skip to main content

Tailored Fit Pants

Refine your results

Filter
Clear All Filters
Total: 40 Products
Load More button at the bottom of this region will load more content above the button.
  • 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 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 Traveler® Collection COOLMOTION Tailored Fit Textured Dress Pants
    New
    The sale price is   $99.00

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

    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 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 Haggar Big & Tall Premium Comfort Tailored Fit Flat Front Dress Pant
    Online Exclusive
    The sale price is   $80.00
    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.
  • 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 Tailored Fit 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 Traveler® COOL<i>MOTION</i> Tailored Fit Dress Pants - Big & Tall
    The sale price is   $109.00

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

    Please choose a color.
    Description:
    Made to perform, these Traveler&reg; pants feature 37.5&copy; Technology that maintains the optimum microclimate for your body. The 37.5&copy; active particles help your body thermoregulate, keeping you cool when you're hot and stay warm when you're cold. The 37.5 Technology also wicks away moisture at the vapor level, ensuring maximum comfort. A hint of stretch keeps you moving comfortably while you go about your business.
  • Gift Badge For Jos. A. Bank Tailored Fit Dress Pants - Big & Tall
    The sale price is   $99.00

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

    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 sale price is   $89.50

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

    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 sale price is   $89.50

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

    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 Linen-Blend 9 Inch Shorts CLEARANCE
    The regular price is   $59.00 The sale price is   $24.99 clearance
    Description:
    Experience the timeless appeal of these shorts from Jos. A. Bank. Crafted from a luxuriously soft linen blend, this classic pair offers exceptional comfort and breathability. Perfect for warm weather occasions, they effortlessly blend style and relaxation.<br><br>9&quot; Inseam</br>
  • Gift Badge For Comfort Stretch 9 Inch Shorts CLEARANCE
    The regular price is   $49.00 The sale price is   $24.99 clearance
    Description:
    These Jos. A. Bank shorts are designed for ultimate ease and style, making them a go-to choice for warm-weather wear. Featuring a flexible stretch fabric, these shorts provide all-day comfort and a polished fit. Perfect for casual outings, weekend adventures, or even semi-casual gatherings, they deliver the perfect balance of relaxation and refinement.<br><br>9&quot; Inseam</br>
  • 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 Traveler® COOL<i>MOTION</i> Tailored Fit Jogger Shorts - Big & Tall
    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 sale price is   $69.00

    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.