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Ways to Wear Maxi Dresses in the Fall

Written By Tuesday 2 August 2022 Add Comment Edit

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Wearing a maxi dress is a super simple way to create an elegant looking outfit without much effort. If you have some maxi dresses that you loved to wear in the summer, you might be thinking of ways to transfer them into your fall style. Try layering them with T-shirts, adding oversized sweaters, or putting on structured jackets to keep wearing your maxi dress as the weather gets colder.

  1. 1

    Choose a maxi dress with sleeves to avoid wearing a jacket. Keeping your arms warm as the weather cools down is super important. If you want to avoid layering your maxi dress, pick one that has long sleeves to keep your arms covered in the fall chill.[1]

    • Fall days can sometimes get hot in the afternoons. Check out the weather for the day before you decide to put on a long-sleeved dress.

  2. 2

    Wear a maroon, navy, or dark orange dress to complement fall colors. When you think of fall, you probably think of the leaves changing colors and decorating the ground. To make your outfit match the fall, try to choose a maxi dress that is inspired by the colors of the leaves. Navy, dark orange, maroon, and even hunter green dresses go great with the beautiful surroundings of the season.[2]

    • You can also wear a dark orange or maroon maxi dress during the summer.

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  3. 3

    Pick a maxi dress that goes down to your ankles for the best fit. Some maxi dresses won't be long enough for your legs. It's especially important in the fall as the weather gets colder to keep your legs warm. Try to go for a maxi dress that hits right at your ankles.[3]

    Tip: If the day is super cold, you can wear leggings under your dress to keep you even warmer.

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  1. 1

    Emphasize your waist with a cropped sweater. Large sweaters are super cozy, but you can lose your waistline in them. Find a sweater that hits just below your ribs at your natural waistline and put that on over your maxi dress. This will keep you warm while also creating a nice silhouette.[4]

    • Cropped sweaters are a popular style nowadays, so they shouldn't be hard to find in stores.
    • Tan and cream-colored sweaters go with almost any color of maxi dress, while bright and striped sweaters look great over neutral dresses.

  2. 2

    Stay warm in an oversized sweater. Oversized sweaters work to keep you looking and feeling cozy. Throw one on over your maxi dress for a large and in charge outfit that will keep you warm all day. Try some pattern mixing with a striped sweater and a floral maxi dress, or keep it simple with solid colors of both.[5]

    • You can dress this look up with some heeled booties and jewelry or keep it casual with a pair of high top sneakers.

    Tip: If you want to give yourself a waistline while wearing this outfit, cinch a belt around the outside of your sweater.

  3. 3

    Wear a cardigan that stops at your waist for a nice silhouette. Cozy sweaters don't have to cover your entire torso. If you want to show off the front part of your maxi dress, consider wearing an open cardigan. Get one that hits at your natural waistline to create a nice hourglass shape.[6]

    • Black and white cardigans go great over bright-colored maxi dresses.
    • Keep this look casual with chunky sneakers or wear it to the office with some ballet flats.

  4. 4

    Put on a long cardigan for an easy, comfy look. Some cardigans can reach down to your thighs. These create a nice, oversized effect when paired with a maxi dress. Leave the front of your cardigan open to create an interesting ensemble.[7]

    • Throw on some sling-back flat shoes for a chic look that you can wear to a party or to the office.

  5. 5

    Layer a turtleneck under your maxi dress for a fashion-forward look. Head to toe fabric may not always be the look you are going for, but you can mix it up by putting a patterned or striped turtleneck underneath of a maxi dress. This outfit will keep you warm while also looking ready for the runway.[8]

    • Draw attention to your turtleneck with a large necklace or earrings.
    • You can dress this look up with heeled booties or keep it casual with a pair of sneakers.

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  1. 1

    Wear a solid-colored maxi dress to the office. If you want to wear a maxi dress to the office but still look professional, choose one that has little to no pattern incorporated. Solid-colored maxi dresses are more professional since they are less distracting and are more like business attire.[9]

    • Black, navy, and maroon maxi dresses are great for a business casual outfit.

