Weekends in Chicago are never boring. Whether the forecast calls for sunshine or a chilly breeze off Lake Michigan, the city offers endless ways to keep busy, entertained, and inspired. From lively festivals to iconic sports games, dazzling live theater, and late-night fun, there’s something for everyone. Here’s a guide to the very best things to do in Chicago this weekend.

Celebrate Local Flavor at Chicago Festivals

Chicago practically invented the street festival. No matter the time of year, neighborhoods bring their own flair to the city’s weekends.

• Taste of Chicago is one of the biggest draws, transforming Grant Park into a foodie’s playground with samples from local restaurants, pop-up vendors, and live performances (official site).
  
• Chicago Blues Festival, held each summer, fills Millennium Park with the soulful sounds that define the city’s musical history (learn more).
  
• For a neighborhood vibe, Andersonville’s Midsommarfest brings together local artisans, music, food, and family-friendly fun (event details).
  

Even smaller street fests can be a highlight of a weekend. They offer the perfect chance to discover a new band, taste food you’d never expect, or simply spend time wandering with good company.

Cheer On Your Team at Sports Games

Sports and Chicago go hand in hand, and there’s always a game worth catching.

• Baseball fans can head to Wrigley Field, one of the most historic ballparks in the country, to cheer on the Chicago Cubs. Grab a hot dog, sing along during the seventh-inning stretch, and soak in the nostalgia of a summer afternoon in the bleachers.
  
• On the South Side, the Chicago White Sox deliver a different kind of energy, with fireworks and family-friendly promotions that keep the crowd buzzing.
  
• For fall and winter weekends, the Chicago Bears dominate Soldier Field, while the Chicago Bulls and Chicago Blackhawks light up the United Center.
  

Even if you’re not a die-hard fan, the atmosphere at a Chicago sports game is electric. It’s a chance to experience the city’s pride and passion up close.

Be Captivated by Chicago’s Live Theater

Chicago’s theater scene is legendary, and weekends are the perfect time to dive in.

• The Chicago Theatre, with its iconic marquee, hosts Broadway tours, comedians, and live concerts (schedule).
  
• Steppenwolf Theatre is home to bold productions and groundbreaking performances, offering an intimate atmosphere that’s unforgettable (tickets).
  
• For something interactive and delightfully unexpected, a Murder Mystery dinner theater in Chicago with The Murder Mystery Co. combines dinner, comedy, and suspense. Guests become part of the story, working together to solve a case while enjoying a full meal.
  

Want the mystery all to yourself? You can even host a private murder mystery party at home or at your chosen venue. It’s a one-of-a-kind way to celebrate a birthday, anniversary, or simply a Saturday night with friends.

Dive Into Chicago Nightlife

When the sun sets, Chicago transforms into a playground of lights, music, and cocktails.

• For sweeping skyline views, LondonHouse Rooftop is one of the city’s most iconic spots to grab a drink.
  
• If live music is the goal, head to Kingston Mines, a blues club that keeps the stage going past midnight.
  
• For those looking for a mix of fine dining and dancing, TAO Chicago offers an opulent experience with Asian-inspired dishes and a nightclub atmosphere.
  
• For something more relaxed, neighborhoods like Logan Square and Wicker Park are dotted with craft cocktail lounges, breweries, and speakeasies that add a cozy twist to Chicago nightlife.

Whether the mood is upbeat or low-key, the city delivers endless options for weekend fun long after dinner is over.

Pair Adventure with Mystery

While Chicago has no shortage of weekend entertainment, sometimes the most memorable experiences are the ones you didn’t expect. A night with The Murder Mystery Co. blends all the best parts of a weekend out: laughter, dining, and interactive fun. It’s an experience that turns an ordinary evening into something unforgettable.

You don’t have to wait for a holiday or a special occasion—weekends are reason enough to dive into an evening of intrigue.

End Your Weekend with a Story Worth Telling

Chicago weekends are packed with opportunities. From festivals filled with food and music to stadiums echoing with cheers, from dazzling theater performances to nightlife that sparkles until dawn, the city has a way of turning any weekend into an adventure. And when laughter and suspense are calling, The Murder Mystery Co. is ready to make it happen.Call 888-643-2583 or fill out the contact form today to get pricing and plan a weekend you’ll be talking about long after Monday rolls around.