Men's Casual Button Down Shirts

Men's Casual Button Down Shirts
36 results
Best MatchNewest ArrivalsPrice: Low to HighPrice: High to Low
Men's Casual Button Down Shirts
36 results
Best MatchNewest ArrivalsPrice: Low to HighPrice: High to Low

Linen Long Sleeve Shirt
Linen Long Sleeve Shirt
$39.99
$89.00
This Original Penguin linen-blend long sleeve shirt is the ultimate choice for both easy style and all-day comfort. With its slim fit design, button-down collar and durable plain weave fabric, this men's button-down shirt is the ideal choice for any occasion. The stretch fabric ensures maximum comfort and ease of movement while the timeless solid color design is easy to pair with a range of bottoms, making it a must-have essential for any wardrobe. Slim Fit Enhanced With Stretch For Comfort Button Down Collar Buttoned Cuffs Embroidered Pete Logo At Left Chest Pocket Machine Wash Fabrication: 53% Linen, 45% Cotton, 2% Elastane Weave Fabrication
Original Penguin
SKU: #009246930997
Seersucker Short Sleeve Shirt
Seersucker Short Sleeve Shirt
$34.99
$95.00
A fresh twist on the timeless classic button-down, the men's seersucker shirt is crafted from textured cotton. Added stretch and a slim fit design create exceptional comfort without compromising its smart silhouette, making this a wardrobe essential for men on-the-go. Team it with crisp chinos for a refreshing twist. Enhanced With Stretch For Comfort Slim Fit Button-Down Collar Embroidered Pete Logo On The Chest Pocket Machine Wash Fabrication: 96% Cotton, 4% Elastane Seersucker Fabrication
Original Penguin
SKU: #009246702945
Core Oxford Shirt
Core Oxford Shirt
$34.99
$79.00
A smart wardrobe essential, this Original Penguin men’s button-down shirt has a versatile solid-colored design perfect for any casual outing. It’s made with Oxford fabric, which is crafted with a braided weave for impressive durability and a subtle textured look. The slim-fitting shirt is enhanced with stretch for a flexible fit, and it has a button-down collar to keep your look polished as you work through your errands or enjoy a relaxing night out on the town. Our mascot Pete the penguin appears as a logo on the chest, adding a fun finishing touch. Classic Fit Enhanced With Stretch For Comfort Button Down Collar Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 100% Cotton Oxford Fabrication
Original Penguin
SKU: #740670907796
Delave Linen Long Sleeve Pocket Shirt
Delave Linen Long Sleeve Pocket Shirt
$98.00 - $108.00
This striking men's long sleeve linen shirt boasts a unique Delave effect that adds a touch of lived-in luxury to your wardrobe. Featuring breathable linen that will keep you feeling breezy in the heat, the embroidered Pete logo serves as a hallmark of quality. Whether you’re headed for a lunch date, concert, or a rooftop celebration, this linen top promises the comfort you seek and style that stands out. Slim Fit Button-Down Collar Buttoned Cuffs Embroidered Pete Logo On Left Chest Pocket Machine Wash Fabrication: 100% Delave Linen Weave Fabrication
Original Penguin
SKU: #009246822940
Oxford Long Sleeve Shirt
Oxford Long Sleeve Shirt
$98.00
This Original Penguin men's button-down shirt is a blend of style and sustainability. Constructed from EcoVero™ fabric derived from wood and pulp, this long sleeve button-down shirt is an eco-friendly choice. It also features durable Oxford fabric with stretch for comfort, flexibility and lasting wear while the button-down collar adds a classic finishing touch. Slim Fit Enhanced With Stretch For Comfort Button Down Collar Buttoned Cuffs Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 67% Cotton, 31% Lenzing™ EcoVero™ Viscose, 2% Elastane Oxford Fabrication
Original Penguin
SKU: #799016736934
EcoVero™ Oxford Button-Down Shirt
EcoVero™ Oxford Button-Down Shirt
$95.00
Update your everyday wardrobe with eco-friendly fashion with this Original Penguin men's dress shirt. It's crafted from EcoVero™ and Oxford fabric to blend sustainability with durability for long-lasting wear. This men's button-up shirt also features a slim fit silhouette and has added stretch for comfortable and stylish all-day wear. The classic button-down collar and front closure offer a smart, polished look that you can wear to the office, business meetings, after-work hangouts and more for versatile wear. Slim Fit Enhanced With Stretch For Comfort Button Down Collar Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 67% Cotton, 31% Lenzing™ EcoVero™ Viscose, 2% Elastane Oxford Fabrication
Original Penguin
SKU: #009246504648
Delave Linen Long Sleeve Shirt
Delave Linen Long Sleeve Shirt
$98.00 - $118.00
Update your wardrobe with this versatile men’s sport shirt from Original Penguin. Offering a great balance of style and comfort, the button-down shirt has a sleek slim fit. It's made with Delave linen, which is soft, lightweight and breathable and features a slightly mottled surface. Plain weave fabrication helps the material stand up to regular wear, while a button-down collar helps to keep your look polished and put-together throughout the day. The casual long-sleeved shirt is finished with a chest pocket and an embroidered logo featuring our popular penguin mascot Pete. Slim Fit Button-Down Collar Curved Hem Embroidered Pete On Left Chest Pocket Machine Wash Fabrication: 100% Delave Linen Weave Fabrication
Original Penguin
SKU: #009246504945
Seersucker Long Sleeve Shirt
Seersucker Long Sleeve Shirt
$39.99
$98.00
Lightweight seersucker fabric with a subtle textured weave keeps you cool and comfortable all season long. The long sleeves offer versatile coverage, while the stretch blend ensures a natural fit that moves with you. Perfect for casual outings or smart-casual occasions, this solid shirt pairs effortlessly with chinos, shorts, or jeans. A timeless wardrobe essential that combines classic style with modern comfort. Slim Fit Button Down Collar Buttoned Cuffs Curved Hem Embroidered Pete Logo At Left Chest Pocket Machine Wash Fabrication: 96% Cotton, 4% Elastane Seersucker Fabrication
