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Tailored Fit All Pants Deals

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  • Gift Badge For Reserve Collection Tailored Fit Stripe Linen Blend Drawstring Pants
    New
    The regular price is   $89.50 The sale price is   $62.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Experience smart-casual at its finest with these effortlessly cool pants. From the Reserve Collection, they're comprised of a rich fabric blend that includes breathable linen, sumptuous cotton, and the unparalleled flexiblity of comfort stretch. Styled with subtle stripes and a Tailored Fit, their drawstring closure offers just the kind of ease you need after work, while on the go, or at the beach.
  • Gift Badge For Reserve Collection Tailored Fit Basketweave Linen Blend Shorts
    New
    The regular price is   $69.50 The sale price is   $48.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Your summer style just leveled up! These Reserve Collection shorts combine a refined basketweave texture with a Tailored Fit for a look that's polished yet easygoing. Featuring a flat front and built-in stretch, they move with you, whether you're off to a weekend getaway or just kicking back in style. Comfort and confidence? These shorts bring both in one smart package.
  • Gift Badge For Reserve Collection Tailored Fit Linen Blend Shorts
    New
    The regular price is   $69.50 The sale price is   $48.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Your summer style just got an upgrade! These Reserve Collection shorts mix polished looks with laid-back ease. Featuring a flat front and Tailored Fit, they're designed to move with you thanks to built-in stretch. Perfect for weekends, getaways, or simply relaxing in style, these shorts prove that comfort and confidence go hand in hand.
  • Gift Badge For Reserve Collection Tailored Fit Linen Blend Shorts
    New
    The regular price is   $69.50 The sale price is   $48.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Meet your new summer MVP! These Reserve Collection shorts bring sharp style and easy comfort together in one effortless package. With a flat front and Tailored Fit, they deliver a polished look that moves with you, thanks to the built-in stretch. Perfect for weekends, vacations, or just kicking back in style, these shorts prove that looking good can feel great.
  • Gift Badge For Reserve Collection Tailored Fit Linen Blend Pants
    New
    The regular price is   $89.50 The sale price is   $62.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Part of the Reserve Collection, these casually cool pants deliver relaxed refinement with an elevated edge. Crafted from a breathable linen‑cotton blend with a subtle basketweave texture, they feel lightweight, airy, and effortlessly comfortable. A tailored silhouette and easy drape lend a polished look, making them a versatile choice for warm‑weather outings, weekend plans, and occasions that call for laid‑back sophistication.
  • Gift Badge For Reserve Collection Tailored Fit Linen Blend Shorts
    New
    The regular price is   $69.50 The sale price is   $48.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Lightweight linen and soft cotton blend together to create this chic pair of shorts. By the Reserve Collection, they're flattering with a smooth, flat front, a Tailored Fit, and the ease of comfort stretch fabric. Breathable, durable, and versatile, they can go with a Henley on a casual Friday, a cotton tee around town, or a linen-blend sportshirt while cruising on a yacht.
  • Gift Badge For Jos. A. Bank Tailored Fit Cotton-Linen Blend Cargo Shorts
    New
    The regular price is   $54.50 The sale price is   $38.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Adventure awaits in these ruggedly handsome cargo shorts, designed for the man who refuses to choose between utility and style. The breathable blend of cotton and linen keeps you cool when the heat is on, while built-in stretch ensures you can move freely from city streets to mountain trails. With a variety of pockets to secure your gear and a sharp, flat-front finish, they provide a dependable go-to for every weekend expedition.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Shorts
    New
    The regular price is   $49.00 The sale price is   $34.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® COOLMOTION Tailored Fit Stretch Tech Shorts. Link will open product details page.
    Please choose a color.
    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 Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Lined Shorts
    New
    The regular price is   $49.00 The sale price is   $34.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    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 Tonal Stripe Drawcord Shorts
    New
    The regular price is   $54.50 The sale price is   $38.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    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 Jos. A. Bank Tailored Fit Comfort Stretch Casual Chinos
    The regular price is   $74.50 The sale price is   $52.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Jos. A. Bank Tailored Fit Comfort Stretch Casual Chinos. Link will open product details page.
    Please choose a color.
    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® Performance Extended Waistband Refined Chinos
    The regular price is   $79.50 The sale price is   $55.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® Performance Extended Waistband Refined Chinos. Link will open product details page.
    Please choose a color.
    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 Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants
    The regular price is   $74.50 The sale price is   $52.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants. Link will open product details page.
    Please choose a color.
    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 Traveler® Performance Tailored Fit Cotton Blend Flat Front Golf Chinos
    The regular price is   $79.50 The sale price is   $55.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® Performance Tailored Fit Cotton Blend Flat Front Golf Chinos. Link will open product details page.
    Please choose a color.
    Description:
