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Simpson Bay

$239+ Cheap flights from Love Field (DAL) to Simpson Bay (SXM)

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SXM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Love Field to Simpson Bay

Cheapest flights from Love Field to Simpson Bay
Explore the most affordable flight options available from Love Field to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
DAL
-
SXM
1 stop7h 25m
Southwest
Sat 5/162:35 pm
SXM
-
DAL
1 stop9h 45m
Southwest
Deal found 1/27$606
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:35 pm
DAL
-
SXM
2 stops16h 05m
Southwest
Mon 4/272:35 pm
SXM
-
DAL
2 stops21h 50m
Southwest
Deal found 1/26$611
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:40 pm
DAL
-
SXM
2 stops16h 00m
Southwest
Sun 4/261:35 pm
SXM
-
DAL
2 stops20h 10m
Southwest
Deal found 1/26$630
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/76:38 pm
DAL
-
SXM
2 stops15h 52m
Delta
Fri 2/131:38 pm
SXM
-
DAL
1 stop10h 53m
Delta
Deal found 1/27$666
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
DAL
-
SXM
1 stop6h 40m
Southwest
Sat 5/92:35 pm
SXM
-
DAL
1 stop9h 45m
Southwest
Deal found 1/26$730
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:10 am
DAL
-
SXM
1 stop6h 45m
Delta
Sat 2/71:55 pm
SXM
-
DAL
1 stop10h 34m
Delta
Deal found 1/27$741
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
DAL
-
SXM
1 stop6h 40m
Southwest
Sun 4/261:35 pm
SXM
-
DAL
2 stops20h 10m
Southwest
Deal found 1/27$750
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:38 pm
DAL
-
SXM
2 stops15h 52m
Delta
Tue 2/171:38 pm
SXM
-
DAL
1 stop10h 53m
Delta
Deal found 1/26$775
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:50 pm
DAL
-
SXM
2 stops13h 35m
Southwest
Mon 6/83:00 pm
SXM
-
DAL
1 stop9h 30m
Southwest
Deal found 1/26$795
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:40 pm
DAL
-
SXM
2 stops17h 45m
Southwest
Wed 5/272:35 pm
SXM
-
DAL
2 stops19h 10m
Southwest
Deal found 1/27$796

Find flight deals from Love Field to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Love Field (DAL) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$606
(Southwest)

One-way from

$239
(Delta)

Popular in

June

Cheapest in

August

Average price

$557
Provider with most accurate pricing for Dallas Love Field-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Dallas Love Field-Simpson Bay Princess Juliana flights.
Search Deals
From Dallas Love Field to Simpson Bay Princess Juliana
Search Deals
One-way flight from Dallas Love Field to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Love Field to Simpson Bay 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 January 28, 2026.
Use the filters below to find and compare flights from Dallas Love Field Airport to Simpson Bay that are best for you.

Fly from

Love Field

Fly to

Simpson Bay

Route

Depart

Return

Price

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 5/10

6:00 am-2:25 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Sat 5/16

2:35 pm-11:20 pm

1 stop9h 45m

$606

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Fri 5/22

8:35 pm-12:25 pm

1 stop14h 50m

Simpson Bay Princess Juliana

Wed 5/27

2:35 pm-8:45 am

2 stops19h 10m

$611

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 4/25

6:50 pm-2:25 pm

2 stops18h 35m

Simpson Bay Princess Juliana

Tue 4/28

2:35 pm-8:30 am

2 stops18h 55m

$611

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Wed 4/22

8:35 pm-1:40 pm

2 stops16h 05m

Simpson Bay Princess Juliana

Sun 4/26

1:35 pm-8:45 am

2 stops20h 10m

$611

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 5/9

6:00 am-1:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Tue 5/12

2:35 pm-8:30 am

2 stops18h 55m

$611

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Wed 4/22

8:35 pm-1:40 pm

2 stops16h 05m

Simpson Bay Princess Juliana

Mon 4/27

2:35 pm-11:25 am

2 stops21h 50m

$611

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 5/2

6:50 pm-2:25 pm

2 stops18h 35m

Simpson Bay Princess Juliana

Sat 5/9

1:20 pm-8:35 am

2 stops20h 15m

$650

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Tue 5/5

6:05 am-1:40 pm

1 stop6h 35m

$239

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 5/3

3:53 pm-12:10 pm

2 stops19h 17m

$239

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Mon 5/4

6:05 am-2:05 pm

1 stop7h 00m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Dallas Love Field Airport-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dallas Love Field Airport-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dallas Love Field Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Dallas Love Field Airport-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Dallas Love Field Airport-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Love Field to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Love Field 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.

Related info for your journey

Find useful and relevant information for your journey from Love Field to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Dallas Love Field?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from Dallas Love Field to Simpson Bay. You should not have trouble finding flights to Princess Juliana from Dallas Love Field; the airport handles an average of 0 inbound flights from Dallas Love Field per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Simpson Bay airport from Dallas Love Field. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • How long is the flight from Dallas Love Field Airport to Simpson Bay?

    For as low as $606, Southwest can have you in Simpson Bay from Dallas Love Field Airport in 7h 25m. Airlines will cover a distance of 2325 mi.

  • Can I find deals for flights from Love Field to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Love Field to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Love Field to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Love Field to Simpson Bay.

  • Can I find deals for business class flights from Love Field to Simpson Bay?

    Yes. Cheapflights offers flight deals from Love Field to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Alternative routes for Love Field to Simpson Bay

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Dallas/Fort Worth to Simpson Bay flights

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