The Best Things to Do in Chicago, IL
Embark on a journey through the pulse of Chicago with our curated guide to the Best Things to Do. Discover the city's vibrant culture, iconic landmarks, and hidden gems that make your visit to Villa D'Citta unforgettable. From the lively streets of Lincoln Park to the world-class attractions downtown, immerse yourself in the rich tapestry of experiences that Chicago offers. Whether you're a history enthusiast, an art lover, or seeking culinary delights, our guide ensures you make the most of your time in this dynamic city. Elevate your Chicago adventure with our expert recommendations and create lasting memories.
Chicago Riverwalk
The Chicago Riverwalk is one of those places that makes you fall in love with the city all over again. Stretching along the edge of the Chicago River, it’s a mix of laid-back charm and big-city energy. You can wander past waterfront cafés, watch boats cruise by, or just grab a bench and soak up the skyline views. There’s always something happening—live music, people kayaking, couples sharing a drink by the water. Each part of the Riverwalk has its own vibe, whether you’re looking for a quiet spot to relax or a lively patio to hang out with friends. It’s the kind of place where the city feels a little more alive, and a lot more beautiful.
Willis Tower
Formerly known as Sears Tower, Willis Tower, is a symbol of Chicago's architectural prowess and the third tallest building in the Western Hemisphere. Step onto The Ledge, a glass-bottomed observation deck on the 103rd floor, offering breathtaking and heart-stopping views from the city to Lake Michigan. Learn about the city's history and architectural innovation through engaging exhibits on the Skydeck. A visit to Willis Tower provides awe-inspiring vistas and a unique opportunity to appreciate Chicago's skyline and urban landscape from a perspective unlike any other.
Millennium Park
Discover a harmonious blend of art, architecture, and nature at Millennium Park, a central hub of Chicago's cultural scene. Marvel at the reflective surfaces of Cloud Gate, affectionately known as "The Bean," capturing stunning reflections of the city skyline. Enjoy open-air concerts at the Jay Pritzker Pavilion or explore the beautifully landscaped Lurie Garden. With its interactive art installations and lush green spaces, Millennium Park offers a dynamic and engaging experience for visitors of all ages, providing a perfect backdrop for strolls, family picnics, and cultural immersion.
Navy Pier
Explore the vibrant atmosphere of Navy Pier, a beloved Chicago landmark. Take a spin on the iconic Centennial Wheel for spectacular views of the city and lakefront. Explore the family-friendly attractions at the Chicago Children's Museum or catch an IMAX movie for an entertaining break. Enjoy a stroll along the pier with charming shops, restaurants, and seasonal events. With its dynamic mix of entertainment, dining, and breathtaking scenery, Navy Pier offers a quintessential Chicago experience, attracting visitors seeking relaxation and excitement by the water.
Experience the Chicago Skyline
Chicago is famous for its stunning skyline, featuring iconic buildings like the Willis Tower, the John Hancock Center, and other architectural marvels. Here are some of the best observation decks and ways to explore the skyline.
Chicago Museums
Chicago is home to one of the most diverse collections of museums in the world. From art exhibits containing works from Picasso and Van Gogh to interactive science centers that kids can’t get enough of, there’s more to do and see here than you’ll fit in a single weekend. Here are our picks for the 10 best museums to check out during your time in Chicago.
Chicago River Cruises
Whether you're a history nerd, an architecture buff, or just want to see the windy city from a fresh angle, a Chicago river cruise is an unforgettable way to experience this iconic city up close.
The 10 Best Theaters in Chicago
Ready for a show? From historic locations with vintage settings to unique modern locations, see our list of the ten best theaters in Chicago. Discover local shows and incredible talent in each of our hand-picked recommmendations.
The Best Hidden Gem Restaurants in Chicago
Chicago isn’t just about deep-dish pizza and hot dogs (although we do love those). Hidden throughout this food-famous city are some incredible spots that fly under the radar but deliver major flavor and unique experiences. Think of this as your cheat sheet for impressing your friends or just treating yourself to something special.
Magnificent Mile
Chicago’s Magnificent Mile is a vibrant stretch of Michigan Avenue known for its mix of culture, shopping, and iconic city landmarks. Visitors can explore a wide variety of stores, from luxury boutiques to popular retail chains, making it a top destination for shoppers. The area is also home to diverse dining options, including casual cafes and upscale restaurants with impressive city views. Landmarks like the historic Water Tower and 360 CHICAGO offer a deeper look into the city’s history and skyline. With so much to see and do, the Magnificent Mile offers a dynamic and memorable Chicago experience.
Lincoln Park
Lincoln Park is one of Chicago’s most vibrant neighborhoods, blending cultural attractions, green spaces, and local charm. From the free Lincoln Park Zoo and lush conservatory to museums that highlight the city’s history and ecology, there’s something for everyone. Whether you're spotting butterflies, relaxing by the lake, or exploring tree-lined paths, Lincoln Park offers a refreshing escape without leaving the city. With plenty of dining options and outdoor activities, it's a must-visit destination year-round.
