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Simpson Bay

$123+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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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 December 18, 2024.

Round-trip from

$347
(Trip.com)

One-way from

$123
(Trip.com)
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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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 December 18, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/247:40 amMSP - SXM
1 stop28h 50mMultiple Airlines
Fri 12/276:29 pmSXM - MSP
2 stops22h 42mMultiple Airlines
Deal found 12/17$623
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/315:00 amORD - SXM
1 stop7h 28mAmerican Airlines
Tue 1/215:19 pmSXM - ORD
1 stop9h 08mAmerican Airlines
Deal found 12/17$755
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Fri 12/279:35 pmORD - SXM
2 stops35h 45mMultiple Airlines
Mon 12/303:25 pmSXM - ORD
1 stop30h 26mMultiple Airlines
Deal found 12/17$775
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Mon 12/234:41 pmMSP - SXM
2 stops43h 49mSpirit Airlines
Fri 12/273:25 pmSXM - MSP
2 stops34h 14mSpirit Airlines
Deal found 12/17$861
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Wed 12/255:00 amORD - SXM
1 stop7h 30mSpirit Airlines
Mon 12/303:25 pmSXM - ORD
1 stop30h 26mSpirit Airlines
Deal found 12/17$872
This CheapOair deal was found by Cheapflights users on 12/17. 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 12/192:19 pmORD - SXM
2 stops25h 00mFrontier
Fri 12/276:29 pmSXM - ORD
2 stops17h 25mFrontier
Deal found 12/17$1,022
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Sat 12/218:45 amMSP - SXM
1 stop29h 10mAir Canada
Sat 12/285:45 pmSXM - MSP
1 stop17h 33mAir Canada
Deal found 12/17$1,045
This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/218:45 amORD - SXM
Nonstop5h 07mUnited Airlines
Sat 12/282:46 pmSXM - ORD
Nonstop5h 54mUnited Airlines
Deal found 12/17$1,070
This Justfly.com deal was found by Cheapflights users on 12/17. 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.
Fri 12/208:25 pmORD - SXM
2 stops41h 30mAir Canada
Wed 12/255:15 pmSXM - ORD
2 stops19h 39mAir Canada
Deal found 12/17$1,075
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/235:20 amMSP - SXM
1 stop7h 51mDelta
Thu 12/263:45 pmSXM - MSP
Nonstop6h 25mDelta
Deal found 12/17$1,169
This FlightHub deal was found by Cheapflights users on 12/17. 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.
Fri 12/275:00 amMKE - SXM
1 stop7h 30mSpirit Airlines
Fri 1/33:25 pmSXM - MKE
1 stop9h 20mSpirit Airlines
Deal found 12/17$1,189
This Delta deal was found by Cheapflights users on 12/18. 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.
Fri 12/205:40 amORD - SXM
1 stop7h 31mDelta
Tue 12/311:50 pmSXM - ORD
1 stop12h 06mDelta
Deal found 12/18$1,215

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 December 18, 2024.

Fly from

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Fly to

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Route

Depart

Return

Price

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sun 1/5

11:27 am-5:18 pm

2 stops27h 51m

Simpson Bay Princess Juliana

Sat 1/11

6:25 pm-10:34 pm

Nonstop6h 09m

$347

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/1

1:44 pm-11:20 am

1 stop19h 36m

Simpson Bay Princess Juliana

Sat 2/8

6:29 pm-12:51 am

1 stop8h 22m

$350

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 1/22

5:11 am-2:26 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 1/29

3:43 pm-11:32 pm

1 stop9h 49m

$384

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 1/11

9:47 am-5:23 pm

Nonstop5h 36m

Simpson Bay Princess Juliana

Sat 1/18

6:25 pm-10:34 pm

Nonstop6h 09m

$392

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Wed 1/22

5:20 am-3:16 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Sat 2/1

3:40 pm-8:06 pm

Nonstop6h 26m

$397

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Mon 1/13

6:00 am-4:11 pm

1 stop8h 11m

Simpson Bay Princess Juliana

Fri 1/17

5:19 pm-12:34 am

1 stop9h 15m

$407

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 1/17

5:27 pm-2:26 pm

1 stop18h 59m

Simpson Bay Princess Juliana

Wed 1/22

3:43 pm-4:22 pm

1 stop26h 39m

$423

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Fri 1/10

6:49 pm-2:26 pm

2 stops17h 37m

Simpson Bay Princess Juliana

Mon 1/13

3:43 pm-10:19 pm

2 stops32h 36m

$481

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 1/25

9:55 am-1:44 pm

2 stops25h 49m

Simpson Bay Princess Juliana

Wed 1/29

2:53 pm-8:46 am

2 stops19h 53m

$501

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/31

7:25 pm-11:07 am

1 stop14h 42m

Simpson Bay Princess Juliana

Sat 6/14

12:15 pm-11:39 pm

1 stop12h 24m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 46 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 December 18, 2024.

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 December 18, 2024.
Peruse reviews from past customers who have flown with Delta, American Airlines and Spirit 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
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
8,604 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
9,059 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

WestJet
7.3
Good
2,818 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
8,382 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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 Frontier, with whom users have recently found tickets for as low as $123. 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.

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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$469Average$734FlexibilityNo cancel feeOn-time71%
DeltaCheapest$469Average$728FlexibilityNo cancel feeOn-timeN/A
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