Original Penguin
SKU: #009246716409
Linen Blend Shirt
Linen Blend Shirt
$34.99
$85.00
Stay cool and comfortable on your next sunny adventure with this breathable linen blend shirt from Original Penguin. The men’s short sleeve shirt is crafted from a plain weave fabric for impressive durability. It has a hint of stretch for a flexible fit, and the collar buttons down to keep your look sharp and put-together. Featuring a versatile solid-colored design, it’s easy to pair with your existing warm weather apparel. Slim Fit Enhanced With Stretch For Comfort Button Down Collar Curved Hem Embroidered Pete Logo At Left Chest Pocket Machine Wash Fabrication: 53% Linen, 45% Cotton, 2% Elastane Weave Fabrication
Original Penguin
SKU: #009246472534
Washed Linen Long Sleeve Shirt
Washed Linen Long Sleeve Shirt
$49.00
$98.00
A smart everyday basic, this Original Penguin men’s long sleeve shirt is made from lightweight and breathable washed linen for impressive comfort in warmer weather. Plain weave fabrication gives the material the durability to last through season after season, while a button-down collar helps to keep your look neat and put-together. The casual design is finished with a chest pocket featuring our beloved mascot Pete the penguin in the corner, giving this timeless top his stamp of approval. Slim Fit Button Down Collar Buttoned Cuffs Embroidered Pete Logo At Left Chest Pocket Machine Wash Fabrication: 100% Linen Weave Fabrication
Original Penguin
SKU: #009246523069
Washed Linen Pocket Shirt
Washed Linen Pocket Shirt
$42.50
$85.00
Made from light and breathable 100% linen fabric, this men’s button-down shirt from Original Penguin will help you stay cool as you navigate through sunny streets or relax poolside on your next vacation. A great everyday basic, this solid-colored shirt has been washed for added comfort and softness. The fabric is made with a durable plain weave that stands up well to regular wear and tear, and the collar buttons down to help keep your look neat and presentable. Slim Fit Button Down Collar Curved Hem Embroidered Pete Logo On Left Chest Pocket Machine Wash Fabrication: 100% Linen Weave Fabrication
Original Penguin
SKU: #009246467073
Chest Striped Poplin Shirt
Chest Striped Poplin Shirt
$47.50
$95.00
This Original Penguin shirt is crafted from lightweight and durable poplin fabrication. The men's shirt has stripes across the chest, short sleeves and a classic button-down collar. The stretch gives you the freedom to move how you want, where you want. Enhanced With Stretch For Comfort Mid-Chest Stripes Design Button Down Collar Curved Hem Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 59% Cotton, 39% Polyester, 2% Elastane Poplin Fabrication
Original Penguin
SKU: #009246907180
Oxford Long Sleeve Button-Down Shirt
Oxford Long Sleeve Button-Down Shirt
$39.99
$89.00
Every man needs a classic Oxford long sleeve shirt, and this is the one for you. Long sleeves and a button-down collar make it a great choice for the office or a night out. A slim fit through the chest and waist keeps it looking sleek and the soft finish feels great. Slim Fit Enhanced With Stretch For Comfort Button Down Collar Buttoned Cuffs Machine Wash Fabrication: 100% Cotton
Original Penguin
SKU: #009246809255
Dobby Striped Plaid Novelty Shirt
Dobby Striped Plaid Novelty Shirt
$37.60
$94.00
Get ready to level up your warm-weather wardrobe with this awesome Men's Dobby Striped Plaid Novelty Shirt from Original Penguin. Crafted from soft cotton fabric, this unique short sleeve shirt boasts a cool dobby fabrication for subtle texture and a fresh, novelty striped plaid print that'll have heads turning. The timeless button-down collar and slim fit create a sleek silhouette, making it a perfect pick for weekend adventures or that casual Friday vibe. Its versatile design and breathable material mean you'll stay comfy and look sharp from brunch to evening hangouts. Pair this stylish men's button down with chinos or shorts for an effortlessly confident look. Slim Fit Button-Down Collar Full Button Front Closure Curved Hem Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 100% Cotton Dobby Fabrication
Original Penguin
SKU: #009246824227
Delave Linen Button-Down Shirt
Delave Linen Button-Down Shirt
$24.98 - $105.00
$95.00
Kick back in effortless cool with this men's short sleeve button-down shirt from Original Penguin. Crafted from comfortable delave linen, this shirt features a unique texture for an intriguing visual effect. The breathable plain weave fabrication keeps you chill whether you're at the beach or a backyard bash. A sleek slim fit offers a contemporary silhouette, while the stylish button-down collar and chest pocket with an embroidered Pete logo add those signature Penguin touches you crave. Slim Fit Button-Down Collar Curved Hem Embroidered Pete Logo On Left Chest Pocket Machine Wash Fabrication: 100% Linen Delave Linen Fabrication
Original Penguin
SKU: #009246823237
Dobby Chest Striped Shirt
Dobby Chest Striped Shirt
$39.20
$98.00
Tailored for everyday wear, this short-sleeve shirt features a refined dobby weave with miniature geometric patterns for subtle texture and visual interest. The classic fit delivers comfortable movement, while the button-down collar adds versatility for casual or dressed-up occasions. Crafted from a breathable cotton-blend fabric with a touch of elastane for flexibility, it's designed to move with you. Slim Fit Button Down Collar Chest Stripes Design Curved Hem Embroidered Pete Logo At Left Chest Machine Wash Fabrication: 67% Cotton, 30% Polyester, 3% Elastane Dobby Fabrication
Original Penguin
SKU: #009246915758

