$50-$100 Casual Jackets & Vests

Description:
Modern style meets everyday versatility in this bomber jacket. Designed in a Tailored Fit for a trim look, it features a contemporary cut that layers effortlessly over casual and dressier outfits alike. The lightweight fabric construction provides all-day comfort: it's a smart addition to your work-to-weekend wardrobe.

Description:
Lightweight, versatile, and ready for the course or beyond, this Traveler? Collection tech golf vest is designed to keep you comfortable without weighing you down. The streamlined fit offers a polished look, while durable polyester construction makes it easy to wear on repeat. Perfect for layering over your favorite polos, it's a go-anywhere essential that transitions effortlessly from tee time to everyday plans.

Description:
Stay cozy in standout style with this Weatherproof Vintage jacket. Crafted from soft polyester fleece, this full-zip layer delivers warmth and comfort with a plush textured feel. The mock neck provides added coverage against cooler temperatures, while side seam pockets offer convenient storage for everyday essentials. An eye-catching allover print adds a distinctive touch, making this unlined jacket an easy choice for layering throughout the season.

Description:
Modern layering meets functional design in this vest. Cut in a Tailored Fit, this versatile piece combines lightweight quilting with stretch-infused fabric for comfort and mobility. The blend of textures adds visual interest while maintaining a neatly polished look, perfect for transitioning between seasons or elevating everyday outfits. Designed for ease and durability, it's a go-to layer that balances performance and style.

Description:
Meet the jacket that steps in when the weather can't quite make up its mind. The Dockers Harrington Bomber is lightweight enough for spring breezes yet polished enough for those ''I should probably wear something nicer'' moments. Cut in a Tailored Fit, it brings just the right amount of structure without ever feeling stuffy. The soft cotton twill keeps things comfortable, while the classic bomber silhouette gives you that effortless, cool‑without‑trying confidence. Perfect for layering over tees, Henleys, or whatever you grabbed on your way out the door, this is the kind of outerwear that instantly pulls an outfit together.

Description:
Enjoy a game of golf year round wearing this trusty golf jacket from Weatherproof. It stands up to wind, precipitation and more.

Description:
Modern style meets everyday versatility in this bomber jacket. Designed in a Tailored Fit for a trim look, it features a contemporary cut that layers effortlessly over casual and dressier outfits alike. The lightweight fabric construction provides all-day comfort: it's a smart addition to your work-to-weekend wardrobe.

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.

Description:
Built for life on the move, the Performance Canvas Trucker from Vintage & Black delivers the rugged appeal of a classic workwear jacket with a streamlined, modern feel. Durable canvas-inspired construction and versatile styling make it an easy layer for cool mornings, weekend outings, and everyday wear. Thoughtful details like side pockets and adjustable cuffs enhance both functionality and comfort.

Description:
Layer on comfort and classic style with this Jos. A. Bank vest. Designed with a Tailored Fit, this versatile outerwear piece features an allover quilted pattern and refined faux suede trim for a touch of texture. Lightweight yet practical, it's the perfect layer for crisp mornings, weekend outings, and everything in between. Whether paired with a sweater, button-down, or long-sleeve tee, this vest delivers sharp style and easygoing appeal.

Description:
A modern update on the classic bomber jacket, this microfiber version from Weatherproof has a transitional weight that's season spanning. The fleece lining keeps you cozy while a storm flap over the zipper helps keep the cold out.

Description:
Blending shirt-jacket versatility with modern utility styling, this Vintage & Black full-zip shacket is designed for effortless layering through changing seasons. The brushed melange fabric adds rich texture and a refined look, while functional details like dual chest pockets, side seam pockets, and a snap-tab collar deliver a rugged yet polished finish. Wear it over a knit tee, Henley, or lightweight sweater for an elevated casual look that feels both relaxed and intentional.

Description:
Bring a little adventure to your layering game with this Weatherproof Vintage Shirt Jacket. Featuring a bold Southwestern-inspired pattern and an easygoing silhouette, it's the perfect piece for those in-between days when a shirt feels too light and a jacket feels like too much. The relaxed design adds character to your outfit, whether you're heading out for a weekend getaway or simply enjoying a crisp day around town. Thoughtful details like a button-front closure, classic collar, button cuffs, and convenient side seam pockets make this shirt jacket as practical as it is stylish.

