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Casual Tailored Fit Outerwear

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  • Gift Badge For Calvin Klein Tailored Fit FlexTech Bomber Jacket
    The regular price is   $195.00 The sale price is   $97.50 sale

    50% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    A modern interpretation of a timeless classic, the Calvin Klein FlexTech Bomber Jacket offers sleek style fused with dynamic comfort. Crafted with innovative FlexTech fabric, it provides exceptional stretch and ease of movement for all-day wear. This jacket features the iconic bomber silhouette with a contemporary edge, making it a versatile and comfortable layering piece for elevating any casual or smart-casual look.
  • Gift Badge For Weatherproof Vintage Tailored Fit Twill Jacket
    Online Exclusive
    The regular price is   $85.00 The sale price is   $51.00 sale

    40% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Tailored for a relaxed yet polished look, this Weatherproof Vintage jacket combines durable twill fabric with a comfortable, broken-in feel. Its utility-inspired design and smart detailing make it an ideal everyday layer, whether you're headed out for errands or dressed up for the weekend.
  • Gift Badge For Weatherproof Vintage Tailored Fit Southwest Jacquard Shirt Jacket
    Online Exclusive
    The regular price is   $85.00 The sale price is   $51.00 sale

    40% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Inspired by heritage patterns and built for comfort, this Weatherproof Vintage shirt jacket blends rugged style with everyday wearability. The richly textured jacquard fabric showcases a bold Southwest-inspired design, while the tailored fit and soft construction make it ideal for layering through the seasons.
  • Gift Badge For Jos. A. Tailored Fit Corduroy Shirt Jacket
    The regular price is   $99.00 The sale price is   $74.25 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Versatile and rugged, this shirt jacket from Jos. A. Bank blends classic texture with modern style. Crafted from soft, durable corduroy, it features the structure of a jacket with the ease of a shirt perfect for transitional weather. The Tailored Fit offers a clean, streamlined silhouette that works effortlessly over tees or sweaters for a sharp, laid-back look.
  • Gift Badge For Jos. A. Bank Knit Hybrid Jacket
    The regular price is   $129.00 The sale price is   $96.75 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    This boiled wool knit hybrid jacket perfectly blends the structure of a sportcoat with the casual ease of a jacket. Crafted from soft, dense boiled wool blend, it offers warmth and a cozy feel without bulk. The design features tailored lines and refined details that elevate everyday wear, while the knit fabric provides flexibility and comfort. Ideal for layering, it transitions effortlessly from smart-casual office days to relaxed weekend outings.
  • Gift Badge For Traveler® Collection Tailored Fit Bomber Jacket - Big & Tall
    The regular price is   $159.00 The sale price is   $119.25 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Designed for comfort and performance, this Traveler® Collection bomber jacket features a Tailored Fit and is crafted from a durable nylon blend that helps regulate temperature and wick away moisture. Its clean, modern silhouette makes it an ideal layer for travel or everyday wear, blending style and function with ease.
  • Gift Badge For Calvin Klein Tailored Fit Soft Shell Vest
    The regular price is   $125.00 The sale price is   $62.50 sale

    50% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Designed for lightweight layering, this soft shell vest delivers a clean, modern look with practical comfort. Its smooth, water-resistant fabric helps shield against the elements, while the streamlined silhouette makes it easy to wear over shirts or sweaters. It's a versatile essential for transitional weather.
  • Gift Badge For Hart Schaffner Marx Hampton Faux Suede Bomber Jacket
    New
    Online Exclusive
    The regular price is   $295.00 The sale price is   $221.25 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    A polished take on a classic, this bomber jacket blends texture and comfort with modern utility. Crafted from a water-resistant faux suede shell, it has a laminated backing for added durability. Rib knit detailing at the collar, cuffs, and hem enhances the fit while adding a touch of casual refinement. The jacket includes front slash pockets and a zip-front closure, with a swirl-patterned interior lining and patch pockets for extra functionality.
  • Gift Badge For Dockers Tailored Fit Micro Twill Golf Bomber Jacket - Big & Tall
    Online Exclusive
    The regular price is   $140.00 The sale price is   $105.00 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Lightweight and trim, this micro twill bomber jacket brings a polished touch to casual layering. The Tailored Fit creates a clean silhouette, while the smooth fabric offers comfort and ease of movement. Whether you're heading out for a round or running weekend errands, it's a smart, versatile choice.
  • Gift Badge For Dockers Tailored Fit Micro Twill Golf Bomber Jacket
    Online Exclusive
    The regular price is   $130.00 The sale price is   $97.50 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Lightweight and trim, this micro twill bomber jacket brings a polished touch to casual layering. The Tailored Fit creates a clean silhouette, while the smooth fabric offers comfort and ease of movement. Whether you're heading out for a round or running weekend errands, it's a smart, versatile choice.
  • Gift Badge For Jos. A. Bank Tailored Fit Knit Twill Full Zip Jacket
    The regular price is   $69.00 The sale price is   $51.75 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Polished yet easygoing, this Jos. A. Bank jacket is crafted from a soft cotton-blend knit twill that offers a refined look with the comfort of a sweatshirt. The Tailored Fit delivers clean lines without feeling restrictive, while the full-zip front makes it an effortless layer for transitional weather.
  • Gift Badge For Weatherproof Tailored Fit Soft Shell Jacket
    Online Exclusive
    The regular price is   $135.00 The sale price is   $81.00 sale

