Some cities got postcards. Chicago’s got scars. From the glittering lights of The Loop to the stink of Bubbly Creek, every corner’s got a story—some true, some twisted, all worth watchin’. You got the big names: Wrigley Field, Union Station, the Art Institute. But ask around long enough, and folks’ll point you toward places that don’t make the tour guides. Cemeteries where the headstones shift. Clubs where the music never stops—because the band’s been dead since ’38. Down here, landmarks don’t just tell history—they trap it. And if you listen close? Some of 'em are still talkin’.
├── Landmarks
├── Buildings & Establishments
├── Veil-Touched Sites
City Hall / County Building – Center of government and machine politics—familiar to every Chicagoan, despised or feared by most.
Grant Park – The city’s lakefront “front yard,” home to large rallies, parades, and music events.
Jackson Park – Still haunted by the memory of the 1893 World’s Fair; old lagoons, quiet trails, and rumors of what's left behind.
Lincoln Park – Sprawling green space, zoo included, bounded by rising apartment towers and deep-rooted politics.
Lower Wacker Drive
A second city under the city. Shadowy, industrial, maze-like.
Illinois Central Railroad Freight Depot – Where entire boxcars could disappear or be “redirected.” Great for contraband or Veil-infused cargo.
Vice, Nightlife & Criminal Influence
Chez Paree – Chicago’s most glamorous nightclub of the era—jazz, mobsters, chorus girls, and deals made between champagne refills.
The Silver Frolics – A lesser-known but real burlesque house downtown, known for heavy Outfit ties and political blackmail setups.
Green Mill Cocktail Lounge – Uptown jazz club with tunnels under the bar, ties to Capone, and a perfect Veil-crossover hotspot.
Colosimo’s Cafe (closed by this time, but still legendary) – Once the most infamous vice den on the South Side—use its old location as haunted or Veil-scarred.
Rialto Hotel (Loop area) – Known for short-term stays, poker games, and disappearances.
South State Street "Levee" Remnants – Though broken up by the ’50s, there were still bars, flophouses, and cat houses lingering under new names.
Shadow Commerce & Political Corridors
City Hall / County Building – Bribes in one door, favors out the other. Ward bosses, fixers, and federal agents played chess here daily.
First National Bank of Chicago – A literal vault of old money and Outfit accounts. Top floors quietly rented by unnamed “consultants.”
Randolph Street Market District – Outdoor stalls, backroom deals, and nighttime fencing of stolen goods.
State Street (that Great Street) - Glittering shop windows, neon lights, bustling department stores like Marshall Field’s.
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