WEDDINGS and Events

Celebrating your “Big Day?” – CONGRATULATIONS!

We LOVE weddings and look forward to creating that special look for your very special occasion! We specialize in Formal Wear for both Men and Women – custom designed and personally fit to your own taste and size.

From Tuxedos to Tails, Dinner Jackets to Custom Shirts and Accessories, our in-house staff of tailors makes the full array of tailored garments – and can also custom design and deliver almost any style you seek. Our expert sales staff works intimately with each couple to make sure you look great – and feel even better!

We are Chicago’s leading and most trusted custom tailor – hand crafting for the area’s leading Women and Men since 1929. Every garment is hand cut and sewn by in-house Master Tailors – never off-shored to remote 3rd party factories! We know how important this garment is to you and guarantee on-time delivery that fits right, looks great and wears well.

Thinking about your own designs or images? Please email to: – we would be happy to review and give you our feedback!

We welcome every couple and share your joy!

Shown Below : Actual Richard Bennett Customers and Wedding Designs – (We do not make gowns)


  • “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.