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Shaun Milli
City Winery LLC
Shaun Milli

Shaun Milli

08/26/2026
Wed 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States
Sale starts soon

City Winery Chicago Presents Shaun Milli live on Wednesday, August 26th at (opens in a new tab)7:30 PM! (opens in a new tab)

Shaun Milli is 28 years old and already writing the kind of R&B that stays with you. His 2021 breakout "Love Me," a melancholic, blues-tinged meditation on longing, earned Song of the Year at the Radio and Records Awards and introduced a voice with a depth that didn't match his age. It still doesn't, and that remains the point.

The catalog he has built since proves the debut was no accident. "Selfish," "Let Go," "Blow My Mind," "Shot Clock," and "Reservations" trace the emotional architecture of someone who understands that the best soul music is specific enough to feel personal and universal enough to feel shared. His following has grown the way devoted audiences tend to, through word of mouth and repeat listening rather than algorithmic placement.

Now with a new album on the way in 2026 and a run of live dates behind it, Milli arrives in Chicago at the right moment. A seated room, wine poured to the table, and an artist performing material that rewards the kind of attention this setting makes possible.

For R&B listeners who found him early, this is the show you have been anticipating. For those arriving new, the voice will do the rest of the work.


🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)


Reserve your preferred wine by filling out this form(opens in a new tab) and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.


2 Item Per Person Encouraged

🎶 While we do not require a two-item food or beverage minimum, we strongly encourage it. Most ticket revenue goes directly to the artist and production costs, so food and drink purchases help support the staff, service, and atmosphere that make these intimate shows possible.

The good news: we think you’ll love the food and wine just as much as the show.

🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.(opens in a new tab)

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Shaun Milli
Main Stage, City Winery Chicago
Sale starts soon

08/26/2026
Wed 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States