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Simpson Bay

$71+ Cheap flights from Michigan 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SXM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Michigan to Simpson Bay

Cheapest flights from Michigan to Simpson Bay
Explore the most affordable flight options available from Michigan to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/205:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Sat 12/273:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 12/16$438
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Wed 12/245:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Mon 12/293:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 12/17$475
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Tue 12/234:55 pmSXM - ORD
1 stop8h 49mUnited Airlines
Deal found 12/17$497
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amMDW - SXM
1 stop6h 28mDelta
Tue 12/231:45 pmSXM - MDW
1 stop10h 37mDelta
Deal found 12/15$501
This Travelocity deal was found by Cheapflights users on 12/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amDTW - SXM
1 stop7h 15mSpirit Airlines
Wed 12/313:20 pmSXM - DTW
1 stop19h 13mSpirit Airlines
Deal found 12/16$517
This Priceline deal was found by Cheapflights users on 12/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amORD - SXM
1 stop29h 30mMultiple Airlines
Sun 12/213:40 pmSXM - ORD
1 stop21h 38mMultiple Airlines
Deal found 12/15$520
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/235:30 amORD - SXM
1 stop7h 20mDelta
Mon 12/291:45 pmSXM - ORD
1 stop9h 29mDelta
Deal found 12/17$531
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amDTW - SXM
1 stop7h 15mSpirit Airlines
Wed 12/313:20 pmSXM - DTW
1 stop19h 13mSpirit Airlines
Deal found 12/15$545
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amORD - SXM
1 stop7h 51mUnited Airlines
Sun 12/212:20 pmSXM - ORD
Nonstop6h 01mUnited Airlines
Deal found 12/15$551
This KAYAK deal was found by Cheapflights users on 12/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:44 pmORD - SXM
2 stops16h 31mSpirit Airlines
Mon 12/293:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 12/17$554
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:40 pmDTW - SXM
1 stop18h 35mMultiple Airlines
Tue 12/235:00 pmSXM - DTW
1 stop25h 35mMultiple Airlines
Deal found 12/17$556
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:41 pmORD - SXM
1 stop15h 03mMultiple Airlines
Tue 12/233:40 pmSXM - ORD
1 stop29h 10mMultiple Airlines
Deal found 12/17$556

Find flight deals from Michigan to Simpson Bay

Keep the following information in mind while searching for Michigan to Simpson Bay flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$223
(Super.com)

One-way from

$71
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$1,097
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 Michigan to Simpson Bay Princess Juliana
Search Deals
One-way flight from Michigan to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($149 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan 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 18, 2025.
Use the filters below to find and compare flights from Michigan to Simpson Bay that are best for you.

Fly from

Michigan

Fly to

Simpson Bay

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 2/17

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 2/26

3:20 pm-11:47 pm

1 stop10h 27m

$246

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/7

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 2/13

3:20 pm-7:50 pm

1 stop30h 30m

$249

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:15 pm

1 stop15h 32m

Simpson Bay Princess Juliana

Thu 2/12

3:20 pm-11:24 pm

1 stop10h 04m

$249

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 2/8

3:00 pm-2:15 pm

1 stop21h 15m

Simpson Bay Princess Juliana

Thu 2/12

3:20 pm-11:24 pm

1 stop10h 04m

$253

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/7

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 2/9

3:20 pm-11:47 pm

1 stop10h 27m

$257

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 2/4

5:32 pm-2:15 pm

1 stop18h 43m

Simpson Bay Princess Juliana

Thu 2/12

3:20 pm-11:24 pm

1 stop10h 04m

$261

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/23

8:43 pm-2:10 pm

1 stop15h 27m

Simpson Bay Princess Juliana

Thu 1/29

3:15 pm-11:27 am

2 stops22h 12m

$285

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Wed 1/7

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Mon 1/12

3:15 pm-11:59 pm

1 stop9h 44m

$288

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 2/17

6:02 pm-2:15 pm

2 stops18h 13m

Simpson Bay Princess Juliana

Wed 2/25

3:20 pm-11:47 pm

1 stop10h 27m

$289

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Thu 1/8

6:36 pm-2:10 pm

1 stop18h 34m

Simpson Bay Princess Juliana

Sat 1/17

3:15 pm-11:59 pm

1 stop9h 44m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 48 results
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Best time to book a flight from Michigan to Simpson Bay

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

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

Currently, November is the cheapest month in which you can book a flight from Michigan to Simpson Bay (average of $369). Flying from Michigan 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.

What is the cheapest time of day to fly from MI to SXM?

Find hourly flight availability from Michigan to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Michigan to Simpson Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 34% on airfare.

How much does it cost to fly round-trip from Michigan to Simpson Bay?

Related info for your journey

Find useful and relevant information for your journey from Michigan 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 Michigan?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from Michigan to Simpson Bay. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • How long is the flight from Michigan to Simpson Bay?

    There are many flights that can get you from Michigan to Simpson Bay in 6h 55m. Fly via Spirit Airlines or Delta to get the fastest option. The distance between Michigan and Simpson Bay is about 2189 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Michigan to Simpson Bay?

    While some choose either Detroit Metropolitan Wayne County - Simpson Bay Princess Juliana or Chicago Midway - Simpson Bay Princess Juliana, Chicago O'Hare Intl - Simpson Bay Princess Juliana is the most popular route from Michigan to Simpson Bay.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Michigan 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 Michigan to Simpson Bay?

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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Michigan to Simpson Bay

Discover the top 5 airlines that operate flights from Michigan 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$368Average$489FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$418Average$569FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$561Average$741FlexibilityNo cancel feeOn-time71%
DeltaCheapest$585Average$839FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$658Average$896FlexibilityNo cancel feeOn-time69%

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