Men's Shorts

From dress shorts to relaxed seasonal styles, explore modern men's shorts for warm-weather dressing

Custom tailored shorts should combine comfort, refinement, and effortless style. At Tom James, our men's shorts are made with a personalized fit and crafted from luxury fabrics, offering a polished approach to seasonal dressing and relaxed everyday wear.

Discover our men’s shorts below, including tailored dress shorts and casual styles, to find inspiration for your next look. Explore fabrics, colors, and lengths, then connect with a clothier to create a pair of custom men's shorts designed exclusively for you.

Are you looking for a fit that is uniquely yours?

Whether you prefer custom tailoring or simply desire a more personalized experience, our expert Tom James tailors will meet with you where you work, where you live or where you play to create a garment tailored specifically for you.

We use your zip code to align you with the nearest Tom James Clothier. We use your email and phone number to contact you and schedule your wardrobe consultation. See our Privacy Policy for details.

WHAT OUR CUSTOMERS SAY

"I have started working with Justin to obtain some clothing over the last year. Just is passionate about what he does. He comes to every meeting with a lot of energy with a goal of figuring out the best clothing solution for where you are in your career. The end products are always top notch but it is his expertise and guidance that makes Justin unique. Plus, he makes the process a lot of fun. I highly recommend that you at least set an appointment to hear what he has to offer. You will not be disappointed."

Custom Clothier Justin Thomas

Clothier:

Justin Thomas

Tom James of Chicago Downtown

"Tom James Clothing - the fabrics, the style, the fit - is and has been the place for the best business executive look. The clothes are great, but the service provided by Elaine Skoglund, my personal clothier for the last 25 years is even better. Attention to detail and the finest fashion have kept me coming back."

Custom Clothier Elaine Skoglund

Clothier:

Elaine Skoglund

Tom James of Chicago Downtown

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