What is the cheapest airline that flies from Dallas Love Field to Caribbean?

Delta, Southwest, and WestJet are the most popular carriers operating from Dallas Love Field to Caribbean

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

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

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

There are 2 operators available for flights from Dallas Love Field Airport to Caribbean as of September 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dallas Love Field Airport to Caribbean.

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

The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$149 Cheap Flights from Dallas Love Field Airport to Caribbean in 2026

Find the cheapest flights from Dallas Love Field Airport to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:25 pm - 12:10 amDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

10h 45m2 stops Memphis Baltimore/Washington

5:50 am - 12:55 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

8h 05m1 stop Baltimore/Washington

$345Southwest

Mon, Oct 26 - Tue, Oct 27

12:25 pm - 12:10 amDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

10h 45m2 stops Memphis Baltimore/Washington

5:05 am - 1:55 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

9h 50m2 stops Orlando Austin Bergstrom

$345Southwest

Mon, Oct 26 - Tue, Oct 27

9:45 pm - 10:30 amDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Orlando

9:35 pm - 8:25 amSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

12h 50m1 stop Orlando

$345Southwest

Sun, Nov 8 - Mon, Nov 9

10:25 am - 11:20 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

10h 55m2 stops Indianapolis Baltimore/Washington

5:40 am - 1:40 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

10h 00m2 stops Orlando Austin Bergstrom

$345Southwest

Tue, Dec 8 - Wed, Dec 9

1:00 pm - 12:45 amDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

9h 45m2 stops Houston Hobby Orlando

6:35 am - 3:00 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

10h 25m1 stop Baltimore/Washington

$345Southwest

Wed, Nov 11 - Thu, Nov 12

3:59 pm - 1:55 pmDAL Dallas Love Field-AUA Oranjestad Reina Beatrix

19h 56m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

3:10 pm - 9:43 amAUA Oranjestad Reina Beatrix-DAL Dallas Love Field

20h 33m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

$412Delta

Tue, Nov 3 - Wed, Nov 18

6:06 am - 1:50 pmDAL Dallas Love Field-NAS Nassau Intl

6h 44m1 stop Atlanta Hartsfield-Jackson

4:58 pm - 10:40 pmNAS Nassau Intl-DAL Dallas Love Field

6h 42m1 stop Atlanta Hartsfield-Jackson

$488Delta

Tue, Nov 10 - Mon, Nov 16

6:50 pm - 12:30 pmDAL Dallas Love Field-MBJ Montego Bay Sangster Intl

16h 40m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

6:12 pm - 9:43 amMBJ Montego Bay Sangster Intl-DAL Dallas Love Field

16h 31m1 stop Atlanta Hartsfield-Jackson

$489Delta

Mon, Nov 2 - Wed, Nov 11

6:12 am - 1:00 pmDAL Dallas Love Field-MBJ Montego Bay Sangster Intl

6h 48m1 stop Atlanta Hartsfield-Jackson

3:26 pm - 9:58 pmMBJ Montego Bay Sangster Intl-DAL Dallas Love Field

7h 32m1 stop Atlanta Hartsfield-Jackson

$491Delta

Mon, Oct 26 - Tue, Nov 3

12:12 pm - 1:30 pmDAL Dallas Love Field-PLS Providenciales

48h 18m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

2:25 pm - 10:40 pmPLS Providenciales-DAL Dallas Love Field

33h 15m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

$3,548WestJet

Wed, Nov 25 - Sat, Nov 28

Cheap last minute flights

Enter your travel dates to find the best prices.

