Willis Tower Summer Concert Series Brings Free Outdoor Music to the Heart of Chicago
CHICAGO — One of the city’s most iconic landmarks is once again transforming into a vibrant open-air stage. The Willis Tower Free Summer Concert Series has returned to the Outdoor Terrace in Catalog, offering live music, skyline views, and happy hour eats every other Thursday evening this summer — all for free.
From soul to 90s hits and Fleetwood Mac tributes, the series is a celebration of local talent and community spirit, bringing people together on the scenic fourth floor for music, sunsets, and signature bites from Rick Bayless’s Tortazo.
Sunset Sounds on the Terrace
The concerts run from 4:30 to 6:30 PM and are produced by Magnificent Events and Entertainment, showcasing standout Chicago-area artists in an intimate outdoor setting. Guests are encouraged to bring lawn blankets and sunglasses to relax on the terrace while taking in live music and evening sun.
For those looking to snack, terrace-level happy hour specials will be available from Catalog restaurants, including Tortazo’s bold Mexican flavors and summer-ready cocktails.
2025 Lineup Highlights
This year’s diverse lineup offers something for every musical taste:
- June 12 – Marqueal Jordan | Soul & Jazz
- June 26 – Maggie Speaks | The 90’s
- July 10 – Girl Power | Celebrating Female Lead Vocalists
- July 24 – R-Gang | R&B
- August 7 – Gold Dust Dreams | Fleetwood Mac Tribute
Whether you’re craving nostalgia, powerhouse vocals, or smooth summer jazz, this year’s performers are poised to make each night memorable.
Free and Open to the Public
Admission is completely free and seating is available on a first-come, first-served basis. In the event of inclement weather, concerts will move indoors to the Catalog level off the Jackson entrance — ensuring the music never stops, rain or shine.
These events offer locals and visitors alike a unique way to experience downtown Chicago through music, food, and community — all against the stunning backdrop of one of the world’s tallest skyscrapers.
Which act are you most excited to see at Willis Tower this summer? Drop your thoughts below and follow ChicagoMusicGuide.com for more can’t-miss music events across the city!