    Think of these Traveler golf chinos as the ultimate wingman for a long day, whether you are lining up a birdie or sitting through a marathon meeting. They pack a 4-way stretch that moves whenever you do, plus a handy shirt gripper to keep everything tucked in while you swing or reach for that second cup of coffee. Because life can be messy, the water-repellent and moisture-wicking fabric helps you stay dry and look sharp through unpredictable weather or high-pressure moments. These aren't just pants; they are a low-maintenance, machine-washable solution for staying comfortable and looking tailored from the first tee to the final dinner reservation.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Performance 5-Pocket Pant
    The regular price is   $79.50 The sale price is   $55.65 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® COOLMOTION Tailored Fit Performance 5-Pocket Pant. Link will open product details page.
    Please choose a color.
    Description:
    Upgrade your everyday comfort and travel capability with this Traveler? CoolMotion Tailored Fit Performance 5-Pocket Pant. Engineered with innovative CoolMotion 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 Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Active Shorts
    New
    The regular price is   $49.00 The sale price is   $34.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Made to move, these shorts deliver lightweight comfort with a polished, tailored look. Crafted from a smooth, stretch‑enhanced fabric, they offer easy pull‑on wear and flexible performance for days on the go. The tailored silhouette keeps the look refined, while the breathable construction ensures all‑day comfort, making them perfect for travel, warm‑weather outings, and everyday versatility.
  • Gift Badge For Jos. A. Bank Tailored Fit Solid Textured Comfort Stretch Dress Pants
    The regular price is   $89.00 The sale price is   $62.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Designed for a sharp, modern silhouette, these Tailored Fit dress pants deliver polish with built‑in comfort. The flat‑front design keeps the look clean and streamlined, while a subtly textured fabric adds depth and refinement. Crafted from a thoughtful blend of recycled polyester. They offer a smooth feel and flexible wear that moves easily through long workdays and dress wear occasions alike.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Wool Blend Dress Pants
    The regular price is   $99.00 The sale price is   $69.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® COOLMOTION Tailored Fit Wool Blend Dress Pants. Link will open product details page.
    Please choose a color.
    Description:
    These Tailored Fit pants have 37.5? Technology that maintains the optimum microclimate for your body to keep up with your busy schedule. Made by the Traveler? Collection, the 37.5? active particles help your body thermoregulate, keeping you cool when you're hot and stay warm when you're cold. This technology also wicks away moisture at the vapor level, ensuring maximum comfort. Comprised of a wool-blend fabric with a hint of stretch for mobility, these impressive pants are specially finished to resist stains and wrinkles for fuss-free care and wear.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Textured Dress Pants
    The regular price is   $99.00 The sale price is   $69.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Traveler® COOLMOTION Tailored Fit Textured Dress Pants. Link will open product details page.
    Please choose a color.
    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 Joseph A. Bank Straight Leg Jeans
    The regular price is   $74.50 The sale price is   $52.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Joseph A. Bank Straight Leg Jeans. Link will open product details page.
    Please choose a color.
    Description:
    Designed for comfort and sustainability, these Tailored Fit jeans sit at the hip with a straight leg opening and are woven with just the right amount of stretch for easy movement. Crafted using the Cleankore dyeing process, they offer an eco-friendly approach with a substantial reduction in water, chemicals, and energy. Made from a durable cotton blend, these jeans have a touch of stretch for comfort while retaining their shape.
  • Gift Badge For Comfort Stretch Dress Pants - Tailored Fit
    The regular price is   $89.00 The sale price is   $62.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    More Colors for Comfort Stretch Dress Pants - Tailored Fit. Link will open product details page.
    Please choose a color.
    Description:
    Perfect for the man on the move, these dress pants by Jos. A. Bank feature a hint of stretch and a comfort waistband.
  • Gift Badge For Jos. A. Bank Tailored Fit Comfort Stretch Textured Solid Dress Pant
    The regular price is   $89.00 The sale price is   $62.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Meet the dress pants that work just as hard as you do. These Jos. A. Bank trousers offer a Tailored Fit that keeps you looking sharp without feeling like you're trapped, thanks to a healthy dose of spandex for all-day flexibility. The textured solid finish adds visual interest to stand out from the sea of plain slacks, while the recycled polyester blend has you feeling good about your wardrobe choices. Whether you are sprinting to a meeting or settling in for a long dinner, these pants move with you and hold their shape so you never end the day looking rumpled.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Wool Blend Dress Pants
    The regular price is   $99.00 The sale price is   $69.30 sale

    30% Off Pants & Shorts! (Price reflects discount)

    Description:
    Trimmed with a handsome, Tailored Fit, these dress pants have 37.5© Technology that maintains the optimum microclimate for your body to keep up with your busy schedule. Made by the Traveler® Collection, the 37.5© active particles help your body thermoregulate, keeping you cool when you're hot and warm when you're cold. This technology also wicks away moisture at the vapor level, ensuring maximum comfort. Crafted from a rich wool blend with a hint of flexible stretch, these machine-washable pants are specially treated to resist stains and wrinkles for fuss-free care and wear.
  • Gift Badge For Jos. A. Bank Collection Tailored Fit Garment-Dyed Field Pants
    The regular price is   $74.50 The sale price is   $52.15 sale

    30% Off Pants & Shorts! (Price reflects discount)

    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>