PLEASE NOTE: Events may be postponed or simply canceled. Please call ahead to make sure they are still scheduled to take place.
1 Belting It Out of the Park
Spread a blanket and hear some show tunes as Porchlight Music Theatre’s Broadway in Your Backyard series tours the city. Part of Nights Out in the Parks, Porchlight’s concerts visit a different park each Tuesday. Through Sept. 6. porchlightmusictheatre.org
2 Spring Forward
The Art Institute exhibition David Hockney: The Arrival of Spring, Normandy, 2020 features dozens of landscapes created by the British pop artist, who spent the early months of the coronavirus pandemic in rural France. Notably, the octogenarian created these works on an iPad, using a custom-designed app. Aug. 20–Jan 9. artic.edu
3 Out to Market
Northalsted Market Days turns 40 this year, but don’t you dare call it middle-aged. One of Chicago’s biggest summer street fests and among the Midwest’s strongest LGBTQ tourist draws, Market Days features queer-favorite performers and top-tier people-watching. Aug. 6–7. northalsted.com
4 Mahal the Rage
The musical polymath Taj Mahal turned 80 this spring, but you wouldn’t know it from his busy touring schedule. He brings his eclectic blend of blues and world music to City Winery for two shows. Aug. 21. citywinery.com
5 Royal Reimagining
The theater company Babes With Blades, which focuses on plays that feature stage combat, mounts Shakespeare’s Richard III. The work, which famously depicts the English king as a deformed schemer, is performed here by a mix of disabled and nondisabled actors. Aug. 25–Oct. 15. babeswithblades.org
6 Classical Quencher
This city has no shortage of street festivals in the summer, but only one is devoted to classical music. Thirsty Ears Festival, now in its seventh year, stages classical performances from the baroque canon to brand-new works on Wilson Avenue in Ravenswood. Aug. 13–14. acmusic.org
7 This Is My Jam(s)
The vibe of Sacred Rose, a three-day music festival at Bridgeview’s SeatGeek Stadium, is basically Jam Band Camp. With acts like Phil Lesh, Umphrey’s McGee, and Animal Collective playing sets up to three hours long, fans of extended noodling will be in heaven. Aug. 26–28. sacredrosefest.com
8 Night Owl
Best known for his cult-favorite Comedy Central show Insomniac, comedian Dave Attell drops in for three not-too-late nights at Wicker Park’s Den Theatre. Aug. 18–20. thedentheatre.com
9 United Movement
As part of the Year of Chicago Dance, the eight partner companies of the Chicago Black Dance Legacy Project (including Deeply Rooted, Joel Hall Dancers, and Muntu Dance Theatre) present a free showcase at Pritzker Pavilion. Aug. 27. chicagoblackdancelegacy.org
10 Art to Heart
Browse handcrafted treasures made by more than 100 artists at the Glenwood Avenue Arts Fest, a Rogers Park favorite now entering its third decade. Aug. 19–21. glenwoodave.org