12:40 pm - 11:55 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

10h 15m1 stop Baltimore/Washington

10:05 am - 8:15 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

11h 10m1 stop Orlando

$656Southwest

Sun, Sep 13 - Sun, Sep 20

10:00 am - 8:05 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

9h 05m1 stop Orlando

5:15 am - 3:10 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

10h 55m2 stops Orlando Knoxville McGhee Tyson

$656Southwest

Fri, Sep 11 - Wed, Sep 23

4:35 pm - 11:55 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

6h 20m1 stop Orlando

10:00 am - 4:05 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

7h 05m1 stop Orlando

$656Southwest

Mon, Sep 14 - Mon, Sep 21

11:55 am - 10:50 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

9h 55m2 stops Louisville Intl Tampa

6:35 am - 2:10 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

8h 35m2 stops Orlando Nashville Intl

$656Southwest

Sun, Sep 13 - Sun, Sep 20

9:25 am - 7:05 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

8h 40m2 stops Birmingham Tampa

6:35 am - 2:10 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

8h 35m2 stops Orlando Nashville Intl

$656Southwest

Tue, Sep 15 - Sun, Sep 20

12:30 pm - 10:05 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

8h 35m2 stops Houston Hobby Orlando

6:35 am - 1:00 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

7h 25m1 stop Orlando

$656Southwest

Tue, Sep 15 - Sun, Sep 20

9:00 am - 6:10 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

8h 10m1 stop Orlando

10:05 am - 8:15 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

11h 10m1 stop Orlando

$656Southwest

Tue, Sep 15 - Sun, Sep 20

3:00 pm - 11:55 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

7h 55m2 stops Houston Hobby Orlando

6:30 am - 2:40 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

9h 10m2 stops Orlando Nashville Intl

$656Southwest

Mon, Sep 14 - Mon, Sep 21

6:30 am - 4:49 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

9h 19m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 9:57 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

7h 58m1 stop Atlanta Hartsfield-Jackson

$726Delta

Wed, Sep 16 - Thu, Sep 24

9:57 am - 10:19 pmDAL Dallas Love Field-SJU San Juan Luis Munoz Marin Intl

11h 22m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 9:57 pmSJU San Juan Luis Munoz Marin Intl-DAL Dallas Love Field

7h 58m1 stop Atlanta Hartsfield-Jackson

$756Delta

Mon, Sep 14 - Wed, Sep 16

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Southwest flights from Dallas Love Field Airport to Caribbean

Our best Southwest deals on Dallas Love Field Airport to Caribbean flight tickets

