Welcome to Things to Do in Chicago! It’s Thursday, August 28, 2025, and the city is buzzing with summertime energy. The weather today is classic late August—expect highs in the upper 70s, ideal for both indoor and outdoor adventures. Air quality is good, and the city feels lively and celebratory as Chicagoans make the most of these warm days before autumn sets in.

Starting with today’s event highlights, there’s truly something for everyone:
- Music lovers should not miss the opening day of the Chicago Jazz Festival, kicking off at 12:00 PM with free performances in Grant Park and throughout the city—a can’t-miss event for fans of America’s original art form[4].
- For families and basketball fans, Bulls Fest continues outside the United Center, offering games, pop-up courts, music, and local food vendors. It’s a perfect spot for kids and grownups to connect with Chicago’s basketball spirit[1].
- If house music is more your vibe, the Chicago House Music Festival and Conference is in full swing at Millennium Park and the Riverwalk, serving up live sets, panel discussions, and dancing until late[1].
- Looking for laughter? Head to Second City’s De Matt Theater at 9 PM for the Chicago Comedy Hour, a showcase of Chicago’s best up-and-coming comedians performing sketch, improv, and stand-up[7].
- Those wanting a unique, scenic evening can hop aboard a Chicago Skyline Sail for a lakeside sunset cruise—an unbeatable way to soak in the iconic skyline and unwind from the city’s buzz[10].

In local news, Chicago continues to draw national attention for its recent drop in violent crime—down over 22% compared to last year in the first six months, according to state officials[5]. The city is also investing in its future, from expanding free high-speed internet for 40,000+ CPS students to major improvements in homeless shelters and affordable housing initiatives[2]. On a cautionary note, police are investigating a string of business burglaries in West and Southwest neighborhoods, so locals are encouraged to remain vigilant and report suspicious activity[8].

If you’re looking for must-do activities today:
- Take a stroll through Lincoln Park Zoo or the adjacent Conservatory for a free, scenic family experience or a tranquil solo retreat[3].
- Visit Buckingham Fountain in Grant Park, especially for the evening light and water shows—one of the most photogenic spots in Chicago[3].
- Wander the Magnificent Mile for luxury shopping or catch the vibe at Navy Pier, where fireworks will light up the sky this Saturday night[1][3].
- For architectural enthusiasts, don’t miss a walking tour of stunning, often-hidden interiors in Chicago’s Loop—they’re a revelation, even to seasoned locals[6].

Local tip: Chicago’s Riverwalk isn’t just for tourists. Early mornings and late afternoons are prime times to grab a coffee, catch a breeze, and people-watch along the water without the crowds[9]. And if you need to get around, remember Big Bus Tours’ hop-on-hop-off service offers a seamless and flexible way to reach all major downtown attractions throughout the day[9].

Did you know? The Art Institute of Chicago houses the largest collection of Impressionist paintings outside Paris—a testament to Chicago’s stature as a global arts capital[3].

Looking ahead, tomorrow brings the next full day of world-class jazz as the festival continues, plus more fireworks at Navy Pier. Stay tuned for more tips, hidden gems, and the best the Windy City has to offer. Whether you’re a lifelong Chicagoan or first-time visitor, make this day one to remember!

This content was created in partnership and with the help of Artificial Intelligence AI