Black Cushioned Insoles Casual Shoes
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Online ExclusiveThe regular price is $135.00 The sale price is $94.50 salePlease choose a color.
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42H2_01_FLORSHEIM_BLACK_SW?$swatch$ -
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42H2_16_FLORSHEIM_TAN_SW?$swatch$
Description:
Clean lines over a smooth leather upper lend classic style to these plain-toe Oxfords from Florsheim. With a padded footbed, soft and comfortable Suedetec lining, and rubber sole, these versatile lace-ups can be worn with anything from slacks to chinos to jeans. -
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Online ExclusiveThe regular price is $149.50 The sale price is $104.65 salePlease choose a color.
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418Y_16_FLORSHEIM_COGNAC_NEW_SW?$swatch$ -
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418Y_01_FLORSHEIM_BLACK_NEW_SW?$swatch$
Description:
Smooth and stylish, these classic cap-toe oxfords will complete your dress-wear look. Breathable, durable, and soft leather quarter linings and sock liner. Fully cushioned insole with removable footbed with ortholite high rebound foam. Flexible rubber sole. Full grain leather upper. Spot clean. Imported. -
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NewOnline ExclusiveThe regular price is $90.00 The sale price is $63.00 salePlease choose a color.
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43VH_38_EASTLAND_BROWN_SW?$swatch$ -
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43VH_01_EASTLAND_BLACK_SW?$swatch$
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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NewOnline ExclusiveThe regular price is $140.00 The sale price is $98.00 salePlease choose a color.
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43XH_38_ROCKPORT_BROWN_SW?$swatch$ -
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43XH_01_ROCKPORT_BLACK_SW?$swatch$
Description:
Refined and effortlessly comfortable, the Rockport Carlo is designed to keep you polished from morning to night. Featuring an almond toe design and a smooth, polished finish, this loafer delivers timeless style with modern ease. A cushioned insole and stable outsole provide all‑day support, while TruTech technology offers lightweight shock absorption with every step. Finished with an easy slip‑on closure, this versatile pair blends comfort and sophistication for both work and special occasions. -
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Going FastOnline ExclusiveThe regular price is $125.00 The sale price is $87.50 salePlease choose a color.
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43VD_12_EASTLAND_IVORY_SW?$swatch$ -
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43VD_01_EASTLAND_BLACK_SW?$swatch$ -
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43VD_38_EASTLAND_BROWN_SW?$swatch$
Description:
The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks. -
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Online ExclusiveThe regular price is $85.00 The sale price is $59.50 salePlease choose a color.
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43VC_01_EASTLAND_BLACK_SW?$swatch$
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. -
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Online ExclusiveThe regular price is $140.00 The sale price is $98.00 salePlease choose a color.
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43VA_01_EASTLAND_BLACK_SW?$swatch$ -
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43VA_17_EASTLAND_LIGHT_TAN_SW?$swatch$
Description:
The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary. -
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Going FastOnline ExclusiveThe sale price is $110.00Please choose a color.
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43N6_01_CLARKS_BLACK_SW?$swatch$ -
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43N6_38_CLARKS_BROWN_SW?$swatch$ -
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43N6_16_CLARKS_TAN_SW?$swatch$
Description:
Look both laid-back and luxe in these chic Radwell sneakers. Made by Clarks from smooth, durabale leather, these kicks come cushioned with a molded contour comfort footbed and a lightweight, impact-absorbing EVA midsole. Stylish and comfy, they sport an XTRALITE outsole for effortless traction and increased durability. Whether worn with slacks, chinos, or jeans, you'll feel confident and cool with every step. -
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Online ExclusiveThe sale price is $150.00Please choose a color.
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43G7_01_COLE_HAAN_BLACK_SW?$swatch$ -
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43G7_19_COLE_HAAN_BRITISH_TAN_SW?$swatch$
Description:
Meet your new go-to for style that doesn't slow you down. These Cole Haan shoes combine classic Oxford charm with modern ease, thanks to quick-on elastic laces that make slipping in and out a breeze. Laser-cut detailing adds a fresh, contemporary twist, while lightweight comfort keeps you moving effortlessly from work to weekend. It's polished, practical, and ready for anything. -
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Online ExclusiveThe regular price is $130.00 The sale price is $91.00 salePlease choose a color.
