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Tailored Fit All Pants Deals

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  • Gift Badge For Jos. A. Bank Comfort Stretch Casual Chinos - Tailored Fit
    The regular price is   $74.50 The sale price is   $59.99 sale

    2 Days Only!

    Please choose a color.
    Description:
    With season-spanning versatility, these chinos by Jos. A. Bank are a hands-down favorite. The cotton-blend fabric and comfort stretch waistband provide an ultra-comfy fit.
  • Gift Badge For Comfort Stretch Dress Pants - Tailored Fit
    The regular price is   $89.00 The sale price is   $69.99 sale

    2 Days Only!

    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 Traveler Tailored Fit Cotton Blend Flat Front Golf Chinos
    The regular price is   $79.50 The sale price is   $59.99 sale

    2 Days Only!

    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® Performance Extended Waistband Refined Chinos
    The regular price is   $79.50 The sale price is   $59.99 sale

    2 Days Only!

    Please choose a color.
    Description:
    Ideal for when you are on the go, these casual performance pants from the Traveler® 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 Solid Golf Shorts
    New
    The regular price is   $59.50 The sale price is   $39.99 sale

    2 Days Only!

    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 Jogger Pants
    The regular price is   $59.00 The sale price is   $39.99 sale

    2 Days Only!

    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 Tailored Fit Stretch Twill Shorts
    The regular price is   $54.50 The sale price is   $39.99 sale

    2 Days Only!

    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 Vintage & Black Tailored Fit Ribbed Joggers
    Online Exclusive
    The regular price is   $95.00 The sale price is   $71.25 sale

    25% Off Pants! (Price reflects discount)

    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 Wrangler Greensboro Straight Leg Jeans
    Online Exclusive
    The regular price is   $79.00 The sale price is   $59.25 sale

    25% Off Pants! (Price reflects discount)

    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 regular price is   $79.00 The sale price is   $59.25 sale

    25% Off Pants! (Price reflects discount)

    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 J.M. Haggar Tailored Fit 4-Way Stretch Flat Front Dress Pants
    The regular price is   $80.00 The sale price is   $60.00 sale

    25% Off Pants! (Price reflects discount)

    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 regular price is   $80.00 The sale price is   $60.00 sale

    25% Off Pants! (Price reflects discount)

    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 Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Shorts
    The regular price is   $49.00 The sale price is   $39.99 sale

    2 Days Only!

    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 Jos. A. Bank Tailored Fit Solid Textured Comfort Stretch Dress Pants
    New
    The regular price is   $89.00 The sale price is   $69.99 sale

    2 Days Only!

    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® Collection COOLMOTION Tailored Fit Textured Dress Pants - Big & Tall
    New
    The regular price is   $109.00 The sale price is   $79.99 sale

    2 Days Only!

    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® 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 Traveler® Performance Tailored Fit Solid Golf Shorts - Big & Tall
    New
    The regular price is   $69.50 The sale price is   $39.99 sale

    2 Days Only!

    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 - Big & Tall
    The regular price is   $64.50 The sale price is   $39.99 sale

    2 Days Only!

    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 Jogger Shorts - Big & Tall
    The regular price is   $59.00 The sale price is   $39.99 sale

    2 Days Only!

    Description:
    These jogger shorts from the Traveler&reg; Collection are designed for ultimate comfort and freedom of movement. Made with a hint of stretch, they offer a flexible fit that moves with you throughout the day. Whether you're lounging or out and about, their relaxed yet refined style makes them the perfect casual staple for warmer weather.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Pants - Big & Tall
    The regular price is   $69.00 The sale price is   $39.99 sale

    2 Days Only!

    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 Flat-Front Chinos - Big & Tall
    The regular price is   $84.50 The sale price is   $59.99 sale

    2 Days Only!

    Please choose a color.
    Description:
    With season-spanning versatility, these chinos by Jos. A. Bank are a hands-down favorite. The cotton-blend fabric and comfort stretch waistband provide an ultra-comfy fit.
  • Gift Badge For Jos. A. Bank Tailored Fit Dress Pants - Big & Tall
    The regular price is   $99.00 The sale price is   $69.99 sale

    2 Days Only!

    Please choose a color.
    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 Chinos - Big & Tall
    The regular price is   $89.50 The sale price is   $59.99 sale

    2 Days Only!

    Please choose a color.
    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 Traveler® Performance Tailored Fit Slider Waistband Chinos - Big & Tall
    The regular price is   $89.50 The sale price is   $59.99 sale

    2 Days Only!

    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 Haggar Big & Tall Premium Comfort Tailored Fit Flat Front Dress Pant
    Online Exclusive
    The regular price is   $80.00 The sale price is   $60.00 sale

    25% Off Pants! (Price reflects discount)

    Please choose a color.
    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.