Festival Fun
- One of the oldest pride parades in the country, the Chicago Pride Parade steps off from Sheridan and Broadway at 11 a.m. June 29 and ends at Diversey and Cannon. This year’s theme is United in Pride. For more information, visit pridechicago.org.
- Taste of Chicago in the Parks features food from area eateries, music and art. From noon-8 p.m. June 28 in Marquette Park. Events are also scheduled for July 19 (Pullman Park) and Aug. 9 (Albany Park, location TBA). Free admission, vendors accept cash and credit. For more information, visit tasteofchicago.us.
- Main Street Fair is a new summer celebration in Evanston that brings back the spirit of the city’s beloved Custer Street Fair. Expect a day of local art, music, food and community fun. From 11 a.m.-9 p.m. June 28 in the 700 block of Main Street. Admission is free. Visit mainstreetfair.org.
Theater
- TUTA Theatre’s summer repertory features two plays. “Tom & Eliza” (June 26-Aug. 17) is Celine Song’s work in which a young couple chronicles their entire relationship holding nothing back. (Playwright Song is the director of the films “Past Lives” and the recently released “Materialists.”) “White Rabbit, Red Rabbit” (July 6-Aug. 11) is Iranian playwright Nassim Soleimanpour’s theater experiment, which is performed cold by a different actor at each performance. Tickets: $20-$60. At TUTA Theatre, 4670 N. Manor. Visit tutatheatre.org.
- Midsommer Flight, a company that stages free performances of Shakespeare’s plays in city parks, presents “Love’s Labour’s Lost,” a romantic comedy about a king and his three noble companions who swear off women. Performances begin at 6 p.m. June 27 at Chicago Women’s Park and Gardens, 1801 S. Indiana. For a list of additional parks, visit midsommerflight.com.
Music
- Ten years ago Chris Stapleton, already a respected songwriter (“Nashville’s best-kept secret”), released his groundbreaking album “Traveller,” the Grammy Award-winner that brought him wider recognition. Now four albums later and the winner of a fifth Male Artist of the Year nod at the ACM Awards, his American Road Show tour continues to bring out new fans. Husband-and-wife duo The War and Treaty open at 7:30 p.m. June 27-28 at Credit Union 1 Amphitheatre, 19100 Ridgeland, Tinley Park. Tickets: $89+. Visit ticketmaster.com.
- Millennium Park Summer Music Series returns with a diverse lineup beginning June 26 with the Southern California soul of Thee Sacred Souls, Chicago-based soul outfit Renaldo Domino and the Heavy Sounds and tunes by DJ Nosha Luv. Free concerts continue at 6:30 p.m. most Mondays and Thursdays through Aug. 7 at Pritzker Pavilion, Michigan and Randolph. For a complete roster, visit millenniumpark.org.
- The Wildmans (brother-sister duo Aila and Elisha Wildman) tour in advance of their new album, “Longtime Friend” (due out July 11). The 12 songs, a cross-section of Americana, are born out of the siblings’ Virginia-Blue Ridge Mountains roots, a vibrant hotbed of bluegrass, old-time and mountain music. The Jenkins Twins open at 8:30 p.m. June 27 at the Hideout, 1354 W. Wabansia. Tickets: $18.65. Visit hideoutchicago.com.
- Third Coast Percussion’s Rhythm Fest is a daylong celebration of the ensemble’s 20th anniversary. Includes a sound and film installation by Glenn Kotche (Wilco) and performances by Zakir Hussain, Salar Nader, Clarice Assad, Tyondai Braxton, Michael Burritt, Jesse Montgomery, Conrad Tao and more. From noon-10 p.m. June 28 Epiphany Center for the Arts, 201 S. Ashland. Tickets: $60. Visit thirdcoastpercussion.com.
Museums
- “Gustave Caillebotte: Painting His World” offers a fresh look at the Impressionist artist who charted his own path in comparison to his peers. Included are more than 120 works — paintings, drawings, photographs and documents — that explore the personal interest and relationships that shaped him. From June 29-Oct. 5 at Art Institute of Chicago, 111 S. Michigan. Admission: $14-$32. Visit artic.edu.
Movies
- Destination Ghibli: Celebrating 40 Years features 14 films that highlight the work of Japan’s most beloved animation studio. All the greats are here from “Castle in the Sky” and “Howl’s Moving Castle” to “Kiki’s Delivery Service,” “Spirited Away” and “Princess Mononoke.” From June 27-July 3 at Music Box Theatre, 3733 N. Southport. Tickets: $12. For a complete list, visit musicboxtheatre.com.
- Fan favorites are among the offerings at the Millennium Park Summer Film Series. First up is the baseball-themed “The Sandlot” (July 1) followed by “Harry Potter and the Goblet of Fire” (July 8), “Indiana Jones and the Last Crusade” (July 15), “Love & Basketball” (July 22), “The Grand Budapest Hotel” (July 29), “My Best Friend’s Wedding” (Aug. 5), “Wicked” (Aug. 12) and “Pride and Prejudice” (Aug. 19). At 6:30 p.m. Tuesdays at Pritzker Pavilion, Michigan and Randolph. Visit millenniumpark.org.
- “Garland Jeffreys: The King of In Between” is a new documentary examining the 50-year career of the biracial singer-songwriter who “struggled to find his place in the white world of ’70s and ’80s rock.” Filmmakers Claire Jeffreys and Evan M. Johnson take part in a Q&A. At 7:30 p.m. June 28 at Old Town School of Folk Music, 4545 N. Lincoln. Tickets: $32. Visit oldtownschool.org.
Family Fun
- A new exhibit, “By a Thread: Nature’s Resilience,” dives into the science of biodiversity and what it takes to protect it. The interactive exhibit offers an ongoing community art project, a look at the work of museum scientists, fieldwork-inspired activities and more. To June 30, 2026, at Peggy Notebaert Nature Museum, 2430 N. Cannon. Admission: $10-$17. Visit naturemuseum.org.
- Rock and Roll Playhouse performs at Gallagher Way (outside Wrigley Field at Clark and Addison) beginning at 10 a.m. June 29 and July 27. The concerts feature movement, stories and the chance for kids (and parents) to rock out to iconic hits. Admission is free. Visit gallagherway.com.
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