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Tailored Fit Pants

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  • Gift Badge For Johnston & Murphy Tailored Fit XC4 Performance Pants
    Online Exclusive
    The sale price is   $89.50
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    Description:
    Tailored for everyday comfort on or off the course, these Johnston & Murphy pants are crafted from a breathable, moisture-wicking stretch fabric that's softer than ever. Lightweight and wrinkle-resistant, they dry quickly and feature an antimicrobial finish to keep you feeling fresh. With UPF50 sun protection, a comfort-stretch waistband, and thoughtful details like mesh-lined side pockets, a hidden zip pocket, and back besom pockets (one with a zipper), they're built for performance without sacrificing polish.
  • Gift Badge For Jos. A. Bank Collection Tailored Fit Garment-Dyed Field Pants
    The sale price is   $74.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    Description:
    <p>Easygoing, comfortable, and built for everyday adventures, these garment‑dyed field pants from the Jos. A. Bank Collection bring a laid‑back attitude to your casual lineup. Made from a soft, breathable blend of eco‑friendly cotton and linen, they offer lightweight comfort with just enough stretch to keep you moving naturally. A drawstring front gives them a relaxed jogger‑inspired feel, while side pockets and buttoned back pockets add simple, functional storage. The Tailored Fit keeps the silhouette trim without feeling dressy, perfect for weekend errands, vacation days, or anything that calls for comfort with a hint of structure.</p>
  • Gift Badge For Vintage & Black Tailored Fit Ribbed Joggers
    Online Exclusive
    The sale price is   $95.00
    Description:
    Kick back in comfort and style with these ribbed joggers from Vintage & Black. Designed with a soft, textured finish and an adjustable drawstring waist, they're perfect for lounging at home or stepping out in laid-back fashion. The relaxed fit and cozy feel make them your go-to for effortless everyday wear.
  • Gift Badge For Johnston & Murphy Tailored Fit Straight Leg Denim Jeans
    New
    Online Exclusive
    The sale price is   $129.50
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    Description:
    Give your everyday look a polished upgrade with Johnston & Murphy. Designed with a modern yet comfortable fit, these jeans bring together classic style and just the right amount of stretch. The straight leg keeps things timeless and versatile, perfect for dressing up or keeping it casual. With a 5‑pocket design, they deliver all the familiar function of your go‑to jeans, but with an elevated feel. Crafted from a soft, durable cotton blend, they move with you, keep their shape, and stay comfortable from morning to night.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Textured Dress Pants
    The sale price is   $99.00

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

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    Description:
    Crafted to keep up with your busy schedule, these flat-front dress pants have 37.5? Technology that maintains the optimum microclimate for your body. Made by the Traveler&reg; Collection, the 37.5? active particles help your body thermoregulate, keeping you cool when you're hot and warm when you're cold. They also wick away moisture at the vapor level, ensuring maximum comfort. Woven from a textured wool blend with a bit of stretch, these machine-washable, Tailored Fit slacks are specially treated to resist stains and wrinkles for fuss-free care and wear.
  • Gift Badge For Linen Cotton Comfort Stretch 9 Inch Shorts CLEARANCE
    $14.99 - $19.99 clearance
    More Colors for Linen Cotton Comfort Stretch 9 Inch Shorts CLEARANCE. Link will open product details page.
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    Description:
    Ready to soak up the sun? Fashioned from a comfort-stretch fiber blend with breathable linen and responsibly grown cotton, these Jos. A. Bank shorts will make life feel like a beach. Styled with a smooth, flat front and a flattering, Tailored Fit, they pair well with sport shirts, polos, and tees alike.
  • Gift Badge For Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants - Big & Tall
    The sale price is   $84.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants - Big & Tall. Link will open product details page.
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    Description:
    These pants deliver a modern look with the ease you need for everyday wear. In a Tailored Fit, they offer a clean, polished silhouette, while the comfort stretch fabric moves with you for all-day flexibility. The classic 5-pocket styling adds a casual edge, making these pants versatile enough to dress up with a button-down or keep it relaxed with a polo or tee.
  • Gift Badge For Haggar Big & Tall Premium Comfort Tailored Fit Flat Front Dress Pant
    Online Exclusive
    The sale price is   $80.00
    More Colors for Haggar Big & Tall Premium Comfort Tailored Fit Flat Front Dress Pant. Link will open product details page.
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    Description:
    Big & Tall Premium Comfort Tailored Fit Flat Front Dress Pants are your new go-to for effortless style and all-day comfort. Engineered with a hidden expandable waistband that stretches up to 3 inches and innovative 4-way stretch fabric, these pants move with you, providing unparalleled flexibility from morning meetings to evening events. The Tailored Fit offers a polished, timeless silhouette with a flat front for a clean look, while the wrinkle-free, no-iron design ensures you always look sharp without the extra effort. These machine-washable pants offer superior comfort and convenience, making them a smart and stylish choice for any wardrobe.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Performance 5-Pocket Pant - Big & Tall
    The sale price is   $89.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Traveler® COOLMOTION Tailored Fit Performance 5-Pocket Pant - Big & Tall. Link will open product details page.
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    Description:
    Upgrade your everyday comfort and travel capability with this Traveler&reg; COOL<i>MOTION</i> Tailored Fit Performance 5-Pocket Pant. Engineered with innovative COOL<i>MOTION</i> technology, these pants actively wick away moisture and enhance air circulation to keep you feeling cool and comfortable, no matter the climate or activity. Cut in a modern Tailored Fit, they offer a refined appearance that is both comfortable and polished. The versatile 5-pocket styling provides a casual, yet adaptable look. These performance pants are built with movement and ease in mind, making them an essential addition to your travel or active wardrobe.
  • Gift Badge For Jos. A. Bank Straight Leg Jeans - Big & Tall
    The sale price is   $84.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

