Trendy Work Wear

Ready to slay the 9-to-5 in style? Our trendy work wear collection is here to transform your office wardrobe from blah to brilliant! Whether you're conquering meetings or strutting into happy hour, we've got the looks that mean business with a twist. Think power blazers that demand attention, chic skirts that spin with sass, and tops that whisper confidence with every move. Because who says work can't be your personal runway? Let’s make those office hallways your catwalk, one fierce outfit at a time!

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Best Seller

$39.90

4.675676 star rating

A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.

Best Seller

$39.90

4.933333 star rating

A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.

$35.90

4.75 star rating

A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

Best Seller

$34.90

4.909091 star rating

A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.

$39.90

5 star rating

A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.

$44.90

5 star rating

A sleek black faux leather cropped blazer with a relaxed fit and smooth woven lining.

Sale

$17.97 $42.90 58% off

4 star rating

A chic pair of rose high-rise trouser pants with a wide-leg silhouette and side pockets.

$54.90

A chic oversized brown faux leather blazer with a lapel collar and single button closure.

$24.90

A chic black crepe blazer with a cropped hem, lapel collar, and plenty of stretch.

Best Seller

$49.90

4.944445 star rating

A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.

Best Seller

$19.90

4.714286 star rating

A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.

$28.90

4.888889 star rating

A chic pair of black ponte capri pants with a high-rise waist and side slit accents.

$42.90

4.875 star rating

A stylish pair of brown high-rise cargo pants with adjustable drawcord hem and multiple pockets.

$39.90

4.333334 star rating

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

$26.90

5 star rating

A red stretchy knit-lined midi skirt with ruching and an asymmetrical high-side slit.

Sale

$24.97 $59.90 58% off

4.666667 star rating

A sleek pair of black faux leather pants with fringed side trim and a flattering flare hem.

$34.90

5 star rating

A brown denim mini skort with a high-rise waist and dual front slits for a chic look.

$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.

$49.90

5 star rating

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

$34.90

5 star rating

An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.

$42.90

5 star rating

A trendy cropped denim jacket with a collared neckline, button-down front, and fitted silhouette.

$34.90

A stylish white denim skort with a high-rise waist and faux wrap-front overlay.

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

Sale

$9.97 $29.90 67% off

A pair of brown knit flare pants with a high-rise fold-over waist and ribbed hacci fabric.

$44.90

A trendy denim moto jacket featuring a cool faded design and a fitted cropped hem.

$32.90

A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.

$49.90

A pair of dark denim straight-leg jeans featuring a stylish lace-up design and mid-rise waist.

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High-Rise Coated Skinny Pants in Black
(111) 4.675676 star rating

Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: S | Leather

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black
(15) 4.9333334 star rating

In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: L

Windsor Classic And Chic Wide-Leg Trouser Pants in Black
(14) 4.785714 star rating

These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Black | Size: L | Knit Fabric

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black
(11) 4.909091 star rating

Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L

Forever On Trend High Rise Ponte Capri Pants in Black
(9) 4.888889 star rating

Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: XS | Knit Fabric

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black
(6) 4.3333335 star rating

These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: S

Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
Sale
(3) 4.6666665 star rating

Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 11 | Leather

Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim
(3) 5 star rating

A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: S

Make A Statement Sheer Lace Flare Pants in Ivory
Sale
(2) 5 star rating

Make a sheer statement in these lace flare pants, perfect for festivals, concerts, or any weekend fun! Pair with a bodysuit or graphic top. Fit & FeaturesSheer lace ruffle knit fabric, High-rise elasticized waistband, Hip-hugging fit, Flare hem, Panties not included, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Sheer Lace Flare Pants in Ivory | Size: M | Knit Fabric/Sheer Lace Fabric

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown
(2) 5 star rating

Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XL

Trendy Work Wear

Let’s be real: the workday grind deserves more than stiff slacks and yawn-worthy basics. When you’re curating your closet for that Monday-to-Friday hustle, it’s all about striking the perfect balance between power moves and personal flair. Trendy work wear isn’t just about checking off a dress code—it’s about showing up as your boldest, most unstoppable self, whether you’re running the boardroom or running out for coffee. Think high-waisted trousers that mean business (but also make your legs look a mile long), blazers that can handle a surprise happy hour, and blouses with enough personality to turn a Zoom call into your runway. And don’t even get us started on skirts that let you strut from your desk to the corner office with the confidence of a boss. The best part? These pieces aren’t just for the 9-to-5. They’re for the after-hours, the impromptu brunches, and those “treat yourself” moments when you want to remind the world that you’re the main character.

Shopping for work wear is kind of like prepping for your own highlight reel. You want pieces that are versatile, easy to mix and match, and—most importantly—comfortable enough to keep up with your busiest days. Breathable fabrics, stretchy waistbands, and clever tailoring are your secret weapons for looking polished without sacrificing comfort (because, let’s face it, you’ve got enough on your plate). And if you’re on the hunt for the best safety clothing Windsor Ontario has to offer, you know that smart details like pockets, secure closures, and durable materials are just as important as a killer silhouette. These thoughtful touches make every piece feel like it was made just for you, whether you’re gifting a work-ready wardrobe refresh to your favorite go-getter or leveling up your own style game. Picture yourself breezing through your commute in a crisp shirt dress, or layering up with a statement jacket that says “I’m here to win”—that’s the energy we’re channeling.

Work wear has officially graduated from boring to breathtaking, and you get to write the rules. Whether you’re building a capsule wardrobe for your first big job or adding a few statement pieces to keep things fresh, the right outfit can change your whole vibe. And don’t forget, these looks make amazing gifts for your ride-or-die bestie who just landed her dream job, or your sister who’s ready to slay her internship. With so many options to mix, match, and remix, you’ll have everything you need to turn the office into your personal style playground. If you’re ready to take your work wear to the next level, check out our curated collection of Trendy Womens Fashion and get ready to serve looks that mean business—literally.

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