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$239+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MKE
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Simpson Bay to Wisconsin

Keep the following information in mind while searching for Simpson Bay to Wisconsin flight deals. Data was last updated February 22, 2025.

Round-trip from

$494
(Frontier)

One-way from

$239
(Cheapflightsfares)
From Simpson Bay Princess Juliana to Wisconsin
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One-way flight from Simpson Bay Princess Juliana to Wisconsin
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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 February 22, 2025.

This Frontier deal was found by Cheapflights users on 2/22. 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.
Sat 7/1212:18 pmSXM - ORD
1 stop12h 20mFrontier
Fri 8/16:01 pmORD - SXM
2 stops15h 57mFrontier
Deal found 2/22$494
This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 4/192:34 pmSXM - ORD
1 stop11h 07mSpirit Airlines
Fri 4/257:49 pmORD - SXM
1 stop16h 38mSpirit Airlines
Deal found 2/22$537
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Thu 10/92:40 pmSXM - ORD
1 stop10h 08mAmerican Airlines
Wed 10/156:40 amORD - SXM
1 stop7h 30mAmerican Airlines
Deal found 2/22$708
This United Airlines deal was found by Cheapflights users on 2/22. 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 4/191:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
Fri 4/259:05 pmORD - SXM
1 stop14h 24mUnited Airlines
Deal found 2/22$790
This Air Canada deal was found by Cheapflights users on 2/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/194:45 pmSXM - ORD
2 stops19h 02mAir Canada
Fri 4/256:19 pmORD - SXM
2 stops20h 26mAir Canada
Deal found 2/22$977

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 February 22, 2025.

Fly from

Simpson Bay

Fly to

Wisconsin

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

12:18 pm-11:38 pm

1 stop12h 20m

Chicago O'Hare Intl

Fri 8/1

6:01 pm-10:58 am

2 stops15h 57m

$494

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

2:34 pm-12:41 am

1 stop11h 07m

Chicago O'Hare Intl

Fri 4/25

7:49 pm-1:27 pm

1 stop16h 38m

$537

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

3:07 pm-10:34 pm

1 stop8h 27m

Chicago O'Hare Intl

Fri 8/1

7:00 pm-1:25 pm

1 stop17h 25m

$726

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Fri 4/25

9:05 pm-12:29 pm

1 stop14h 24m

$790

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

4:45 pm-10:47 am

2 stops19h 02m

Chicago O'Hare Intl

Fri 4/25

6:19 pm-3:45 pm

2 stops20h 26m

$977

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

2:34 pm-12:41 am

1 stop11h 07m

$239

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 3/21

1:53 pm-11:09 pm

1 stop10h 16m

$435

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 3/30

5:40 pm-8:29 am

2 stops39h 49m

$446

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/11

1:40 pm-11:56 pm

1 stop11h 16m

$475

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/11

2:10 pm-12:12 am

2 stops11h 02m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 11 results
1
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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 February 22, 2025.
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

United Airlines
7.4
Good
8,754 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Air Canada
7.0
Good
8,757 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Spirit Airlines
6.3
Okay
8,012 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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 $239. Users have also found prices from $435 and $475 on United Airlines and Delta, 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.

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