5-Day Chicago and Milwaukee Adventure Itinerary

Begin your day at the Chicago Art Institute of Chicago Fast-Pass Ticket. This world-renowned museum houses an extensive collection of art from various periods and cultures.

Take a stroll through Grant Park, often referred to as 'Chicago's front yard.' The park offers beautiful views of Lake Michigan and is home to Buckingham Fountain.

Dine at Alinea, one of Chicago's most celebrated restaurants, offering a unique and immersive dining experience.

Join the Chicago Architecture River Cruise Skip-the-Ticket Line to explore the city's stunning architecture from the water. This guided tour provides fascinating insights into Chicago's architectural history.

Visit the historic Chicago Board of Trade Building, an iconic skyscraper that has played a significant role in the city's financial history.

Savor some classic deep-dish pizza at Lou Malnati's Pizzeria, a staple in Chicago's culinary scene.

Tour the legendary Wrigley Field, home of the Chicago Cubs. Even if you're not a baseball fan, this historic stadium offers an interesting glimpse into America's pastime.

Walk along the scenic Chicago Riverwalk, which offers beautiful views of the city skyline and numerous spots to relax or grab a bite.

End your day with dinner at Joe's Seafood, Prime Steak & Stone Crab, known for its excellent seafood and steak options.

Start your day with a visit to the Milwaukee Art Museum. This architectural marvel is not only a feast for the eyes but also houses an impressive collection of art. The museum's Quadracci Pavilion, designed by Santiago Calatrava, is particularly stunning.

After the museum, head over to the Historic Third Ward. This vibrant neighborhood is filled with art galleries, boutique shops, and trendy cafes. It's a great place to wander around and soak in the local culture.

For dinner, make your way to Sanford Restaurant, one of Milwaukee's top dining establishments. Known for its innovative cuisine and elegant atmosphere, it's the perfect spot to end your day.