WHO WE ARE

Since 1929, we have been Chicago’s leading Custom Tailor – handcrafting garments of distinction – in our own downtown shop – for the area’s most discriminating men and women. Our approach is decidedly “old fashioned” – no offshore production or internet guesswork. Instead, we offer the sensible advice of seasoned clothing professionals and authentic, quality workmanship.

A pattern is created for each client by our staff – based on personal measurements and style preferences that are recorded in great detail. Multiple fittings with our hands-on tailors insure a perfect delivery. Every garment is meticulously cut, sewn and finished to fit comfortably, wear well and look great!

Our in-house staff of European Master Tailors has over 200 years combined experience in the pursuit of sartorial splendor. Nowhere in Chicago is this level of craftsmanship available to create a personal wardrobe. The result? Clothing of integrity that embodies the good taste and success of it’s owner.

  • “Expert bespoke craftsmanship with a wide array of fabrics done in the old world way. Highly recommended.”

    -Jay G.

  • “It was good to work
    with tailors who are onsite”

    -Cheyenne B.

  • “I just used Richard Bennett Custom Tailors for the first time, and I am impressed. Their staff of experts is professional, personable, and the workmanship is impeccable.”

    -Jeff P.

  • “What a fantastic experience!  They made me a suit EXACTLY to my specifications, and it fits my body perfectly! I am definitely returning to get another custom made suit.”

    -Lauren L.

  • “I have also worked with other top bespoke tailors in London, New York, Montreal, And Toronto.  Richard Bennett is at the top of the game.”

    -Scott P.

  • I can’t stress enough how happy I was with the final product…That final fitting where I got to see my suit in its finished state, I had a HUGE smile on my face.

    -Erica C.

 
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Recognized

CHICAGO'S MOST
RECOGNIZED TAILOR

PROUDLY MADE IN

AMERICA