Southwest

Oct 26

DAL12:25 pmDallas Love Field

10h 45m

2 stops

SJU12:10 amSan Juan Luis Munoz Marin Intl

Oct 27

SJU5:50 amSan Juan Luis Munoz Marin Intl

8h 05m

1 stop

DAL12:55 pmDallas Love Field

$345

Southwest

Oct 30

DAL6:00 pmDallas Love Field

6h 25m

1 stop

SJU1:25 amSan Juan Luis Munoz Marin Intl

Nov 5

SJU7:30 amSan Juan Luis Munoz Marin Intl

11h 00m

1 stop

DAL4:30 pmDallas Love Field

$350

Southwest

Oct 24

DAL2:00 pmDallas Love Field

8h 55m

2 stops

SJU11:55 pmSan Juan Luis Munoz Marin Intl

Nov 1

SJU6:05 amSan Juan Luis Munoz Marin Intl

6h 55m

1 stop

DAL11:00 amDallas Love Field

$370

Delta flights from Dallas Love Field Airport to Caribbean

Our best Delta deals on Dallas Love Field Airport to Caribbean flight tickets

Delta

Nov 3

DAL6:30 amDallas Love Field

29h 25m

2 stops

AUA1:55 pmOranjestad Reina Beatrix

Nov 19

AUA3:10 pmOranjestad Reina Beatrix

28h 56m

2 stops

DAL6:06 pmDallas Love Field

$412

Delta

Nov 2

DAL6:50 pmDallas Love Field

16h 40m

2 stops

MBJ12:30 pmMontego Bay Sangster Intl

Nov 11

MBJ6:12 pmMontego Bay Sangster Intl

16h 31m

1 stop

DAL9:43 amDallas Love Field

$489

Delta

Oct 26

DAL6:12 amDallas Love Field

6h 48m

1 stop

MBJ1:00 pmMontego Bay Sangster Intl

Nov 3

MBJ3:26 pmMontego Bay Sangster Intl

7h 32m

1 stop

DAL9:58 pmDallas Love Field

$491

momondo Fare Finder

Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasSan Juan

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

DALSJU

Dallas Love Field

Mon 10/26

12:25 pm-12:10 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Tue 10/27

5:50 am-12:55 pm

1 stop8h 05m

$345

DallasSan Juan

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

DALSJU

Dallas Love Field

Mon 10/26

12:25 pm-12:10 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Tue 10/27

5:05 am-1:55 pm

2 stops9h 50m

$345

DallasSan Juan

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

DALSJU

Dallas Love Field

Sun 11/8

9:45 pm-10:30 am

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Mon 11/9

9:35 pm-8:25 am

1 stop12h 50m

$345

DallasSan Juan

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

DALSJU

Dallas Love Field

Tue 12/8

10:25 am-11:20 pm

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Wed 12/9

5:40 am-1:40 pm

2 stops10h 00m

$345

DallasSan Juan

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

DALSJU

Dallas Love Field

Wed 11/11

1:00 pm-12:45 am

2 stops9h 45m

San Juan Luis Munoz Marin Intl

Thu 11/12

6:35 am-3:00 pm

1 stop10h 25m

$345

DallasOranjestad

DAL Dallas Love Field - AUA Oranjestad Reina Beatrix

DALAUA

Dallas Love Field

Tue 11/3

3:59 pm-1:55 pm

2 stops19h 56m

Oranjestad Reina Beatrix

Wed 11/18

3:10 pm-9:43 am

2 stops20h 33m

$412

Quickest round-trip

DallasNassau

DAL Dallas Love Field - NAS Nassau Intl

DALNAS

Dallas Love Field

Tue 11/10

6:06 am-1:50 pm

1 stop6h 44m

Nassau Intl

Mon 11/16

4:58 pm-10:40 pm

1 stop6h 42m

$488

DallasMontego Bay

DAL Dallas Love Field - MBJ Montego Bay Sangster Intl

DALMBJ

Dallas Love Field

Mon 11/2

6:50 pm-12:30 pm

2 stops16h 40m

Montego Bay Sangster Intl

Wed 11/11

6:12 pm-9:43 am

1 stop16h 31m

$489

DallasMontego Bay

DAL Dallas Love Field - MBJ Montego Bay Sangster Intl

DALMBJ

Dallas Love Field

Mon 10/26

6:12 am-1:00 pm

1 stop6h 48m

Montego Bay Sangster Intl

Tue 11/3

3:26 pm-9:58 pm

1 stop7h 32m

$491

DallasProvidenciales

DAL Dallas Love Field - PLS Providenciales

DALPLS

Dallas Love Field

Wed 11/25

12:12 pm-1:30 pm

2 stops48h 18m

Providenciales

Sat 11/28

2:25 pm-10:40 pm

2 stops33h 15m

$3,548

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Dallas Love Field Airport to Caribbean

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

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, April is the cheapest month to fly from Dallas Love Field Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you don’t want to visit Caribbean in April, then you should wait until January to fly from Dallas Love Field Airport, when ticket prices are also cheap, with an average price of $275.

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

You could potentially save up to 1% on your flight if you consider stops on a Dallas Love Field Airport to Caribbean flight.

Cheap Dallas Love Field Airport to Caribbean flight deals and tips

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

Best Price Found	$149
Fastest flight time	5h 08m
Direct flights	None

The best one-way flight to Caribbean from Dallas Love Field Airport in the past 72 hours is $149. The best round-trip flight deal from Dallas Love Field Airport to Caribbean found on momondo in the last 72 hours is $345.

The fastest flight from Dallas Love Field Airport to Caribbean takes 5h 08m

There are no direct flights from Dallas Love Field Airport to Caribbean. There are no popular flight routes from Dallas Love Field Airport to Caribbean.

Search flight deals

Frequently asked questions about flying from Dallas Love Field Airport to Caribbean

When did momondo last update prices for flights from Dallas Love Field Airport to Caribbean?
Prices for flights from Dallas Love Field Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Dallas Love Field Airport to Caribbean?
There are 2 operators available for flights from Dallas Love Field Airport to Caribbean as of September 2026.
How old do you have to be to fly from Dallas Love Field Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dallas Love Field Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Dallas Love Field Airport to Caribbean

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $339	Free Cancellation	Rating 8.0 4,195 reviews		Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Dallas to Caribbean?

Finding the right flight to Caribbean from Dallas is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

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

Yes. All flights to Caribbean from Dallas on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Dallas to Caribbean 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 right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Dallas and alert you when they change.