$50-$100 Casual Shoes

Description:
Meet the Ben Sherman Hampton Sneakers: clean, classic, and effortlessly cool. With their timeless low-profile look, they're the kind of sneakers that slip seamlessly into everyday style. A synthetic leather upper gives them a smooth, polished finish, while the adjustable lace-up closure keeps the fit just right. Thoughtful touches like extra padding on the tongue and collar add all-day comfort, whether you're on the move or taking it easy. These are your go-to sneakers for laid-back days done right.

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Combining Clarks' renowned comfort with relaxed, everyday style, the Sailview Lace Up is designed for effortless versatility. Crafted with a soft nubuck leather upper, this casual lace-up features moc-toe stitching, contrast details, and classic boat shoe-inspired accents for a timeless look. The rich colorway pairs easily with denim, shorts, and chinos, making it a go-to choice for weekend wear and everyday outings. Built for all-day comfort, the Sailview Lace Up features a lightweight EVA midsole for enhanced cushioning and a durable rubber outsole for reliable traction. True to Clarks' commitment to quality craftsmanship, this shoe delivers the perfect balance of comfort, style, and practicality.

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Combining classic boat shoe styling with everyday comfort, these boat shoes from Eastland are a versatile choice for casual days on the go. The leather upper offers lasting durability, while the comfortable design helps keep you feeling great throughout the day. Finished with a rubber sole for dependable traction, this slip-on shoe pairs effortlessly with shorts, jeans, and chinos for relaxed, laid-back style.

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Experience everyday comfort with the Eastland Trent Oxford. Crafted with a durable leather upper and classic lace-up design, this casual shoe delivers versatile style for workdays and weekends alike. A flexible rubber sole provides dependable traction and support, making it an easy choice for all-day wear.

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At once fresh, classic, and endlessly versatile, the Eastland Exeter Sneaker is the kind of everyday essential you'll reach for again and again. The smooth leather upper gives it a polished feel, while the minimalist profile pairs effortlessly with everything from jeans to chinos. Finished with a durable rubber sole and comfort-focused design, this sneaker keeps your look sharp and your steps comfortable all day long.

Description:
Easy, modern, and ready for anything. The Ben Sherman Pepper Sneaker brings a fresh take to everyday style. Crafted with a smooth synthetic leather upper, it strikes the perfect balance between laid-back comfort and clean-cut sophistication. The adjustable lace-up closure lets you dial in the fit, while the streamlined design keeps your look effortlessly put-together from day to night.

Description:
Easy to slip on, even easier to love. The Eastland Tanner is made for laid‑back days that still call for all‑day comfort. Designed with a removable cushioned insole, they provide a soft, supportive feel with flexibility to customize your fit. Underfoot, a lightweight and flexible rubber outsole delivers dependable comfort and slip-resistance, keeping you steady wherever the day takes you. Comfortable, casual, and effortlessly wearable, the Tanner is the kind of shoe you'll reach for again and again.

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Built for everyday durability with comfort you can count on, the Rockport Atwell delivers rugged style and reliable support. Crafted with a rich leather upper and contrast stitching, this versatile pair brings a refined yet casual look to daily wear. A cushioned insole and durable rubber outsole provide all‑day comfort and traction, while TruTech technology offers lightweight shock absorption with every step. Finished with removable, orthotic‑friendly footbeds for a custom fit, these slip‑ons are made to keep up from morning to night.

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Step out with confidence from your first morning cup at the local cafe to cheers at happy hour and beyond in these KORE City Rally Lace-To-Toe Sneakers. Engineered by Nunn Bush, these cozy, cool kicks come equipped with KORE technology that is biochemically designed for walking and a slip-resistant, all-weather traction rubber sole. Step into these lightweight lace-ups and feel the Dual Comfort footbed comprised of two EVA foam layers with recycled content as well as arch support. Featuring breathable, mesh linings with 360-degree padding and NuBound superior shock absorption, these sneakers will be your go-to any day of the week.

Description:
Designed for life on the move, the Rockport Rodger pairs effortlessly cool style with modern comfort technology. A grippy pieced rubber outsole delivers reliable traction, while advanced cushioning and TruTech technology provide lightweight shock absorption with every step. Easy to slip on and endlessly versatile, this loafer offers all‑day comfort in a trim silhouette, making it an exceptional choice for everyday wear.

Description:
Designed for everyday ease and all‑day comfort, this slide sandal blends relaxed style with supportive construction. Adjustable straps let you fine‑tune the fit, while full‑grain leather adds a premium, broken‑in feel. A secure buckle closure keeps everything comfortably in place, whether you're on the move or taking it easy. Underfoot, Eastland's exclusive Active Memory Foam comfort insole cushions and conforms to your foot for personalized support. A durable TPR and cork midsole adds stability and shock absorption, while the EVA outsole delivers lightweight durability. Easy to wear and built for comfort, this slide sandal is a warm‑weather staple you'll reach for again and again.

