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Music Top 5: June 2026

by Todd Hieggelke | May 27, 2026

by Todd Hieggelke
May 27, 2026May 26, 2026Filed under:
  • Featured
  • Top 5 list
An outdoor concert at night under the illuminated, metallic Pritzker Pavilion in Chicago, with a large audience seated and city skyscrapers glowing in the background.

Grant Park Music Festival at the Jay Pritzker Pavilion with a performance of “Carmina Burana”/Photo: Patrick Pyszka

1
Bernstein West Side Story
(Pritzker Pavilion)
Artistic director Giancarlo Guerrero, who recently appeared in Bad Bunny’s Super Bowl halftime show, kicks off the Grant Park Music Festival season with songs from the classic musical designed for hot summer days in the city.
June 10

2
Freedom Lullabies: Presented by D-Composed & The Nap Ministry
(The Land School)
Black chamber music collective D-Composed partners with The Nap Ministry founder Tricia Hersey to commemorate Juneteenth with live music and readings from Black composers and historical figures.
June 19

3
Alsop Conducts Adams, Copland & Marsalis
(Symphony Center)
The CSO and Jazz at Lincoln Center Orchestra team up for a program that includes Marin Alsop conducting new works by jazz legend Wynton Marsalis and composer John Adams, and a suite from Copland’s “Appalachian Spring.”
June 4-6

4
Winnetka Music Festival
(Downtown Winnetka)
The North Shore festival has grown from founder Val Haller’s Winnetka living room to a two-day affair across the village’s downtown, with headliners like Father John Misty and Trombone Shorty & Orleans Avenue
June 19-20

5
Andrew Sa
(The Hideout)
The queer country crooner celebrates the release of his debut album, “American Rough,” in his adopted hometown.
June 26

Tagged:
  • Andrew Sa
  • D-Composed
  • Father John Misty
  • Grant Park Music Festival
  • Land School
  • Nap Ministry
  • Symphony Center
  • The Hideout
  • Trombone Shorty & Orleans Ave.
  • Winnetka Music Festival

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A brick building covered in ivy, with stairs leading up to a porch. Overgrown plants line the steps, and patio chairs sit near the entrance. The image is tinted in a sepia tone.

Music Top 5: October 2026

Todd Hieggelke October 1, 2026
A group of people sit on folding chairs in a spacious, well-lit room with high ceilings and large windows; a projector screen is set up at the front, and some people are standing or walking around.

Jeff Parker’s Homecoming for “Happy Today,” a Live-Performance Record and Film International Anthem hosted a screening event for The Jeff Parker ETA IVtet's new release at The Land School.

Joe Cothrel May 7, 2026
A large crowd gathers at an outdoor night event featuring bright, colorful laser lights cutting across the sky, food stalls, and two-story viewing platforms on either side. The atmosphere is lively and festive.

Music Top 5: May 2026

Todd Hieggelke April 28, 2026
A large audience gathers in an indoor concert hall with dramatic orange lighting and a grand, ornate stage at the front, where musicians perform under spotlights. The hall’s ceiling features wide, curved panels.

Music Top 5: April 2026

Todd Hieggelke March 26, 2026

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