STREET STYLE

A collection of photos showcasing Chicago Street Style and Fashion.

A woman wearing red shorts and sunglasses holding a brown purse.
Red Shorts in West Town
Chicago Street Style Fashion Blog
Green Music Fest: Excess-ories Done Right
A woman standing in front of an orange wall.
Rhianna at Hermes in Chicago
A woman in a gold dress standing on the floor.
Night Walk 2010 at The Modern Wing
Candids Outside of Art Chicago
Candids Outside of Art Chicago
Bullets and Butterflies at Art Chicago
Bullets and Butterflies at Art Chicago
Chicago Social "Men of Style" Party
Chicago Social "Men of Style" Party
Redhead at Roslyn Boutique
Redhead at Roslyn Boutique
Silver Dior Sneakers in the South Loop
Silver Dior Sneakers in the South Loop
Boys In Boots on Chicago Ave.
Boys In Boots on Chicago Ave.
Featured Posts
Cherry Coded
best dirty martini in chicago
POV: You’re Drinking the Best Dirty Martini in Chicago
What Cool Girls Will Be Wearing as Summer 2025 Fashion Trends