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Cheap flights from Dallas Love Field Airport to Caribbean Islands from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dallas Love Field Airport to Caribbean Islands departing on 2/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Dallas Love Field Airport to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:01 pm - 8:58 pm
DAL
-
SJU
6h 57m1 stop
Delta Logo
3:55 pm - 10:29 pm
SJU
-
DAL
8h 34m1 stop
$275Delta
Sun, Jan 18 - Thu, Jan 22
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
Southwest Logo
6:00 am - 12:40 pm
SJU
-
DAL
8h 40m1 stop
$315Southwest
Wed, Jan 21 - Tue, Jan 27
Southwest Logo
1:45 pm - 12:35 am
DAL
-
SJU
8h 50m2 stops
Southwest Logo
5:40 am - 1:05 pm
SJU
-
DAL
9h 25m2 stops
$340Southwest
Tue, Jan 27 - Fri, Jan 30
Southwest Logo
4:00 pm - 12:35 am
DAL
-
SJU
6h 35m1 stop
Southwest Logo
6:10 am - 3:10 pm
SJU
-
DAL
11h 00m1 stop
$355Southwest
Thu, Jan 29 - Thu, Feb 5
Southwest Logo
4:00 pm - 12:35 am
DAL
-
SJU
6h 35m1 stop
Southwest Logo
5:40 am - 2:55 pm
SJU
-
DAL
11h 15m1 stop
$365Southwest
Thu, Jan 29 - Tue, Feb 3
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
Southwest Logo
8:00 pm - 8:10 am
SJU
-
DAL
14h 10m1 stop
$368Southwest
Mon, Jan 12 - Thu, Jan 15
Southwest Logo
2:00 pm - 12:35 am
DAL
-
SJU
8h 35m2 stops
Southwest Logo
5:40 am - 1:00 pm
SJU
-
DAL
9h 20m2 stops
$380Southwest
Wed, Jan 21 - Mon, Jan 26
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
Southwest Logo
5:35 am - 1:40 pm
SJU
-
DAL
10h 05m2 stops
$383Southwest
Mon, Jan 12 - Thu, Jan 15
Southwest Logo
1:05 pm - 12:35 am
DAL
-
SJU
9h 30m2 stops
Southwest Logo
10:20 am - 7:00 pm
SJU
-
DAL
10h 40m2 stops
$389Southwest
Wed, Jan 21 - Tue, Jan 27
Delta Logo
6:10 am - 3:05 pm
DAL
-
STT
6h 55m1 stop
Delta Logo
1:52 pm - 10:29 pm
STT
-
DAL
10h 37m1 stop
$479Delta
Sat, Jan 10 - Fri, Jan 16

Delta flights from Dallas Love Field Airport to Caribbean Islands

Our best Delta deals on Dallas Love Field Airport to Caribbean Islands flight tickets
Delta
Jan 18
DAL12:01 pmDallas Love Field
6h 57m
1 stop
SJU8:58 pmSan Juan Luis Munoz Marin Intl
Jan 22
SJU2:15 pmSan Juan Luis Munoz Marin Intl
10h 14m
1 stop
DAL10:29 pmDallas Love Field
$275
Find similar
Delta
Jan 10
DAL6:10 amDallas Love Field
6h 55m
1 stop
STT3:05 pmSaint Thomas Island Cyril E King
Jan 16
STT1:52 pmSaint Thomas Island Cyril E King
10h 37m
1 stop
DAL10:29 pmDallas Love Field
$479
Find similar
Delta
Feb 10
DAL6:38 pmDallas Love Field
16h 32m
2 stops
SDQ1:10 pmSanto Domingo Las Americas
Feb 13
SDQ3:42 pmSanto Domingo Las Americas
8h 49m
1 stop
DAL10:31 pmDallas Love Field
$514
Find similar

