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Caribbean Islands

$85+ Cheap flights from Tennessee to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — SJU
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheap flight deals from Tennessee to Caribbean Islands

Keep the following information in mind while searching for Tennessee to Caribbean Islands flight deals. Data was last updated October 20, 2025.

Round-trip from

$189
(Kiwi.com)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$352
From Tennessee to Caribbean Islands
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One-way flight from Tennessee to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Tennessee to Caribbean Islands

Cheapest flights from Tennessee to Caribbean Islands
Explore the most affordable flight options available from Tennessee to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:39 pmBNA - SJU
1 stop7h 23mMultiple Airlines
Fri 10/312:49 amSJU - BNA
1 stop8h 57mMultiple Airlines
Deal found 10/17$213
This Southwest deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:55 amBNA - SJU
1 stop6h 35mSouthwest
Wed 12/1711:20 amSJU - BNA
2 stops8h 30mSouthwest
Deal found 10/18$215
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:06 pmBNA - SJU
1 stop8h 56mMultiple Airlines
Fri 10/312:49 amSJU - BNA
2 stops13h 12mMultiple Airlines
Deal found 10/17$223
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:50 pmBNA - SJU
1 stop7h 10mSouthwest
Wed 11/199:40 amSJU - BNA
1 stop8h 50mSouthwest
Deal found 10/17$255
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:39 pmBNA - SJU
1 stop7h 23mMultiple Airlines
Wed 10/295:51 pmSJU - BNA
1 stop19h 05mMultiple Airlines
Deal found 10/19$256
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:30 pmBNA - SJU
1 stop10h 25mSouthwest
Wed 11/1911:20 amSJU - BNA
2 stops8h 30mSouthwest
Deal found 10/19$261
This Cheapflightsfares deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:05 amBNA - SJU
1 stop8h 07mSpirit Airlines
Tue 10/282:49 amSJU - BNA
1 stop7h 55mSpirit Airlines
Deal found 10/19$262
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:43 amBNA - SJU
1 stop10h 43mUnited Airlines
Sat 11/158:10 amSJU - BNA
1 stop9h 44mUnited Airlines
Deal found 10/17$263
This Frontier deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/28:20 pmMEM - SJU
2 stops17h 50mFrontier
Thu 11/67:30 amSJU - MEM
2 stops13h 52mFrontier
Deal found 10/17$265
This Cheapflightsfares deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:05 pmBNA - PUJ
1 stop14h 37mSpirit Airlines
Fri 10/313:57 pmPUJ - BNA
1 stop9h 02mSpirit Airlines
Deal found 10/19$280
This Cheapflightsfares deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:26 pmBNA - STT
1 stop12h 30mSpirit Airlines
Mon 12/81:01 pmSTT - BNA
1 stop9h 30mSpirit Airlines
Deal found 10/19$280
This eDestinos deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:45 amBNA - SDQ
1 stop8h 03mSpirit Airlines
Thu 11/204:35 pmSDQ - BNA
1 stop9h 24mSpirit Airlines
Deal found 10/18$286

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tennessee 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, Cheapflights users made 2,558,603 searches. Data last updated October 20, 2025.
Use the filters below to find and compare flights from Tennessee to Caribbean Islands that are best for you.

Fly from

Tennessee

Fly to

Caribbean Islands

Route

Depart

Return

Price

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 11/14

9:30 pm-9:55 am

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Wed 11/19

9:40 am-4:30 pm

1 stop8h 50m

$255

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 11/10

3:19 pm-12:36 am

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Sat 11/15

8:10 am-3:54 pm

1 stop9h 44m

$263

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 10/31

2:12 pm-1:44 am

2 stops10h 32m

San Juan Luis Munoz Marin Intl

Mon 11/3

5:36 pm-11:19 pm

1 stop7h 43m

$279

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Thu 12/4

9:26 pm-11:56 am

1 stop12h 30m

Saint Thomas Island Cyril E King

Mon 12/8

1:01 pm-11:18 pm

1 stop12h 17m

$280

NashvilleSanto Domingo

BNA - SDQ

BNASDQ

Nashville Intl

Thu 10/30

5:45 am-2:48 pm

1 stop8h 03m

Santo Domingo Las Americas

Thu 11/20

4:35 pm-11:59 pm

1 stop9h 24m

$286

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 12/2

6:55 am-3:30 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Sun 12/7

5:40 am-11:55 am

2 stops8h 15m

$295

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Sat 11/15

5:33 pm-1:00 pm

1 stop17h 27m

Saint Thomas Island Cyril E King

Mon 11/24

2:00 pm-8:02 am

1 stop20h 02m

$295

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Sat 11/15

5:33 pm-1:00 pm

1 stop17h 27m

Saint Thomas Island Cyril E King

Sun 11/23

2:00 pm-8:02 am

1 stop20h 02m

$296

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Thu 11/13

8:16 pm-1:00 pm

1 stop14h 44m

Saint Thomas Island Cyril E King

Thu 11/20

3:25 pm-8:05 pm

1 stop6h 40m

$299

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 12/6

1:30 pm-10:22 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:05 am-9:06 am

1 stop9h 01m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 60 results
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Best time to book a flight from Tennessee to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Tennessee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tennessee to Caribbean Islands

What is the cheapest month to book a flight from Tennessee to Caribbean Islands?

Currently, August is the cheapest month in which you can book a flight from Tennessee to Caribbean Islands (average of $86). Flying from Tennessee to Caribbean Islands in February is currently the most expensive (average of $233). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TN to EPX?

Find hourly flight availability from Tennessee to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Tennessee to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Tennessee to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Tennessee to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Tennessee to Caribbean Islands flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Tennessee to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Tennessee to Caribbean Islands?

    Airlines like Southwest, United Airlines, and Spirit Airlines fly from Tennessee to Caribbean Islands in about 7h 17m. The time it takes to get you to your destination can typically vary by up to 3h 15m. Airlines will cover a distance of 1753 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Tennessee to Caribbean Islands one-way?

    $108 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $108 and $108, respectively.

  • Can I find deals for flights from Tennessee to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Tennessee to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tennessee to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tennessee to Caribbean Islands.

  • Can I find deals for business class flights from Tennessee to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Tennessee to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tennessee to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Tennessee to Caribbean Islands (average of $86). Flying from Tennessee to Caribbean Islands in February is currently the most expensive (average of $233). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Tennessee to Caribbean Islands

Discover the top 7 airlines that operate flights from Tennessee to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$117Average$234FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$152Average$440FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$182Average$452FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$612FlexibilityNo cancel feeOn-time69%
DeltaCheapest$226Average$587FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$238Average$700FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$278Average$630FlexibilityNo cancel feeOn-time71%

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