Casual

Shop Simpson Outfitters for men’s casual footwear, offering a wide selection of stylish, comfortable, and versatile shoes for everyday wear. From loafers and sneakers to slip-ons and casual boots, our collection combines comfort, support, and laid-back style, perfect for any casual outing or relaxed day.

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  • OluKai Men's Nohea Mesh - Mustang/Lime Peel OluKai Men's Nohea Mesh - Mustang/Lime Peel

    Olukai

    OluKai Men's Nohea Mesh - Mustang/Lime Peel

    OluKai Men's Nohea Mesh - Mustang/Lime Peel The Nohea Mesh brings together old school style and modern construction to bring you a new level of comfort and style. Part of the OluKai Mauka Collection, the Nohea has a lightweight and breathable air mesh...
    $99.99
  • Sanuk Men's Chiba Sidewalk Surfers-Brown Sanuk Men's Chiba Sidewalk Surfers-Brown

    Sanuk

    Sanuk Men's Chiba Sidewalk Surfers

    Sanuk Men's Chiba Sidewalk Surfers Our men’s Sanuk Chiba is one of the OG Sidewalk Surfers. Wide profile design, slub grain canvas textiles, lotsa fray around the edges, plus insanely soft foam footbeds and rubber outsole tread. So comfy you gotta...
    $64.99
  • Sanuk Men's Rounder Sidewalk Surfers Sanuk Men's Rounder Sidewalk Surfers

    Sanuk

    Sanuk Men's Rounder Sidewalk Surfers

    Can’t get enough of that slub canvas textile on your Sidewalk Surfers? Well, Sanuk found a way to add more—with a fresh “no-ledge” sole wrap. When the dress code calls for a righteously comfy, just enough funk-y, wide...
    $59.99
  • OOFOS Men's OOahh Slide Sandal Black

    OOFOS

    OOFOS Men's OOahh Slide Sandal Black

    An evolution of the OOriginal, featuring an agile OOfoam™ strap for additional support and comfort. OOfoam™ technology absorbs 37% more impact than traditional footwear. Proprietary footbed design reduces stress on knees, ankles and other...
    $59.95
  • OOFOS Original Sandal-Mauve OOFOS Original Sandal-Navy

    OOFOS

    OOFOS Original Sandal

    OOFOS Original Sandal The OOFOS story begins with the OOriginal Sandal. This combination of sleek design and revolutionary OOfoam™ recovery technology lays the groundwork for all future styles and models.
    $59.95
  • Olukai Moloa - Ray/Toffee

    Olukai

    Olukai Moloa - Ray/Toffee

    Moloa might translate to “lazy,” but we like to think “laidback” is a better fit. From the boardwalk to the boardroom, the dapper Moloa in antiqued and waxed nubuck leather can handle a serious meeting or a spontaneous night out...
    $139.99
  • sale
    Georgia Boot Cedar Falls Moc-Toe Slip On Georgia Boot Cedar Falls Moc-Toe Slip On

    Georgia Boots

    Georgia Boot Cedar Falls Moc-Toe Slip On

    Georgia Cedar Falls Moc-Toe Slip-On Shoes feature full grain leather construction, a moisture management lining, and double elastic gore on slip on’s. Technologies: Moisture-wicking lining Full-grain leather AMP (Advanced Memory Polyurethane)...
    Was: $99.99
    $74.99