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    13 Chunky Boots Outfits We Want to Copy This Winter

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    It’s time, to put away your sheer dresses, linen shirts, sandals, and strappy heels, and pull out those thick sweaters and chunky boots that have been gathering dust over the summer and fall months. Winter season is here with snug wardrobe essentials, but who says this style staple doesn’t deserve a permanent place in your wardrobe?.

    When it comes to a shoe that nails both smart and street dress codes, there really isn’t anything quite like chunky boots. Typically made from leather, they have all the appeal of street footwear but are engineered in a way that makes them easier to wear and remove. Don’t let the heavy-duty lug soles fool ya. The chunky boot began its life in the post-Victorian era. Fast forward to today and it has become adopted by almost every stylish man and woman including those from eons ago who now favor modern street style.

    Often confused with Chelsea boots, chunky boots can be paired with almost anything. There’s no unsuitable outfit for it and if it hasn’t been dreamt up, the fashion-forward kids will. Are chunky boots in style in 2023? Yes. And even better, we foresee trendsetters stomping through the coming seasons wearing chunky boots. Here are 10 of our best 2023/2024 chunky boots outfit ideas.

    What do you wear with chunky boots in the winter?

    Cozy Sweater Dress

    Do boots and dresses go together? certainly, and the chunkier, the better. Pair a thick, comfy sweater dress with thick tights or leggings. Throw in an oversized scarf and a beanie for extra warmth and finish the look with a pair of chunky boots for a cozy yet stylish outfit.

    Boho Vibes

    Bohemian-style dress with chunky boots Credit: Pinterest
    Bohemian-style dress with chunky boots Credit: Pinterest

    It’s winter but we still want to keep the Bohemian chic vibes going. So we chose a flowy bohemian-style dress, layered with a faux fur vest or a long cardigan. And completed the look with chunky boots for a dangerous mix of femininity and edge.

    Bohemian-style dress
    Boho inspo with a faux fur cardigan(not chunky boots but you get the memo)


    Denim and Oversized Coat

    Denim and Oversized Coat credit: Pinterest
    Denim and Oversized Coat credit: Pinterest

    Find a pair of skinny or mom jeans and wear it with a tucked-in sweater. Then layer this with an oversized coat for a chic look. Your chunky boots will add more edginess to the already edgy ensemble.


    Plaid Shirt and Leather Leggings

    Plaid Shirt and Leather Leggings with chunky boots
    Plaid Shirt and Leather Leggings with chunky boots

    Combine a plaid shirt with leather leggings, throw on a long coat or a faux fur jacket, then pair with chunky boots and you have a bomb outfit.


    Monochrome Layers

    Monochromatic Layers with chunky boots
    Monochromatic Layers

    Opt for monochromatic colors with different shades of one color. For example, an all-black outfit; a long coat, sweater, and pants in similar tones. You’re already making a statement if you throw on the right pieces of jewelry. Then pair this monochrome outfit with your boots in a neutral color to add contrast.


    Utility Jacket and Knit Skirt

    Utility Jacket and Knit Skirt with chunky boots
    Utility Jacket and Knit Skirt

    Wear a utility jacket over a turtleneck or sweater and style it with a short knit skirt and tights. Don’t forget to pair it with your boots to add an outdoorsy touch.


    Trench Coat and Wide-Leg Pants

    Trench Coat and Wide-Leg Pants

    Dig out your classic trench coat and a pair of wide-leg pants. Tuck in a cute fitted sweater or shirt and finish the look with ankle boots.


    Leather Jacket and Midi Skirt

    Leather Jacket and Midi Skirt
    Leather Jacket and Midi Skirt

    If you feel the shot knit skirt with tight pants isn’t the look you want to go for, you can still throw on a leather jacket over a well-tucked-in slim-fitting sweater. Add a midi skirt and the boots for a contrastingly feminine and rugged look.


    Simple Coat and Leggings

    Simple Coat and Leggings
    Simple Coat and Leggings

    It’s simple and classic, yet trendy. For this look, go for that bold and colorful coat in your closet and pair it with leggings, a fitted sweater, and boots. Then add a bit of color here and there with your gloves, hats, and scarves.


    Athleisure Chic

    Chunky boots with parka and joggers

    If you’re going for sporty, wear a puffer jacket or a parka over joggers or athleisure pants with a cozy hoodie and chunky boots. You can also accessorize with winter essentials like gloves, hats, and scarves to stay warm while looking fabulous.

    How to Style Men’s Chunky Boots

    Casual Look

    How to Style Men’s Chunky Boots

    Chunky boots are perfect for colder seasons. Rather than make your winter outfits boring, try adding winter street style essentials such as hoodies or oversized graphic tees. You can also pair them with a stylish coat, scarf, and beanie for a cozy and fashionable winter look. As seen above in the “athleisure chic” style for women, Cargo pants or joggers can create a cool street-style look when combined with chunky boots.

    Going for a casual look? wear your boots with a classic pair of jeans or chinos. You can either let the pants fall over the boots or cuff them. And for a more laid-back look, match your boots with a casual t-shirt or a cozy sweater. In mild winter weather, you can still wear chunky boots with lighter clothing, such as shorts and a short-sleeved shirt.

    Edgy Look

    How to Style Men’s Chunky Boots

    Add some edge to your style by pairing your boots with a leather jacket. This combination works well for a night out or a casual event. Or you can pair distressed jeans to complement the boots nicely.

    Smart-Casual

    How to Style Men’s Chunky Boots

    You can also wear the boots with tailored trousers if you want a smart-casual appearance. This adds a touch of sophistication to the ruggedness of the boots. A well-fitted button-down shirt or a stylish sweater will really complete the look and you can play around with colors.

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