Madison & Jonathan
Madison & Jonathan
Things to Do
Millennium Park
Millennium Park, located in the heart of downtown Chicago, is a must-visit destination for art, nature, and culture. Highlights include the Jay Pritzker Pavilion, the interactive Crown Fountain, the scenic Lurie Garden, and the Cloud Gate sculpture, also known as “The Bean.”
Cloud Gate
Visit Chicago’s iconic Bean sculpture, a reflective installation that captures the city’s skyline and serves as the centerpiece of Millennium Park.
Architecture Tour
Our top pick for tourists! Take a guided boat tour along the river to admire Chicago’s iconic architecture and learn about its rich history and design.
Magnificent Mile
Stroll down Chicago’s renowned Michigan Avenue, also known as the Magnificent Mile, for shopping, dining, and beautiful city views.
Navy Pier
Visit the scenic Navy Pier to ride the Centennial Wheel, take in the skyline views, and watch boats sail across Lake Michigan.
The Art Institute of Chicago
Jonathan’s favorite! Explore the world-renowned Art Institute, featuring works by Monet, Van Gogh, and Picasso, plus exhibits of ancient artifacts and modern art. His personal favorite is Edward Hopper's Nighthawks.
Where to Eat and Drink?
Chicago Staples
Portillo's, for a classic Chicago hotdog or Italian beef
Mr. Beef, the inspiration behind the Chicago based TV show The Bear, serving up some of the best Italian beef in the city
Lou Malnati's, Maddie's favorite deep dish! Order the Classic sausage and don't forget the Malnati salad
Pequod's, Jonathan's favorite deep dish! Located in our neighborhood, Lincoln Park
Lunch, Dinner, & Drinks
Cindy's Rooftop, great cocktails and even better views!
Luxbar, we love the espresso martini and pigs in a blanket
Hugo's, ask to dine in the bar room to enjoy the piano player
Butch McGuire's, Irish pub known for its holiday decor
Shake Shack, located inside the Chicago Athletic Assocation