Custom-Made Dress Shirts for Men in Chicago, IL

Premier Custom Tailored Shirts

You deserve more than mass-produced, generic garments. Invest in timeless sophistication and a precise fit with Richard Bennett Custom Tailors’ custom-made dress shirts. As the leading tailors in Chicago, IL, we offer the key to elevating your comfort and appearance. Using your measurements and preferences as blueprints, we’re your source for premium one-of-one designs.

Custom Dress Shirts in Chicago, IL

Benefits of Custom-Made Dress Shirts

Custom made dress shirts set the standard for elegance. The benefits of opting for a one-of-a-kind design include:

  • Precise fit based on your exact measurements and body type
  • Utmost personalization with versatile style, fabric, and detail options
  • Premium-quality materials for enhanced durability and longevity
  • Prompt and efficient tailoring process

Seasonal Collections & Trends

Dress shirts are the foundation of your fit, meaning even layered with a custom jacket, they should never be basic. It’s time to exceed the ordinary and embrace modernity with our expansive inventory of seasonal collections and trendy patterns, fabrics, and colors. Our style reach combines old-school, hand-sewing techniques with contemporary designs to refresh your look.

Power of Personalization

We empower our clients to embrace individuality. We guide you through the customization process, exploring design options including:

  • Collars – Traditional spread collars, sleek point collars, or sophisticated button-down styles
  • Cuffs – Choose from French, barrel, or convertible cuffs for a subtle yet impactful enhancement
  • Fabrics – Browse cottons, linens, and blended options to achieve relaxed to formal designs

Achieve a Superior Fit With Meticulous Measurements

At Richard Bennett Custom Tailors, we have refined our measurement process. Our approach means we measure more than 40 aspects of your physique in great detail. Once we finalize the measurements, they are translated into custom patterns for your design, ensuring all your specific demands are represented and incorporated into the final product.

Alleviate Fit Concerns

Common dress shirt concerns include insufficient arm lengths, excess fabric or tightness, and faulty collars. Fortunately, these issues are obsolete with Richard Bennett Custom Tailors. Using your measurements as our guide, we meticulously craft designs that complement your physique and align with your needs and style preferences, eliminating the common nuisances of off-the-rack purchases.

Tailored to Your Wardrobe Demands

Appearances matter with first impressions. Whether you have an upcoming business meeting or celebration or simply want to refine your look, leave off-the-rack dress shirts in the past. At Richard Bennett Custom Tailors, we tailor custom men’s dress shirts to accommodate any event you want to level up for.

Proper Care for Custom Fit Dress Shirts

Custom men’s dress shirts are made with superior materials for maximum durability. However, maintenance also plays a role in the longevity of your garment. Based on your selected fabric, we will provide detailed care guidelines, including washing, ironing, and storing instructions that uphold the integrity of your custom dress shirts.

Discover & Define Your Style 

We are committed to adopting and mastering the latest trends in the ever-evolving realm of men’s fashion. With unparalleled knowledge and industry connections, our classic lookbooks guide our clients toward discovering and defining their respective styles. Browse stunning combinations and casual to formal wear as we showcase the versatility of a well-tailored shirt.

The Place for All Style Enthusiasts

With a legacy dating back to 1929, our European Master tailors are long-standing fashion enthusiasts. To share our passion, connect, and inspire, we’ve created the ultimate fashion and tailoring resource with our blog. From trusted styling tips to industry insight, discover guidance that allows you to immerse yourself in the art of tailoring.

Amplify Your Wardrobe With Chicago’s Best

Bringing nearly a century of experience to every design, Richard Bennett Custom Tailors creates custom dress shirts for men with the highest level of luxury and personalization. Our legacy as Chicago’s premier tailor is a testament to the level of quality you can expect from us. We are your partner in confidence and time-honored style. 

Contact Us to Create Your Custom Made Dress Shirt

Experience personalization that sets your custom made dress shirts apart from the average with Richard Bennett Custom Tailors. Browse our lookbooks to get inspired by the best custom dress shirts men online and start your journey toward maximizing your style. Invest in yourself and contact our renowned tailors to schedule a consultation today.