skip to main content

Casual Tailored Fit Pants

Refine your results

Filter
Clear All Filters
Total: 31 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Joseph A. Bank Straight Leg Jeans
    The sale price is   $74.50

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

    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 Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Shorts
    Description:
    Refresh your warm-weather rotation with these Traveler® COOLMOTION jogger shorts, designed to keep you feeling as cool as you look. Featuring a Tailored Fit for a modern silhouette, these shorts are crafted from a high-performance fabric blend with built-in stretch for maximum mobility. Whether you are hitting the golf course or heading out for a weekend brunch, the moisture-regulating properties and easy-care machine washable fabric make them a go-to choice for active days.
  • Gift Badge For Tailored Fit Stretch Twill Shorts - Big & Tall
    The sale price is   $64.50
    Please choose a color.
    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® Performance Tailored Fit Solid 7 Inch Golf Shorts
    The sale price is   $59.50
    Please choose a color.
    Description:
    Designed for polished performance on and off the course, these golf shorts deliver comfort, mobility, and style. Cut in a Tailored Fit with a flat‑front profile, they offer a streamlined look that transitions easily from tee time to clubhouse. The stretch‑enhanced fabric blend provides breathable comfort, flexibility, and durability. They're a versatile essential for warm‑weather rounds and casual outings alike.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Tech Pull‑On Active Shorts
    New
    Description:
    Designed for movement and built for comfort, these shorts deliver a polished look with performance‑driven ease. The tailored silhouette offers a streamlined fit, while the lightweight stretch fabric moves with you for all‑day flexibility. Crafted from a breathable fabric blend, these shorts are ideal for travel, warm‑weather outings, and everyday wear, combining modern style with effortless comfort.
  • Gift Badge For Traveler® Performance Tailored Fit Solid 7 Inch Golf Shorts - Big & Tall
    The sale price is   $69.50
    Please choose a color.
    Description:
    Designed for polished performance on and off the course, these golf shorts deliver comfort, mobility, and style. Cut in a Tailored Fit with a flat?front profile, they offer a streamlined look that transitions easily from tee time to clubhouse. The stretch?enhanced fabric blend provides breathable comfort, flexibility, and durability. They're a versatile essential for warm?weather rounds and casual outings alike.
  • Gift Badge For Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants
    The sale price is   $74.50

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

    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® COOL<i>MOTION</i> Tailored Fit Stretch Tech Active Shorts
    New
    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 Traveler® COOL<i>MOTION</i> Tailored Fit Performance 5-Pocket Pant
    The sale price is   $79.50

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

    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 Wrangler Greensboro Straight Leg Jeans
    Online Exclusive
    The sale price is   $79.00
    Please choose a color.
    Description:
    These Wrangler jeans are a modern classic built for everyday wear. With a mid-rise waist, straight leg, and signature five-pocket styling, they have timeless versatility and laid-back comfort. Crafted from a soft, durable cotton blend with added stretch, this pair is designed to move with you from workdays to weekends. Pair with everything from tees to flannels to sweaters for a clean, confident look.
  • Gift Badge For Johnston & Murphy Tailored Fit Five Pocket Pants
    Online Exclusive
    The sale price is   $129.50
    Please choose a color.
    Description:
    These Johnston & Murphy pants are tailored from an expertly blended cotton/lyocell/spandex stretch terry twill, offering exceptional comfort without sacrificing a polished, structured look. This unique combination makes them a versatile staple, from relaxed weekends to a casual day at the office or an evening out.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Pants
    The sale price is   $59.00

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

    Description:
    These jogger pants combine laid-back style with on-the-go functionality. Crafted with a touch of stretch, they offer a flexible, comfortable fit that adapts to your every move. Perfect for travel or casual outings, they bring a modern look while providing all-day comfort and easy wear.
  • Gift Badge For Johnston & Murphy Tailored Fit XC4 Performance Pants
    Online Exclusive
    The sale price is   $89.50
    Please choose a color.
    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
    Please choose a color.
    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 Linen Cotton Comfort Stretch 9 Inch Shorts CLEARANCE
    $14.99 - $19.99 clearance
    Please choose a color.
    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)

    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® 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)

    Please choose a color.
    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)

    Please choose a color.
    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 Tailored Fit Stretch Twill Shorts
    The sale price is   $54.50
    Please choose a color.
    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
    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 Traveler® Collection Tailored Fit Performance Seersucker Shorts
    New
    The sale price is   $59.50
    Please choose a color.
    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
    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.

MORE TO KNOW ABOUT MEN’S SLACKS:

Choosing men’s dress pants can be confusing. Dress pants come with a flat front (contoured to the body) or with pleats (subtle folds). Some dress pants have a straight leg; others flare at the bottom or feature a cuff. And then there are chinos and dressy jeans to consider. That pair of slacks for men that looks great on the hanger can leave you disappointed. Without a bit of added attention to the fit, dress slacks can appear too baggy or too snug. Even when trousers look amazing, they can be uncomfortable. Since 1905, our tailors have fussed over every stitch of our dress pants to ensure that perfect fit. Take a classic pair of khaki dress pants. The cut of the pocket, the rise of the seat, the length and cut of the leg—all determine how that pair of pants looks and feels. With so many different builds and styles that change seemingly overnight, it’s nearly impossible to eyeball every fit. That’s where our salespeople and in-store tailors come in. It’s not uncommon for our slacks to look and feel great right off the rack, but we can also perform alterations to the waist, seat and leg to offer a perfectly tailored fit. At any of our stores, you’ll find a great selection of pants to match with shirts, jackets and accessories. We’re eager to help you express your individual sense of style.