skip to main content

Horizontal Tailored Fit Pants Deals

Refine your results

Filter
Clear All Filters
Change
Total: 25 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 Casual Chinos
    The sale price is   $74.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Wrangler Retro Tailored Fit Straight Jeans
    Online Exclusive
    The sale price is   $89.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    Description:
    A throwback fit with everyday ease. These Wrangler jeans deliver a relaxed silhouette with a mid-rise and straight-leg opening for that effortlessly worn-in feel. Designed with a classic zip fly and Wrangler's signature 5-pocket styling, this pair is finished with iconic "W" stitching for an authentic Western touch that never goes out of style.
  • Gift Badge For Reserve Collection Tailored Fit Basketweave Linen Blend Drawstring Pants
    The sale price is   $89.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Stripe Linen Blend Drawstring Pants
    The sale price is   $89.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

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

    Buy 1 Get 1 50% Off! (equal or lesser value)

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

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Shorts 9 Inch Inseam
    The sale price is   $69.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 1 Get 1 50% Off! (equal or lesser value)

    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 Linen Blend Pants
    The sale price is   $89.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

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

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Reserve Collection Tailored Fit Italian Wool Textured Dress Pant
    The sale price is   $129.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

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

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 5''
    The sale price is   $49.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    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® Performance Tailored Fit Floral Shorts 7 Inch Inseam
    The sale price is   $59.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    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 Traveler® Collection Tailored Fit Performance Seersucker Shorts 7 Inch Inseam
    The sale price is   $59.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Jos. A. Bank Tailored Fit Solid Textured Comfort Stretch Dress Pants
    The sale price is   $89.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    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® Performance Tailored Fit Solid Golf Shorts 7''
    The sale price is   $59.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 1 Get 1 50% Off! (equal or lesser value)

    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 Wrangler Greensboro Straight Leg Jeans
    Online Exclusive
    The sale price is   $79.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 Wrangler Loose Bootcut Jeans
    Online Exclusive
    The sale price is   $79.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    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 Jos. A. Bank Tailored Fit Comfort Stretch 5-Pocket Pants
    The sale price is   $74.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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 J.M. Haggar Tailored Fit 4-Way Stretch Flat Front Dress Pants
    Online Exclusive
    The sale price is   $80.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    Description:
    Crafted with an innovative 4-way stretch fabric, these pants move with you, providing exceptional flexibility and all-day ease, while the premium flex waistband expands discreetly for a consistently comfortable fit. Their sleek straight fit and clean flat front design offer a contemporary silhouette that transitions effortlessly from the boardroom to a weekend outing, ensuring you always look polished. Experience the perfect blend of sophisticated style and practical functionality with these versatile and easy-care dress pants, designed to keep you looking and feeling your best.
  • Gift Badge For J.M. Haggar Tailored Fit Flat Front Sharkskin Dress Pants
    Online Exclusive
    The sale price is   $80.00

    Buy 1 Get 1 50% Off! (equal or lesser value)

    Please choose a color.
    Description:
    These pants feature a distinctive sharkskin fabric, known for its subtle two-tone weave and refined shine that adds a touch of understated luxury to your outfit. Designed with a contemporary straight fit and a flat front, they are perfect for the office, special events, or an elevated casual look. They include a flex waistband that provides ultimate comfort and adaptability throughout your day. Combining elegant aesthetics with practical wearability, these dress pants are an essential addition to the discerning gentleman's wardrobe.
  • Gift Badge For Joseph A. Bank Straight Leg Jeans
    The sale price is   $74.50

    Buy 1 Get 1 50% Off! (equal or lesser value)

    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.