Things to Do in Roscoe Village, Chicago Next Weekend, Sep 18–20, 2026

Stumblday's hand-checked ranking of the best things to do in Roscoe Village, Chicago, Lincoln Park, Lakeview & Wrigleyville next weekend, Sep 18–20, 2026: 1 pick.

1 picks · checked Sep 10

Roscoe Street — Damen to Leavitt, Roscoe Village, Lincoln Park, Lakeview & Wrigleyvillew_lemay · CC BY-SA 2.0 · Wikimedia Commons

September 18–20, 2026; Fri 5–10 p.m.; Sat noon–10 p.m.; Sun noon–8 p.m. CT

Retro on Roscoe

Classic cars, two music stages and a children’s area turn Roscoe Street into a weekend festival.

One Weekend Only

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#1September 18–20, 2026; Fri 5–10 p.m.; Sat noon–10 p.m.; Sun noon–8 p.m. CT · One Weekend Only

Roscoe Street — Damen to Leavitt, Roscoe Village, Lincoln Park, Lakeview & Wrigleyvillew_lemay · CC BY-SA 2.0 · Wikimedia Commons

One Weekend Only

Retro on Roscoe

Classic cars, two music stages and a children’s area turn Roscoe Street into a weekend festival.

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Things to Do in Roscoe Village, Chicago Next Weekend, Sep 18–20, 2026

1 pick

Retro on Roscoe

Retro on Roscoe

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