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    Description:
    These casual cotton-blend jeans from Jos. A. Bank are woven with just the right amount of stretch for total comfort. Cut with a straight leg opening, they sit at the hips and are styled with light whiskering and fading for that worn-in look you'll love.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Dress Pants - Big & Tall
    The sale price is   $109.00

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Traveler® COOLMOTION Tailored Fit Dress Pants - Big & Tall. Link will open product details page.
    Please choose a color.
    Description:
    Made to perform, these Traveler&reg; pants feature 37.5&copy; Technology that maintains the optimum microclimate for your body. The 37.5&copy; active particles help your body thermoregulate, keeping you cool when you're hot and stay warm when you're cold. The 37.5 Technology also wicks away moisture at the vapor level, ensuring maximum comfort. A hint of stretch keeps you moving comfortably while you go about your business.
  • Gift Badge For Jos. A. Bank Tailored Fit Dress Pants - Big & Tall
    The sale price is   $99.00

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Jos. A. Bank Tailored Fit Dress Pants - Big & Tall. Link will open product details page.
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    Description:
    Perfect for the man on the move, these dress pants feature a hint of stretch and a comfort waistband.
  • Gift Badge For Traveler® Performance Tailored Fit Slider Waistband Chinos - Big & Tall
    The sale price is   $89.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Traveler® Performance Tailored Fit Slider Waistband Chinos - Big & Tall. Link will open product details page.
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    Description:
    Ideal for when you are on the go, these casual performance pants from the Traveler&reg; Collection resist wrinkles and are machine washable for easy care. Styled with a smooth, flat front and gripper waistband, they are available in assorted colors so you can stock up and effortlessly prepare for your next business or leisure trip.
  • Gift Badge For Traveler® Performance Tailored Fit Chinos - Big & Tall
    The sale price is   $89.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Traveler® Performance Tailored Fit Chinos - Big & Tall. Link will open product details page.
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    Description:
    Quite possibly the most versatile pants you'll ever own, this water-repellent pair from the Traveler&reg; Collection can be worn anywhere, from the golf course, to brunch, and to work. The two-way stretch fabric is specially treated to resist stains and wrinkles.
  • Gift Badge For Reserve Collection Tailored Fit Italian Wool Textured Dress Pant
    New
    The sale price is   $129.00

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    Description:
    These dress pants from the Reserve Collection offer a refined, modern look with a Tailored Fit that provides a closer feel through the seat and thighs. Crafted from a premium Italian wool blend with a hint of stretch, these pants feature a flat front and a subtle textured weave for added depth. The interior is finished with high-quality detailing, making them a reliable and sophisticated choice for a formal event, a business meeting, or a polished evening out.
  • Gift Badge For Tailored Fit Stretch Twill Shorts
    The sale price is   $54.50
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    Description:
    Experience all-day ease with these Jos. A. Bank Tailored Fit shorts, designed to blend timeless style with modern comfort. Made from soft, stretch twill fabric, they offer a flexible fit that moves with you, whether you're relaxing or on the go. The flat-front design and tailored silhouette provide a polished look without sacrificing comfort, making them a go-to choice for warm-weather wear that feels as good as it looks.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Lined Shorts
    New
    The sale price is   $49.00
    Description:
    These solid stretch tech pull‑on lined shorts are designed for laid‑back days that still call for a polished look. With a tailored silhouette and easy pull‑on waist, they strike the perfect balance between relaxed and refined: no effort required. The lightweight stretch fabric moves with you, keeping things cool, comfortable, and flexible from morning errands to afternoon plans. Finished with a 9‑inch inseam for a clean, modern length, they're the kind of shorts you'll want to live in all season long.
  • Gift Badge For Jos. A. Bank Tailored Fit Comfort Stretch Casual Chinos - Big & Tall
    The sale price is   $84.50

