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Simpson Bay

$532+ Cheap flights from Love Field (DAL) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SXM
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This WestJet deal was found by Cheapflights users on 12/10. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:00 amDAL - SXM
2 stops29h 21mWestJet
Fri 1/24:20 pmSXM - DAL
2 stops27h 29mWestJet
Deal found 12/10$5,926

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$527
(Delta)

Popular in

June

Cheapest in

August

Average price

$643
Provider with most accurate pricing for Dallas Love Field-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Dallas Love Field-Simpson Bay Princess Juliana flights.
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From Dallas Love Field to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 12, 2025.
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

Mon 3/9

3:55 pm-11:15 am

2 stops18h 20m

Simpson Bay Princess Juliana

Sat 3/14

4:16 pm-9:42 am

1 stop18h 26m

$532

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Mon 3/9

6:00 am-1:53 pm

1 stop6h 53m

Simpson Bay Princess Juliana

Thu 3/12

3:45 pm-5:54 pm

2 stops27h 09m

$542

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 3/7

6:00 am-2:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 3/14

4:16 pm-9:42 am

1 stop18h 26m

$557

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 3/7

6:00 am-4:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Thu 3/12

3:45 pm-5:54 pm

2 stops27h 09m

$572

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Mon 3/9

6:00 am-1:53 pm

1 stop6h 53m

Simpson Bay Princess Juliana

Mon 3/16

12:45 pm-10:36 pm

1 stop10h 51m

$725

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 3/7

6:00 am-2:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Mon 3/16

12:45 pm-10:36 pm

1 stop10h 51m

$755

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Fri 4/24

5:40 pm-12:25 pm

2 stops17h 45m

Simpson Bay Princess Juliana

Tue 5/5

2:35 pm-8:30 am

2 stops18h 55m

$800

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 4/25

6:50 pm-2:25 pm

2 stops18h 35m

Simpson Bay Princess Juliana

Wed 5/6

2:35 pm-8:45 am

2 stops19h 10m

$820

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Mon 3/9

6:00 am-1:53 pm

1 stop6h 53m

Simpson Bay Princess Juliana

Sun 3/15

12:45 pm-10:36 pm

1 stop10h 51m

$845

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Wed 4/8

7:30 pm-1:40 pm

2 stops17h 10m

Simpson Bay Princess Juliana

Sun 4/12

3:20 pm-7:55 am

2 stops17h 35m

$892

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 15 results
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Compare providers for flights from Love Field to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Love Field to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Dallas Love Field Airport-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Dallas Love Field Airport-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 $532, Delta can have you in Simpson Bay from Dallas Love Field Airport in 18h 20m. 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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