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10 Epic Things to Do in Chicago This Weekend: House Music Festival, John Legend at Ravinia, Triathlon & More Events

10 Epic Things to Do in Chicago This Weekend: House Music Festival, John Legend at Ravinia, Triathlon & More Events

Chicago's Weekend Extravaganza: Music, Sports, and Culture

Chicago's Weekend Extravaganza: Music, Sports, and Culture

Chicago's weekend lineup is a vibrant tapestry of the city's rich cultural heritage, offering a mix of music, athletics, and community celebrations. As summer draws to a close, Chicago invites you to experience its unique charm through a series of events that highlight its diverse cultural DNA. From the pulsating beats of house music to the adrenaline of triathlons, this weekend promises unforgettable experiences.

A Musical Journey: From House Beats to Soulful Melodies

Chicago House Music Festival and Conference: A Tribute to Musical Roots

The Chicago House Music Festival and Conference is a homage to the city's legacy as the birthplace of house music. Over four days, Chicago transforms into a haven for music lovers, celebrating the genre that emerged from its underground clubs in the 1980s. The festival kicks off with engaging panel discussions and dance workshops, culminating in a spectacular four-stage music festival at Millennium Park on August 23rd. Expect electrifying performances from legends like Andre and Tony Hatchett, DJ Pharris Thomas, and Ralphi Rosario.

The festival concludes on August 24th with performances by DJ Jerome Baker and Julio Bishop at the Chicago Riverwalk's Confluence, symbolizing house music's flow through the city's cultural landscape.

John Legend at Ravinia: Celebrating "Get Lifted" 20th Anniversary

John Legend graces Ravinia with his "Get Lifted" 20th Anniversary Tour, celebrating the album that launched his illustrious career. On August 23-24, immerse yourself in Legend's soulful melodies at Highland Park's premier outdoor venue. This performance promises a blend of nostalgic hits like "Ordinary People" with selections from his extensive catalog, creating an intimate yet grand experience.

Additional Musical Highlights

Maren Morris brings her "Dreamsicle" tour to Ravinia on August 22nd, while Benson Boone captivates audiences at the United Center on August 23rd with his "American Heart" tour. These performances underscore Chicago's role as a major destination for world-class music.

Athletic Feats and Sporting Spirit

Chicago Triathlon: Embrace the Challenge

The Chicago Triathlon invites athletes of all ages to experience the city's stunning lakefront through a series of races. Whether competing individually or as part of a relay, participants tackle a 1.5-kilometer swim in Monroe Harbor, a 40-kilometer bike ride on a closed DuSable Lakeshore Drive, and a 10-kilometer run along the lakefront. This event showcases Chicago's natural beauty and tests endurance and strategy.

Bulls Fest 2025: A Celebration of Basketball

Bulls Fest 2025 brings basketball energy to the United Center parking lot, connecting fans with franchise legends and rising stars. Enjoy interactive elements like basketball clinics and a competitive 3-on-3 tournament, all while being entertained by Benny the Bull. This festival embodies the Bulls' commitment to year-round fan engagement.

Theater and Interactive Experiences

"Dungeons & Dragons: The Twenty-Sided Tavern"

The Broadway Playhouse at Water Tower Place hosts "Dungeons & Dragons: The Twenty-Sided Tavern," an interactive theatrical production that combines fantasy gaming with live performance. Engage in fantasy adventures, guided by a skilled Gamemaster, and enjoy Chicago-specific humor and audience participation.

Living Newspaper Festival: Art Meets Current Events

Jackalope Theatre presents the Living Newspaper Festival, transforming recent news stories into compelling short plays. This festival provides timely commentary on current events, offering audiences a unique way to process the overwhelming news cycle.

Community Celebrations and Local Culture

Edison Park Fest: A Neighborhood Tradition

Edison Park Fest is a testament to Chicago's neighborhood festival culture, offering a weekend of community celebration. Enjoy competitive bingo, carnival rides, a business expo, and live music, all while supporting local businesses through a suggested $10 donation.

Thirsty Ears Festival: Classical Music in Ravenswood

Access Contemporary Music presents the Thirsty Ears Festival, a classical music celebration featuring 19 acts across the Ravenswood neighborhood. Enjoy family-friendly activities like an instrument petting zoo and face painting, making classical music accessible to all.

Plan Your Chicago Weekend

Transportation and Logistics

With multiple major events, planning your transportation is crucial. Expect significant traffic around the United Center and plan accordingly for events at Ravinia and the triathlon's impact on lakefront traffic.

Weather Considerations

Late August weather in Chicago can be unpredictable. Check forecasts before heading to outdoor events to ensure comfort and preparedness.

Budget Planning

From free events to premium performances, Chicago offers entertainment for every budget. Plan ahead for better prices and preferred seating.

Embrace Chicago's Cultural Momentum

This weekend's events highlight Chicago's commitment to preserving cultural heritage while embracing contemporary entertainment. Whether you're drawn to music history, athletic challenges, or community celebrations, Chicago offers experiences that create lasting memories.

Ready to dive into Chicago's incredible weekend lineup? Check venue websites for specific timing, ticket availability, and any last-minute updates. Share your experiences on social media and celebrate the best of Chicago's summer offerings.

What events are happening in Chicago this weekend?

This weekend, Chicago is hosting several events including Bulls Fest 2025, Chicago House Music Festival and Conference, Benson Boone concert, "Dungeons & Dragons: The Twenty-Sided Tavern" interactive experience, John Legend concert, Thirsty Ears Festival, Living Newspaper Festival, Maren Morris concert, Edison Park Fest, and the Chicago Triathlon.

Where is Bulls Fest 2025 being held?

Bulls Fest 2025 is taking place at the United Center parking lot, Lot C, located at 1901 W. Madison St, Chicago. The event runs from 7 a.m. to 5 p.m. on August 23-24.

What can attendees expect at the Chicago House Music Festival and Conference?

Attendees of the Chicago House Music Festival and Conference can look forward to panel discussions, dance workshops, and a four-stage music festival that features performances by notable DJs like Andre and Tony Hatchett, DJ Pharris Thomas, Waxmaster, Tyree Cooper, and Ralphi Rosario. The event concludes with performances by DJ Jerome Baker and Julio Bishop at the Chicago Riverwalk's Confluence on August 24.

How can I get tickets for Benson Boone's concert?

Tickets for Benson Boone's "American Heart" tour concert at the United Center on August 23 can be purchased through unitedcenter.com. Since the show sold out quickly, tickets may also be available on the secondary market.

Where can I see John Legend perform in Chicago?

John Legend will be performing at Ravinia Festival, located at 201 Ravinia Park Road, Highland Park, on August 23-24. Gates open at 5 p.m. and the concert starts at 7:30 p.m. Tickets are available from $74 at ravinia.org.

#ChicagoEvents #WeekendVibes

Source: https://www.chicagotribune.com/2025/08/21/what-to-do-in-chicago-this-weekend-house-music-fest-john-legend-at-ravinia-and-the-triathlon/

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