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Jos. A. Bank Tailored Fit Comfort Stretch Casual Chinos - Big & Tall. Link will open product details page.
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    Description:
    Level up your look with the versatile and reliable performance of these essential chinos. This pair features a Tailored Fit and integrated stretch fabric for a comfortable feel that moves with you through every appointment. The durable construction features a hemmed finish for a polished appearance that ensures you look great from the morning commute to evening drinks.
  • Gift Badge For Traveler® Collection Tailored Fit Performance Seersucker Shorts
    New
    The sale price is   $59.50
    More Colors for Traveler® Collection Tailored Fit Performance Seersucker Shorts. Link will open product details page.
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    Description:
    Designed for warm‑weather comfort with a refined edge, these shorts deliver lightweight breathability in a tailored silhouette. The textured seersucker construction promotes airflow while maintaining a crisp, elevated look. Easy to wear and built for movement, they transition effortlessly from travel days to casual outings, offering polished versatility for everyday summer style.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Shorts
    New
    The sale price is   $49.00
    More Colors for Traveler® COOLMOTION Tailored Fit Stretch Tech Shorts. Link will open product details page.
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    Description:
    These solid stretch tech pull‑on shorts are designed for laid‑back days that still call for a polished look. With a tailored silhouette and easy pull‑on waist, they strike the perfect balance between relaxed and refined: no effort required. The lightweight stretch fabric moves with you, keeping things cool, comfortable, and flexible from morning errands to afternoon plans. Finished with a 9‑inch inseam for a clean, modern length, they're the kind of shorts you'll want to live in all season long.
  • Gift Badge For Jos. A. Bank Tailored Fit Tonal Stripe Drawcord Shorts
    New
    The sale price is   $54.50
    Description:
    Lean into effortless style with these cozy cotton shorts that perfectly bridge the gap between weekend lounge and polished leisure. The subtle tonal stripes add a high-end touch to the relaxed feel, while the easy-going drawcord ensures you stay comfortable no matter how you choose to spend your day. Pair them with the matching shirt for a coordinated vibe, or throw on a simple polo or tee for a sharp, easy look.
  • Gift Badge For Traveler® Performance Tailored Fit Floral Shorts
    New
    The sale price is   $59.50
    Description:
    Get ready to own the weekend in these high-performance floral shorts that bring a bold splash of personality to your summer rotation. Engineered with a lightweight nylon blend and a healthy dose of integrated stretch, these plain front separates keep you moving freely whether you're hitting the boardwalk or the backyard grill. The Tailored Fit ensures you look sharp without feeling restricted, while the moisture-managing fabric handles the heat so you can focus on having a good time. Just pair them with a solid polo and your favorite sunglasses for a look that says you've officially clocked out.
  • Gift Badge For Wrangler Loose Bootcut Jeans
    Online Exclusive
    The sale price is   $79.00
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    Description:
    Roomy up top, boot-ready below, these Wrangler jeans are built for laid-back comfort with a Western edge. Featuring a relaxed fit through the thigh and a wider leg opening, they're designed to sit easily over your favorite boots while keeping your look casual and confident. Whether you're headed to the ranch, out and about, or just kicking back, these jeans deliver classic Wrangler styling with a modern, easygoing silhouette.
  • Gift Badge For Reserve Collection Tailored Fit Italian Wool Dress Pants - Big & Tall
    The sale price is   $139.00

    Buy 2 Pairs of Pants, Save $20 (must purchase minimum of 2 eligible pants)

    More Colors for Reserve Collection Tailored Fit Italian Wool Dress Pants - Big & Tall. Link will open product details page.
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    Description:
    Take charge of your style with these debonaire dress pants. Crafted from fine Italian wool, they are woven with just a touch of stretch to ensure a comfortable wearing experience. Finished with a Tailored Fit, they will serve as a solid foundation to your sharp ensembles.