HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$139+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Simpson Bay with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) 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 21, 2025.

Round-trip from

$374
(Mytrip)

One-way from

$139
(Kiwi.com)
From Wisconsin to Simpson Bay Princess Juliana
Search Deals
One-way flight from Wisconsin to Simpson Bay Princess Juliana
Search Deals

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 January 21, 2025.

This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/259:47 amMSP - SXM
Nonstop5h 36mSun Country Air
Sat 2/16:25 pmSXM - MSP
Nonstop6h 09mSun Country Air
Deal found 1/20$374
This Booking.com deal was found by Cheapflights users on 1/20. 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.
Thu 2/205:07 pmMSP - SXM
2 stops19h 23mMultiple Airlines
Sat 3/16:25 pmSXM - MSP
Nonstop6h 15mMultiple Airlines
Deal found 1/20$401
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/55:10 amORD - SXM
1 stop7h 18mSpirit Airlines
Wed 3/122:33 pmSXM - ORD
2 stops18h 11mSpirit Airlines
Deal found 1/20$401
This Delta deal was found by Cheapflights users on 1/21. 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.
Sat 3/16:35 amMSP - SXM
Nonstop5h 29mDelta
Thu 3/63:40 pmSXM - MSP
Nonstop6h 26mDelta
Deal found 1/21$405
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 3/27:13 pmORD - SXM
2 stops19h 56mMultiple Airlines
Thu 3/611:55 amSXM - ORD
1 stop9h 56mMultiple Airlines
Deal found 1/21$409
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/265:42 pmMSP - SXM
2 stops19h 38mAmerican Airlines
Tue 4/13:20 pmSXM - MSP
2 stops20h 57mAmerican Airlines
Deal found 1/20$423
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 2/225:17 pmMSP - SXM
2 stops18h 27mUnited Airlines
Sun 3/24:55 pmSXM - MSP
1 stop19h 58mUnited Airlines
Deal found 1/20$428
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/205:07 pmMSP - SXM
2 stops19h 23mSpirit Airlines
Sat 3/13:25 pmSXM - MSP
2 stops34h 44mSpirit Airlines
Deal found 1/20$468
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 5/66:00 amMKE - SXM
1 stop6h 57mDelta
Thu 5/223:10 pmSXM - MKE
1 stop9h 16mDelta
Deal found 1/20$562
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Sun 4/64:36 pmATW - SXM
2 stops19h 38mAmerican Airlines
Fri 4/111:50 pmSXM - ATW
2 stops22h 00mAmerican Airlines
Deal found 1/21$590
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 5/62:22 pmMKE - SXM
2 stops20h 13mAmerican Airlines
Thu 5/224:05 pmSXM - MKE
2 stops21h 25mAmerican Airlines
Deal found 1/21$590
This Travelocity deal was found by Cheapflights users on 1/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:39 pmORD - SXM
1 stop19h 36mAir Canada
Mon 3/314:15 pmSXM - ORD
1 stop28h 20mAir Canada
Deal found 1/20$591

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 2/8

9:47 am-5:23 pm

Nonstop5h 36m

Simpson Bay Princess Juliana

Sat 2/15

6:25 pm-10:34 pm

Nonstop6h 09m

$374

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/5

5:10 am-2:28 pm

1 stop7h 18m

Simpson Bay Princess Juliana

Wed 3/12

2:33 pm-7:44 am

2 stops18h 11m

$401

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 2/8

6:35 am-2:04 pm

Nonstop5h 29m

Simpson Bay Princess Juliana

Sat 2/15

3:40 pm-8:06 pm

Nonstop6h 26m

$405

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 3/2

7:13 pm-5:09 pm

2 stops19h 56m

Simpson Bay Princess Juliana

Thu 3/6

11:55 am-7:51 pm

1 stop9h 56m

$409

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 2/22

9:54 am-5:22 pm

Nonstop5h 28m

Simpson Bay Princess Juliana

Fri 2/28

3:25 pm-12:09 am

2 stops10h 44m

$412

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 2/22

5:42 pm-4:20 pm

2 stops20h 38m

Simpson Bay Princess Juliana

Wed 2/26

5:20 pm-9:49 am

2 stops18h 29m

$424

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 3/1

5:17 pm-3:52 pm

1 stop20h 35m

Simpson Bay Princess Juliana

Thu 3/6

4:55 pm-10:53 am

1 stop19h 58m

$434

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Thu 5/8

2:17 pm-2:09 pm

2 stops22h 52m

Simpson Bay Princess Juliana

Mon 5/19

3:07 pm-1:17 pm

2 stops23h 10m

$487

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 5/6

6:00 am-1:57 pm

1 stop6h 57m

Simpson Bay Princess Juliana

Thu 5/22

3:10 pm-11:26 pm

1 stop9h 16m

$562

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Sun 4/6

4:36 pm-1:14 pm

2 stops19h 38m

Simpson Bay Princess Juliana

Fri 4/11

1:50 pm-10:50 am

2 stops22h 00m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 36 results
1
2
3
4

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 January 21, 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 January 21, 2025.
Peruse reviews from past customers who have flown with American Airlines, Spirit Airlines and United 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
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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

Air Canada
7.0
Good
8,635 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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 Sun Country Air, with whom users have recently found tickets for as low as $149. However, be on the lookout for offers from Spirit Airlines and Delta, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Simpson Bay flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Simpson Bay flights
Boston to Simpson Bay flights
Atlanta to Simpson Bay flights
Philadelphia to Simpson Bay flights
Miami to Simpson Bay flights
Dulles Intl to Simpson Bay flights
O'Hare Intl to Simpson Bay flights
Baltimore to Simpson Bay flights
Reagan-National to Simpson Bay flights
Charlotte to Simpson Bay flights
Dallas/Fort Worth to Simpson Bay flights
Orlando to Simpson Bay flights
Minneapolis to Simpson Bay flights
Los Angeles to Simpson Bay flights
Fort Lauderdale to Simpson Bay flights
Atlantic City to Simpson Bay flights
Denver to Simpson Bay flights
Tampa to Simpson Bay flights
Midway to Simpson Bay flights
Raleigh to Simpson Bay flights
Detroit to Simpson Bay flights
San Francisco to Simpson Bay flights
Hobby to Simpson Bay flights
Richmond to Simpson Bay flights
Cleveland to Simpson Bay flights
New Orleans to Simpson Bay flights
George Bush Intcntl to Simpson Bay flights
Hartford to Simpson Bay flights
Charleston to Simpson Bay flights
West Palm Beach to Simpson Bay flights
Pittsburgh to Simpson Bay flights
Memphis to Simpson Bay flights
Seattle to Simpson Bay flights
Columbus to Simpson Bay flights
Indianapolis to Simpson Bay flights
Providence to Simpson Bay flights
Cincinnati to Simpson Bay flights
Austin to Simpson Bay flights
Sky Harbor Intl to Simpson Bay flights
St. Louis to Simpson Bay flights
Nashville to Simpson Bay flights
Milwaukee to Simpson Bay flights
Norfolk to Simpson Bay flights
Kansas City to Simpson Bay flights
San Diego to Simpson Bay flights
Grand Rapids to Simpson Bay flights
Syracuse to Simpson Bay flights
Jacksonville to Simpson Bay flights

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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$469Average$732FlexibilityNo cancel feeOn-time71%
DeltaCheapest$469Average$729FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.