$216 Cheap Flights from Philipsburg (SXM) to Milwaukee (MKE)

View $216 flight on Mon, Jun 9, 2025Opens in a new window

Popular airlines from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE)

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Find available prices by choosing your travel dates.

Cheap Flights from Philipsburg to Milwaukee (SXM-MKE)

Prices were available within the past 7 days and start at $216 for one-way flights and $587 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$587 Roundtrip, found 1 day ago
$587
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $587 found 1 day ago
United
Tue, Aug 12 - Sun, Aug 17
SXM
Saint Martin
MKE
Milwaukee
$587 Roundtrip, found 1 day ago
$587
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 12 from Saint Martin to Milwaukee, returning Sun, Aug 17, priced at $587 found 1 day ago
American Airlines
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$592 Roundtrip, found 1 day ago
$592
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $592 found 1 day ago
American Airlines
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$597 Roundtrip, found 1 day ago
$597
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $597 found 1 day ago
American Airlines
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$601 Roundtrip, found 1 day ago
$601
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $601 found 1 day ago
American Airlines
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$607 Roundtrip, found 1 day ago
$607
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $607 found 1 day ago
Delta
Sun, Aug 10 - Sun, Aug 17
SXM
Saint Martin
MKE
Milwaukee
$612 Roundtrip, found 1 day ago
$612
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 10 from Saint Martin to Milwaukee, returning Sun, Aug 17, priced at $612 found 1 day ago
United
Tue, Aug 12 - Thu, Aug 21
SXM
Saint Martin
MKE
Milwaukee
$617 Roundtrip, found 1 day ago
$617
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 12 from Saint Martin to Milwaukee, returning Thu, Aug 21, priced at $617 found 1 day ago
Delta
Fri, Aug 15 - Sat, Aug 16
SXM
Saint Martin
MKE
Milwaukee
$620 Roundtrip, found 1 day ago
$620
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Aug 15 from Saint Martin to Milwaukee, returning Sat, Aug 16, priced at $620 found 1 day ago
JetBlue Airways
Wed, Aug 13 - Tue, Aug 19
SXM
Saint Martin
MKE
Milwaukee
$1,081 Roundtrip, found 1 day ago
$1,081
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 13 from Saint Martin to Milwaukee, returning Tue, Aug 19, priced at $1,081 found 1 day ago
Flights from Philipsburg (SXM) to Milwaukee (MKE)
Origin airport
Princess Juliana Intl.
Destination airport
General Mitchell Intl.
Roundtrip price
$587
Distance
2249 mi

Philipsburg to Milwaukee Flights

The cheapest times to fly from Philipsburg to Milwaukee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Philipsburg to Milwaukee are during the month of August. You can find some of the cheapest flights from Philipsburg to Milwaukee with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Philipsburg to Milwaukee

Sunday is one of the best days to book for cheap flights from Philipsburg to Milwaukee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Philipsburg to Milwaukee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Philipsburg to Milwaukee in 2025. You can also book with separate airlines for your outbound and return journeys, from $216 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Philipsburg to Milwaukee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Philipsburg to Milwaukee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE) cost?
Discover the latest flight deals from SXM to MKE by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from SXM to MKE?
The cheapest flights from SXM to MKE are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from SXM to MKE?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from SXM to MKE. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE)?
Nonstop flights from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE) aren’t available daily, so you’ll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and click on either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from SXM to MKE?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change depending on various factors, such as the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE)?
Select a flight from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE) last-minute?
Holding off until right before your break to book a flight from SXM to MKE generally means paying more. While it’s possible to find some last-minute deals, they’re not always guaranteed. Allow some flexibility in your schedule for the best chance of scoring a bargain.
Is it cheaper to book a SXM to MKE flight and hotel package?
Compared with arranging flights and hotels separately, booking a SXM to MKE flight and hotel package with Expedia could result in significant savings. What’s more, having everything in one convenient place takes the hassle out of travel planning. Just secure your flights and select from our extensive range of hotels, then customize your trip with other add-ons like activities and car rentals.
Can I cancel or change the date of my flight from Princess Juliana Intl. Airport (SXM) to General Mitchell Intl. Airport (MKE)?
Typically, you can reschedule or cancel your SXM to MKE flight. However, there may be additional charges, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline’s fees and guidelines on flight changes, or if you want more information, head to our Customer Service portal.

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*Available to One Key members.