Chicago Dinner and a Show: TAO, Comedy, Drunk Shakespeare

4.2 (4,034)

Tue – Thu, 17:00 – 22:00; Fri – Sat, 17:00 – 23:00; Sun, 10:30 – 22:00

632 N Dearborn St

TAO Chicago serves high-end Asian cuisine and cocktails in a two-level dining room linked by a grand staircase. Round banquettes and Chinese daybed-influenced sofas furnish the space. Subtle 3D projection mapping animates a 20-foot Quan Yin statue above a koi pond. A DJ accompanies dinner.

4.1 (1,655)

Tue – Fri, 10:30 – 00:00 (+1); Sat – Sun, 11:00 – 00:00 (+1)

110 W Hubbard St

Hubbard Inn spans multiple levels at 110 W Hubbard St in River North. A curved island bar, booths and hanging greenery shape the interior. The tavern offers happy hours and brunch. It is known for seasonal winter transformations with twinkling lights and holiday decor.

4.1 (17)

Thu, 18:30 – 00:00 (+1)

329 N Dearborn St

At 329 N Dearborn St, Chicago Comedy Club presents established and up-and-coming Chicago comedians in an intimate room. Food and craft cocktails accompany the live stand-up. The venue is popular for date nights, bringing comedy, drinks and food into one evening.

4.9 (2,787)

Mon – Tue, 18:30 – 21:00; Wed – Thu, 19:00 – 22:00; Fri – Sat, 16:30 – 00:00 (+1); Sun, 16:30 – 19:00

182 N Wabash Ave

At 182 N Wabash Ave, Drunk Shakespeare Chicago stages a 90-minute show in an intimate hidden theater. One actor takes five shots of whiskey while four sober castmates keep a classic play on track, with music, improvisation and crowd interaction. Audiences are 21 and older.