Button Downs/Flannels

Shop Simpson Outfitters for men’s button-down shirts and flannels, offering a collection of stylish and versatile shirts perfect for layering or wearing on their own. From classic plaid flannels to crisp button-down shirts, our collection is made with high-quality fabrics for comfort and durability, perfect for casual or outdoor wear.

Sidebar Sidebar Sidebar
  • Southern Marsh Edgefield Windowpane Dress Shirt - French Blue & Royal Southern Marsh Edgefield Windowpane Dress Shirt - French Blue & Royal

    Southern Marsh

    Southern Marsh Edgefield Windowpane Dress Shirt

    Southern Marsh Edgefield Windowpane Dress Shirt Designed with a classic checkered pattern and featuring our duck logo embroidered on the chest, the Edgefield Windowpane Dress Shirt is designed to seamlessly transition from the office to dinner after...
    $94.99
  • Southern Marsh Benton Grid Dress Shirt - Burnt Taupe Southern Marsh Benton Grid Dress Shirt - Burnt Taupe

    Southern Marsh

    Southern Marsh Benton Grid Dress Shirt

    Southern Marsh Benton Grid Dress Shirt Whether you're at the office or meeting a client for drinks after work, our Benton Grid Dress Shirt is designed for a comfortable fit throughout the day. Pair with our Regatta Stretch Chino or Marlin Stretch...
    $94.99
  • Columbia Men's Rapid Rivers II Long Sleeve Shirt - Sunstone Everyday Gingham Columbia Men's Rapid Rivers II Long Sleeve Shirt - Sunstone Everyday Gingham

    Columbia Sportswear

    Columbia Men's Rapid Rivers II Long Sleeve Shirt

    Columbia Men's Rapid Rivers II Long Sleeve Shirt This cotton button-up is the kind of clean style and soft, durable comfort that goes from trail to everyday life with ease. 2-way comfort stretch Button-down collar Uses: Everyday Outdoor 97% Cotton, 3%...
    $39.99
  • Duck Camp Men's Camp Shirt - Trooper Plaid Duck Camp Men's Camp Shirt - Trooper Plaid

    Duck Camp

    Duck Camp Men's Camp Shirt

    Duck Camp Men's Camp Shirt Built with buttery-soft cotton moleskin fabric this timeless classic will leave you feeling warm from the truck to the camp. - Buttery soft moleskin cotton and a touch of stretch for added comfort- Buttoned-down collars- Hidden...
    $99.99
  • Local Boy Faulk Dress Shirt - Olive/Forest/Brown Local Boy Faulk Dress Shirt - Olive/Forest/Brown

    Local Boy Outfitters

    Local Boy Faulk Dress Shirt - Olive/Forest/Brown

    Local Boy Faulk Dress Shirt - Olive/Forest/Brown Local boy dress shirts are a staple for any day in the office or a night out. Featuring a left chest pocket with a dog & moon embroidered logo and a comfortable fit, dressing up has never been easier...
    $59.99
  • Drake The Campfire Flannel Hoodie - Kalamata Olive Drake The Campfire Flannel Hoodie - Kalamata Olive

    Drake

    Drake The Campfire Flannel Hoodie

    Drake The Campfire Flannel Hoodie The Drake Men’s Campfire Flannel Jac Shirt Hoodie is built to keep you warm and comfortable on an Autumn afternoon. The Jac is made from a cotton and recycled polyester blend and features an adjustable drawstring...
    $79.99
  • Burlebo Performance Button Up - Driftwood Camo Burlebo Performance Button Up - Driftwood Camo

    Burlebo

    Burlebo Performance Button Up - Driftwood Camo

    Burlebo Performance Button Up - Driftwood Camo The Performance Button-Up, crafted for the modern individual who values both style and functionality. Made from a premium blend of 90% Polyester and 10% Spandex, this button-up offers lightweight performance...
    $59.99
  • Sitka Men's Ambary Shirt - Aluminum Ambary Plaid Sitka Men's Ambary Shirt - Aluminum Ambary Plaid

    Sitka Gear

    Sitka Men's Ambary Shirt

    Sitka Men's Ambary Shirt Both versatile and comfortable, this is your everyday go-to button-down. We made it using regenerative fiber like hemp, combined with recycled polyester and elastane that makes for an airy, lightweight, and durable button-down...
    $79.00
  • Sitka Men's Mojave Shirt - Blue Haze Sitka Men's Mojave Shirt - Blue Haze

    Sitka Gear

    Sitka Men's Mojave Shirt

    Sitka Men's Mojave Shirt For warm weather, this comfortable shirt is SITKA’s take on the classic button-down. We utilized lightweight fabric that’s engineered to optimize ventilation. Bottom line is that this shirt is made to keep you cool in...
    $79.00
  • Heybo Camo Flannel - Old School Camo Heybo Camo Flannel - Old School Camo

    HeyBo

    Heybo Camo Flannel - Old School Camo

    Heybo Camo Flannel - Old School Camo Our lightweight camo flannel is one of the most versatile button downs we've made. Whether you decide to wear it working in the yard, or as a layering piece in the woods, you are sure to be comfortable. Featuring a...
    $79.99 - $82.99
  • Marsh Wear Men's Delano Shacket - Stone Mallard Camo Marsh Wear Men's Delano Shacket - Stone Mallard Camo

    Marsh Wear

    Marsh Wear Men's Delano Shacket

    Marsh Wear Men's Delano Shacket Named after the grandfather of Marsh Wear’s founder, The Delano shacket, was inspired by the test of time. A piece of clothing that was rugged enough for a day of chores and stylish enough up to pair with your...
    $89.99
  • Carhartt Loose Fit Midweight Shirt - Denim Blue Chambray Carhartt Loose Fit Midweight Shirt - Denim Blue Chambray

    Carhartt

    Carhartt Loose Fit Midweight Shirt

    Carhartt Loose Fit Midweight Shirt 4.5-ounce, 100% cotton ringspun chambray Garment washed for a soft finish and reduced shrinkage Button-down collar Two chest pockets with mitered flaps and button closures Two-button adjustable cuffs with extended...
    $39.99 - $44.99