Cushioned Insoles Rounded Loafers & Slip-Ons

Description:
Refined craftsmanship meets everyday comfort in this moc toe penny loafer, designed with detailed stitching and a rich two-tone leather upper. Lined with breathable Suedetec for moisture control, it features a removable Comfort Gel footbed with memory foam and a heel pod for all-day support. The lightweight LITES outsole, made with millions of air bubbles for feather-light durability, pairs with KORE technology to deliver a smooth, cushioned stride.

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.

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.

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.

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.

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.

Description:
The Eldredge Step blends polished looks with Clarks signature comfort technology. Effortlessly versatile, this slip-on shoe combines classic style with everyday comfort. Made from smooth leather with subtle stitching details, it features elastic side gores for easy on-and-off wear. A cushioned EVA footbed and slip-resistant rubber sole provide support and stability, making it an ideal choice for work, travel, or casual outings.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Description:
Engineered with topnotch walking shoe technology, the Rockport ProWalker Eureka Plus is practical, fashionable, and incredibly comfortable. The richly pebbled leather upper features a fine moc toe, distinctive topstitching, and dual elastic gores for easy on and off. These trusty slip-ons have removable footbeds made with memory foam, as well the EVA midsole and heel cup that cushions every step. Featuring truTECH® for lightweight shock absorption, breathable mesh lining, and moisture wicking properties, these loafers are secured with a slip-resistant rubber sole.

Description:
Quite possibly the most cozy loafers you'll ever wear outdoors, the Marcel exudes cool comfort and style. Created by Born, these debonaire drivers have a buttery soft, hand-finished leather upper, removable, plush foam footbed, and a lightweight, flexible rubber sole. Sewn with two-way Opanka handcrafted construction, these chic moc toes feature Born's signature Quad Gore Flex with two stretch points in the front and back. You can even forget your socks thanks to their soft and breathable moisture-wicking lining.

Description:
The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe.

Description:
Embrace timeless moc comfort and effortless style with these Eastland boat shoes. This one-eyelet slip-on combines classic aesthetics with modern functionality. Handsewn moccasin construction provides a flexible and supportive fit, while the easy-to-care-for, soft and smooth leather upper offers both durability and luxurious comfort. Active memory foam comfort insoles mold to your foot for all-day support, and the shock-absorbing, flexible natural rubber outsole ensures reliable traction on any surface.

Description:
These shoes from Johnston & Murphy are a dress classic made modern with their sleek profile and XC4 waterproof performance. A removable, memory-foam cushioned footbed and high-density rubber sole for shock absorption keep you comfortable all day.

Description:
Offering a modern update on the classic penny loafer, this pair from Florsheim is one of the most versatile styles around. Featuring Suedetec linings, a Comfortech footbed and Flexsole technology, it's as comfy as it is good looking. Genuine leather upper. Imported.

Description:
Experience comfy luxury as you slip on these formal loafers from Stacy Adams. Soft tassels top the intricately patterned, textile upper. Leather linings add breathability while a fully cushioned, memory-foam insole provides all day comfort. Rubber outsole. Imported.

Description:
Refined and comfortably designed, these Stacy Adams loafers provide sophisticated, slip-on style. The classic metal bit and fine moc toe add definition to the soft leather upper. The RedZone removable footbed with molded heel cup provides anatomical arch support for a more comfortable stride. Breathable textile linings and padded collar. Durable rubber outsole. Imported.