Discover the latest featured pieces from your favorite Chicago Designers.

Featuring: PRODUCTION MODE

Sustainable design, ethically sourced right here in the US.
Lead designer, Jamie Hayes excels in slow fashion and bold looks.

Whether you’re reaching for a sharply tailored suit, something softly structured, or a piece that pushes boundaries altogether—Chicago’s menswear designers are ready. The city offers options for every kind of man: those who prefer classic silhouettes and conservative palettes, and those who lean bold, artistic, or entirely genreless. Some pieces embrace traditional masculinity with power and precision. Others invite experimentation, fluidity, and edge. The point is: your style doesn’t need to fit a mold—it just needs to fit you. Letty Sparrow works with designers who understand that dressing well is about more than following trends. It’s about showing up with intention, wherever you go.

BEST IN: MENS

Fit That Honors Every Body

Great design isn’t one-size-fits-all—and neither is style. Letty Sparrow features designers who cater to a range of bodies, including petite, plus, tall, and everything in between. Whether you’re seeking a better fit in the shoulders, extra length in the sleeve, or a silhouette that actually celebrates your shape, these brands don’t just accommodate—they customize. Made-to-measure isn’t a luxury here—it’s the standard.

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Of Chicago’s Best

NICZKA DESIGN HOUSE

CHAA LATTE

GENTE FINA

SUJATA GAZDER

HIJA DE NADA

CHRISTINA KARIN

DANA ASADY