skip to main content

Cushioned Insoles Moc Toe Loafers & Slip-Ons

Refine your results

Filter
Clear All Filters
Total: 33 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Florsheim Croquet Jr Boys Moc Toe Penny Loafers
    New
    Online Exclusive
    The sale price is   $65.95
    Please choose a color.
    Description:
    These penny loafers bring grown-up style to little feet with smooth vegan leather uppers, a lightweight unlined design, and cushy memory foam footbeds that keep him comfortable all day long. Whether dressing up for a special occasion or a school function, this loafer delivers timeless style with kid-tough durability thanks to its sturdy rubber sole.
  • Gift Badge For Florsheim Rucci Jr. Boys Moc Toe Penny Loafers
    New
    Online Exclusive
    The sale price is   $59.95
    Please choose a color.
    Description:
    Polished for picture day but also comfy for everyday wear, this loafer combines a modern look with soft Suedetec linings and a cushioned memory foam footbed that keeps him feeling good all day long. The durable manmade upper and sturdy rubber sole are built to keep up with his every move, whether heading to school or showing off his style at a special event.
  • Gift Badge For Johnston & Murphy XC Flex Harrison Penny Loafers
    New
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    Polished and performance-driven, these penny loafers reimagine a timeless silhouette with modern comfort technology. Its classic penny strap and moc toe design offer understated good looks, while Johnston & Murphy's XC Flex construction ensures flexibility and support with every step. A removable memory-foam footbed provides personalized cushioning, and the ultralight TRUFOAM midsole delivers high-rebound comfort ideal for long days on your feet. Finished with a flexible, grooved sole and rubber pod inserts for enhanced traction, this loafer is perfect for travel, commuting, or everyday wear.
  • Gift Badge For Johnston & Murphy XC Flex Harrison Bit Loafers
    New
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    Refined and ready for anything, the Harrison loafer combines timeless style with advanced comfort features. The soft suede upper is accented by a metal bit, adding a touch of polish to the classic moc toe silhouette. Built with Johnston & Murphy's XC Flex technology, this loafer features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and excellent traction. Inside, a removable memory-foam footbed offers personalized support, while the antimicrobial-treated leather and mesh lining ensures lasting freshness. Whether you're dressing for the office or heading out for the weekend, this loafer delivers all-day comfort.
  • Gift Badge For Johnston & Murphy Flynch Braided Strap Loafers
    New
    Online Exclusive
    The sale price is   $328.00
    Please choose a color.
    Description:
    Made with smooth, premium leather, the Flynch features a cool braided strap across the top that adds a touch of personality and texture. The timeless moc-toe design keeps things looking sophisticated, while the cushioned footbed and flexible sole make sure you're comfortable all day long.
  • Gift Badge For Johnston & Murphy XC Flex Landry Bit Moc Toe Loafers
    New
    Online Exclusive
    The sale price is   $159.00
    Please choose a color.
    Description:
    Designed for effortless style and all-day comfort, this loafer blends classic sophistication with modern performance. The moc toe design is elevated by a metal bit detail, giving it a polished, versatile look that transitions seamlessly from office to evening. Built with Johnston & Murphy's XC Flex technology, it features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and superior traction. Inside, a removable memory-foam footbed offers personalized support, while the leather and mesh lining treated with antimicrobial protection ensures lasting freshness.
  • Gift Badge For Johnston & Murphy Flynch Bit Loafers
    New
    Online Exclusive
    The sale price is   $328.00
    Description:
    Polished and easygoing, the Flynch loafer blends classic detailing with modern comfort. With a leather upper and a refined metal bit across the vamp, they have a sophisticated look that transitions effortlessly from work to weekend. The moc toe adds subtle structure, while a cushioned footbed and flexible outsole ensure all-day wearability. Whether paired with chinos, denim, or suiting separates, this loafer delivers timeless style with a contemporary twist.
