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$99+ Cheap flights from Dallas to Caribbean

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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Dallas to Caribbean

Keep the following information in mind while searching for Dallas to Caribbean flight deals. Data was last updated September 17, 2025.

Round-trip from

$223
(Priceline)

One-way from

$99
(Cheapflightsfares)

Popular in

November

Cheapest in

October

Average price

$356
From Dallas to Caribbean
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One-way flight from Dallas to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Dallas to Caribbean

Cheapest flights from Dallas to Caribbean
Explore the most affordable flight options available from Dallas to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:40 amDFW - SJU
2 stops25h 16mSpirit Airlines
Sat 10/255:18 pmSJU - DFW
Nonstop5h 13mSpirit Airlines
Deal found 9/17$223
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/610:01 pmDFW - SJU
Nonstop4h 39mSpirit Airlines
Mon 11/106:00 amSJU - DFW
2 stops27h 42mSpirit Airlines
Deal found 9/17$225
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/1610:41 amDFW - SJU
Nonstop4h 42mSpirit Airlines
Thu 10/2311:51 amSJU - DFW
1 stop13h 19mSpirit Airlines
Deal found 9/16$227
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/2012:15 pmDFW - SJU
1 stop13h 36mSpirit Airlines
Sat 10/255:18 pmSJU - DFW
Nonstop5h 13mSpirit Airlines
Deal found 9/16$228
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2111:40 amDAL - SJU
1 stop9h 19mDelta
Fri 10/245:43 pmSJU - DAL
1 stop7h 12mDelta
Deal found 9/14$229
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2111:28 amDFW - SJU
1 stop9h 31mDelta
Fri 10/245:43 pmSJU - DFW
1 stop7h 16mDelta
Deal found 9/14$229
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/2012:15 pmDFW - SJU
1 stop13h 36mSpirit Airlines
Thu 10/235:18 pmSJU - DFW
Nonstop5h 13mSpirit Airlines
Deal found 9/15$230
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 10/1910:41 amDFW - SJU
Nonstop4h 42mSpirit Airlines
Fri 10/245:18 pmSJU - DFW
Nonstop5h 13mSpirit Airlines
Deal found 9/14$232
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/184:55 pmDFW - SJU
1 stop6h 59mMultiple Airlines
Mon 10/209:19 pmSJU - DFW
1 stop13h 52mMultiple Airlines
Deal found 9/16$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/1810:41 amDFW - SJU
Nonstop4h 42mMultiple Airlines
Tue 10/213:40 amSJU - DFW
1 stop7h 31mMultiple Airlines
Deal found 9/14$234
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/1810:41 amDFW - SJU
Nonstop4h 42mSpirit Airlines
Mon 10/275:18 pmSJU - DFW
Nonstop5h 13mSpirit Airlines
Deal found 9/14$235
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 10/207:40 pmDAL - SJU
1 stop13h 15mSouthwest
Sat 10/255:45 amSJU - DAL
2 stops11h 35mSouthwest
Deal found 9/15$254

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dallas 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, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Dallas to Caribbean that are best for you.

Fly from

Dallas

Fly to

Caribbean

Route

Depart

Return

Price

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 10/21

11:40 am-9:59 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Fri 10/24

5:43 pm-11:55 pm

1 stop7h 12m

$229

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 10/21

11:28 am-9:59 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Fri 10/24

5:43 pm-11:59 pm

1 stop7h 16m

$229

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 10/21

11:28 am-9:59 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:15 am-2:59 pm

1 stop8h 44m

$229

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Sun 10/26

9:53 am-9:59 pm

1 stop11h 06m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:15 am-4:46 pm

1 stop10h 31m

$229

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Wed 12/3

10:01 pm-4:40 am

Nonstop4h 39m

San Juan Luis Munoz Marin Intl

Sun 12/7

5:28 pm-8:55 pm

Nonstop5h 27m

$249

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 10/25

1:20 pm-11:45 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 pm-9:25 pm

1 stop9h 20m

$254

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 10/21

10:18 am-11:57 pm

2 stops12h 39m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 am-11:25 am

2 stops11h 20m

$254

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 10/7

7:00 am-4:33 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Sat 10/18

7:15 am-4:46 pm

1 stop10h 31m

$254

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Thu 10/9

8:11 pm-11:29 pm

1 stop26h 18m

San Juan Luis Munoz Marin Intl

Sun 10/12

11:51 am-12:10 am

1 stop13h 19m

$290

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 10/20

7:40 pm-9:55 am

1 stop13h 15m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:50 am-5:40 pm

1 stop12h 50m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dallas 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 Dallas to Caribbean

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

Currently, September is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $254). Flying from Dallas to Caribbean in June is currently the most expensive (average of $339). 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 DFW to CB?

Find hourly flight availability from Dallas to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Dallas to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 17, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Dallas to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Dallas to Caribbean. 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 Dallas to Caribbean?

    Airlines like Delta, Spirit Airlines, and Southwest fly from Dallas to Caribbean in about 4h 39m. The time it takes to get you to your destination can typically vary by up to 4h 46m. The distance from Dallas to Caribbean is about 2162 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $110. Southwest flights start at $115 while deals on Frontier start at $126 one-way.

  • What are the most popular routes from Dallas to Caribbean?

    Most travelers choose Dallas/Fort Worth - San Juan Luis Munoz Marin Intl, Dallas/Fort Worth - Punta Cana or Dallas Love Field - San Juan Luis Munoz Marin Intl when deciding on the best route from Dallas to Caribbean.

  • What are the most reliable airlines from Dallas to Caribbean?

    Before booking your flight to Caribbean from Dallas, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (65%), American Airlines (55%), Alaska Airlines( 54%).

  • What are the cheapest flights from Dallas to Caribbean?

    The cheapest flight price from Dallas to Caribbean is $108. On average you can expect to pay $468. The most popular route, (Dallas/Fort Worth - San Juan Luis Munoz Marin Intl), can usually be booked for $198.

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

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

  • How can I find direct flights from Dallas to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Dallas to Caribbean 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 Dallas to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $254). Flying from Dallas to Caribbean in June is currently the most expensive (average of $339). 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.

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Alternative routes for Dallas to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Dallas to Caribbean

Discover the top 8 airlines that operate flights from Dallas to Caribbean. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$96Average$379FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$423FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$219Average$724FlexibilityNo cancel feeOn-time71%
DeltaCheapest$239Average$650FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$249Average$732FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$281Average$682FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$495Average$595FlexibilityNo cancel feeOn-time83%
AviancaCheapest$543Average$636FlexibilityNo cancel feeOn-time71%

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