Wine Down Comedy

Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and enjoy a thoughtfully paired night where every comedian comes with a featured wine tasting to match the vibe: a Riesling, Chardonnay, Rose, Pinot Noir, Sangiovese, and Shiraz. Hosted by Grace Kilpatrick and Sam Rossi Tickets: $45 w/ drink package, $20 general a

More on Friday

Lincoln Park Wine FestOctober 9–11, 2026; Friday 5–10pm, Saturday 11am–10pm, Sunday 11am–7pmJonquil Park, Lincoln Park, Lakeview & WrigleyvilleGeneral admission from $30One Weekend Only

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Also in Lincoln Park, Lakeview & Wrigleyville

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See the full ranked weekend board →