  • Gift Badge For Stacy Adams Todridge Moc Toe Bit Slip On Shoes
    New
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    The Todridge loafer features rich tumbled leather, a moc toe, and a metal bit detail across the vamp. The lightweight EVA outsole ensures everyday durability, while the RedZone cushioned footbed with a molded heel cup provides anatomical arch support for a more comfortable stride. Soft microfiber linings enhance wearability, making this slip-on ideal for both dress and casual occasions.
  • Gift Badge For Stacy Adams Haelton Moc Toe Penny Loafers
    New
    The sale price is   $110.00
    Description:
    Bold and contemporary, this Stacy Adams penny loafer brings standout style to your look. Featuring a high-shine patent upper and a chunky modern sole, this loafer adds a fashion-forward edge to a classic silhouette. Inside, the RedZone cushioned footbed with a molded heel cup and anatomical arch support ensures lasting comfort. Soft microfiber linings and a lightweight EVA outsole complete the design, making it a versatile choice for both dress and elevated casual wear.
  • Gift Badge For Stacy Adams Richardson Moc Toe Bit Loafers
    New
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    Refined yet relaxed, the Richardson blends timeless loafer styling with modern comfort. A polished bit detail adds a touch of sophistication, while soft microfiber linings and a fully cushioned footbed ensure all-day wearability. The flexible, lightweight sole makes it an easy choice for both workdays and weekends, offering a versatile look that transitions effortlessly across settings.
  • Gift Badge For Stacy Adams Brinkley Moc Toe Bit Loafers
    New
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    A bold blend of classic and contemporary, the Stacy Adams Brinkley loafer features a moccasin-inspired toe and a polished metal bit detail that adds a refined touch. The upper combines printed suede and leather for a textured, eye-catching look, while the slip-on design ensures easy wear. Inside, the FlexZone removable footbed with a molded heel cup provides anatomical arch support for lasting comfort. Finished with soft microfiber linings and a lightweight rubber outsole, this loafer is ideal for both business and casual occasions.
  • Gift Badge For Johnston & Murphy Collier Penny Moc Toe Loafers
    New
    Online Exclusive
    The sale price is   $149.00
    Please choose a color.
    Description:
    Crafted with precision and purpose, the Collier loafer features a hand-sewn moc toe and a penny keeper, offering a distinguished look that transitions seamlessly from office to evening. The lightweight lug sole adds a contemporary edge without compromising sophistication, while the TRUFOAM footbed ensures comfort that lasts. It's footwear that speaks to tradition.
  • Gift Badge For Cole Haan Newmark Grand Penny Loafers
    New
    Online Exclusive
    The regular price is   $148.00 The sale price is   $103.60 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Timeless and versatile, this penny loafer pairs classic design with modern comfort for effortless everyday wear. Crafted from rich full-grain leather, it features a traditional moc toe and penny keeper strap that nod to heritage style. Beneath the surface, Cole Haan's FlowerFoam™ cushioned footbed and FlexCraft™ technology provide lightweight support and enhanced flexibility, making it ideal for long days on your feet. With durable construction, they're a smart choice for both professional and casual settings.
  • Gift Badge For Belvedere Maurizio Hybrid Penny Loafers
    Online Exclusive
    The regular price is   $179.00 The sale price is   $125.30 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    This hybrid penny loafer blends timeless design with modern comfort. Crafted from supple Nappa leather, it features a classic silhouette complemented by a two-tone rubber gel sole for enhanced durability and traction. The foam-cushioned insole and soft lining ensure all-day comfort, making it suitable for both formal occasions and everyday wear.
  • Gift Badge For Florsheim Lago Moc Toe Venetian Loafers
    The regular price is   $90.00 The sale price is   $63.00 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Description:
    These loafers combine timeless design with modern comfort, making them a versatile addition to your footwear rotation. Crafted from rich leather, the slip-on style features a clean, unadorned vamp that highlights the quality of the material. The fully cushioned footbed, featuring molded EVA and a leather cover, ensures long-term wearability and comfort. Additionally, the rubber outsole provides durability and traction, making it ideal for everyday use. They pair just as perfectly with jeans as they do chinos or dress pants.
