These 34 activities are worth leaving the house for.
Ask me what you're after.
River North • $$
Step through a hidden door at House of Blues and find yourself in a gilded lounge that feels like a rock star's private club. Complimentary champagne, ornate decor, and live entertainment make every night feel like an occasion.
South Lawndale
A liquor store with nearly 1,500 tequilas? Believe it. Family-run Moreno's is the country's biggest agave distributor, with a hidden speakeasy pouring the good stuff out back.
Logan Square • $$
Malta India, tamarind, and culantro shape the cocktail list at Culebra, a Logan Square bar that draws on Puerto Rican flavors.
Chicago Loop • $$
A downtown Chicago staple for over 50 years, this restaurant serves critically acclaimed pizza and ribs in the heart of the city.
Bucktown
A moody, design-forward cocktail lounge tucked into Elston Avenue's industrial edge, where composed drinks and intentional atmosphere take center stage.
Lincoln Park
Top Chef alum Zubair Mohajir cooks his way along the ancient spice route, from wagyu beef cheek nihari to wood-fired tiger prawns. Cozy room, big flavors, and a cocktail bar hiding in back.
Browse Chicago neighborhood by neighborhood, get ideas just for you, or ask me anything.
34 activities · Page 1 / 1
Thu, Nov 12 · 5:00 PM
Chicago Magic Lounge · Ravenswood
Free
Fri, Nov 13 · 5:00 PM
The Green Mill · Uptown
$$
Tue, Nov 17 · 8:00 PM
The Green Mill · Uptown
$$
Thu, Dec 10 · 3:30 PM
Robert R. McCormick School of Engineering and Applied Science at Northwestern · Evanston
$75
Wed, Dec 16 · 3:30 PM
Robert R. McCormick School of Engineering and Applied Science at Northwestern · Evanston
$75
Mile High Cocktail Club · Streeterville
Bucktown
$$
West Town
$$$
Rush & Division
River North
River North
Lower West Side
$$
Club X Speakeasy · Chicago Loop
$$
Mile High Cocktail Club · Streeterville
Near North Side
River North
$$
West Town
Fulton Market District
$$
River North
$$
Green Door Tavern · River North
$$
Irving Park
3 Dots & a Dash · River North
$$
Lazy Bird · Fulton Market District
$$
Fulton Market District
Tinley Park
$$
River North
$$$
Lincoln Park
$$
Logan Square
$$
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.
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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.