HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$317+ Cheap flights from Simpson Bay (SXM) to Wisconsin

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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MKE
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Simpson Bay to Wisconsin 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 Simpson Bay to Wisconsin

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

Round-trip from

$640
(Frontier)

One-way from

$317
(Cheapflightsfares)
From Simpson Bay Princess Juliana to Wisconsin
Search Deals
One-way flight from Simpson Bay Princess Juliana to Wisconsin
Search Deals

Find flight deals from Simpson Bay to Wisconsin

Cheapest flights from Simpson Bay to Wisconsin
Explore the most affordable flight options available from Simpson Bay to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/1212:18 pmSXM - ORD
1 stop12h 20mFrontier
vie. 8/16:01 pmORD - SXM
2 stops15h 57mFrontier
Deal found 1/21$640
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.
jue. 7/174:15 pmSXM - ORD
1 stop8h 36mAmerican Airlines
mar. 7/226:59 amORD - SXM
1 stop7h 16mAmerican Airlines
Deal found 1/20$680
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/194:45 pmSXM - ORD
1 stop18h 16mAir Canada
vie. 4/258:25 pmORD - SXM
1 stop18h 20mAir Canada
Deal found 1/21$701
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/74:55 pmSXM - MSN
2 stops22h 49mUnited Airlines
vie. 3/141:05 pmMSN - SXM
2 stops22h 15mUnited Airlines
Deal found 1/21$731
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.
vie. 3/72:45 pmSXM - MSN
1 stop10h 53mAmerican Airlines
vie. 3/144:21 pmMSN - SXM
2 stops20h 59mAmerican Airlines
Deal found 1/21$954
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/172:10 pmSXM - ORD
2 stops47h 29mWestJet
mar. 7/225:30 pmORD - SXM
2 stops42h 45mWestJet
Deal found 1/20$987
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/73:33 pmSXM - MSN
2 stops19h 35mMultiple Airlines
vie. 3/141:05 pmMSN - SXM
3 stops20h 50mMultiple Airlines
Deal found 1/21$1,099
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/191:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
vie. 4/259:05 pmORD - SXM
1 stop14h 24mUnited Airlines
Deal found 1/21$1,172
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/126:10 pmSXM - ORD
2 stops43h 44mMultiple Airlines
vie. 8/110:00 amORD - SXM
2 stops22h 25mMultiple Airlines
Deal found 1/21$4,209

Find flights from Simpson Bay to Wisconsin within your budget

Customize your flight search to find flights from Simpson Bay to Wisconsin 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

sáb. 7/12

12:18 pm-11:38 pm

1 stop12h 20m

Chicago O'Hare Intl

vie. 8/1

6:01 pm-10:58 am

2 stops15h 57m

$640

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

jue. 7/17

4:15 pm-11:51 pm

1 stop8h 36m

Chicago O'Hare Intl

mar. 7/22

6:59 am-3:15 pm

1 stop7h 16m

$680

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

sáb. 4/19

4:45 pm-10:01 am

1 stop18h 16m

Chicago O'Hare Intl

vie. 4/25

8:25 pm-3:45 pm

1 stop18h 20m

$701

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

vie. 3/7

4:55 pm-1:44 pm

2 stops22h 49m

Madison Truax Field

vie. 3/14

1:05 pm-12:20 pm

2 stops22h 15m

$731

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

vie. 3/7

2:45 pm-11:38 pm

1 stop10h 53m

Madison Truax Field

vie. 3/14

4:21 pm-2:20 pm

2 stops20h 59m

$954

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

jue. 7/17

2:10 pm-12:39 pm

2 stops47h 29m

Chicago O'Hare Intl

mar. 7/22

5:30 pm-1:15 pm

2 stops42h 45m

$987

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

vie. 3/7

3:33 pm-9:08 am

2 stops19h 35m

Madison Truax Field

vie. 3/14

1:05 pm-10:55 am

3 stops20h 50m

$1,099

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

sáb. 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

vie. 4/25

9:05 pm-12:29 pm

1 stop14h 24m

$1,172

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

sáb. 7/12

6:10 pm-12:54 pm

2 stops43h 44m

Chicago O'Hare Intl

vie. 8/1

10:00 am-9:25 am

2 stops22h 25m

$4,209

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

lun. 1/27

3:25 pm-11:32 pm

1 stop10h 07m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 16 results
1
2

Best time to book a flight from Simpson Bay to Wisconsin

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

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

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated enero 21, 2025.
See what other customers who have flown with American Airlines and United Airlines from Simpson Bay to Wisconsin have to say. 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

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Copa Airlines
7.7
Good
1,662 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Wisconsin. 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 from for flights from Simpson Bay to Wisconsin?

    Located just 0.5 mi from the city center, Simpson Bay Princess Juliana (SXM) is the airport most travelers will use when flying to Wisconsin from Simpson Bay.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $317. Users have also found prices from $364 and $381 on Air Canada and Copa Airlines, respectively.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Simpson Bay to Wisconsin (average of $280). Flying from Simpson Bay to Wisconsin in June is currently the most expensive (average of $376). 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 Simpson Bay to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
Simpson Bay to Newark flights
Simpson Bay to Miami flights
Simpson Bay to John F Kennedy Intl flights
Simpson Bay to Atlanta flights
Simpson Bay to LaGuardia flights
Simpson Bay to Orlando flights
Simpson Bay to Fort Lauderdale flights
Simpson Bay to Baltimore flights
Simpson Bay to Dulles Intl flights
Simpson Bay to Reagan-National flights
Simpson Bay to West Palm Beach flights
Simpson Bay to Los Angeles flights
Simpson Bay to New Orleans flights
Simpson Bay to Boston flights
Simpson Bay to Dallas/Fort Worth flights
Simpson Bay to Tampa flights
Simpson Bay to Charlotte flights
Simpson Bay to O'Hare Intl flights
Simpson Bay to Raleigh flights
Simpson Bay to Las Vegas flights
Simpson Bay to Philadelphia flights
Simpson Bay to San Diego flights
Simpson Bay to San Francisco flights
Simpson Bay to Austin flights
Simpson Bay to Fort Wayne flights
Simpson Bay to Midway flights
Simpson Bay to Sacramento flights
Simpson Bay to Rochester flights
Simpson Bay to Sky Harbor Intl flights
Simpson Bay to Salt Lake City flights
Simpson Bay to Asheville flights
Simpson Bay to Madison flights
Simpson Bay to Detroit flights
Simpson Bay to Baton Rouge flights
Simpson Bay to Denver flights
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.