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43GH_80_ROCKPORT_LIGHT_GREEN_SW?$swatch$ -
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43GH_01_ROCKPORT_BLACK_SW?$swatch$ -
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43GH_72_ROCKPORT_DARK_BLUE_SW?$swatch$
Description:
Keep it casually cool with the ultra-comfy LiteCourt Sneakers. Made by Rockport, these laid-back lace-ups are fashioned from genuine, durable leather. They're both stylish and orthopedic friendly with their padded collar and tongue, cushioned insole, EVA midsole, and truTECH® technology for lightweight shock absorption. Complete with a thick and grippy rubber outsole, these kicks are sure to become an instant wardrobe favorite. -
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Online ExclusiveThe sale price is $125.00Please choose a color.
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40DT_38_BORN_SHOES_BROWN_SW?$swatch$ -
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40DT_01_BORN_SHOES_BLACK_SW?$swatch$
Description:
Everything you need in an everyday shoe, this style combines effortless wear with premium comfort. Crafted from soft, hand-finished full-grain leather, it features a breathable microsuede lining and a removable footbed with added foam for superior cushioning. The high-traction, lightweight rubber outsole ensures flexibility and durability, while 2-way Opanka handcrafted construction delivers exceptional quality and comfort. Perfect for slipping on and off with ease, these loafers are designed for all-day wear. -
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Online ExclusiveThe regular price is $100.00 The sale price is $70.00 salePlease choose a color.
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43J9_38_EASTLAND_BROWN_SW?$swatch$ -
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43J9_01_EASTLAND_BLACK_SW?$swatch$ -
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43J9_17_EASTLAND_KHAKI_SW?$swatch$
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. -
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Online ExclusiveThe regular price is $110.00 The sale price is $77.00 salePlease choose a color.
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43DA_01_NUNN_BUSH_BLACK_SW?$swatch$ -
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43DA_41_NUNN_BUSH_COGNAC_SW?$swatch$
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. -
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Going FastOnline ExclusiveThe sale price is $135.00Please choose a color.
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43JF_41_FLORSHEIM_COGNAC_SW?$swatch$ -
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43JF_01_FLORSHEIM_BLACK_SW?$swatch$
Description:
Polished yet practical, these Florsheim chukka boots deliver everyday versatility with a refined edge. Crafted from rich leather and set on a durable rubber sole, it pairs classic chukka styling with modern comfort features. A cushioned footbed and soft Suedetec lining provide support from morning commutes to evening plans, while the clean plain toe keeps your look sharp. Whether you're dressing up denim or adding a relaxed touch to tailored trousers, this boot moves effortlessly through the week. -
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Online ExclusiveThe sale price is $120.00 salePlease choose a color.
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43JD_41_FLORSHEIM_COGNAC_SW?$swatch$ -
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43JD_01_FLORSHEIM_BLACK_SW?$swatch$
Description:
Refined and ready from work to weekend, this shoe from Florsheim delivers classic style with all-day comfort. Premium leather and a timeless cap toe design give it a polished, professional look, while the cushioned footbed and soft lining keep every step comfortable. A durable sole adds traction and stability, making it a smart, reliable choice for the office, dress wear occasions, and everything in between. -
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Online ExclusiveThe sale price is $145.00 salePlease choose a color.
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43JB_38_FLORSHEIM_BROWN_CH_SW?$swatch$ -
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43JB_45_FLORSHEIM_MOCHA_SW?$swatch$ -
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43JB_16_FLORSHEIM_SADDLE_TAN_SW?$swatch$ -
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43JB_01_FLORSHEIM_BLACK_SW?$swatch$ - +1
Description:
Classic design meets modern edge in these Florsheim Chukka boots. With a clean three-eyelet profile and stacked heel, they bring effortless style to everything from office hours to off-duty adventures. Crafted from rich leather, these boots pair perfectly with jeans and a sport coat for a look that's both polished and relaxed. Inside, soft Suedetec linings and a cushioned, removable EVA footbed wrapped in leather provide lasting comfort and flexibility, while the durable rubber outsole ensures reliable traction wherever the day takes you. -
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Online ExclusiveThe sale price is $145.00 salePlease choose a color.
