Parking lot, 1540 N. Fremont St.
It's all about goodies for a good cause at the Rock for Kids Food Truck Social, where you buy bites from Duck 'n' Roll, Wiener Wagon, La Adelita, Starfruit and Wagyu Wagon—and wash them down with complimentary Zico coconut water. Partial proceeds benefit local music education programs. 5:30-8 p.m. No cover.
Flights of fancy
DOC Wine Bar, 2602 N. Clark St. 773-883-5101
Make your happy hour even happier at Cupcakes & Wine Night, which features flights of four Molly's Cupcakes served with premium wines—including a vanilla cake with cantaloupe filling, mascarpone honey and candied prosciutto paired with a Bernard Moreau Bourgogne-Passetoutgrain. 6 p.m.-2 a.m. $25. RSVP required for 6 p.m. seating only; walk-ins welcome thereafter.
Party on the patio
The Plaza at Park Grill, 11 N. Michigan Ave. 312-787-9824
The solstice arrives June 20, but the party starts now at Midsummer Eve of the Eve, an al fresco fundraiser for local organization HighSight. It features an open bar, hearty appetizers, DJ beats, a silent auction and raffles. 5:30-9:30 p.m. $60 with RSVP by 1 p.m.: highsight.org; $75 at the door.
Collaboraction, 1579 N. Milwaukee Ave. Room 300 312-226-9633
The 12th annual Sketchbook Festival—which now includes both short play programs and hourlong works—kicks off Wednesday with a choice of two preview performances: The Seven (8:15 p.m.), seven plays at seven minutes or less each; and "Honeybuns" (8:30 p.m.), in which local writer-performer Dean Evans blends physical theater, mime, stand-up and more. $20; $10 for students.
Get your glitz on
Mary's Attic, 5400 N. Clark St. 800-838-3006
See a benefit performance of "Sexy Baby," Hell in a Handbag Productions' hilarious musical comedy about child beauty pageants. Admission benefits The Friends of the Chicago Gay and Lesbian Hall of Fame. Bonus: Spring for a VIP ticket ($35-$150) and your admission includes a cocktail and a tiara. 7:30 p.m. $22. RSVP: brownpapertickets.com/event/224726.
REDEYE TIP OF THE DAY
Get tickets for dozens of shows at next week's Just for Laughs Festival: justforlaughschicago.com.
JULIA BORCHERTS IS A REDEYE SPECIAL CONTRIBUTOR.