skip to main content

Casual Tailored Fit Pants

Refine your results

Filter
Clear All Filters
Change
Total: 34 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants
    The sale price is   $74.50

    Buy 2, 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 Joseph A. Bank Straight Leg Jeans
    The sale price is   $74.50

    Buy 2, 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® Performance Tailored Fit Solid Golf Shorts 7''
    The sale price is   $59.50

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

    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 Tailored Fit Stretch Twill Shorts 9''
    The sale price is   $54.50

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

    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 Performance 5-Pocket Pant
    The sale price is   $79.50

    Buy 2, 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 Reserve Collection Tailored Fit Basketweave Linen Blend Drawstring Pants
    The sale price is   $89.50

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

    Please choose a color.
    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 a subtle basketweave pattern 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 Linen Blend Shorts 9 Inch Inseam
    The sale price is   $69.50

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

    Please choose a color.
    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 Pants
    The sale price is   $89.50

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

    Please choose a color.
    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 Traveler® Performance Tailored Fit Solid Golf Shorts 7'' - Big & Tall
    The sale price is   $69.50

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

    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® Collection Tailored Fit Performance Seersucker Shorts 7 Inch Inseam
    The sale price is   $59.50

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

    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 Tailored Fit Stretch Twill Shorts 9'' - Big & Tall
    The sale price is   $64.50

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

    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 Reserve Collection Tailored Fit Linen Blend Shorts 9 Inch Inseam
    The sale price is   $69.50

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

    Please choose a color.
    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 Shorts 9 Inch Inseam
    The sale price is   $69.50

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

    Please choose a color.
    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 Reserve Collection Tailored Fit Basketweave Linen Blend Shorts 9 Inch Inseam
    The sale price is   $69.50

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

    Please choose a color.
    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 Jos. A. Bank Tailored Fit Cotton-Linen Blend Cargo Shorts 10 Inch Inseam
    The sale price is   $54.50

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

    Please choose a color.
    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 Jos. A. Bank Straight Leg Jeans - Big & Tall
    The sale price is   $84.50

    Buy 2, 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 Reserve Collection Tailored Fit Stripe Linen Blend Drawstring Pants
    The sale price is   $89.50

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

    Please choose a color.
    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 Traveler® COOL<i>MOTION</i> Tailored Fit Stretch Tech Shorts
    The sale price is   $49.00

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

    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 Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants - Big & Tall
    The sale price is   $84.50

    Buy 2, 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, 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 Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Pants
    The sale price is   $59.00

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

    Please choose a color.
    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 Jos. A. Bank Tailored Fit Tonal Stripe Drawcord Shorts 7 Inch Inseam
    The sale price is   $54.50

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

    Please choose a color.
    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® Collection Tailored Fit Performance Seersucker Shorts 7 Inch Inseam - Big & Tall
    The sale price is   $69.50

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

    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 Johnston & Murphy Tailored Fit Straight Leg Denim Jeans
    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.

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.