This Week in Lincoln Park & Old Town: Wine Fest to Gallery Hop

Your week-ahead guide to Lincoln Park & Old Town — 4 picks worth planning around, from a wine fest to a free gallery hop.

By Raj Singh · Published October 11, 2026.

SUNDAY, OCTOBER 11

10th Annual Lincoln Park Wine Fest @ Jonquil Park

The 10th Annual Lincoln Park Wine Fest fills Jonquil Park with wine and food pavilions and sommeliers on hand, open from 11 a.m. on its final day. Admission is $30.

SUNDAY, OCTOBER 11

Topdog/Underdog @ Steppenwolf Downstairs Theater

Steppenwolf's Topdog/Underdog is a fierce two-hander about brothers Lincoln and Booth, named in jest, and a lifetime of rivalry that comes to a head. Sunday's matinee is at 3 p.m.

TUESDAY, OCTOBER 13

Married Without Children: Sketch Comedy, Improv, and Naughty Game Show @ The Second City e.t.c. Theater

Comedy couple Erin Island and Andrew McCammon bring Married Without Children to Second City's e.t.c. Theater for one night, part sketch, part improv, part naughty game show, at 7:30 p.m. Tickets are $25.

THURSDAY, OCTOBER 15

Lincoln Park Art Night

Five galleries across Lincoln Park and Old Town open their doors for a free art night, with hop-on, hop-off vans circulating between them from 5:30 p.m.

Find the full slate: more Lincoln Park & Old Town events.