The Windy City Rollers hold a charity round robin tonight at the UIC Pavilion, 525 S. Racine Ave. All four home teams play each other in a mini-tournament, with the winner earning prize money for its favorite charity. The Double Crossers will be skating for Urban Initiatives, the Fury for Working Bikes, Hell's Belles for Rape Victim Advocates, and Manic Attackers will be skating for CircEsteem. Doors open at 5pm, the first bout is at 6pm. Tickets are $35 in advance or at the box office.
Los Angeles-based band Flogging Molly bring their signature mix of Irish folksiness and rousing punk rock to Chicago's Aragon Ballroom, 1106 W. Lawrence Ave. Doors open at 6pm, and the show will begin at 7pm. Tickets are $29 in advance, $35 at the door.
The Old Town School of Folk Music presents an evening tribute to the music of Prince and Madonna, featuring faculty, staff and students of the school. The concert begins at 8pm in the Maurer Concert Hall in the school's main building at 4544 North Lincoln Avenue. Full details at the school Website, or call (773) 728-6000 for more information.
The Point magazine celebrates the release of its latest issue tonight at 8pm at High Concept Laboratories, 1401 W. Wabansia Ave. DJs spin, and copies of Issue 6 will be available. Admission is free for subscribers and anyone who buys a magazine at the door; $5 suggested donation otherwise.
CAUDog Records puts on a benefit concert for the Inspiration Corporation tonight at the Heartland Cafe, 7000 N. Glenwood Ave., starting at 8pm. David Kav, Matthew Morgan & The Lost Brigade, Urban Twang, Junction 325, Valentine Xavier, Jeff Brown, The Future Laureates and Greg Combs of Goodbyehome perform. Admission is $10 or a donation of canned goods.
Soul singer Otis Clay performs at Fitzgerald's, 6615 W. Roosevelt Rd. in Berwyn, tonight at 9pm. Tickets are $15.