Men's Casual Untucked Shirts

Mens casual untucked shirts make it easy to enjoy laid-back comfort and timeless style, whether you're heading out for a weekend adventure or relaxing with friends. Designed for everyday versatility, these shirts offer a relaxed look that pairs effortlessly with your favorite jeans, shorts or chinos. With a variety of colors, patterns and styles to choose from, finding the right mens casual untucked shirt is simple—so you can focus on making the most of every moment outside.

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504 Items

Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged midweight flannel shirt in barley plaid, made from 100% cotton with a slightly fitted untucked fit.

Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

A versatile white oxford shirt with moisture-wicking, stretch fabric, designed for a relaxed untucked fit.

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
Price was from: $64.95 now: $54.99

A breathable blue cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.

Pros: Breathable fabric Attractive appearance Relaxed untucked style Comfortable fit
Men's Casco Bay Rugged Polo, Short-Sleeve, Print
Price was from: $54.95 now: $44.99

A rugged blue cotton polo with contrast trim and a relaxed fit for untucked style.
Men's Bean's Moleskin Shirt, Slightly Fitted Untucked Fit, Print
Price was from: $89.95 now: $74.99

A wonderfully soft allspice camo moleskin shirt with a touch of stretch and heritage-inspired prints.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Print

A blue cotton-blend shirt featuring quick-drying, moisture-wicking stretch fabric and a slightly fitted untucked fit.
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
Price was from: $64.95 now: $54.99

A breathable brown plaid chambray shirt in a cotton blend with stretch and a relaxed untucked fit.

Pros: Durable construction Stylish design Breathable material Wrinkle-free fabric Comfortable fit
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged gray short-sleeve shirt in a soft, breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A slightly fitted, untucked cotton blend shirt in silver birch with stripes, perfect for casual wear.
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit
Price was from: $79.95 now: $64.99

A rugged brown cotton flannel shirt with a soft brushed finish, durable stitching, and untucked fit.
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

An indigo long-sleeve chambray shirt with built-in stretch, perfect for wearing untucked.

Pros: High quality Versatile design Soft fabric Good stretch Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Price was from: $74.95 now: $59.99

A green chambray shirt with stretch, moisture-wicking cotton blend, perfect for untucked casual wear.

Pros: High quality material Well made Good stretch Soft fabric Comfortable fit
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A pale khaki, midweight slub twill shirt with built-in stretch and moisture-wicking cotton blend fabric.

Pros: High quality Good color options Durable material Classic look Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $44.99

A royal blue plaid oxford shirt with moisture-wicking cotton blend and slightly fitted untucked fit.

Pros: High quality fabric Perfect fit Comfortable feel Wrinkle-free after washing Untucked design
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve

A breathable green cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
Price was from: $74.95 now: $62.99

A breathable blue cotton-blend chambray shirt with stretch, moisture-wicking fabric, and a relaxed untucked fit.

Pros: Easy to care for High-quality fabric Breathable material Stylish appearance Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit

A white cotton-blend oxford shirt with stretch, moisture-wicking performance, and a comfortable untucked fit.

Pros: High material quality Well-made construction Attractive appearance Comfortable fit
Men's 1912 Field Flannel Shirt, Hooded, Slightly Fitted Untucked Fit, Plaid
Price was from: $89.95 now: $74.99

A rugged brown cotton flannel shirt with a cozy hood, zip front, and soft brushed texture.
Men's Lakewashed Twill Shirt, Traditional Untucked Fit
Price was from: $69.95 now: $44.99

A bright blue cotton/TENCEL blend shirt with built-in stretch and a relaxed, untucked fit.
Men's Lakewashed Performance Polo, Short-Sleeve, Stripe
Price was from: $49.95 now: $34.99

A versatile bright mariner striped polo with moisture-wicking, UPF 50+ fabric, and resilient stretch for comfort.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid

A blue plaid short-sleeve shirt in moisture-wicking cotton blend, perfect for untucked wear.
Men's Sunwashed Corduroy Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $64.95 now: $54.99

A lightweight brown corduroy shirt with a vintage plaid pattern, washed for extra softness and comfort.
Men's Signature Vacationland Shirt, Short-Sleeve, Slim Fit
Price was from: $69.95 now: $44.99

A slim-fit, 100% cotton camp shirt in Baltic Blue Animals, perfect for warm days and casual outings.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit

A blue long-sleeve shirt in a breathable hemp/cotton blend, perfect for untucked casual wear.

Men's Casual Untucked Shirts

There’s something about men’s casual untucked shirts that captures the spirit of easygoing days and spontaneous adventures. Whether you’re heading out for a backyard barbecue, meeting friends for a weekend brunch, or simply enjoying a stroll along a shaded trail, these shirts are designed to keep you looking sharp without a second thought. The appeal lies in their versatility—untucked shirts bridge the gap between polished and relaxed, making them a natural choice for a wide range of occasions. With their comfortable cuts and timeless styles, they’re equally at home layered over a favorite tee for a laid-back evening or paired with chinos for a casual dinner out. The details matter, too: thoughtful tailoring ensures a flattering drape, while durable fabrics hold up beautifully to repeated wear and countless washes. It’s the kind of shirt you’ll reach for when you want to look put together, but still feel completely at ease.

As summer settles in, untucked shirts become a go-to staple for keeping cool and comfortable. Lightweight cottons and soft blends breathe easily on warm afternoons, while subtle patterns and classic colors add a touch of personality without ever feeling overdone. These shirts are built for movement, whether you’re tossing a frisbee on the lawn, packing up for a weekend getaway, or just relaxing on the porch with family. They also make thoughtful gifts for birthdays, Father’s Day, or any occasion when you want to give something practical yet stylish—something that’s sure to see plenty of use. The beauty of men’s casual untucked shirts is their adaptability: they suit all ages, fit seamlessly into any wardrobe, and offer lasting value season after season. With features like reinforced seams, easy-care finishes, and classic button-down styling, they’re designed to stand up to everyday adventures, big and small.

If you’re looking to expand your collection or find the perfect shirt for someone special, exploring the variety of Untucked Button Down Shirts is a great place to start. Each shirt is crafted with care to deliver comfort, durability, and timeless appeal—qualities that make them a trusted favorite year after year. Whether you’re dressing for a casual office day, a summer road trip, or simply enjoying the outdoors with loved ones, these shirts are ready for whatever the day brings. They’re easy to wear, easy to care for, and always ready to help you make the most of every moment, wherever your adventures take you.