Caribbean

$157+ Cheap flights from Dallas to Caribbean

DFW — SJU
Dec 4 — Dec 111
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Cheap flight deals from Dallas to Caribbean

Cheapest flights from Dallas to Caribbean

Tue 11/101:08 pm -
1 stop9h 51m
Wed 11/184:52 pm -
2 stops21h 30m
Deal found 11/3$264
Thu 12/312:11 pm -
1 stop20h 26m
Mon 1/115:45 am -
1 stop20h 25m
Deal found 11/4$265
Mon 11/161:05 pm -
1 stop9h 54m
Sun 11/227:31 am -
1 stop15h 56m
Deal found 11/3$266
Mon 11/235:24 am -
1 stop18h 47m
Wed 12/23:43 am -
1 stop7h 29m
Deal found 11/3$267
Wed 11/119:27 am -
1 stop15h 19m
Wed 11/184:52 pm -
2 stops21h 30m
Deal found 11/4$268
Sun 12/611:05 am -
1 stop7h 40m
Thu 12/105:01 am -
1 stop7h 13m
Deal found 11/1$269
Mon 11/305:24 am -
1 stop18h 34m
Thu 12/35:01 am -
2 stops18h 43m
Deal found 11/2$270
Sun 11/88:27 pm -
1 stop16h 11m
Fri 12/186:00 am -
1 stop10h 34m
Deal found 11/2$271
Fri 11/66:18 pm -
1 stop27h 20m
Sun 11/86:00 am -
1 stop13h 23m
Deal found 10/31$272
Thu 11/126:18 pm -
1 stop27h 20m
Fri 11/2010:54 pm -
1 stop23h 18m
Deal found 10/31$273
Thu 11/268:37 am -
1 stop12h 54m
Fri 12/43:28 am -
1 stop12h 04m
Deal found 11/3$274
Wed 12/28:10 am -
2 stops15h 48m
Wed 12/93:28 am -
1 stop12h 04m
Deal found 11/1$275

Find flight deals from Dallas to Caribbean

Round-trip from

$264
(Mytrip)

One-way from

$157
(Priceline)

Popular in

December

Cheapest in

January

Average price

$470
From Dallas to Caribbean
One-way flight from Dallas to Caribbean
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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 Dallas/Fort Worth - SJU San Juan Luis Munoz Marin Intl

DFWSJU

Dallas/Fort Worth

Sun 12/13

11:05 am-10:44 pm

1 stop9h 39m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$186

DallasSan Juan

DFW Dallas/Fort Worth - SJU San Juan Luis Munoz Marin Intl

DFWSJU

Dallas/Fort Worth

Sat 12/12

11:05 am-10:44 pm

1 stop9h 39m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$186

DallasNassau

DFW Dallas/Fort Worth - NAS Nassau Intl

DFWNAS

Dallas/Fort Worth

Tue 11/17

7:00 am-11:30 am

1 stop27h 30m

Nassau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$195

DallasNassau

DFW Dallas/Fort Worth - NAS Nassau Intl

DFWNAS

Dallas/Fort Worth

Sun 11/22

7:00 am-8:25 pm

1 stop12h 25m

Nassau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$200

DallasPunta Cana

DFW Dallas/Fort Worth - PUJ Punta Cana

DFWPUJ

Dallas/Fort Worth

Sat 1/30

8:35 pm-6:38 pm

2 stops20h 03m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$205

DallasNassau

DFW Dallas/Fort Worth - NAS Nassau Intl

DFWNAS

Dallas/Fort Worth

Sat 11/21

5:24 am-4:45 pm

1 stop10h 21m

Nassau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$206

DallasNassau

DFW Dallas/Fort Worth - NAS Nassau Intl

DFWNAS

Dallas/Fort Worth

Tue 11/17

1:08 pm-11:00 am

2 stops20h 52m

Nassau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$208

DallasNassau

DFW Dallas/Fort Worth - NAS Nassau Intl

DFWNAS

Dallas/Fort Worth

Tue 12/22

2:21 pm-1:50 pm

1 stop22h 29m

Nassau Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$209

DallasOranjestad

DFW Dallas/Fort Worth - AUA Oranjestad Reina Beatrix

DFWAUA

Dallas/Fort Worth

Sat 12/12

7:00 am-2:25 pm

2 stops29h 25m

Oranjestad Reina Beatrix

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$212

DallasSan Juan

DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl

DALSJU

Dallas Love Field

Wed 12/9

12:10 pm-11:25 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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

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, February is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $460). Flying from Dallas to Caribbean in October is currently the most expensive (average of $671). 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?

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 evening could potentially save you up to 30% on airfare.

Weekly flight availability from Dallas to Caribbean

The most flights from A78 to 0CB are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

How often are flights from Dallas to Caribbean delayed?

About 24% of weekly flights between Dallas and Caribbean have experienced delays in the past year, with the average delay time being 165 minutes.

What is the most punctual flight time for Dallas to Caribbean flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Thursday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Dallas to Caribbean flights?

Over the last year, Spirit Airlines have had the lowest number of delays on this route, with just 21% of flights being delayed.

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

The best time to book flights from Dallas to Caribbean is 83 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 day to fly from Dallas to Caribbean?

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

Reviews of airlines servicing Caribbean

Read reviews from past customers who have flown Southwest,Delta, andJetBlue 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.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Dallas to Caribbean?

    Airlines like Southwest, JetBlue, and Air Canada fly from Dallas to Caribbean in about 7h 50m. The time it takes to get you to your destination can typically vary by up to 19h 40m. 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 American Airlines start at $128 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 (81%), Alaska Airlines (81%), Finnair( 62%).

  • What are the cheapest flights from Dallas to Caribbean?

    The cheapest flight price from Dallas to Caribbean is $205. On average you can expect to pay $514. The most popular route, (Dallas/Fort Worth - San Juan Luis Munoz Marin Intl), can usually be booked for $165.

  • 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, February is the cheapest month in which you can book a flight from Dallas to Caribbean (average of $460). Flying from Dallas to Caribbean in October is currently the most expensive (average of $671). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Dallas to Caribbean

Top 8 airlines flying from Dallas to Caribbean

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$496FlexibilityNo cancel feeOn-time62%
DeltaCheapest$210Average$735FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$296Average$514FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$314Average$743FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$331Average$729FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$342Average$536FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$356Average$776FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$589Average$629FlexibilityNo cancel feeOn-time83%

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