Caribbean

$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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — SJU
May 28 — Jun 41
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Cheap 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 April 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Thu 5/145:30 am
DFW
-
SJU
1 stop17h 27m
Multiple Airlines
Sat 5/162:37 pm
SJU
-
DFW
Nonstop5h 16m
Multiple Airlines
Deal found 4/25$215
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/2312:10 pm
DFW
-
SJU
1 stop28h 02m
Frontier
Fri 5/296:46 pm
SJU
-
DFW
1 stop15h 22m
Frontier
Deal found 4/26$216
This Super.com deal was found by Cheapflights users on 4/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:30 am
DFW
-
SJU
1 stop17h 27m
Frontier
Mon 5/186:00 am
SJU
-
DFW
1 stop26h 50m
Frontier
Deal found 4/23$217
This Travelocity deal was found by Cheapflights users on 4/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:53 am
DFW
-
SJU
Nonstop4h 39m
Multiple Airlines
Wed 5/137:30 am
SJU
-
DFW
1 stop12h 50m
Multiple Airlines
Deal found 4/24$218
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/167:58 pm
DFW
-
SJU
1 stop11h 06m
Frontier
Thu 5/216:41 pm
SJU
-
DFW
1 stop14h 47m
Frontier
Deal found 4/25$219
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/810:00 pm
DFW
-
SJU
1 stop27h 08m
Multiple Airlines
Thu 5/148:04 pm
SJU
-
DFW
1 stop26h 27m
Multiple Airlines
Deal found 4/23$220
This Frontier deal was found by Cheapflights users on 4/23. 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.
Sat 5/97:58 pm
DFW
-
SJU
1 stop11h 06m
Frontier
Fri 5/1511:00 am
SJU
-
DFW
1 stop11h 31m
Frontier
Deal found 4/23$221
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/107:53 am
DFW
-
SJU
Nonstop4h 39m
Multiple Airlines
Thu 5/149:09 am
SJU
-
DFW
1 stop23h 41m
Multiple Airlines
Deal found 4/24$222
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Thu 5/282:17 pm
DFW
-
SJU
1 stop25h 57m
Frontier
Tue 6/26:41 pm
SJU
-
DFW
1 stop14h 47m
Frontier
Deal found 4/23$223
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/318:15 am
DFW
-
SJU
1 stop7h 57m
Frontier
Thu 6/46:00 am
SJU
-
DFW
1 stop16h 24m
Frontier
Deal found 4/23$224
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/107:53 am
DFW
-
SJU
Nonstop4h 39m
Multiple Airlines
Fri 5/157:20 am
SJU
-
DFW
1 stop15h 19m
Multiple Airlines
Deal found 4/27$225
This Frontier deal was found by Cheapflights users on 4/23. 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.
Mon 5/49:46 am
DFW
-
SJU
1 stop12h 43m
Frontier
Sat 5/96:30 am
SJU
-
DFW
1 stop10h 44m
Frontier
Deal found 4/23$226

Find flight deals from Dallas to Caribbean

Keep the following information in mind while searching for Dallas to Caribbean flight deals. Data was last updated April 28, 2026.

Round-trip from

$215
(Kiwi.com)

One-way from

$99
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$343
From Dallas to Caribbean
One-way flight from Dallas to Caribbean
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 28, 2026.
Use the filters below to find and compare flights from Dallas to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Sat 5/30

11:01 pm-4:49 am

Nonstop4h 48m

San Juan Luis Munoz Marin Intl

Tue 6/2

6:00 am-7:26 pm

1 stop14h 26m

$328

DallasSanto Domingo

DFW - SDQ

DFWSDQ

Dallas/Fort Worth

Sat 9/19

6:55 am-3:16 pm

1 stop7h 21m

Santo Domingo Las Americas

Sat 9/26

1:32 pm-11:06 pm

1 stop10h 34m

$363

DallasNassau

DFW - NAS

DFWNAS

Dallas/Fort Worth

Tue 5/12

6:10 am-12:03 pm

1 stop4h 53m

Nassau Intl

Wed 5/13

1:08 pm-11:18 pm

1 stop11h 10m

$402

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 8/7

6:00 am-4:55 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:30 am-2:40 pm

2 stops9h 10m

$426

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Thu 8/6

4:35 pm-11:50 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Thu 8/13

2:35 pm-10:25 pm

2 stops8h 50m

$426

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 5/5

7:00 am-11:50 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:00 am-1:22 pm

2 stops13h 22m

$446

DallasMontego Bay

DFW - MBJ

DFWMBJ

Dallas/Fort Worth

Thu 7/16

4:16 pm-12:21 pm

1 stop20h 05m

Montego Bay Sangster Intl

Tue 7/21

1:26 pm-10:39 pm

1 stop9h 13m

$451

DallasMontego Bay

DFW - MBJ

DFWMBJ

Dallas/Fort Worth

Sun 5/10

6:10 am-1:16 pm

1 stop7h 06m

Montego Bay Sangster Intl

Thu 5/14

2:21 pm-11:18 pm

1 stop8h 57m

$471

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Sun 5/10

11:55 am-8:38 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Wed 5/13

1:00 am-1:22 pm

2 stops13h 22m

$473

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 5/9

3:00 pm-11:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sat 5/16

6:25 am-2:50 pm

1 stop9h 25m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Dallas to Caribbean?

The best time to book flights from Dallas to Caribbean is 32 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, April is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $412). Flying from Dallas to Caribbean in May is currently the most expensive (average of $656). 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 April 28, 2026.

One of the essential ways to save on airfare from Dallas to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 40% on airfare.

What is the cheapest day to fly from Dallas to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Dallas to Caribbean. Price data was last updated on April 25, 2026.

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

Weekly flight availability from Dallas to Caribbean

Explore weekly flight availability from Dallas to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 28, 2026.

The most flights from A78 to 0CB are scheduled on a Monday (8 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).

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 April 28, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican 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.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Frontier, JetBlue, and Southwest fly from Dallas to Caribbean in about 4h 48m. The time it takes to get you to your destination can typically vary by up to 5h 07m. 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 Frontier, which is currently one of the cheapest options available, starting at $66. JetBlue flights start at $91 while deals on Spirit Airlines start at $99 one-way.

  • What are the most popular routes 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: American Airlines (75%), Finnair (73%), Spirit Airlines( 71%).

  • What are the cheapest flights from Dallas to Caribbean?

    The cheapest flight price from Dallas to Caribbean is $99. On average you can expect to pay $338. The most popular route, (Dallas/Fort Worth - San Juan Luis Munoz Marin Intl), can usually be booked for $203.

  • 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, April is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $412). Flying from Dallas to Caribbean in May is currently the most expensive (average of $656). 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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Alternative routes for Dallas to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Dallas to Caribbean

Discover the top 9 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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$364FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$416FlexibilityNo cancel feeOn-time62%
DeltaCheapest$210Average$634FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$282Average$493FlexibilityNo cancel feeOn-time62%
AviancaCheapest$293Average$636FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$302Average$734FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$343Average$708FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$360Average$688FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$497Average$602FlexibilityNo cancel feeOn-time83%

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