Navy Madison Check Leeward Dress Shirt

Lavelle Blazer & Pants

Lightweight Fresco Suit Blazer & Pants

Leeward Dress Shirt

Watson Blazer & Suit Pant

Fresco Suit Jacket & Pants

20% off LC

Embroidery Available

Main Man 3

Mizzen Man 3

Restocked

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Gift Cards No Returns

Highly Rated

No returns

Embroidery

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Returned items must be unworn and unwashed with all tags attached

Not eligible for refund. Exchange or store credit only up to 45 days after date of delivery

Size

Length

Navy Solid Helmsman Chino Pant

29W / Slim / 30L

30W / Slim / 30L

30W / Slim / 32L

31W / Slim / 30L

31W / Slim / 32L

32W / Slim / 30L

32W / Slim / 32L

32W / Slim / 34L

33W / Slim / 30L

33W / Slim / 32L

34W / Slim / 30L

34W / Slim / 32L

34W / Slim / 34L

35W / Slim / 30L

35W / Slim / 32L

36W / Slim / 30L

36W / Slim / 32L

36W / Slim / 34L

38W / Slim / 32L

38W / Slim / 34L

40W / Slim / 32L

38W / Slim / 30L

Brown Solid Leather Belt

The Leeward is a lightweight, wrinkle-resistant performance dress shirt with built-in stretch. Designed for easy care, breathable comfort, and all-day wear. No dry cleaning needed.

Lightweight feel, ideal for year-round wear

Moisture-wicking, breathable, wrinkle-resistant, 4-way stretch

Fabric Content: 88% Polyester, 12% Spandex

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.

Clayton Crawford

large / trim / regular

3x-large / classic / regular

large / classic / regular

large / trim / tall

medium / classic / regular

medium / trim / regular

medium / trim / tall

small / trim / regular

x-large / classic / regular

x-large / trim / regular

x-large / trim / tall

xx-large / classic / regular

xx-large / trim / regular

Navy Madison Check Leeward Long Sleeve Dress Shirt

Large / Classic / Regular

Large / Trim / Regular

Large / Trim / Tall

Medium / Classic / Regular

Medium / Trim / Regular

Medium / Trim / Tall

Small / Trim / Regular

X-Large / Classic / Regular

X-Large / Trim / Regular

X-Large / Trim / Tall

XX-Large / Classic / Regular

XX-Large / Trim / Regular