Welcome, listeners, to Things to do in Chicago with your globe-trotting, sport-spotting, always-laughing host Oly Bennet! It’s Saturday, September 6th, 2025, and the Windy City’s buzzing louder than a vuvuzela at a Quidditch match! The skies today are serving up sunshine with just a dash of that classic Lake Michigan breeze—truly perfect weather for adventures on foot or by kayak, maybe even a bit of competitive goose watching if you’re into that sort of thing.
Today, Chicago’s cranking up the fun-o-meter with a spectacular lineup. For the culture vultures, Millennium Park has gone all avant-garde with Franz West’s monumental installations—think abstract metal magic against that skyline everyone loves. Over at the Broadway Playhouse, Dungeons & Dragons: The Twenty-Sided Tavern is transforming fantasy into interactive theater, with attendees wielding more imaginary swords than a fencing school on caffeine.
You can catch Messi fever in Logan Square with the Messi Experience Chicago, where you’ll step right into the GOAT’s soccer boots—virtually, of course, unless you moonlight as Lionel Messi. The Mandala Makers Festival at the Athenaeum Center is cranking Bollywood vibes to eleven, serving up South Asian folk, classical dance, EDM, and more—it’s a dance party marathon, so bring your stamina (and maybe some sequins).
Tonight, the Epiphany Center for the Arts is throwing an Underground Art Party in the Catacombs, where art, music, and community blend in the coolest subterranean setting this side of the River Styx. Free admission, but bring your sense of adventure! And families, don’t miss Lincoln Park Zoo—always free, always fabulous, and who knows what wild Chicago critters you’ll spot. There are even surprise magic shows, secret science shops, and quirky art installations hidden in corners citywide, as local guides like Secret Chicago highlight.
On the foodie front, be on the lookout! Word in the gustatory grapevine is that new globally-inspired food stalls are popping up at Time Out Market near Fulton Market, and the Saturday farmers’ market in Logan Square is overflowing with September’s best bites. Public transit is running smoothly—CTA’s Loop trains are on their regular weekend schedule, RED Line riders, your northbound weekend detours are officially history, according to the latest from city transport updates.
If you’re new to the city, here’s an Oly Bennet pro tip: Locals swear by taking a Big Bus Hop-On, Hop-Off tour as the fastest way to crack Chicago’s downtown map—and the river views are the stuff of legend. For hidden fun, detour to American Science & Surplus in Park Ridge, where you can snag anything from vintage microscopes to, I kid you not, rubber frogs.
Keep an eye on tomorrow! The Throwback Music Fest in Gladstone Park rolls on with classic tunes and a pet costume contest, and Millennium Park promises more outdoor art, maybe even a surprise pop-up concert. And if you ever spot a giant snapping turtle named Chonk paddling down the river, you’ve officially unlocked a true Chicago badge of honor.
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