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43JC_16_FLORSHEIM_SADDLE_TAN_SW?$swatch$ -
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43JC_38_FLORSHEIM_BROWN_CH_SW?$swatch$ -
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43JC_45_FLORSHEIM_MOCHA_SW?$swatch$ -
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43JC_01_FLORSHEIM_BLACK_SW?$swatch$ - +1
Description:
Effortlessly stylish and endlessly versatile, these Florsheim boots are designed to keep up with wherever life takes you. Crafted in rich leather, their clean lines and modern silhouette make them a natural match for everything from tailored trousers to worn-in denim. Inside, soft Suedetec linings and a fully cushioned, removable EVA footbed wrapped in leather deliver comfort that lasts all day. Finished with a durable rubber outsole for added traction and flexibility, it's the kind of boot you'll want to keep on rotation. -
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Online ExclusiveThe regular price is $85.00 The sale price is $59.50 salePlease choose a color.
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43DM_01_NUNN_BUSH_BLACK_PATENT_SW?$swatch$
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. -
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Online ExclusiveThe regular price is $110.00 The sale price is $77.00 salePlease choose a color.
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43DN_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DN_01_NUNN_BUSH_BLACK_SW?$swatch$
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. -
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Online ExclusiveThe regular price is $110.00 The sale price is $77.00 salePlease choose a color.
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43DT_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DT_01_NUNN_BUSH_BLACK_SW?$swatch$
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. -
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Online ExclusiveThe regular price is $110.00 The sale price is $77.00 salePlease choose a color.
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43DG_41_NUNN_BUSH_COGNAC_MULTI_SW?$swatch$ -
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43DG_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
With a polished leather upper and an athletic-inspired sole, these Nunn Bush Oxfords effortlessly blends dressy style with everyday comfort. A hidden elastic gore patch ensures easy on-and-off and a flexible, personalized fit, while fully padded mesh linings keep your feet cool and supported. The Dual Comfort footbed crafted with two EVA foam layers and arch support offers cushioning that lasts all day, and the lightweight sole with a rubber heel pod absorbs impact with every step. -
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Online ExclusiveThe sale price is $130.00 salePlease choose a color.
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438W_01_CLARKS_BLACK_SW?$swatch$ -
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438W_18_CLARKS_DARK_TAN_SW?$swatch$
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. -
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Going FastOnline ExclusiveThe sale price is $100.00Please choose a color.
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436Z_01_BLACK_SW?$swatch$ -
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436Z_38_COLA_SW?$swatch$ -
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436Z_40_CLARKS_DARK_BROWN_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $120.00 salePlease choose a color.
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437L_01_FLORSHEIM_BLACK_SW?$swatch$ -
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437L_02_FLORSHEIM_BLACK_WHITE_SW?$swatch$ -
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437L_41_FLORSHEIM_COGNAC_SW?$swatch$
Description:
The perfect addition to your footwear rotation, this slip-on shoe offers the utmost in versatility and ease with its SupaStep hands-free design. Simply step in and go. A classic plain toe design provides a polished look suitable for both professional and dress-casual occasions. Easy on and easy off, they're a great choice for everyday wear, further enhanced by a fully cushioned, removable Comfortech footbed that ensures exceptional all-day support. -
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All offers can be modified or canceled anytime and are subject to product availability. Selection varies by store and online. Offers are valid on new orders only. Offers cannot generally be combined with other offers. Discounts are not redeemable for cash or credit. Customers returning purchased items will forfeit any discounts applied to those items at the time of purchase; the Jos. A. Bank return policy will apply to the remainder of the purchase. Bank Account Rewards® points are earned only on amounts expended by you in connection with the purchase and are deducted for any returns.
All online orders over $50 (before taxes) placed and shipped within the U.S. are eligible for free standard shipping.
Deal of the Day: Select styles and colors. Additional charge for Big & Tall sizes. Excludes Custom. Ends 11:59 p.m. CT.