am
CHA
-
SJU
30h 09m2 stops
Multiple Airlines Logo
3:22 pm - 4:36 pm
SJU
-
CHA
25h 14m1 stop
$430Multiple Airlines
Thu, Mar 5 - Sat, Mar 14
Delta Logo
6:45 am - 5:02 pm
CHA
-
NAS
10h 17m1 stop
Delta Logo
1:15 pm - 5:14 pm
NAS
-
CHA
3h 59m1 stop
$500Delta
Wed, Feb 25 - Sat, Feb 28
Delta Logo
5:40 am - 3:13 pm
CHA
-
NAS
9h 33m2 stops
Delta Logo
1:15 pm - 5:14 pm
NAS
-
CHA
3h 59m1 stop
$504Delta
Wed, Feb 25 - Sat, Feb 28
United Airlines Logo
6:30 am - 12:50 pm
CHA
-
MBJ
7h 20m1 stop
United Airlines Logo
2:40 pm - 4:13 pm
MBJ
-
CHA
24h 33m1 stop
$664United Airlines
Mon, Apr 27 - Fri, May 1
United Airlines Logo
6:30 am - 4:18 pm
CHA
-
STT
8h 48m1 stop
United Airlines Logo
3:05 pm - 4:47 pm
STT
-
CHA
26h 42m1 stop
$730United Airlines
Mon, Feb 23 - Wed, Feb 25
WestJet Logo
2:44 pm - 1:49 pm
CHA
-
MBJ
23h 05m2 stops
WestJet Logo
2:50 pm - 5:47 pm
MBJ
-
CHA
26h 57m2 stops
$2,359WestJet
Wed, Feb 18 - Sat, Feb 21

American Airlines flights from Chattanooga to Caribbean Islands

Our best American Airlines deals on Chattanooga to Caribbean Islands flight tickets
American Airlines
Feb 8
CHA6:00 amChattanooga Lovell Field
6h 08m
1 stop
SJU1:08 pmSan Juan Luis Munoz Marin Intl
Feb 13
SJU12:31 pmSan Juan Luis Munoz Marin Intl
12h 27m
1 stop
CHA11:58 pmChattanooga Lovell Field
$385
Find similar
American Airlines
Feb 4
CHA8:00 amChattanooga Lovell Field
11h 50m
1 stop
SJU8:50 pmSan Juan Luis Munoz Marin Intl
Feb 9
SJU5:55 pmSan Juan Luis Munoz Marin Intl
17h 07m
1 stop
CHA10:02 amChattanooga Lovell Field
$405
Find similar
American Airlines
Feb 4
CHA8:00 amChattanooga Lovell Field
9h 22m
2 stops
SJU6:22 pmSan Juan Luis Munoz Marin Intl
Feb 9
SJU6:00 amSan Juan Luis Munoz Marin Intl
13h 04m
2 stops
CHA6:04 pmChattanooga Lovell Field
$445
Find similar

Delta flights from Chattanooga to Caribbean Islands

Our best Delta deals on Chattanooga to Caribbean Islands flight tickets
Delta
Feb 25
CHA6:45 amChattanooga Lovell Field
10h 17m
1 stop
NAS5:02 pmNassau Intl
Feb 28
NAS1:15 pmNassau Intl
3h 59m
1 stop
CHA5:14 pmChattanooga Lovell Field
$500
Find similar
Delta
Feb 25
CHA5:40 amChattanooga Lovell Field
9h 33m
2 stops
NAS3:13 pmNassau Intl
Feb 28
NAS1:15 pmNassau Intl
3h 59m
1 stop
CHA5:14 pmChattanooga Lovell Field
$504
Find similar
Delta
Jan 12
CHA6:55 amChattanooga Lovell Field
4h 55m
1 stop
NAS11:50 amNassau Intl
Jan 16
NAS6:27 pmNassau Intl
4h 49m
1 stop
CHA11:16 pmChattanooga Lovell Field
$505
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chattanooga to Caribbean Islands 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 23, 2025.
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

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 1/19

9:56 pm-11:33 pm

1 stop24h 37m

San Juan Luis Munoz Marin Intl

Sun 1/25

2:59 am-9:06 pm

2 stops19h 07m

$314

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Mon 1/19

9:56 pm-9:47 am

1 stop10h 51m

San Juan Luis Munoz Marin Intl

Mon 1/26

11:15 am-9:06 pm

1 stop10h 51m

$334

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Sun 2/8

6:00 am-1:08 pm

1 stop6h 08m

San Juan Luis Munoz Marin Intl

Fri 2/13

12:31 pm-11:58 pm

1 stop12h 27m

$385

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Wed 2/4

8:00 am-8:50 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Mon 2/9

5:55 pm-10:02 am

1 stop17h 07m

$405

ChattanoogaSan Juan

CHA - SJU

CHASJU

Chattanooga Lovell Field

Thu 3/5

6:28 pm-1:37 am

2 stops30h 09m

San Juan Luis Munoz Marin Intl

Sat 3/14

3:22 pm-4:36 pm

1 stop25h 14m

$430

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Wed 2/25

6:45 am-5:02 pm

1 stop10h 17m

Nassau Intl

Sat 2/28

1:15 pm-5:14 pm

1 stop3h 59m

$500

ChattanoogaNassau

CHA - NAS

CHANAS

Chattanooga Lovell Field

Wed 2/25

5:40 am-3:13 pm

2 stops9h 33m

Nassau Intl

Sat 2/28

1:15 pm-5:14 pm

1 stop3h 59m

$504

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Mon 4/27

6:30 am-12:50 pm

1 stop7h 20m

Montego Bay Sangster Intl

Fri 5/1

2:40 pm-4:13 pm

1 stop24h 33m

$664

ChattanoogaSaint Thomas Island

CHA - STT

CHASTT

Chattanooga Lovell Field

Mon 2/23

6:30 am-4:18 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Wed 2/25

3:05 pm-4:47 pm

1 stop26h 42m

$730

ChattanoogaMontego Bay

CHA - MBJ

CHAMBJ

Chattanooga Lovell Field

Wed 2/18

2:44 pm-1:49 pm

2 stops23h 05m

Montego Bay Sangster Intl

Sat 2/21

2:50 pm-5:47 pm

2 stops26h 57m

$2,359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Chattanooga, with most prices found around $450. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Chattanooga averaging around $480.

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

The cheapest day to depart from Chattanooga to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Chattanooga to Caribbean Islands at noon for as low as $580. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $859. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fastest flight time

4h 55m

Direct flights

None
The fastest flight from Chattanooga to Caribbean Islands takes 4h 55m
There are no direct flights from Chattanooga to Caribbean Islands. There are no popular flight routes from Chattanooga to Caribbean Islands.
Search flight deals

  • 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?

  • 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?

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
DeltaPriceFrom $322Free CancellationRating
7.9
8,014 reviews
Search Delta flights
American AirlinesPriceFrom $401Free CancellationRating
7.2
11,054 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.

An easier way to manage your Caribbean Islands trip

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