Pride in the Park: The Chainsmokers and Alesso headline the music festival, which also features performances by “RuPaul’s Drag Race” winners Shea Couleé and Monét X Change and “Canada’s Drag Race” winner Priyanka. The lineup also includes DJ Joel Corry, singer-songwriter Daya and rapper Saucy Santana. 2 p.m.-10 p.m. Saturday and 3 p.m.-10 p.m. Sunday at Grant Park’s Butler Field, 100 S. DuSable Lake Shore Drive; tickets start at $45 at prideparkchi.com
Chicago Pride Parade: One of the largest parades in the country, the 52nd annual four-mile procession goes through Northalsted, Uptown, Lakeview and Lincoln Park. It features floats, decorated vehicles, performance groups and a marching band. Noon Sunday at Broadway and Montrose Avenue, more information at chicagopride.gopride.com
Mandala Makers Festival Artist Showcase: Mandala South Asian Performing Arts’ fourth annual showcase features sets from performers including standup comedian Vik Pandya, Abhijeet’s Bollywood Drag Divas, experimental pop duo Lil Idli and storytelling dance group Ishti Collective. 5 p.m.-10 p.m. Friday and Saturday, and 1:30 p.m.-5:30 p.m. Sunday at Indian Boundary Park, 2500 W. Lunt Ave.; admission is free, more information at makersfestival.mandalaarts.org
Dead & Company: Catch a groovy performance by the band featuring Grammy-winning singer-songwriter and blues guitarist John Mayer and surviving Grateful Dead members Bob Weir, Bill Kreutzmann and Mickey Hart as they play the psychedelic band’s hits at the Friendly Confines as part of their summer tour. 6:30 p.m. Friday and Saturday at Wrigley Field, 1060 W. Addison St.; tickets start at $41 at deadandcompany.com
River North Live: Taste of River North has been reconceived as a riverside music festival featuring sets from rock band The Calling, DJ Emo Night Brooklyn, indie rock musician Michigander, and Umphrey’s McGee bandmates Brendan Bayliss and Ryan Stasik performing as Baysik. 5 p.m.-10 p.m. Friday, 4 p.m.-10 p.m. Saturday and 4 p.m.-8 p.m. Sunday at River Park at theMart, 222 Merchandise Mart Plaza; tickets $10-$50 at rivernorthlive.com
Logan Square Arts Festival: Browse art installations and works from more than 50 artisans at the neighborhood fest, which also features food trucks, beer from Revolution Brewing and cocktails from Big Star. Additionally, 25 local and national acts perform across two stages with highlights including psychedelic band Combo Chimbita, experimental rock band Man Man and roots rockers Sarah Shook & the Disarmers. 5 p.m.-10 p.m. Friday and noon-10 p.m. Saturday and Sunday at the Illinois Centennial Monument, 3150 W. Logan Blvd.; free, with a suggested donation, more information at logansquareartsfestival.com
“Choir Boy”: The Tony Award-nominated play from “Moonlight” co-writer Tarell Alvin McCraney tells the story of a young gay Black man torn between rebellion and conforming as he seeks respect by leading his prep school’s prestigious choir. A cappella gospel hymns are woven throughout the show. Through July 24 at Steppenwolf Theatre Company’s Downstairs Theater, 1650 N. Halsted St.; tickets $44-$98 at 312-335-1650 and steppenwolf.org
ACTIVATE: The Chicago Loop Alliance’s pop-up alley party returns with art and performances from A Queer Pride, hip-hop violinist Windy Indie, Paint the City and Opera-Matic. The most colorfully dressed attendee will win a prize. 5 p.m.-10 p.m. Thursday at the intersection of LaSalle and Quincy streets, 1 W. Quincy St.; admission free, register at eventbrite.com
Taste of Highland Park: Try food from local restaurants including Pixca, Uncle Tannous and Judy’s Pizza at the new festival, which also features live music from roots rock act Freddy Jones Band and Yachtley Crew, which will be playing soft rock hits from the ’70s and ’80s. 5 p.m.-10 p.m. Friday and noon-10 p.m. Saturday at The Lot, 523 Central Ave., Highland Park; admission is free, more information at enjoyhighlandpark.com
Barenaked Ladies: Travel back to the ’90s as the Grammy-nominated Canadian rock band performs their chart-topping hits like “One Week” and “It’s All Been Done” when they bring their Last Summer on Earth Tour to Chicago. The show also features fellow ’90s rock groups Gin Blossoms and Toad the Wet Sprocket. 7 p.m. Monday at the Chicago Theatre, 175 N. State St.; tickets start at $50 at barenakedladies.com
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