Welcome to “Things to Do in Chicago!” It’s Sunday, July 27, 2025, and the city is buzzing with excitement as we coast through the heart of summer. Storms just brought record rainfall a few days ago, leaving the air feeling fresh and the city’s greenery vibrant—though a few streets still show signs of the recent flash flooding[2]. Overall, the weather today is warm and comfortable, the perfect Chicago day for exploring neighborhoods and discovering something new.
Here’s a quick look at the city’s mood: people are out and about, soaking up summer vibes, while clean-up crews wrap up repairs from Friday’s storm. The air quality is good, and parks are filled with picnickers, joggers, and families.
Ready for today’s highlights? There’s something for everyone:
-Chinatown Summer Fair: This beloved celebration returns to Wentworth Avenue for its 46th year! Immerse yourself in Far East culture with lion dances, Asian performances, kung fu demos, art, food stalls, children’s activities, and a bustling marketplace. Free admission until 7 p.m.—truly a family must-do[7].
-Faces of Fitness Festival: For active Chicagoans, River North transforms into a giant workout party this weekend. Think fitness classes, wellness workshops, and food trucks—the city’s own “Lollapalooza for fitness” running through early afternoon[6].
-The Messi Experience Chicago: Soccer fans and curious visitors can check out this immersive multimedia exhibition inspired by Lionel Messi’s legendary career. It’s interactive, family-friendly, and awesome for photo ops at 2367 W Logan Blvd[6].
-Candlelight: Tribute to Fleetwood Mac on Strings: Enjoy a magical evening of Fleetwood Mac hits reimagined for string quartet, set inside the Wicker Park Lutheran Church at 6:30 p.m.—a sophisticated date night or solo escape[1].
-Chicago’s Best Comedy: The Comedy Bar in River North hosts the city’s sharpest stand-ups tonight at 7 p.m. Laughter is guaranteed, and it’s a perfect way to wrap up your weekend[10].
In local news: Mayor Brandon Johnson announced he will not propose a property tax hike despite a $1.2 billion city budget deficit, focusing instead on creative revenue solutions[5]. For transit riders, CTA buses and L trains are running on enhanced frequencies for summer weekends—expect minor reroutes around Chinatown for the festival crowds.
Hungry? Several new restaurant concepts just opened near Fulton Market and Logan Square, including a Latin street-food pop-up and a vegan bakery. Worth a detour if culinary adventures call.
If you want classic Chicago, stroll Millennium Park to admire the new Franz West sculptures or hop on the Big Bus Hop-On, Hop-Off tour for easy sightseeing from the Riverwalk to Lincoln Park[6]. Want a local tip? Skip the lines at The Bean early in the morning, then treat yourself to an architecture boat tour—spectacular after the rain brings extra shimmer to the skyline[3].
For tomorrow’s agenda: look out for a daytime White Sox home game and another round of outdoor concerts at Navy Pier. Tune in for the scoop on where to find the city’s best rooftop happy hours and the latest weekday pop-up markets.
That’s your whirlwind Chicago Sunday! Whether you’re a first-time visitor or a lifelong local, there’s always something new to discover.
This content was created in partnership and with the help of Artificial Intelligence AI