Description:
Meet the slip‑on that makes looking polished feel almost too easy. The Stacy Adams Ridgley blends modern style with laid‑back comfort. It's the kind of shoe you slide into once and immediately think, ''Yep, this is the one.'' Crafted with a smooth mix of textile and manmade materials, the upper delivers a versatile look that pairs just as well with chinos as it does with your favorite denim. Lightweight and easy to wear, the Ridgley keeps things breezy without sacrificing refinement. Underneath, a durable manmade outsole gives you steady traction and dependable comfort from the first step out the door to the last step home. Effortless, comfortable, and endlessly wearable - this is your new everyday go‑to.

Description:
Some sneakers are built for style, some for comfort, but this one shows up ready to do both without breaking a sweat. A manmade upper with textile containing recycled content gives it a modern, eco‑minded edge, while the moc toe adds a touch of laid‑back character that plays well with everything from joggers to jeans. Unlined for a naturally flexible feel, this sneaker keeps things light and easy. And when the weather gets moody? The slip‑resistant rubber sole steps in with all‑weather traction that keeps you steady on your feet. With its durable construction, subtle leather touches, and classic lace‑up styling, it's the kind of everyday sneaker that moves effortlessly between errands, commutes, and casual weekends.

Description:
Sliding into comfort shouldn't require effort and this slip‑on proves it. Crafted from naturally soft genuine leather, it brings a polished look with that easy, broken‑in feel everyone loves. Inside, the Suedetec linings keep things smooth and cozy, wrapping your feet in soft comfort from the very first step. A Comfort Gel footbed does its quiet magic, combining molded EVA for support with a memory foam insole that delivers that satisfying little ''ahh'' with every stride. A smooth leather upper, a refined stacked heel, and a clean, modern profile give this slip‑on a versatile look that works everywhere from office days to evenings out.

Description:
Some shoes just make life easier, and this one was designed exactly for that. Built with an EasyCare upper, it keeps its polished look with minimal effort, so you can spend less time fussing and more time getting where you need to go. Inside, breathable stretch textile linings wrap your feet in all‑day comfort, moving with you instead of asking you to adjust. And thanks to KORE technology, every step feels intentionally supported because it's biomechanically designed to make walking smoother, steadier, and surprisingly effortless. A durable manmade upper brings long‑lasting wear to the mix, making this Oxford a practical go‑to for workdays, events, and everything that pops up in between.

Description:
Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day.

Description:
This Ben Sherman sneaker has a slip-on design that balances smart style with everyday ease. Made with a manmade upper and laceless vamp, it's built for quick wear without sacrificing sophistication. A padded collar, breathable lining, and cushioned insole add comfort, making it a versatile choice for both office wear and casual outfits.

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:
With its cap toe, stacked heel, and refined profile, the Centro Flex Cap Toe Oxford delivers standout style for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this shoe offers a polished look with thoughtful comfort built in. The easy-care upper requires minimal maintenance, while breathable stretch linings keep your feet cool. A Comfort Gel footbed with molded EVA, memory foam, and a signature heel pod provides all-day cushioning and support. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish.

Description:
Versatile and built for comfort, these Nunn Bush Oxfords are a wardrobe staple with a modern edge. Crafted from smooth leather, they feature breathable, fully padded linings for all-around comfort and moisture control. The Dual Comfort footbed combines two EVA foam layers with arch support for cushioned support throughout the day. A dual-density KORE midsole and slip-resistant rubber sole offer shock absorption and traction, while Flex Technology and an EZ rigid heel make for easy movement and effortless on-and-off wear.

Description:
Blending classic style with modern ease, these Nunn Bush shoes is built for all-day wear. Featuring a moc toe design, it offers the convenience of a slip-on with the support of a Dual Comfort footbed, combining two layers of cushioned EVA foam and arch support for lasting comfort. Fully padded linings enhance breathability and softness, while the KORE technology sole provides flexibility and shock absorption to keep you moving with ease.

Description:
Easygoing and effortlessly stylish, these Nunn Bush slip ons are the perfect warm-weather companion. Made from soft cotton canvas with an athletic-inspired white sole, they strike the right balance between relaxed and refined. Breathable stretch linings and a molded, removable EVA footbed deliver all-day comfort, while the lightweight sole cushions each step for all-day ease, whether you're heading to the office in chinos or strolling the boardwalk in shorts.

Description:
Blending timeless design with laid-back ease, these Nunn Bush Oxfords bring a fresh, modern twist to classic Oxford style. The cotton canvas upper and contrast sole create a smart-casual look that pairs effortlessly with everything from jeans to chinos. Inside, breathable mesh linings and a cushioned EVA footbed with memory foam made in part from eco-friendly BLOOM, and algae-based material keep every step comfortable. Finished with a lightweight, flexible sole and built-in Flex Technology, they're designed to move with you from workday to weekend.

Description:
A timeless essential with added polish, these Nunn Bush Oxfords offer the versatility to complement everything in your wardrobe. The smooth leather upper features classic cap toe detailing for a refined touch, while the modern sole brings everyday wearability. Inside, breathable padded mesh linings ensure all-day comfort, and the Dual Comfort footbed crafted with two EVA foam layers and arch support provides lasting cushioning with sustainable materials. The dual-density KORE midsole and slip-resistant rubber sole offer shock absorption and traction, while Flex Technology and an EZ rigid heel make for easy movement and effortless on-and-off wear.