Description:
Layer on timeless style with this Weatherproof Vintage faux suede overshirt. Crafted from a soft stretch-blend fabric, this versatile piece combines the look of suede with everyday ease. A button-front design and classic collar create a polished appearance, while double chest pockets with flap closures add functional detail. Side slash pockets offer convenient storage, and buttoned cuffs provide a tailored finish. Rendered in a versatile shade, this overshirt transitions effortlessly from casual outings to cooler-weather layering.

Description:
This hooded shirt jacket from Weatherproof Vintage offers a versatile layer for active outdoor wear. Designed with a Tailored Fit for a closer feel through the body, it is crafted from a durable soft shell fabric that is both water-repellant and wind-resistant. The unlined construction keeps the piece lightweight and breathable, while the integrated hood provides extra protection against the elements. Machine washable for easy care, this shirt jacket is a practical choice for a morning hike or a casual commute.

Description:
Enjoy a game of golf year round wearing this trusty golf jacket from Weatherproof. It stands up to wind, precipitation and more.

Description:
A stylish blend of classic design and modern comfort, this bomber jacket is perfect for cooler days and casual outings. Featuring a diamond-quilted pattern, this outerwear essential has a Traditional Fit with a structured silhouette that's both flattering and functional. The stand collar closure adds a refined touch, while rib-knit trim at the cuffs and hem provides warmth and a snug finish. Made from durable fabric, it's a versatile staple that transitions effortlessly from weekday errands to weekend adventures.

Description:
Meet the piece that instantly makes any outfit look a little sharper and a whole lot cooler. This Dockers jacket brings that smooth, soft‑touch suede look in a tailored silhouette that's easy to wear everywhere. Lightweight and perfect for spring days and breezy nights, this jacket feels polished but never pretentious. The laydown collar, simple zip front, and tidy welt pockets give it a timeless look, while the Tailored Fit keeps things modern and trim fitting. Throw it on over a button‑down for dinner out, pair it with a tee for weekend errands, or keep it by the door for those ''I need something that looks good right now'' moments. Effortless, versatile, and always put‑together.

Description:
This ingeniously designed puffer jacket was made for travel. It easily transforms into a packable neck pillow. Water- and wind-resistant, it keeps you dry and warm in inclement weather.

Description:
Modern layering meets functional design in this vest. Cut in a Tailored Fit, this versatile piece combines lightweight quilting with stretch-infused fabric for comfort and mobility. The blend of textures adds visual interest while maintaining a neatly polished look, perfect for transitioning between seasons or elevating everyday outfits. Designed for ease and durability, it's a go-to layer that balances performance and style.

Description:
Ruggedly handsome, this Sherpa-lined shirt jacket renders a practical look and a plush touch for your everyday style. Clad in classic plaid, this cotton-blend staple from Weatherproof Vintage offers lining with a shearling-like feel while remaining vegan friendly. It's equipped with a button front, spread collar, barrel cuffs, two buttoned chest pockets, and side-seam pockets to keep your hands warm when the weather is crisp. Laid back and versatile, it'll add substance and edge to your ensemble.

Description:
Refresh your casual outerwear collection with this jacket. A modern take on a timeless favorite, this corduroy bomber offers effortless style for cooler days. The tailored design and textured finish elevate casual outfits, making it an easy choice for pairing with jeans, chinos, and knitwear throughout the season. The stretch-enhanced fabric offers comfortable movement for all-day wear.

Description:
Crafted from a flexible polyester-spandex blend, this Tailored Fit tech soft jacket brings ultimate comfort and weather-ready performance to your daily rotation. Styled with a convenient removable hooded zip bib insert, side vents, flap pockets, a crisp notch lapel, and a two-button closure, it delivers effortless versatility for every forecast.

Description:
A versatile layer that blocks out the elements while maintaining complete freedom of movement. Crafted from a technical stretch polyester face bonded to a cozy microfleece lining, this Tailored Fit soft shell jacket brings high-performance defense and comfort to your daily routine. Styled with a protective stand collar, a full-length front zipper, secure zippered handwarmer pockets, an exterior left-chest pocket, and an interior hook-and-loop utility pocket, it delivers polished outerwear for active days and transitional weather.