From Work to Weekend: Men's Button-Downs

Original Penguin's collection of men's button-down shirts bridges the gap between professional polish and weekend cool. Whether you need a crisp long sleeve Oxford for a business casual office or a bold, conversational print for a night out, our shirts are designed to make a statement. We combine our heritage tailoring with modern fabrics to create shirts that look great tucked in or left untucked.

Fabric Guide: Oxford, Poplin & Stretch

We offer a variety of weaves and material blends to suit every season and style preference.

  • Oxford Cloth: A durable, slightly heavier basket-weave fabric. It is the gold standard for a classic, preppy look that works year-round.
  • Poplin & Lawn: Lightweight and smooth, these fabrics are perfect for detailed prints and warmer weather, offering breathability without bulk.
  • Stretch Blends: Many of our modern button-downs feature a touch of elastane. This stretch technology allows for greater range of motion, making them significantly more comfortable than traditional stiff dress shirts.

Fit Guide: Heritage Slim Fit

Our shirts are known for their tailored silhouette. Understanding our fit helps you choose the right size.

Heritage Slim Fit: This is our signature cut. It is slimmer through the chest and waist with higher armholes and narrower sleeves. It provides a clean, modern look that eliminates excess fabric.

Sizing Tip: If you have broad shoulders or prefer a more relaxed, traditional fit, we highly recommend sizing up. Check our Size Guide for exact neck and sleeve measurements.