  2. 2

    Elevate your maxi dress with a structured blazer. If you want to wear your maxi dress to a work event or someplace slightly more formal, put on a structured blazer to make your dress less casual. Black blazers go with almost any color maxi dress, while brown blazers work well with light blue and floral dresses.[10]

    • Add some chunky jewelry to complete your look.

  3. 3

    Pair your dress with ballet flats for comfortable business attire. Wearing heels all day can be hard on your feet. If you are wearing your maxi dress to the office, throw on some ballet flats to stay comfortable while looking professional. Match your flats to your dress or put on a neutral pair that goes with anything.[11]

    Tip: Ballet flats are super versatile and they are a great staple to have in your wardrobe.

  4. 4

    Elevate your outfit with a pair of heeled booties. If you want to make your maxi dress stand out, you can wear a pair of heeled booties to the office. Choose black booties for a neutral pairing, or some brown ones if your dress is light-colored.[12]

    • If you are on your feet a lot at work, heels may not be the best choice for you.

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  1. 1

    Put on a leather jacket for a rebellious look. Maxi dresses don't always have to be flowy and feminine. Throw on a structured leather jacket to add a touch of masculine energy to your outfit and stay warm in the process. Black leather jackets look great over floral patterned maxi dresses.[13]

    • White leather jackets look great with pale or pastel maxi dresses.

  2. 2

    Add a jean jacket for a fashion-forward outfit. Jean jackets and maxi dresses go hand in hand. You can wear a jean jacket over almost anything, including a maxi dress. Throw on a light wash jean jacket with a darker colored dress, like maroon or navy. Or, pair your dark wash jean jacket with a lighter color, like blue or yellow.[14]

    • Wear some brown boots to make this the ultimate fall outfit.

  3. 3

    Throw on a bomber jacket to emphasize your waist. Most maxi dresses are cinched at the waist, and this can get lost in longer jackets. Bomber jackets almost always stop right at the waist, so they are great for emphasizing an hourglass figure. Throw on a neutral-colored bomber jacket over a bright maxi dress for an eye-catching outfit.[15]

    • Add some chunky sneakers for a cool and casual look.

  4. 4

    Wear a cap-sleeved shirt under your dress for a throwback outfit. The 90s are all the rage right now in high fashion and streetwear. Call back to this era by putting on a white cap-sleeved shirt underneath of a solid-colored or floral spaghetti-strap maxi dress.[16]

    Tip: Emphasize this 90s look even more by wearing chunky heels and toting a small purse with long straps.

  5. 5

    Put on a graphic T-shirt for an edgy look. Maxi dresses can feel super feminine. If you want to spice yours up, pop on a graphic or band T-shirt that works with your dress. Black T-shirts always go well with bright colors and the design on your shirt won't overwhelm a patterned dress.[17]

    • This look also works well with a maxi skirt.
    • Put on a thick black belt to elevate your outfit even more.

  6. 6

    Try a ¾ sleeve shirt for a warmer day. Fall weather can be unpredictable. If you see a sunny day on your horizon but you aren't sure if it will actually stay warm out, layer a ¾ sleeve shirt underneath of your maxi dress to add some warmth to your arms without being stifling. Bring along a jacket just in case it gets colder out.[18]

    • Black shirts go great underneath of red, yellow, and orange maxi dresses. The neutral mixed with the bright color really makes them pop.

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Add New Question

  • Question

    How do you match a maxi dress?

    Kathi Burns, CPO®

    Kathi Burns is a board certified Professional Organizer (CPO) and Founder of Organized and Energized!, her consulting business with a mission to empower people to master their environment and personal image by assisting them in taking control, making change and organizing their lives. Kathi has over 17 years of organizing experience and her work has been featured on Better Homes and Gardens, NBC News, Good Morning America, and Entrepreneur. She has a BS in Communication from Ohio University.

    Kathi Burns, CPO®

    Image Consultant

    Expert Answer

    Buy maxi dresses that are solid-colored. Patterns can sometimes be hard to match, but a monochrome look will always be in style and you'll be able to pair the dress much more easily with other clothes.

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  • Fall weather can change from hot to cold really suddenly. Keep a sweater or a jacket with you to pop on over your dress in case you get chilly.

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