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Simpson Bay

$61+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SXM
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
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 February 2, 2026.

This Travelocity deal was found by Cheapflights users on 2/1. 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 3/45:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 3/112:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$210
This Expedia deal was found by Cheapflights users on 2/2. 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 3/48:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/2$213
This Travelocity deal was found by Cheapflights users on 2/1. 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.
Mon 2/238:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Fri 2/273:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$215
This Orbitz deal was found by Cheapflights users on 1/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$216
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Mon 3/92:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/2$222
This Expedia deal was found by Cheapflights users on 2/1. 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.
Mon 2/95:30 am
DTW
-
SXM
1 stop7h 45m
Spirit Airlines
Fri 2/133:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 2/1$223
This Travelocity deal was found by Cheapflights users on 1/31. 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.
Mon 3/28:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Mon 3/92:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$230
This Expedia deal was found by Cheapflights users on 2/1. 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.
Sat 2/75:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 2/183:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$233
This FlightHub deal was found by Cheapflights users on 1/31. 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.
Mon 2/165:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Fri 2/203:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$241
This Expedia deal was found by Cheapflights users on 2/2. 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.
Sat 2/75:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Sat 2/143:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/2$249
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Sat 2/283:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$250
This Expedia deal was found by Cheapflights users on 1/31. 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.
Tue 2/245:45 am
DTW
-
SXM
1 stop7h 30m
Spirit Airlines
Tue 3/33:20 pm
SXM
-
DTW
1 stop9h 39m
Spirit Airlines
Deal found 1/31$269

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 February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Travelocity)

One-way from

$61
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$766
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. 27% potential increase in price ($284 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($84 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 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 February 2, 2026.
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

Mon 3/2

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Mon 3/9

2:20 pm-11:47 pm

1 stop10h 27m

$230

DetroitSimpson Bay

DTW - SXM

DTWSXM

Detroit Metropolitan Wayne County

Tue 2/24

5:45 am-2:15 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Tue 3/3

3:20 pm-11:59 pm

1 stop9h 39m

$269

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 2/20

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 2/24

3:20 pm-11:47 pm

1 stop10h 27m

$284

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 3/5

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Mon 3/9

2:20 pm-11:47 pm

1 stop10h 27m

$290

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 2/26

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/2

3:20 pm-11:47 pm

1 stop10h 27m

$306

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/10

6:10 pm-1:30 pm

1 stop18h 20m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-11:41 pm

1 stop10h 30m

$314

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 3/14

6:10 pm-1:15 pm

1 stop18h 05m

Simpson Bay Princess Juliana

Wed 3/18

2:20 pm-11:17 pm

1 stop9h 57m

$316

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 3/12

6:10 pm-1:15 pm

1 stop18h 05m

Simpson Bay Princess Juliana

Mon 3/16

2:20 pm-11:17 pm

1 stop9h 57m

$320

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/11

5:15 am-1:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/16

2:20 pm-11:17 pm

1 stop9h 57m

$320

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 3/5

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 3/13

2:20 pm-11:17 pm

1 stop9h 57m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 46 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.

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 50m. Fly via Spirit Airlines, Delta, or Southwest 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 February 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$368Average$563FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$418Average$566FlexibilityNo cancel feeOn-time62%
DeltaCheapest$587Average$763FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$598Average$751FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$658Average$690FlexibilityNo cancel feeOn-time69%

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