Simpson Bay

$127+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SXM
Feb 26 — Mar 51
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Cheap flight deals from Detroit to Simpson Bay

Cheapest flights from Detroit to Simpson Bay
Explore the most affordable flight options available from Detroit to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Trip.com deal was found by Cheapflights users on 1/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:45 pm
DTW
-
SXM
1 stop16h 30m
Multiple Airlines
Sat 2/283:20 pm
SXM
-
DTW
1 stop17h 47m
Multiple Airlines
Deal found 1/25$274
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:36 pm
DTW
-
SXM
1 stop18h 39m
Spirit Airlines
Fri 2/273:20 pm
SXM
-
DTW
2 stops23h 10m
Spirit Airlines
Deal found 1/26$293
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:36 pm
DTW
-
SXM
1 stop18h 39m
Multiple Airlines
Wed 2/253:20 pm
SXM
-
DTW
2 stops19h 34m
Multiple Airlines
Deal found 1/26$304
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/89:24 pm
DTW
-
SXM
2 stops15h 51m
Multiple Airlines
Thu 2/263:20 pm
SXM
-
DTW
1 stop23h 03m
Multiple Airlines
Deal found 1/26$307
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:36 pm
DTW
-
SXM
1 stop18h 39m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 1/26$311
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/25:30 am
DTW
-
SXM
1 stop7h 45m
Spirit Airlines
Fri 2/133:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 1/27$318
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:36 pm
DTW
-
SXM
1 stop18h 39m
Spirit Airlines
Tue 2/243:20 pm
SXM
-
DTW
2 stops23h 10m
Spirit Airlines
Deal found 1/26$327
This CheapOair deal was found by Cheapflights users on 1/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:45 am
DTW
-
SXM
1 stop7h 30m
Spirit Airlines
Mon 3/23:20 pm
SXM
-
DTW
1 stop18h 55m
Spirit Airlines
Deal found 1/25$339
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:20 pm
DTW
-
SXM
1 stop17h 56m
Spirit Airlines
Sat 5/92:11 pm
SXM
-
DTW
1 stop9h 48m
Spirit Airlines
Deal found 1/25$341
This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:45 am
DTW
-
SXM
1 stop7h 23m
Spirit Airlines
Thu 4/162:11 pm
SXM
-
DTW
1 stop9h 48m
Spirit Airlines
Deal found 1/25$342

Find flight deals from Detroit to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) 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 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$274
(Trip.com)

One-way from

$127
(FlightHub)

Popular in

December

Cheapest in

January

Average price

$540
Provider with most accurate pricing for Detroit Metropolitan Wayne County-Simpson Bay Princess Juliana flight deals.
Provider most trusted by Cheapflights users for Detroit Metropolitan Wayne County-Simpson Bay Princess Juliana flights.
From Detroit Metropolitan Wayne County to Simpson Bay Princess Juliana
One-way flight from Detroit Metropolitan Wayne County to Simpson Bay Princess Juliana
Highest demand for flights based on searches. 3% potential increase in price ($22 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit 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 27, 2026.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Simpson Bay that are best for you.

Fly from

Detroit

Fly to

Simpson Bay

Route

Depart

Return

Price

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sun 2/8

6:36 pm-2:15 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Fri 2/27

3:20 pm-11:59 pm

1 stop9h 39m

$318

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 5/2

7:20 pm-1:16 pm

1 stop17h 56m

Simpson Bay Princess Juliana

Sat 5/9

2:11 pm-11:59 pm

1 stop9h 48m

$342

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Wed 3/11

5:45 am-1:15 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Wed 3/18

2:14 pm-12:13 am

1 stop9h 59m

$356

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 2/7

6:36 pm-2:15 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Fri 2/27

3:20 pm-1:30 pm

2 stops23h 10m

$357

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 2/28

8:20 pm-2:15 pm

1 stop16h 55m

Simpson Bay Princess Juliana

Tue 3/3

3:20 pm-11:59 pm

1 stop9h 39m

$361

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 5/2

7:20 pm-1:16 pm

1 stop17h 56m

Simpson Bay Princess Juliana

Fri 5/8

2:11 pm-11:59 pm

1 stop9h 48m

$362

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 3/21

6:50 pm-1:08 pm

1 stop18h 18m

Simpson Bay Princess Juliana

Tue 4/14

2:14 pm-10:32 pm

1 stop8h 18m

$365

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sun 2/22

8:52 am-2:15 pm

1 stop28h 23m

Simpson Bay Princess Juliana

Sun 3/1

3:20 pm-1:30 pm

2 stops23h 10m

$366

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Fri 2/13

10:29 pm-2:15 pm

2 stops14h 46m

Simpson Bay Princess Juliana

Tue 2/17

3:20 pm-11:59 pm

1 stop9h 39m

$367

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 3/21

6:15 pm-1:40 pm

2 stops19h 25m

Simpson Bay Princess Juliana

Tue 4/14

2:14 pm-12:13 am

1 stop9h 59m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 18 results
1
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Compare providers for flights from Detroit 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 Detroit to Simpson Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*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 Detroit Metropolitan Wayne County 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 Detroit Metropolitan Wayne County Airport-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit Metropolitan Wayne County Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit Metropolitan Wayne County 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 Detroit Metropolitan Wayne County 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 Detroit to Simpson Bay

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

Cheapflights Insights

Everything you need to know about your flight from Detroit Metropolitan Wayne County Airport to Simpson Bay

How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Detroit to Simpson Bay. Price data was last updated on January 23, 2026.

The price you pay for your flight from Detroit Metropolitan Wayne County Airport to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Simpson Bay?

Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Simpson Bay (average of $369). Flying from Detroit Metropolitan Wayne County Airport to Simpson Bay in December is currently the most expensive (average of $605). 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.

How much does it cost to fly round-trip from Detroit Metropolitan Wayne County Airport to Simpson Bay?

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated January 27, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Detroit Metropolitan Wayne County Airport to Simpson Bay. 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.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Detroit to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Detroit Metropolitan Wayne County Airport to Simpson Bay?

    For as low as $318, Spirit Airlines can have you in Simpson Bay from Detroit Metropolitan Wayne County Airport in 18h 39m. The distance from Detroit Metropolitan Wayne County Airport to Simpson Bay is about 2050 mi.

  • What are the cheapest airlines flying from Detroit Metropolitan Wayne County Airport to Simpson Bay round-trip?

    According to our current data, Spirit Airlines ($368), JetBlue ($418), and Delta ($588) offers the cheapest pricing from Detroit Metropolitan Wayne County Airport to Simpson Bay. These flights start at 50% lower than the current average price 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Detroit 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.

  • What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Simpson Bay?

    Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Simpson Bay (average of $369). Flying from Detroit Metropolitan Wayne County Airport to Simpson Bay in December is currently the most expensive (average of $605). 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

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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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.

Top 5 airlines flying from Detroit to Simpson Bay

Discover the top 5 airlines that operate flights from Detroit to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$368Average$563FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$418Average$566FlexibilityNo cancel feeOn-time62%
DeltaCheapest$588Average$813FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$643Average$823FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$658Average$690FlexibilityNo cancel feeOn-time69%

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