    40% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Defy the wind and rain with this soft shell jacket that keeps you comfortable and warm when the weather is harsh. A touch of stretch lets you move in comfort with a great fit.
  • Gift Badge For Traveler® Collection Tailored Fit Tech Knit Twill Soft Jacket
    The regular price is   $129.00 The sale price is   $96.75 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Polished yet comfortable, this Traveler® Collection jacket is crafted from performance fabric. It delivers lightweight structure, natural stretch, and wrinkle resistance, making it ideal for life on the move. It's a versatile layer that bridges the gap between refined and relaxed.
  • Gift Badge For Traveler® Collection Tailored Fit Tech Knit Twill Soft Jacket - Big & Tall
    The regular price is   $139.00 The sale price is   $104.25 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Polished yet comfortable, this Traveler® Collection jacket is crafted from performance fabric. It delivers lightweight structure, natural stretch, and wrinkle resistance, making it ideal for life on the move. It's a versatile layer that bridges the gap between refined and relaxed.
  • Gift Badge For Calvin Klein FlexTech Bomber Jacket
    Online Exclusive
    The regular price is   $195.00 The sale price is   $97.50 sale

    50% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    A modern interpretation of a timeless classic, the Calvin Klein FlexTech Bomber Jacket offers sleek style fused with dynamic comfort. Crafted with innovative FlexTech fabric, it provides exceptional stretch and ease of movement for all-day wear. This jacket features the iconic bomber silhouette with a contemporary edge, making it a versatile and comfortable layering piece for elevating any casual or smart-casual look.
  • Gift Badge For Dockers Tailored Fit Sherpa Lined Shacket
    Online Exclusive
    The regular price is   $180.00 The sale price is   $135.00 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Please choose a color.
    Description:
    A cozy essential for in-between weather, this shacket from Dockers combines a sherpa lining with the rugged texture of a wool-blend fabric. The shirt-jacket hybrid design offers casual versatility, while classic details keep the look timeless. Easy to layer and made for comfort, it s a smart pick for transitional days.
  • Gift Badge For Jos. A. Bank Tailored Fit Faux Suede Bomber Jacket
    New
    The regular price is   $149.00 The sale price is   $111.75 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    This faux suede bomber jacket from Jos. A. Bank delivers the luxe look and feel of genuine suede without the high price or upkeep. Its smooth, soft texture brings polished style to casual days, while the easy-care fabric makes it a practical pick for everyday wear. A smart choice for those who want timeless style with less hassle.
  • Gift Badge For Johnston & Murphy Tailored Fit Bib Front Car Coat
    Online Exclusive
    The sale price is   $329.50
    Please choose a color.
    Description:
    In a plush, medium-weight wool blend, this handsome car coat will have you ready for cooler days. It features a button-front closure with a removable, faux suede zippered bib. Quilted lining gives it added coziness.
  • Gift Badge For Jos. A. Bank Tailored Fit Overcoat
    New
    The regular price is   $249.00 The sale price is   $186.75 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Timeless and refined, this Jos. A. Bank overcoat features a distinguished peak lapel that adds a sharp touch to its classic silhouette. Crafted from a warm wool blend, it offers substantial comfort and style through colder months. Whether layered over a suit or casual attire, it brings polished sophistication to your winter look.
  • Gift Badge For Wrangler Tailored Fit Denim Overshirt
    New
    Online Exclusive
    The regular price is   $79.00 The sale price is   $59.25 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Soft-washed denim and classic Western detailing make this overshirt a versatile staple for layering year-round. With snap-button closures, flap chest pockets, and a Tailored Fit, it blends rugged charm with everyday ease. Whether worn open over a tee or buttoned up for a sharper look, it adds timeless style to your look.
  • Gift Badge For Wrangler Tailored Fit Casey Jones Resort Shirt
    New
    Online Exclusive
    The regular price is   $69.00 The sale price is   $51.75 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Soft waffle-textured cotton, a relaxed fit, and a notched collar give this wrangler shirt its laid-back charm with a vintage twist. Inspired by classic workwear and the legendary railroad engineer Casey Jones, it's designed for comfort and casual style, perfect for layering in transitional weather. Long sleeves, a chest patch pocket, and button cuffs add utility. Whether you're unwinding on the weekend or adding a relaxed edge to your weekday wardrobe, this shirt delivers easygoing versatility with heritage flair.
  • Gift Badge For Jos. A. Bank Tailored Fit Faux Suede Bomber Jacket - Big & Tall
    New
    The regular price is   $159.00 The sale price is   $119.25 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    This faux suede bomber jacket from Jos. A. Bank delivers the luxe look and feel of genuine suede without the high price or upkeep. Its smooth, soft texture brings polished style to casual days, while the easy-care fabric makes it a practical pick for everyday wear. A smart choice for those who want timeless style with less hassle.
  • Gift Badge For Jos. A. Bank Tailored Fit Lightweight Fill Car Coat - Big & Tall
    The regular price is   $139.00 The sale price is   $104.25 sale

    25% Off Select Outerwear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Designed for lightweight warmth without the bulk, this Tailored Fit carcoat offers a refined look for transitional weather. It features lightly insulated fill for added comfort. Clean lines and a modern silhouette make it a versatile outer layer for both weekdays and weekends.
  • Gift Badge For Jos. A. Bank Tailored Fit Knit Twill Full Zip Jacket - Big & Tall
    The regular price is   $79.00 The sale price is   $59.25 sale

    25% Off Select Sportswear! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Polished yet easygoing, this Jos. A. Bank jacket is crafted from a soft cotton-blend knit twill that offers a refined look with the comfort of a sweatshirt. The Tailored Fit delivers clean lines without feeling restrictive, while the full-zip front makes it an effortless layer for transitional weather.