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Photograph: Courtesy of Evolve PR & Marketing
Photograph: Courtesy of Evolve PR & Marketing

The best things to do in Chicago this weekend

Find the best things to do in Chicago this weekend with our guide to concerts, exhibitions, festivals and more.

Shannon Shreibak
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We’re probably not alone in saying that the weekend is always on our minds here at Time Out Chicago HQ. Like you (probably), we spend the workweek daydreaming about the next restaurant to obsess over and obsessively updating our concert calendars. Whether you’re museum-hopping, plotting a day trip to escape the city, or ready to ghost your original plans for something spontaneous, you’ll find plenty of ways to make the most of your weekend in Chicago.

Last updated October 29, 2025: Praise be, ghost hunters and candy connoisseurs—we’ve finally made it to Halloween weekend! The city is hosting plenty of parties and parades to celebrate, from the Haunted Halsted Halloween Night Parade to Central Park Bar’s Halloween Emo Costume Party and Congress Hotel’s Haunted Halloween Ball. For those seeking boozy Halloween revelry, enjoy pop-ups like Nightmare on Clark Street, Black Lagoon and Jack's Pumpkin Pop-Up. And don’t sleep on this weekend’s Día de los Muertos celebrations, including the National Museum of Mexican Art’s annual exhibition and La Carrera de los Muertos.

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The best things to do in Chicago this weekend

  • Art
  • Contemporary art
  • Lower West Side
  • Recommended

For 39 years and counting, the National Museum of Mexican Art has celebrated one of Mexico’s most extraordinary traditions with a multimedia exhibition. This year, Día de Muertos: A Celebration of Remembrance” is dedicated to the Texans and New Mexicans who tragically lost their lives in 2025's flash floods. After you've toured the exhibition, make your way to the museum's courtyard space, which will house an installation designed and curated by the youth artists of Yollocalli Arts Reach.

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  • Art
  • Film and video
  • Recommended

Displaying a 25-story-tall video installation on the side of THE MART, ART on THE MART is the largest permanent digital art projection in the world, with programming that changes seasonally. ART on THE MART's array of 34 digital projectors show the creations after dusk every evening. Running Thursdays through Saturdays beginning at 7:30pm, it’s best viewed from the section of the Chicago Riverwalk between Wells Street and Franklin Street.

  • Things to do
  • Exhibitions
  • Lincoln Park

Experimental Sound Studio's longtime partnership with the Chicago Park District and Lincoln Park Conservatory continues with “Semblance of Fern,” a new sound installation by composer Sarah Belle Reid. The immersive installation explores the formal connections between mathematical models and nature in the contemplative confines of the conservatory's Fern Room. After getting your fill of tropical palms and vibrant flowers, mosey over to the Alfred Caldwell Lily Pool, which is free to visit and recently reopened to the public.

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  • Comedy
  • Uptown
  • Recommended

This weekly “live magazine” is a cavalcade of culture, politics and wit featuring journalists, actors, comedians and musicians offering idiosyncratic reports on the news of the day. Head to Uptown’s iconic Green Mill for drinks, hot takes and laughs; the longstanding Saturday afternoon edition tends to run about two and a half hours.

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