Men's Untucked Fit Shirts

Men's untucked fit shirts are designed to bring effortless style and comfort to your everyday routine. With a classic look that’s easy to dress up or down, these shirts offer a timeless option for workdays, weekends and everything in between. Whether you’re heading out with friends or relaxing at home, men’s untucked fit shirts make it simple to enjoy lasting quality and versatility—all with a laid-back fit that’s made for movement.

Sort by:

Filter & Sort

298 Items

Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid

A slightly fitted, untucked plaid shirt in bayside blue, made from a moisture-wicking cotton blend.

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

A red cotton-blend chambray shirt with built-in stretch, moisture-wicking fabric, and a relaxed untucked fit.

Pros: Soft and stretchy fabric True to size fit Versatile style Comfortable material High quality construction
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Price was from: $74.95 now: $44.99

A yellow cotton-blend plaid shirt with stretch and moisture-wicking performance, designed for untucked comfort.

Pros: Well-made construction Stylish design Attractive color and print Comfortable fit High-quality, durable material
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve

An indigo chambray shirt with a moisture-wicking cotton blend and stretch for comfort, perfect untucked.
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged midweight flannel shirt in vintage indigo plaid, 100% cotton, with a slightly fitted untucked fit.

Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
Men's Organic Seersucker Shirt, Short-Sleeve, Slightly Fitted, Stripe
Price was from: $49.95 now: $39.99

A breathable, bright blue short-sleeve shirt made from 100% organic cotton seersucker with a slightly fitted design.

Pros: Great fit High-quality material Stylish look Easy care Favorite for summer
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A vintage indigo plaid chambray shirt with moisture-wicking cotton blend and built-in stretch for comfort.

Pros: Attractive colors Perfect fit Receives compliments Great looking style
Men's BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A midweight sage twill shirt with built-in stretch, designed for untucked wear and all-day comfort.
Men's Field Trip Shirt Jac
Price was from: $99 now: $74.99

A versatile gray shirt jac made of 100% cotton with chore coat styling and multiple pockets.
Men's BeanFlex® Denim Shirt, Traditional Untucked Fit
Price was from: $64.95 now: $44.99

A dark indigo denim shirt with built-in stretch, designed for untucked wear and all-day comfort.

Pros: Excellent fabric quality Perfect fit Well-made Classic style High comfort
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

A green cotton blend shirt with built-in stretch, perfect for wearing untucked with ease.

Pros: Attractive color Soft and stretchy fabric High quality material Versatile style Comfortable fit
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $44.99

A vintage indigo, wrinkle-free, ultrasoft brushed cotton shirt with a slightly fitted untucked fit.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Nice color
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A rugged toffee twill shirt with built-in stretch, moisture-wicking cotton blend, and untucked fit.

Pros: High quality Warmth Durable Nice material Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid

A brown plaid short-sleeve shirt in a breathable cotton blend with moisture-wicking and stretch features.

Pros: Stylish design Durable material High quality construction Wrinkle-free fabric Comfortable fit
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe

A breathable blue cotton-blend chambray shirt with built-in stretch and a moisture-wicking, untucked design.

Pros: Breathable fabric Attractive appearance Comfortable fit Moisture-wicking design
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

A versatile white oxford shirt with moisture-wicking cotton blend and stretch for ease of movement.

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe

A blue striped chambray shirt in a breathable cotton blend with stretch and moisture-wicking comfort.

Pros: Easy to care for Stylish design Breathable and stretchy Great fabric quality Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit

A white cotton-blend oxford shirt with stretch, moisture-wicking fabric, and a slightly fitted untucked design.
Men's No Fly Zone Explorer Shirt

A green seersucker and nylon shirt offering UPF 50+ sun protection and insect-repellent technology.
Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $54.99

A slim-fit walnut shirt made from a soft cotton blend with a button-down collar and chest pocket.
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $49.99

A pale khaki chambray shirt with built-in stretch, designed for comfort and untucked style.
Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $59.95 now: $49.99

A superlight black short-sleeve shirt made from breathable, crinkled cotton gauze for warm-weather comfort.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $49.99

A tan long-sleeve shirt in a breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe

A blue striped cotton-blend oxford shirt with stretch, moisture-wicking performance, and an untucked fit.

Men's Untucked Fit Shirts

There’s a certain kind of ease that comes with slipping on a shirt designed to be worn untucked. The look is relaxed, yet pulled together—perfect for days when you want to feel comfortable but still look presentable, whether you’re heading out to meet friends, enjoying a casual Friday at the office, or spending the afternoon outside with family. Untucked fit shirts are thoughtfully crafted with just the right length, so they hang neatly at the hips without appearing too long or too short. That means no fussing, no constant tucking or adjusting—just a shirt that’s ready for wherever the day takes you. As the air turns crisp in October, these shirts become a staple for layering. Toss one over your favorite tee for a walk through the changing leaves, or pair it with a lightweight vest for an easygoing look that transitions seamlessly from backyard barbecues to impromptu gatherings around the fire pit. The beauty of untucked fit shirts lies in their versatility; they’re equally at home dressed up with chinos for a dinner out as they are thrown on with jeans for a weekend getaway.

When choosing an untucked fit shirt, it’s worth considering the fabric and details that suit your lifestyle. Soft cottons and breathable blends offer lasting comfort for all-day wear, while subtle patterns and classic plaids bring a timeless appeal that never feels out of place. Details like button-down collars, sturdy stitching, and easy-to-roll sleeves add to the shirt’s practicality, making it a reliable choice for everything from travel to everyday errands. For those who appreciate a wardrobe that works as hard as they do, untucked fit shirts are a smart investment—durable enough to withstand frequent wear and washing, yet comfortable enough to become an instant favorite. They also make thoughtful gifts for any man who values both style and ease. Picture wrapping up a shirt for a birthday or holiday, knowing it’s a gift that will see plenty of use, whether it’s for a brother who’s always on the go, a dad who loves spending time outdoors, or a friend who’s building out his collection of reliable everyday layers.

As you explore the many ways to wear and enjoy untucked fit shirts, you’ll find they quickly become an essential part of your wardrobe rotation. Their straightforward style and comfortable fit make them a natural choice for everything from weekend adventures to weeknight dinners. If you’d like to see more options and find just the right look for your needs, be sure to browse our full collection of Men's Casual Untucked Shirts. Each shirt is designed with lasting value and everyday comfort in mind, so you can count on them season after season.

FAQs

Untucked fit shirts are designed with a slightly shorter length, so they look neat and intentional when worn outside the pants. This thoughtful design detail means you don’t have to worry about the shirt appearing too long or bulky, making it perfect for casual occasions and everyday wear.

Absolutely. Untucked fit shirts are a great choice for layering, especially during the fall and winter months. They pair easily with sweaters, vests, or lightweight jackets, providing both warmth and a relaxed, comfortable style for outdoor activities or cozy indoor gatherings.

Yes, untucked fit shirts are versatile enough to be dressed up or down. Pairing them with chinos or corduroys and adding a blazer or pullover can create a polished look that’s still comfortable and approachable for dinners, casual office days, or get-togethers.

Untucked fit shirts are often crafted from soft cotton, cotton blends, or lightweight flannel. These fabrics are chosen for their durability, breathability, and comfort, making them ideal for year-round wear and easy care.

Untucked fit shirts make a thoughtful gift for anyone who values comfort and timeless style. They’re especially appreciated by those who enjoy easygoing, versatile clothing—whether it’s for a family member, friend, or anyone building a wardrobe of reliable, everyday favorites.

It's time to upgrade your browser

Men's Untucked Fit Shirts