Entertainment in Chicago worth going out for.

The neighbourhoods are the whole point, and I'd rather send you to Pilsen or Logan Square than anywhere downtown.

I keep track of entertainment in Chicago and only keep the ones worth going to. Ask me what you're after.

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Browse Chicago neighborhood by neighborhood, get ideas just for you, or ask me anything.

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Top picks

Lincoln Park Conservatory After Dark

Lincoln Park Conservatory After Dark

Thu, Oct 22 · 6:00 PM

Lincoln Park

Botanical cocktails after dark

One time only
The Chopping Block

The Chopping Block

Lincoln Square

Chef demos & tastings

Chicago Magic Lounge

Chicago Magic Lounge

Ravenswood

speakeasy magic & cocktails

TenderFest

TenderFest

Sat, Oct 10 · 11:00 AM

Streeterville

Crispy tenders galore

One time only
Game Day Elevated

Game Day Elevated

Sun, Oct 11 · 12:00 PM

Chicago Loop

Rooftop sports & skyline

Great terrace
Taste of Hope

Taste of Hope

Thu, Nov 5 · 6:00 PM

Streeterville

Charity tasting gala

One time only
SiriusXM Octane Presents: Ninth Key

SiriusXM Octane Presents: Ninth Key

Fri, Nov 6 · 8:00 PM

West Loop • $$

Rock, burgers & cold beers

One time only
FITZGERALDS TEACHER HAPPY HOUR 11/6

FITZGERALDS TEACHER HAPPY HOUR 11/6

Fri, Nov 6 · 3:00 PM

Berwyn • $$

Teacher drink deals

One time only
Fitzgerald's Sidebar

Fitzgerald's Sidebar

Berwyn • $$

Cozy neighborhood cocktail bar

Great terrace
West Argyle Street & North Kenmore Avenue

West Argyle Street & North Kenmore Avenue

Uptown

summer street food festival

Not everyone knows about these

Black Lagoon

Black Lagoon

Tue, Oct 6 · 5:00 PM

Lincoln Park

Immersive Halloween cocktail haunt

Trendy
Bobby's Eastside

Bobby's Eastside

Forest Park • $$

Smash burgers & live music

Friendly Tap

Friendly Tap

Berwyn • $

Coffee, music & community

void

void

Avondale

Playful red sauce reimagined

Phodega

Phodega

West Town • $

Viet street food & house beats

Great terrace
Next Restaurant

Next Restaurant

Fulton Market District • $$$$

rotating themed tasting menus

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Entertainment in other cities

Frequently asked questions

How are these entertainment in Chicago chosen?

I go through what's actually on nearby and keep only the ones worth the trip. Nobody pays to be on this list.

Is everything here still happening?

Yes. If it's on the list, it's still on — anything that's finished drops off by itself.

How do I find something that suits me?

Open the map and tell me what you're after — a good terrace, somewhere that works with kids, something on tonight. I'll answer and narrow it down with you.

Do I need an account?

No, everything here is browsable without one. An account is how I learn your taste, your people and your saves, so what I show you keeps getting closer to what you'd actually go to. You can also have ideas sent to you by email or message if you want them.

Is it free?

Yes, completely.

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