These 92 activities are worth leaving the house for.
Ask me what you're after.
October 22 at 6pm +2
Lincoln Park Conservatory · Lincoln Park • $75
The Lincoln Park Conservatory glows after dark, and Meadowlark is behind the bar. Sip four mini craft cocktails inspired by Midwest flora and fauna while wandering the illuminated Victorian Glasshouse, with small bites and music to keep you company.
October 31
After Chicago · Fulton Market District
Fulton Street's moody, candlelit cocktail den transforms into a Halloween haunt where bespoke drinks and a theatrical atmosphere make October 31 feel deliciously sinister.
Goose Island • $$
Motel Bar channels a mid-century supper club vibe that feels nostalgic yet fresh. Settle into the warm, retro dining room for craft cocktails and a full menu that leans upscale without losing its neighborhood haunt comfort.
Bucktown • $$
TRUCE morphs from creative coffee shop to cocktail bar as the day unfolds, serving adventurous flavor combinations in a cozy, upscale neighborhood setting.
West Town • $$$
Family recipes meet serious cocktail game at this intimate Korean spot. Come hungry, bring friends who share, and don't skip the beef ribs or uni rice.
Riverside
Step into a Day of the Dead wonderland where skull art and immersive decor set the scene for excellent tequila cocktails and tasty bar bites like street tacos and guac.
Browse Chicago neighborhood by neighborhood, get ideas just for you, or ask me anything.
92 activities · Page 1 / 2
Tue, Oct 13 · 8:00 PM
Chicago Magic Lounge · Ravenswood
Free
Wed, Oct 14 · 5:00 PM
Chicago Magic Lounge · Ravenswood
Free
Wed, Oct 14 · 8:00 PM
The Green Mill · Uptown
$$
Thu, Oct 22 · 5:00 PM
The Green Mill · Uptown
$$
Sat, Nov 7 · 3:00 PM
The Green Mill · Uptown
$$
Tue, Nov 17 · 8:00 PM
The Green Mill · Uptown
$$
Thu, Dec 10 · 3:30 PM
Robert R. McCormick School of Engineering and Applied Science at Northwestern · Evanston
$75
Fri, May 7 · 3:00 PM
Fitzgerald's Sidebar · Berwyn
$$
Puttery · Fulton Market District
Uptown Lounge & Coffee Shop · Uptown
$
The Dandy Crown · West Town
$$
ROOF · Chicago Loop
Bronzeville
$$
Chicago Loop
Maplewood Brewery & Distillery · Logan Square
Streeterville
$$
Near South Side
$$$
Lake View East
$$
Lincoln Park
Chicago Loop
$$$
West Town
$
West Loop
$$$
Avondale
$
Berwyn
West Town
$$$
River North
Lake View East
$$
Near South Side
$$$
West Town
$$
West Town
$
West Loop
$$$$
South Lawndale
River North
$$
River North
West Town
$$
Tinley Park
$$
Chicago Loop
$$
Logan Square
$$
Lake View East
$$
Lower West Side
South Lawndale
$$
Club X Speakeasy · Chicago Loop
$$
Fulton Market District
West Town
$$
Chicago Loop
$$
West Loop
$$
Near North Side
Near South Side
$
River North
$$$
West Town
$$
Lincoln Square
Fulton Market District
$$$$
Lincoln Park
$$
West Town
$
Check what’s playing at Steppenwolf Theatre Company for theatre, or Sleeping Village for live music. Read about the actual production or listen to the artist before choosing. You don’t need to recognise a name for it to be your kind of evening.
Choose the show first, then make plans nearby. Leave enough room between dinner and curtain time to enjoy both. Tell me where you’re staying and whether you’re taking transit, and I can help narrow the search to an evening that fits together.
Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.
You can browse these pages without an account. Sign in to save activities and help me learn your taste, so future suggestions have a better starting point.
Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.