Southwest flights from Dallas Love Field Airport to Caribbean Islands

Our best Southwest deals on Dallas Love Field Airport to Caribbean Islands flight tickets
Southwest
Jan 21
DAL9:00 amDallas Love Field
12h 10m
1 stop
SJU11:10 pmSan Juan Luis Munoz Marin Intl
Jan 27
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 40m
1 stop
DAL12:40 pmDallas Love Field
$315
Find similar
Southwest
Jan 27
DAL4:00 pmDallas Love Field
6h 35m
1 stop
SJU12:35 amSan Juan Luis Munoz Marin Intl
Jan 30
SJU5:40 amSan Juan Luis Munoz Marin Intl
9h 20m
2 stops
DAL1:00 pmDallas Love Field
$340
Find similar
Southwest
Jan 29
DAL4:00 pmDallas Love Field
6h 35m
1 stop
SJU12:35 amSan Juan Luis Munoz Marin Intl
Feb 3
SJU5:40 amSan Juan Luis Munoz Marin Intl
11h 15m
1 stop
DAL2:55 pmDallas Love Field
$355
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Dallas Love Field Airport 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 21, 2025.
Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sun 1/18

12:01 pm-8:58 pm

1 stop6h 57m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:55 pm-10:29 pm

1 stop8h 34m

$275

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 1/21

9:00 am-11:10 pm

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-12:40 pm

1 stop8h 40m

$315

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 1/27

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Fri 1/30

5:40 am-1:05 pm

2 stops9h 25m

$340

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Thu 1/29

4:00 pm-12:35 am

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 2/5

6:10 am-3:10 pm

1 stop11h 00m

$355

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Thu 1/29

4:00 pm-12:35 am

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-2:55 pm

1 stop11h 15m

$365

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 1/12

9:00 am-11:10 pm

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Thu 1/15

8:00 pm-8:10 am

1 stop14h 10m

$368

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 1/21

2:00 pm-12:35 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Mon 1/26

5:40 am-1:00 pm

2 stops9h 20m

$380

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 1/12

9:00 am-11:10 pm

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Thu 1/15

5:35 am-1:40 pm

2 stops10h 05m

$383

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 1/21

1:05 pm-12:35 am

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Tue 1/27

10:20 am-7:00 pm

2 stops10h 40m

$389

DallasSaint Thomas Island

DAL - STT

DALSTT

Dallas Love Field

Sat 1/10

6:10 am-3:05 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

Fri 1/16

1:52 pm-10:29 pm

1 stop10h 37m

$479

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Dallas Love Field Airport 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 March is, on average, the cheapest month to fly to Caribbean Islands from Dallas Love Field Airport, with most prices found around $304. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Dallas Love Field Airport averaging around $391.

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

The cheapest day to depart from Dallas Love Field Airport to Caribbean Islands is on a Friday. Travelers who choose to depart for Caribbean Islands on a Friday will often find tickets for as low as $342. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $799. 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 in the evening. momondo users have found flights departing from Dallas Love Field Airport to Caribbean Islands in the evening for as low as $292. 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 afternoon because they tend to be around $512. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Dallas Love Field Airport to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Dallas Love Field Airport to Caribbean Islands.

Cheap Dallas Love Field Airport to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dallas Love Field Airport to Caribbean Islands

Fastest flight time

5h 05m

Direct flights

None
The fastest flight from Dallas Love Field Airport to Caribbean Islands takes 5h 05m
There are no direct flights from Dallas Love Field Airport to Caribbean Islands. There are no popular flight routes from Dallas Love Field Airport to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Dallas Love Field Airport to Caribbean Islands?

    Prices for flights from Dallas Love Field Airport to Caribbean Islands were last updated today.

  • How many operators does momondo search for flights from Dallas Love Field Airport to Caribbean Islands?

  • How old do you have to be to fly from Dallas Love Field Airport to Caribbean Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dallas Love Field Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Dallas Love Field Airport to Caribbean Islands?

Best airlines flying from Dallas Love Field Airport to Caribbean Islands

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $261Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
DeltaPriceFrom $493Free CancellationRating
7.9
8,021 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Dallas 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 Dallas to Caribbean Islands for you.

Can I find flights from Dallas to Caribbean Islands with flexible booking policies on momondo?

All flight searches from Dallas to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Dallas to Caribbean Islands?

Once all potential Dallas to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Dallas to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Dallas are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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