Take a trip from Orlando to Milwaukee and enjoy a change of scenery. Southwest Airlines® has cheap, direct flights from Orlando International Airport to General Mitchell International Airport, so you can book with confidence. If your upcoming excursion has flexible dates, search for Southwest® flights with our Low Fare Calendar and discover the lowest fares we’ve got. Don't forget to explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.
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Average Flight Time: 2 hours 50 minutes
Departing from: Orlando International Airport (MCO)
Arriving at: General Mitchell International Airport (MKE)
Milwaukee is a city where past meets present. What started as one of the United States’ manufacturing meccas is now a hub for entrepreneurs, inventors, chefs, and creatives. With fun neighborhoods, rich history, and a host of cultural icons, there are plenty of ways to enrich your itinerary and experience the best of Milwaukee.
Want to play tourist and see the sights? Start with a visit to the Milwaukee Art Museum around 10 a.m. Not just for the art, but also for the Burke Brise Soleil—the slow unfolding of the museum’s giant white wings. Take a tour of the Harley-Davidson Museum, where workers are still crafting engines and transmissions. See where the MillerCoors legacy began on a tour of the original brewery. Stop by West Wisconsin Avenue and visit the home of Frederick Pabst, the father of Pabst Blue Ribbon. If you’re curious about dinosaurs, and have ever wondered where the largest dinosaur skull is, it’s housed in the Milwaukee Public Museum.
Milwaukee is also popular for its beer, cheese, and festivals. With diverse neighborhoods and quirky eateries around every corner, pop in for a bite and a pint. You might run into a food truck, or a bunch of them, gathered in multiple places around the city, including parks, outside breweries, and near festivals. Speaking of, if you’re visiting during the summer months, take a look at Summerfest, the world’s largest music festival, with more than 1,000 acts over 11 days in Henry W. Maier Festival Park. There is also Oktoberfest, Irish Fest, and Festa Italiana, among others. All are celebrations of heritage with delicious food and merriment.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
At Southwest, we know that a memorable trip from Orlando to Milwaukee is built with more than cheap flights. That’s why we offer services and perks, from booking to boarding, that make your travel experience as smooth as possible. Find out more about the Southwest Experience before you book your Orlando to Milwaukee flight.
It’s simple and fun to fly with Southwest, no matter which of our dozens of destinations you choose. And when you search for your next flight to Milwaukee, you know you won’t be hassled by hidden fees—we offer low fares and, as always, bags fly free1. That’s our Transfarency® promise. Enroll in our Click 'N Save® emails and stay in the know about our latest flight deals. Check out Southwest Airlines® Experiences and earn Rapid Rewards® when you book.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.