  • Gift Badge For Clarks Wallabee EVO Shoes
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    Expanding on a classic, this updated version arrives in premium leather or suede for versatile, everyday style. The natural crepe-effect rubber outsole adds a retro-cool vibe while delivering durability and traction. With a supersoft footbed and signature suede logo fobs, each step feels easy and unmistakably authentic.
  • Gift Badge For Clarks Aldwin Step Slip On
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Infinitely versatile, this polished lace-up brings timeless style to everyday dressing. With rich leather, subtle brogue details, and a streamlined silhouette, it transitions effortlessly from office hours to after-hours. A cushioned footbed and lightweight sole keep things comfortable every step of the way.
  • Gift Badge For Clarks Un Kendric Go Shoes
    Online Exclusive
    The sale price is   $170.00
    Please choose a color.
    Description:
    Effortless, and built for comfort, these shoes from Clarks bring a modern edge to classic style. Crafted from rich leather with subtle detailing, they slip on easily, thanks to hidden elastic panels, and deliver a flexible, breathable feel from morning meetings to evening outings. Lightweight cushioning and a soft footbed keep every step comfortable, while the streamlined profile pairs perfectly with both weekday tailoring and weekend denim.
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The regular price is   $130.00 The sale price is   $91.00 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Combining hands-free convenience with everyday polish, this slip-on features Rockport's Step Activated technology, which allows you to step in and out with ease. A molded heel keeps your foot securely in place. The leather and textile upper balances durability with a relaxed look, and the removable cushioned insole accommodates custom orthotics. Finished with a rubber outsole for reliable traction, it's a smart, low-effort option for daily wear.
  • Gift Badge For Vintage Foundry Dwight Dress Penny Loafers
    Online Exclusive
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Refined and timeless, these penny loafers from Vintage Foundry are a nod to classic sophistication. Crafted from smooth leather with a signature penny keeper strap, it's the kind of shoe that transitions seamlessly from boardroom to dinner out. Cushioned for comfort and built to last, these shoes are a smart staple for your footwear collection.
  • Gift Badge For Florsheim Tropics Moc Toe Venetian Slip-On Shoes
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Relaxed style meets all-day comfort in this easy slip-on Venetian. The soft Suedetec lining and Comfortech footbed crafted with molded EVA and an anti-odor treatment keep feet feeling fresh and supported. Finished with a lightweight EVA outsole and rubber traction for added durability, it's the perfect go-to for warm-weather outings or casual days on the move.
  • Gift Badge For Florsheim Motor Knit Moc Toe Penny Loafers
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Laid-back style meets modern comfort in this lightweight knit penny loafer. Designed with a breathable upper and classic moc toe detailing, it's a fresh take on a timeless silhouette. The cushioned footbed and flexible sole deliver all-day comfort, making it an easy choice for everything from weekend outings to casual Fridays.
  • Gift Badge For Rockport Lance Casual Slip-On Shoes
    Online Exclusive
    The regular price is   $130.00 The sale price is   $91.00 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Easy to wear and effortlessly stylish, this casual slip-on delivers all-day comfort with a cushioned footbed and lightweight EVA outsole. truTECH technology offers added shock absorption, while the streamlined design pairs well with everyday looks. Orthotic-friendly and versatile, it's a go-to for laid-back polish.
  • Gift Badge For Stacy Adams Brinkley Moc Toe Shoes
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    Elevate your footwear game with these Stacy Adams slip ons. Featuring a moccasin-inspired toe and a polished bit detail across the upper, this slip-on effortlessly blends classic style with modern sophistication. The FlexZone removable footbed with molded heel offers customized comfort and support, ensuring all-day wearability. Ideal for both business and casual occasions, this versatile shoe is the perfect balance of style and practicality.