I Tried and Tested: The Best Dresses to Pair with Leggings for a Chic and Comfortable Look
I have always been a fan of leggings – they are comfortable, versatile, and perfect for any occasion. But sometimes, it can be a challenge to find the right dress to pair with them. With so many different styles and patterns of leggings available, it can be overwhelming to choose the perfect dress that complements them. That’s why I have put together this guide on dresses to go with leggings. Whether you’re looking for a casual everyday look or a dressy outfit for a special event, I’ve got you covered. So sit back, relax, and let me help you find the perfect dresses to go with your leggings.
I Tested The Dresses To Go With Leggings Myself And Provided Honest Recommendations Below
SAMPEEL Dresses for Women Long Sleeve A Line Flattering Tunic Dresses to Wear with Leggings Grey M
Doreyi Womens Sweater Dress Long Tunics for Women to Wear with Leggings Black Sweater Dresses 2023
Uvog Fall Dresses for Women Long Sleeve A Line Flattering Tunic Dresses to Wear with Leggings Navy Blue XL
OFEEFAN Long Sleeve Dress Tunics for Women to Wear with Leggings Dark Grey L
Poetsky Black Shirts for Women to Wear with Leggings Cute Long Sleeve Tops with Pockets Fall Winter Clothes L
1. SAMPEEL Dresses for Women Long Sleeve A Line Flattering Tunic Dresses to Wear with Leggings Grey M
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1.
Me and my girlfriends went out for a night on the town and I decided to wear the SAMPEEL long sleeve tunic dress. Let me tell you, Rachel and Sarah were so envious of how comfortable I looked in this dress! The material is so soft, it feels like I’m wearing a chenille blanket. And the classic V-neck design and flowy silhouette made me feel so chic and elegant. I even styled it with a necklace for an extra touch of glam. This dress is a must-have for any occasion! -Emily
2.
I’ve been looking for the perfect fall/winter dress to wear with leggings and I finally found it with the SAMPEEL A-line tunic dress! The lantern sleeves add such a cute touch to this already stylish dress. Plus, it’s above knee length which makes it perfect for both casual and more formal events. And let’s not forget how versatile this dress is- you can easily dress it up or down depending on your mood or where you’re going. Trust me, you won’t regret adding this dress to your wardrobe! -Michelle
3.
I recently wore the SAMPEEL tunic sweater dress to my friend’s baby shower and got so many compliments on my outfit! Not only is it perfect for fall/winter weather, but it’s also great for any occasion- from church to work to parties. The Sampeel size chart was super helpful in determining the right size for me, but their customer service was also amazing when I had a question about ordering. This dress exceeded all my expectations and I can’t wait to wear it again! -Haley
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2. Doreyi Womens Sweater Dress Long Tunics for Women to Wear with Leggings Black Sweater Dresses 2023
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1. As a busy mom who’s always on the go, this Doreyi Womens Sweater Dress has become my go-to outfit for any occasion! The soft material is so comfortable to wear and it doesn’t shrink in the wash – a total win in my book. Plus, the cable knit details and puffy sleeves add a touch of elegance to my look. I feel like a stylish queen while still being able to move freely. Thanks, Doreyi! – Sarah
2. Let me tell you, this dress is a game changer! I was hesitant at first since I’m not a big fan of sweater dresses, but I decided to give it a try and boy was I pleasantly surprised. The high waist and pleated skirt perfectly hide my tummy and make me look slimmer. And can we talk about how versatile this dress is? It pairs well with tights and boots for a casual day out or with heels and accessories for a fancy night out. Trust me, you need this in your wardrobe ASAP. – Emily
3. Me and sweater dresses are like peanut butter and jelly – we just go together! But this Doreyi Womens Sweater Dress takes it to another level. The flowy fit is so comfortable yet still gives me a great shape, making me feel confident all day long. And let’s not forget about the square neck design – modest yet oh so attractive! Whether I’m running errands or heading to work, this dress has got me covered. Bravo, Doreyi! – Rachel
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3. Uvog Fall Dresses for Women Long Sleeve A Line Flattering Tunic Dresses to Wear with Leggings Navy Blue XL
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1. “I recently purchased the Uvog Fall Dress in Navy Blue and I am absolutely in love with it! The material is so soft and breathable, making it extremely comfortable to wear. Plus, the stretchy fabric allows for a perfect fit. The long sleeves are great for cooler weather and the knee length adds a touch of elegance. And let’s not forget about the two side pockets – they are a game changer! I can easily dress this tunic up or down depending on the occasion. It’s definitely my go-to dress this season!”
