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$118Other items in this collection
Core-White Solid
Choose your Size
Choose your Fit
Choose your Length
Select size to view in-store availability
All the benefits of athletic wear, disguised as a dress shirt. Made from high quality performance fibers, our Leeward dress shirt creates a comfortable, easy to care for dress shirt that is lightweight with superior quick-dry and stretch properties.
- Hidden button-down collar
- Back darts
- Curved hem
- Our short sleeves are designed to be worn untucked and are 2 inches shorter in length than our regular dress shirt
SKU: 1WS-0908
Model is 6’ 2” and is wearing a Medium, Trim Fit
The OG. There’s a reason they (we) call this The Best Damn Dress Shirt. The world’s first performance fabric dress shirt is still the best one out there. There’s a reason customers who buy this shirt race to replace every single style in their closet with Mizzen+Main.
- Machine wash cold
- Hang dry
- Low heat tumble dry if desired
Fabric Content: Polyester 85%, Spandex 15%
Styled With
A recommended pairing from our stylists.
Helmsman Jogger Pant






Frequently Asked Questions
The Leeward Short Sleeve shirt comes in the same Classic and Trim fits as our long sleeve Leeward styles.
The Leeward Short Sleeve is designed with a modern length that looks great worn untucked for a more relaxed yet still refined look. Check the product description for specific recommendations on each shirt.
The Leeward Short Sleeve shirt features a hidden button-down collar for a put-together look.
Yes. Their wrinkle resistance and easy-care properties make them ideal for travel.
The Leeward Dress Shirt is available in multiple fits, including Classic and Trim. We also offer a Tall length, to suit various preferences.
The Leeward Dress Shirt offers excellent wrinkle resistance, keeping you looking sharp throughout the day. For any initial wrinkles from the packaging, we recommend a gentle wash and then a low tumble dry or light steam to alleviate any wrinkles or creases.
Yes, these shirts are extremely easy to care for. Simply throw them in the wash using cold water and hang dry. If you see small wrinkles feel free to put it in the dryer at low heat to quickly remove them.
Yes. The Leeward Dress Shirt is designed to be worn with a tie, offering a polished, professional look.
Yes. These collared shirts transition effortlessly from professional to casual settings—pair them with dress pants or jeans for a more laid-back style.