skip to main content skip to footer

Tops
Men’s Collared Shirts
Leeward Dress Shirt

Leeward Dress Shirt

$85 Sale price$138 Original price

Average rating 4.8 stars

Other items in this collection

Swatch for Pink Heather

Swatch for Blue Cross Print

Blue Cross Print

Swatch for Light Blue Gingham

Light Blue Gingham

Swatch for Blue Tonal Check

Blue Tonal Check

Swatch for White Pink Geo Floral Print

White Pink Geo Floral Print

Swatch for Pink Gray Diamond Print

Pink Gray Diamond Print

Swatch for White Blue Dot Geo Print

White Blue Dot Geo Print

Swatch for White Maritime Blue Plaid

White Maritime Blue Plaid

Swatch for Set Sail Ipanema Star Print

Set Sail Ipanema Star Print

Swatch for Provence Plaid

Swatch for Bright White Multi Plaid

Bright White Multi Plaid

Swatch for Deep Ocean Multi Dot Print

Deep Ocean Multi Dot Print

Swatch for Lotus Windowpane

Lotus Windowpane

Swatch for White Windowpane

White Windowpane

Swatch for Skyway Circle Geo Print

Skyway Circle Geo Print

Swatch for Deep Sea Multi Plaid

Deep Sea Multi Plaid

Swatch for Prairie Sunset Multi Plaid

Prairie Sunset Multi Plaid

Swatch for Blue Lustre Danbury Plaid

Blue Lustre Danbury Plaid

Swatch for White Danbury Plaid

White Danbury Plaid

Swatch for Navy Montgomery Plaid

Navy Montgomery Plaid

Swatch for True Pink Solid

True Pink Solid

Swatch for Navy Dash Repeat

Navy Dash Repeat

Swatch for Navy Belmont Plaid

Navy Belmont Plaid

Swatch for White Ombre Diamond

White Ombre Diamond

Swatch for Navy 3D Cube

Swatch for Sand Ludlow Plaid

Sand Ludlow Plaid

Swatch for White Linear Triangle

White Linear Triangle

Swatch for Carolina Star

Swatch for Nile Blue Banker Stripe

Nile Blue Banker Stripe

Swatch for White Watershed Plaid

White Watershed Plaid

Swatch for White Polk Plaid

White Polk Plaid

Swatch for Coastal Fjord Todos Plaid

Coastal Fjord Todos Plaid

Swatch for Holly Berry Coastal Plaid

Holly Berry Coastal Plaid

Swatch for Sky Rodeo Plaid

Sky Rodeo Plaid

Swatch for White Medallion Print

White Medallion Print

Swatch for Sky Triangle Geo

Sky Triangle Geo

Swatch for White Brannon Plaid

White Brannon Plaid

Choose your Size

Choose your Fit

Choose your Length

Trim

Our Trim fit shirts are made to be fitted for a more custom made, tailored feel.

Spread Collar
Performance Fabric
Wrinkle Resistant
Four-way Stretch

All the benefits of athletic wear, disguised as a dress shirt. Made from high quality performance fibers, our Leeward fabric creates a comfortable, easy to care for dress shirt that is lightweight with superior quick-dry and stretch properties.

Fabric Contents: Polyester 88%, Spandex 12%

Leeward Dress Shirt

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

SKU: 1WS-0998

Care

Machine Wash Cold
Hang Dry

Styled With

A recommended pairing from our stylists.

Helmsman 5 Pocket Pant

$109 Sale price$138 Original price

Average rating 4.6 stars

(24)

Learn More about Helmsman 5 Pocket Pant

Styled With - A recommended pairing from our stylists. - Image 1 thumbnail

Styled With - A recommended pairing from our stylists. - Image 2 thumbnail

Styled With - A recommended pairing from our stylists. - Image 3 thumbnail

Styled With - A recommended pairing from our stylists. - Image 4 thumbnail

Styled With - A recommended pairing from our stylists. - Image 5 thumbnail

Styled With - A recommended pairing from our stylists. - Image 6 thumbnail

Styled With - A recommended pairing from our stylists. - Image 7 thumbnail

Styled With - A recommended pairing from our stylists. - Image 8 thumbnail

Styled With - A recommended pairing from our stylists. - Image 9 thumbnail

Styled With - A recommended pairing from our stylists. - Image 10 thumbnail

Product Reviews

Good day for it.

Sign up for 20% off your next purchase, exclusive offers, and updates about new products

Enter Email

© 2025 Mizzen+Main. All Rights Reserved.