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.

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  • Local Boy Stamps Dress Shirt - Light Blue/Violet/Lavender Local Boy Stamps Dress Shirt - Light Blue/Violet/Lavender

    Local Boy Outfitters

    Local Boy Stamps Dress Shirt

    Local Boy Stamps Dress Shirt 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. 50% Polyester 50%...
    $59.99
  • Duck Head Men's Performance Poplin Sport Shirt - Sunwashed Red Duck Head Men's Performance Poplin Sport Shirt - Sunwashed Red

    Duck Head

    Duck Head Men's Performance Poplin Sport Shirt

    Duck Head Men's Performance Poplin Sport Shirt Introducing our most comfortable performance button-downs yet. We managed to make our performance fabric even softer by utilizing rayon from bamboo. This lightweight shirt is a testament to the versatility...
    $99.99
  • sale
    Drake Wingshooter Trey Solid Dobby Shirt - Shell Pink

    Drake

    Drake Wingshooter Trey Solid Dobby Shirt

    Drake Wingshooter Trey Solid Dobby Shirt We took our heritage Wingshooter and gave it a complete overhaul.  We constructed the Wingshooter Trey Solid Dobby Button-Down Short Sleeve Shirt out of a waffle dobby made of 93% Polyester...
    Was: $59.99
    $44.99
  • Banded Badlander Lightweight Hunting Shirt Banded Badlander Lightweight Hunting Shirt

    Banded

    Banded Badlander Lightweight Hunting Shirt

    Elevate your hunting experience with the Banded Badlander Lightweight Hunting Shirt, available at Simpson Outfitters. Designed for high-exertion outdoor activities, this shirt features a 4-way stretch fabric that is both breathable and weather-resistant,...
    $99.99
  • Southern Shirt Dawson Creek Long Sleeve - Spruce Southern Shirt Dawson Creek Long Sleeve - Spruce

    Southern Shirt

    Southern Shirt Dawson Creek Long Sleeve - Spruce

    Southern Shirt Dawson Creek Long Sleeve - Spruce Elevate your wardrobe with our Button-Down shirts – a perfect blend of style, comfort, and performance. Experience unparalleled comfort with the 2-way stretch fabric, allowing for ease of movement...
    $89.99
  • sale
    Local Boy Shaffer Stretch Flannel - Blue/Charcoal/Sage Local Boy Shaffer Stretch Flannel - Blue/Charcoal/Sage

    Local Boy Outfitters

    Local Boy Shaffer Stretch Flannel

    Local Boy Shaffer Stretch Flannel Our performance stretch flannels prove that high tech can be high style. Designed to fight shrinkage and wrinkling, it’s built from a technical fabric that’s abrasion and moisture-resistant. A thoroughly...
    Was: $59.99
    $15.00
  • sale
    Columbia Men's PFG Super Tamiami Short Sleeve - Glaze Green Multi Gingham Columbia Men's PFG Super Tamiami Short Sleeve - Glaze Green Multi Gingham

    Columbia Sportswear

    Columbia Men's PFG Super Tamiami Short Sleeve

    Columbia Men's PFG Super Tamiami Short Sleeve Our lightest-weight fishing shirt in a crisp wicking fabric with UPF 40 sun protection and mesh-lined back ventilation for the ultimate in cool-wearing comfort. Omni-Shade UPF 40 provides maximum protection...
    $44.99 - $59.99
  • sale
    Drake 8-Shot Flyweight S/S Shirt - Old School Drake 8-Shot Flyweight S/S Shirt - Old School

    Drake

    Drake 8-Shot Flyweight S/S Shirt

    Drake 8-Shot Flyweight S/S Shirt The Drake 8 Shot Shirt is made from 100% Polyester Dobby fabric featuring our exclusive Old School Camo pattern.  The performance fabric is featherweight at 71 GSM which allows moisture to wick quickly from the body...
    $29.99 - $49.99
  • Drake Frat Gingham Check Short Sleeve - Marina Blue

    Drake

    Drake Frat Gingham Check Short Sleeve

    Drake Frat Gingham Check Short Sleeve  The Drake Frat Gingham Check Shirt is made from 95% Polyester and 5% Spandex. The performance fabric is lightweight at 83 GSM which allows moisture to wick quickly from the body. It also has...
    $59.99
  • Drake Frat Tattersall Short Sleeve - Monument Grey Drake Frat Tattersall Short Sleeve - Windsor Wine

    Drake

    Drake Frat Tattersall Short Sleeve

    Drake Frat Tattersall Short Sleeve The Drake Frat Tattersall Shirt is made from 95% Polyester and 5% Spandex.  The performance fabric is lightweight at 83 GSM which allows moisture to wick quickly from the body.  It also has a UPF30 rating for...
    $59.99