On their most emotionally charged record yet, Ike Reilly joins forces with his son Shane Reilly for a raw, poetic collision of inheritance, grit, and garage-lit gospel across Blind and Surrounded
More than 125 artists, live music, and summer vibes take over Wells Street June 13–14
A Dutch-born water race makes its U.S. splash as Chicago teams pedal custom tandem bikes across Lake Michigan in a high-speed, high-style spectacle
From Vegas beginnings to a near-death wake-up call, The Cab’s long-awaited third album hits Chicago with grit, growth, and a sold-out House of Blues revival
NAACP Image Award-winning creator Tee Sanders teams with the White Sox on a Freedom Day drop that stitches Chicago identity, queer pride, and South Side resilience into one unapologetic statement piece
Pulitzer Prize–winning journalist and Bitterfrost author Bryan Gruley talks Chicago hockey culture, his new Michigan-set crime series, and the emotional farewell to Johnny’s Ice House
After 17 years, AFSP’s Overnight brings thousands to Navy Pier for a dusk-to-dawn journey of grief, survival, and stubborn hope
An adults-only boutique hotel near Lake Geneva blends fine dining, live music, and elevated Midwestern charm into one unforgettable getaway
A behind-the-scenes bite of National Donut Day in Alsip, with wild giveaways, cult-favorite creations, and the kind of sugar rush that defines Chicago mornings
From Tumblr threads to sold-out stadiums, Olivia Levin’s rise from devoted fan to bestselling author charts the electric evolution of the Taylor Swift universe