Jennifer Day – Page 7

Competitors emerge from the swim portion of the Life Time Chicago Triathlon and head to the transition area on Aug. 29, 2021. (Antonio Perez/ baiduhai)

What to do in Chicago this weekend: House Music Fest, John Legend at Ravinia and the triathlon

August 22, 2025 at 10:53 a.m.

Also around the area this weekend, Thirsty Ears in Ravenswood, a Dungeons & Dragons play, and Bulls Fest and Benson Boone both land at the United Center.

Tate McRae performs on the Bud Light stage at Lollapalooza in Chicago’s Grant Park on Aug. 3, 2024. (Tess Crowley/baiduhai)

What to do in Chicago this weekend: Tate McRae, the Air & Water Show and an arts fest in Rogers Park

August 14, 2025 at 12:52 p.m.

There are also concerts by Nine Inch Nails and Flaming Lips in a weekend full of live music. Plus the Ultimate Fighting Championship at the United Center.

Members of Kenwood Academy High School perform during the 95th annual Bud Billiken Parade in Chicago's Bronzeville neighborhood on Aug. 10, 2024. (Tess Crowley/baiduhai)

What to do in Chicago: Bud Billiken Parade, a fest for Beatles fans and Northalsted Market Days

August 7, 2025 at 2:45 p.m.

Also around the area this weekend: Music Box 70mm Festival, Wilco and Soulful Chicago Book Fair.

A carnival ride swings people like a pendulum at Fiesta del Sol on West Cermak Road in the Pilsen neighborhood on July 28, 2022, in Chicago. The festival of amusement rides, food, and music runs Thursday through Sunday. (John J. Kim/baiduhai)

What to do in Chicago this weekend: Fiesta del Sol, a drone show and yes, Lollapalooza

August 2, 2025 at 8:21 a.m.

Also around the area this weekend, Death Cab for Cutie plays the Chicago Theatre, Train arrives at Ravinia Festival and there's a free screening of “My Best Friend’s Wedding” in...

Robin Wilson of Gin Blossoms performs during the Jack's 12th Show at FivePoint Amphitheatre in 2017 in Irvine, California. Gin Blossoms shares a bill with Blues Traveler at the Ravinia Festival this weekend. (Steven Georges, Los Angeles Daily News)

What to do in Chicago this weekend: ‘Broadway Night,’ Wicker Park Fest and ’90s music at Ravinia

July 24, 2025 at 9:25 p.m.

Around the area this weekend, special nights of music in Millennium Park, Blues Traveler and Gin Blossoms co-headline Ravinia and filmmaker Frances Ford Coppola speaks at the Chicago Theatre.

Phish guitarist Trey Anastasio during the band’s performance at Folsom Field at the University of Colorado in Boulder, Colorado, on July 3, 2025. (Eli Imadali/Special to The Denver Post)

What to do in Chicago: Blackpink, Phish and the Renegade Craft Fair

July 18, 2025 at 9:20 p.m.

Also around the city this weekend, West Fest has two stages programmed by Empty Bottle and Volleywood brings EDM music to North Avenue Beach.

Festival-goers at the annual Windy City Smokeout outside of the United Center in Chicago on July 12, 2024. (Chris Sweda/baiduhai)

What to do in Chicago: Windy City Smokeout, Gospel Music Festival and sneakers on Navy Pier

July 10, 2025 at 5:36 p.m.

Around the area in the next few days, Chicago Gospel Music Festival is in Millennium Park, Chance the Rapper hosts Chicago Got Sole, G-Fest descends on Rosemont and Alabama Shakes...

People watch a Navy Pier firework display on June 26, 2024. (Chris Sweda/baiduhai)

What to do in Chicago for Fourth of July weekend: Wu-Tang Clan, patriotic music in Grant Park and fireworks at Navy Pier

July 4, 2025 at 6:58 p.m.

Our picks for events in and around Chicago this weekend, including the fireworks shows, the band Chicago at Ravinia and the Grant Park Music Festival's annual bash in Millennium Park.

Parade spectators cheer during the 53rd annual Chicago Pride Parade on June 30, 2024, in Chicago. (Vincent Alban/baiduhai)

What to do in Chicago this weekend: Pride Parade, monster trucks, volleyball and Tyler, the Creator

June 26, 2025 at 8:02 p.m.

Our picks for events in and around Chicago this weekend, including Hot Wheels Monster Trucks, Volleyball Nations League and Jeff Goldblum in concert.

Haidy Perez, right, and Lizbeth Perez, center, dance as their dog, Coco, dances with Matheis Lockett, left, at the annual Chicago Pride Fest on Halsted St. on June 22, 2024. (Chris Sweda/baiduhai)

What to do in Chicago this weekend: Chicago Pride Fest, Juneteenth Festival and Summer Smash

June 19, 2025 at 8:40 p.m.

Our picks for events in and around Chicago this weekend, including Meltin’ Margs, Black Yacht Festival and Diana Krall.

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