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Plaid is the ultimate go-to for fall and winter, bringing that perfect mix of cozy and classic to your wardrobe. Whether you’re heading to a casual coffee date, dressing up for a holiday party, or just running errands with a little extra flair, plaid fits the bill. This season, we’re all about layering it up and pairing it with versatile staples to create outfits that feel effortlessly put together. From bold flannels to subtle accents, here are five plaid-inspired looks to keep you feeling stylish all season long.
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1. The Classic Flannel Moment
A plaid flannel button-up is a tried-and-true staple for chilly days. Pair it with high-waisted distressed denim and chunky ankle boots for a look that’s equal parts comfy and cool. Add a knit beanie and a crossbody bag to complete your look—perfect for weekend errands or a laid-back brunch with friends.
Adeline Collared Button Down Plaid Top + Kut from the Kloth High Rise Ankle Straight Black Denim Jeans + Hooper Faux Leather Ankle Boots + C.C. Buffalo Check Pom Beanie + Holly Foldover Satchel Crossbody Belt Bag
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2. Office-Ready Plaid Blazer
Bring some sophistication to your work wardrobe with a tailored plaid blazer that combines structure and style. Layer it over a chic cropped sweater for a modern yet polished vibe. Pair it with rolled jeans to balance the outfit with a touch of effortless cool, and slip into suede mules to add a refined finish. Complete the look with elegant accessories like pearl-detailed gloves for colder weather and minimalist statement earrings.
Collar Contrast Detail Plaid Blazer + Kut from the Kloth High Rise Wide Leg Rolled Jeans + Mock Neck Cropped Short Sleeve Sweater + Stephanie Block Heel Black Suede Mules + Triple Pearl Button Gloves + Wide Double Metal Round Pincatch Earrings
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3. Plaid on Plaid Layers
For a playful twist, double up on plaid! Start with a cozy plaid contrast sweatshirt that blends comfort and style, and pair it with buttery soft leggings for the ultimate relaxed vibe. Add a plaid scarf in colorful, fun tones to create dimension, and finish with fuzzy socks and tall black boots for extra warmth and a chic touch.
Double Layer Plaid Contrast Sweatshirt + Fireside Checkered Fuzzy Socks + Buttery Soft Leggings + Cashmere Feel Plaid Scarf + Tall Black Sweater Knit Panel Boots
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4. Cozy Plaid Days
Plaid vests are a must-have for creating a perfectly layered winter look. Start with a plaid vest for warmth and texture, layering it over a waffle knit sweater to balance structure with coziness. Pair with slip-on clogs for a casual yet polished feel, and add subtle sparkle with a necklace and hoop earrings. Complete the ensemble with a patterned pom beanie and winter mittens for a coordinated, cold-weather-ready finish.
Boxy Plaid Zip Up Vest + Seasonal Shift Waffle Knit Sweater Top + Berk Slip On Buckle Clogs + Emerald Colored Stone Hoop Earrings + Oval Chain & Fresh Pearl Layer Necklace + Midwest Patterned Pom Beanie + Winter Mittens
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5. The Timeless Shacket Look
A plaid flannel shacket is the ultimate layer for those transitional seasons. Throw it over a knit sweater for a cozy base, and pair it with wide-leg jeans for a look that’s equal parts chic and comfortable. Add ankle boots and carry a leather crossbody bag to keep things effortlessly stylish. Finish with a woven checker pom beanie and this outfit is perfect for casual strolls, outdoor brunches, or exploring holiday markets.
Green Plaid Flannel Shacket + Cream Textured Knit Sweater + Risen Tummy Control Wide Leg Belted Jeans + Brown Stretch Panel Ankle Boots + Zelaki Leather Goba Crossbody Bag + Woven Checker Texture Pom Beanie
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