Untucked Button Down Shirts

Untucked button down shirts bring a relaxed, timeless style to your everyday routine. Designed for easygoing comfort and effortless versatility, these shirts look just right whether you’re heading out for a weekend adventure or gathering with friends and family. With classic details and a laid-back silhouette, untucked button down shirts make it simple to enjoy lasting quality and all-day ease, wherever the day takes you.

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298 Items

Men's BeanFlex® Denim Shirt, Traditional Untucked Fit
Price was from: $64.95 now: $49.99
Men's BeanFlex® All-Season Flannel Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $49.99
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Price was from: $69.95 now: $59.99
Men's Wicked Soft Flannel Shirt, Slightly Fitted Untucked Fit
Price was from: $49.95 now: $19.99
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
Price was from: $59.95 now: $49.99
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Long-Sleeve
Price was from: $59.95 now: $49.99
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
Price was from: $59.95 now: $49.99
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Traditional Untucked Fit
Price was from: $69.95 now: $29.99
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Short-Sleeve
Price was from: $54.95 now: $44.99
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $69.95 now: $59.99
Men's BeanBuilt Waffle Overshirt, Traditional Untucked Fit
Price was from: $89 now: $39.99
Men's Comfort Stretch® Corduroy Shirt, Long-Sleeve, Traditional Untucked Fit
Price was from: $69.95 now: $59.99
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
Men's PrimaLoft Lined Chamois Shirt Jac, Traditional Untucked Fit, Stripe
Price was from: $129 now: $89.99

Untucked Button Down Shirts

There’s something timeless and easygoing about untucked button down shirts—an unmistakable sense of comfort that fits right into the rhythm of summer days and cool evenings. Whether you’re heading out for a backyard barbecue, meeting friends at a lakeside café, or simply enjoying a stroll through the park, these shirts strike that perfect balance between relaxed and put-together. The untucked style is designed with a slightly shorter hem, so it drapes just right—never too long, never too short—making it easy to throw on over your favorite shorts or chinos. It’s a style that’s as at home on a casual Friday at the office as it is layered over a tee for a weekend adventure. With so many patterns, colors, and fabrics to choose from, there’s an option for just about every personality and every occasion. Lightweight cotton and linen blends keep things breezy when the sun is high, while soft flannels and brushed twills are there when the evenings cool off, offering comfort that lasts through every season.

Untucked button down shirts are a thoughtful gift for anyone who appreciates versatile, easy-to-wear pieces—dads, brothers, partners, or friends who enjoy spending time outdoors or relaxing with family. They’re a staple in any wardrobe, perfect for those who value both comfort and lasting quality. These shirts are built to handle the day’s adventures, from impromptu games of catch to campfire gatherings, and they look just as good fresh out of the dryer as they do after a full day of activity. When choosing the right shirt, consider details like breathable fabrics, reinforced seams, and easy-care finishes that stand up to repeated washings without losing their shape or softness. Look for a relaxed fit for ultimate comfort, or explore more tailored options—like those found in our Mens Slim Fit Untucked Shirts collection—for a modern, streamlined silhouette that still feels casual and approachable.

The beauty of untucked button down shirts lies in their adaptability. They pair effortlessly with everything from jeans and sneakers to khakis and boat shoes, making them a go-to choice for travel, family gatherings, or just enjoying the great outdoors. With their classic good looks and durable construction, these shirts are designed to be worn and enjoyed for years to come. They’re easy to pack, quick to throw on, and always ready for whatever the day brings—whether that’s a spontaneous picnic, a sunset walk along the shore, or a relaxed dinner on the patio. No matter how you wear them, untucked button down shirts offer a sense of freedom and laid-back style that makes every day feel a little more comfortable, a little more memorable, and a lot more fun.