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Simpson Bay

$124+ Cheap flights from Wisconsin 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Wisconsin to Simpson Bay

Keep the following information in mind while searching for Wisconsin to Simpson Bay flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Sun Country Air)

One-way from

$124
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$648
Provider with most accurate pricing for Milwaukee-Mitchell-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Simpson Bay Princess Juliana flights.
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From Wisconsin to Simpson Bay Princess Juliana
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One-way flight from Wisconsin to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 6% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Wisconsin to Simpson Bay

Cheapest flights from Wisconsin to Simpson Bay
Explore the most affordable flight options available from Wisconsin to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This Sun Country Air deal was found by Cheapflights users on 2/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/59:54 amMSP - SXM
Nonstop5h 28mSun Country Air
sáb. 4/125:25 pmSXM - MSP
Nonstop5h 59mSun Country Air
Deal found 2/19$317
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
mar. 4/12:55 pmMSP - SXM
1 stop22h 05mSpirit Airlines
lun. 4/73:05 pmSXM - MSP
2 stops24h 13mSpirit Airlines
Deal found 2/19$365
This Delta deal was found by Cheapflights users on 2/20. 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.
jue. 2/276:35 amMSP - SXM
Nonstop5h 29mDelta
jue. 3/63:40 pmSXM - MSP
Nonstop6h 26mDelta
Deal found 2/20$373
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
sáb. 3/19:54 amMSP - SXM
Nonstop5h 28mMultiple Airlines
lun. 3/102:33 pmSXM - MSP
2 stops26h 22mMultiple Airlines
Deal found 2/20$384
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
sáb. 4/265:10 amORD - SXM
1 stop7h 17mSpirit Airlines
vie. 5/22:34 pmSXM - ORD
1 stop11h 07mSpirit Airlines
Deal found 2/20$385
This United Airlines deal was found by Cheapflights users on 2/20. 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.
sáb. 3/15:17 pmMSP - SXM
2 stops18h 27mUnited Airlines
sáb. 3/84:55 pmSXM - MSP
2 stops18h 42mUnited Airlines
Deal found 2/20$392
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
jue. 5/84:15 pmORD - SXM
2 stops23h 46mMultiple Airlines
dom. 5/1111:55 amSXM - ORD
1 stop9h 55mMultiple Airlines
Deal found 2/20$424
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/64:21 pmORD - SXM
1 stop17h 37mFrontier
sáb. 6/1412:18 pmSXM - ORD
2 stops12h 50mFrontier
Deal found 2/20$470
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/53:17 pmMSP - SXM
2 stops20h 57mAmerican Airlines
sáb. 4/122:20 pmSXM - MSP
1 stop9h 22mAmerican Airlines
Deal found 2/19$492
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
dom. 4/64:41 pmMKE - SXM
1 stop20h 19mMultiple Airlines
dom. 4/135:40 pmSXM - MKE
2 stops42h 57mMultiple Airlines
Deal found 2/20$570
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/51:24 pmMKE - SXM
3 stops47h 36mSpirit Airlines
sáb. 4/122:34 pmSXM - MKE
2 stops24h 06mSpirit Airlines
Deal found 2/19$573
This Delta deal was found by Cheapflights users on 2/19. 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.
mar. 5/65:45 amMKE - SXM
1 stop7h 20mDelta
jue. 5/223:10 pmSXM - MKE
1 stop9h 16mDelta
Deal found 2/19$587

Find flights from Wisconsin to Simpson Bay within your budget

Customize your flight search to find flights from Wisconsin 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 febrero 20, 2025.

Fly from

Wisconsin

Fly to

Simpson Bay

Route

Depart

Return

Price

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

sáb. 4/5

9:54 am-4:22 pm

Nonstop5h 28m

Simpson Bay Princess Juliana

sáb. 4/12

5:25 pm-10:24 pm

Nonstop5h 59m

$317

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

mar. 4/1

2:55 pm-2:00 pm

1 stop22h 05m

Simpson Bay Princess Juliana

lun. 4/7

3:05 pm-2:18 pm

2 stops24h 13m

$365

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

jue. 2/27

6:35 am-2:04 pm

Nonstop5h 29m

Simpson Bay Princess Juliana

jue. 3/6

3:40 pm-8:06 pm

Nonstop6h 26m

$373

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

sáb. 3/1

9:54 am-5:22 pm

Nonstop5h 28m

Simpson Bay Princess Juliana

lun. 3/10

2:33 pm-3:55 pm

2 stops26h 22m

$384

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 4/26

5:10 am-1:27 pm

1 stop7h 17m

Simpson Bay Princess Juliana

vie. 5/2

2:34 pm-12:41 am

1 stop11h 07m

$385

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

sáb. 3/1

5:17 pm-1:44 pm

2 stops18h 27m

Simpson Bay Princess Juliana

sáb. 3/8

4:55 pm-9:37 am

2 stops18h 42m

$392

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

jue. 5/8

4:15 pm-5:01 pm

2 stops23h 46m

Simpson Bay Princess Juliana

dom. 5/11

11:55 am-8:50 pm

1 stop9h 55m

$424

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

sáb. 4/5

5:16 pm-2:14 pm

2 stops19h 58m

Simpson Bay Princess Juliana

sáb. 4/12

2:20 pm-10:42 pm

1 stop9h 22m

$492

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

dom. 4/6

4:41 pm-2:00 pm

1 stop20h 19m

Simpson Bay Princess Juliana

dom. 4/13

5:40 pm-11:37 am

2 stops42h 57m

$570

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

sáb. 4/5

1:24 pm-2:00 pm

3 stops47h 36m

Simpson Bay Princess Juliana

sáb. 4/12

2:34 pm-1:40 pm

2 stops24h 06m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 32 results
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Best time to book a flight from Wisconsin to Simpson Bay

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

Travel insights for flights from Wisconsin to Simpson Bay

Get recent, data-driven insights about flights from Wisconsin to Simpson Bay including ideal travel times, pricing trends, and more.

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

Find hourly flight availability from Wisconsin 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 febrero 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Simpson Bay as you normally would.

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 febrero 20, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Wisconsin to Simpson Bay to help guide your decision. 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.
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Comfort

8.0

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

    Simpson Bay Princess Juliana (SXM), located 0.5 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Simpson Bay.

  • What are the cheapest airlines to fly from Wisconsin to Simpson Bay one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $126. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Wisconsin to Simpson Bay for a low price.

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

    When deciding which route to take from Wisconsin to Simpson Bay consider Chicago O'Hare Intl - Simpson Bay Princess Juliana, Minneapolis St Paul - Simpson Bay Princess Juliana or Milwaukee-Mitchell - Simpson Bay Princess Juliana as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Simpson Bay (average of $459). Flying from Wisconsin to Simpson Bay in July is currently the most expensive (average of $684). 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

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Alternative routes for Wisconsin to Simpson Bay

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Top 2 airlines flying from Wisconsin to Simpson Bay

Discover the top 2 airlines that operate flights from Wisconsin 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$469Average$707FlexibilityNo cancel feeOn-time71%
DeltaCheapest$469Average$780FlexibilityNo cancel feeOn-timeN/A
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