MUSEUMS The world-renowned Art Institute of Chicago houses collections that span 5,000 years of artistic innovation across the globe. Standout works include incredible pieces by Claude Monet, Pablo Picasso, Georgia O’Keeffe, and Edward Hopper. The Museum of Contemporary Art Chicago showcases cutting-edge exhibitions that span a wide spectrum of contemporary media — from immersive installations to experimental sculpture. It’s one of the largest institutions in the world dedicated to art created after 1945, with a collection that includes works by icons like Andy Warhol, Cindy Sherman, and Kerry James Marshall. The DuSable Black History Museum and Education Center offers an array of exhibitions and events that illuminate the breadth of the Black experience. At the National Museum of Mexican Art , visitors encounter colorful art, photography, and film celebrating Mexican heritage. Experience creativity from Mexico and beyond with curated exhibits, live performances, and engaging cultural programming. The Smart Museum of Art , situated on The University of Chicago campus, invites guests to engage with social issues through visual dialogue. Exhibitions, community collaborations, and public events foster imaginative ways of thinking. Take a deep dive into the origins of Chicago at the Chicago History Museum . Immersive exhibits, workshops, and guided tours explore events like the Great Chicago Fire and the legacy of Abraham Lincoln. The American Writers Museum amplifies U.S. literary voices with interactive exhibits, author events, storytelling showcases, and educational workshops. PHOTO CREDIT: @TEQUILAGRAPHICS (ALL) THEATRE Experience a thrilling pre-Broadway debut or a national touring show at one of Chicago’s historic downtown theatres, presented by Broadway In Chicago . Throughout the year, expect a full lineup of hit musicals, gripping dramas, and laugh-out-loud comedies. The Steppenwolf Theatre Company , a trailblazing ensemble founded in a church basement in 1974 by actors Gary Sinise, Terry Kinney, and Jeff Perry, has evolved into a nationally acclaimed institution. The Steppenwolf is known for its powerhouse ensemble and leadership role in shaping contemporary American theatre. The Goodman Theatre is a Loop landmark offering consistently excellent original and classic plays. Its annual A Christmas Carol production is a holiday season must-see. A Red Orchid Theatre delivers powerful, ensemble-driven performances that stay with you long after the final curtain. Teatro Vista is Chicago’s leading Latino theatre company, known for bilingual productions highlighting the richness of Latino storytelling. The Second City is a legendary comedy institution that has launched the careers of countless stars (think Bill Murray and Tina Fey) through its sharp-witted sketch and improv shows. Lookingglass Theatre Company is a Tony Award-winning ensemble celebrated for its visually imaginative productions that blend striking design, movement, and storytelling in unexpected ways. MUSIC Take in Millennium Park ’s lush scenery and striking architecture while enjoying open-air concerts at the Jay Pritzker Pavilion — all for free. Shows range from rock and folk to soulful R&B. Visit the historic Symphony Center to hear classical music by the Grammy-winning Chicago Symphony Orchestra , plus special guests performing jazz, pop, and world music. The Lyric Opera of Chicago is celebrated for its exceptional productions and storied legacy that includes hosting legends like Maria Callas, who made her American debut here in 1954. Chicago’s music scene shines at Buddy Guy’s Legends , a top venue for blues. Owned by blues legend Buddy Guy himself, it’s the go-to club for catching famous performers and up-and-coming talent. Housed in a former movie palace, the historic Ramova Theatre in Bridgeport presents live bands and serves house-brewed craft beer in its Other Half Ramova taproom. Located in the Austin neighborhood, the Kehrein Center for the Arts features music and dance performances in its 900-seat auditorium, with a spotlight on the Black experience. National Museum of Mexican Art The landmark Chicago Cultural Center offers free performances, rotating art exhibitions, architecture tours of the building, and community-driven cultural programming. It’s also home to the largest Tiffany glass dome in the world. Scan here to check out our list of free museum days in Chicago. 29
Chicago Visitors Guide 2026: Page 29
