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Simpson Bay

$123+ Cheap flights from Detroit (DTT) 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — SXM
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
1 adult, Economy
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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 February 15, 2026.

This Vliegwinkel deal was found by Cheapflights users on 2/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:45 am
DTW
-
SXM
1 stop7h 30m
Multiple Airlines
Wed 3/114:00 pm
SXM
-
DTW
1 stop25h 35m
Multiple Airlines
Deal found 2/12$314
This Vliegwinkel deal was found by Cheapflights users on 2/15. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:36 pm
DTW
-
SXM
1 stop17h 39m
Multiple Airlines
Fri 3/132:20 pm
SXM
-
DTW
1 stop10h 19m
Multiple Airlines
Deal found 2/15$340
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 3/32:35 pm
DTW
-
SXM
2 stops22h 40m
Multiple Airlines
Tue 3/102:20 pm
SXM
-
DTW
1 stop10h 09m
Multiple Airlines
Deal found 2/12$342
This Vliegwinkel deal was found by Cheapflights users on 2/13. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:36 pm
DTW
-
SXM
1 stop17h 39m
Spirit Airlines
Fri 3/132:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 2/13$354
This Super.com deal was found by Cheapflights users on 2/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:45 am
DTW
-
SXM
1 stop7h 30m
Spirit Airlines
Wed 3/112:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 2/12$357
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 3/45:09 am
DTW
-
SXM
2 stops32h 06m
Multiple Airlines
Wed 3/112:20 pm
SXM
-
DTW
1 stop10h 09m
Multiple Airlines
Deal found 2/12$358
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sat 3/75:09 am
DTW
-
SXM
2 stops28h 16m
Multiple Airlines
Wed 3/112:20 pm
SXM
-
DTW
1 stop10h 09m
Multiple Airlines
Deal found 2/12$360
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 2/2410:59 pm
DTW
-
SXM
2 stops14h 16m
Multiple Airlines
Wed 3/112:20 pm
SXM
-
DTW
1 stop10h 09m
Multiple Airlines
Deal found 2/12$361
This Air Canada deal was found by Cheapflights users on 2/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:15 pm
DTW
-
SXM
1 stop20h 45m
Air Canada
Fri 3/134:00 pm
SXM
-
DTW
1 stop25h 35m
Air Canada
Deal found 2/15$363
This Air Canada deal was found by Cheapflights users on 2/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:15 pm
DTW
-
SXM
2 stops19h 20m
Air Canada
Mon 4/64:00 pm
SXM
-
DTW
1 stop25h 33m
Air Canada
Deal found 2/13$366

Find flight deals from Detroit to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) 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 February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$314
(Vliegwinkel)

One-way from

$123
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$637
Provider with most accurate pricing for Detroit (DTT)-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Simpson Bay Princess Juliana flights.
Search Deals
From Detroit (DTT) to Simpson Bay Princess Juliana
Search Deals
One-way flight from Detroit (DTT) to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($241 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($92 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 15, 2026.
Use the filters below to find and compare flights from Detroit 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

Sat 3/7

6:36 pm-1:15 pm

1 stop17h 39m

Simpson Bay Princess Juliana

Fri 3/13

2:20 pm-12:39 am

1 stop10h 19m

$340

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Thu 3/5

6:15 pm-4:00 pm

1 stop20h 45m

Simpson Bay Princess Juliana

Wed 3/11

2:20 pm-11:59 pm

1 stop9h 39m

$356

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Mon 3/30

6:15 pm-2:50 pm

1 stop20h 35m

Simpson Bay Princess Juliana

Mon 4/6

4:00 pm-5:33 pm

1 stop25h 33m

$363

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Tue 3/3

6:15 pm-4:00 pm

1 stop20h 45m

Simpson Bay Princess Juliana

Fri 3/13

4:00 pm-5:35 pm

1 stop25h 35m

$363

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Tue 3/3

6:15 pm-2:40 pm

2 stops43h 25m

Simpson Bay Princess Juliana

Fri 3/13

2:20 pm-11:59 pm

1 stop9h 39m

$376

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Wed 3/4

2:35 pm-2:15 pm

2 stops22h 40m

Simpson Bay Princess Juliana

Mon 3/9

2:20 pm-9:15 am

1 stop18h 55m

$383

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Wed 3/4

6:36 pm-2:15 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Fri 3/6

3:20 pm-8:47 am

2 stops18h 27m

$385

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 3/21

6:50 pm-1:15 pm

1 stop18h 25m

Simpson Bay Princess Juliana

Tue 4/14

2:35 pm-11:59 pm

1 stop9h 24m

$392

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Sat 5/2

7:20 pm-1:30 pm

1 stop18h 10m

Simpson Bay Princess Juliana

Sat 5/9

2:35 pm-11:59 pm

1 stop9h 24m

$392

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Thu 4/30

4:14 pm-1:30 pm

1 stop21h 16m

Simpson Bay Princess Juliana

Sat 5/9

2:35 pm-12:38 am

1 stop10h 03m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 14 results
1
2

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

What is the cheapest month to book a flight from Detroit to Simpson Bay?

Currently, November is the cheapest month in which you can book a flight from Detroit to Simpson Bay (average of $369). Flying from Detroit to Simpson Bay in December is currently the most expensive (average of $602). 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 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 February 15, 2026.
See what other customers who have flown with American Airlines, JetBlue, and Spirit Airlines from Detroit to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,291 reviews

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,291 reviews
American Airlines
7.2
Good
11,291 reviews

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
JetBlue
7.2
Good
2,899 reviews
American Airlines
7.2
Good
11,291 reviews

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
Spirit Airlines
6.3
Okay
8,456 reviews
American Airlines
7.2
Good
11,291 reviews

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 to Simpson Bay?

    There are many flights that can get you from Detroit to Simpson Bay in 20h 45m. Fly via Air Canada to get the fastest option. The distance between Detroit and Simpson Bay is about 2050 mi.

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

    Our cheapest airline available from Detroit to Simpson Bay is Spirit Airlines. Our recent data shows that you can find tickets from as low as $368 on this airline. Additional options worth looking into are JetBlue and Delta, starting at $418 and $588 round-trip. Spirit Airlines is priced at 50% lower than the current average price of a flight leaving 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 to Simpson Bay?

    Currently, November is the cheapest month in which you can book a flight from Detroit to Simpson Bay (average of $369). Flying from Detroit to Simpson Bay in December is currently the most expensive (average of $602). 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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Alternative routes for Detroit to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Detroit to Simpson Bay flights
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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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$368Average$557FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$418Average$566FlexibilityNo cancel feeOn-time62%
DeltaCheapest$588Average$812FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$643Average$818FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$658Average$690FlexibilityNo cancel feeOn-time69%

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