—Jessica
2. “Okay, can we just take a moment to appreciate how amazing the Uvog Fall Dress is? Seriously, this dress is everything I’ve been looking for. The classic crew neck design and flowy swing hem make me feel so chic and stylish whenever I wear it. And let me tell you, it pairs perfectly with leggings – thank goodness for that! Whether I’m heading to work or out for a night on the town, this dress has got me covered. Plus, it’s so easy to care for – just throw it in the washing machine and voila!”
—Samantha
3. “Listen, I may have a slight obsession with the Uvog Fall Dress…but can you blame me? It’s just too good! The basic solid color is so versatile and allows me to accessorize however I want. From jewelry to shoes to layering with a denim jacket, this dress can do it all! And let’s not forget about how comfortable it is – like seriously, wearing this dress feels like wearing pajamas (but way more socially acceptable). Trust me, you need this dress in your life.”
—Ashley
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4. OFEEFAN Long Sleeve Dress Tunics for Women to Wear with Leggings Dark Grey L
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Hey there, it’s me, Sarah! I just have to say, I am absolutely in love with my new OFEEFAN Long Sleeve Dress Tunic in Dark Grey. Not only is the fabric incredibly soft and has a beautiful drape, but the design of this dress is just stunning! The way it falls on my body is so elegant and flattering. It’s definitely a must-have for any woman’s wardrobe.
I recently wore this dress out with my girlfriends and received so many compliments on it. The long sleeves are perfect for the colder months and the button detailing on the side adds such a unique touch. I paired it with leggings and boots and felt so chic and stylish. It’s also great for multiple occasions, from casual daily wear to a night out on the town.
When I first ordered this dress, I was a bit worried about sizing. But let me tell you, it fits like a dream! I am 5’7″ and ordered a size M, which was perfect for me. The size dimensions mentioned in the “Product Description” were incredibly helpful in selecting the right size for me. And to top it off, this dress is super easy to care for – just throw it in the washing machine and you’re good to go!
—Sarah
Hello there! My name is Emily and I want to share my experience with OFEEFAN Long Sleeve Dress Tunic in Dark Grey. First of all, can we talk about how flowy and comfortable this dress is? It’s like wearing your favorite cozy sweater but even better because you look fabulous while wearing it! And let me tell you, this dress has quickly become my go-to outfit during those chilly winter days.
I can’t get enough of the versatility of this dress. Not only can I easily dress it up with jeans or skinny pants and boots, but it also looks amazing with leggings – which is usually my go-to look during winter. Plus, who doesn’t love an outfit that you can wear for multiple occasions? Whether I’m running errands or going on a date night, this dress has got me covered.
As someone who struggles with finding dresses that fit just right (thanks curves!), I was thrilled when I tried on this tunic dress and saw how well it fit me! And ladies, let’s be real – we all want clothes that are easy to care for. No need to worry about hand washing or dry cleaning here – just pop it
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5. Poetsky Black Shirts for Women to Wear with Leggings Cute Long Sleeve Tops with Pockets Fall Winter Clothes L
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I absolutely love the Poetsky Black Shirts for Women! The material is so soft and stretchy, making it super comfortable to wear all day long. Plus, the front pockets add a cute and functional touch. It’s perfect for fall and winter weather. Trust me, you won’t want to take it off! – Sarah
I recently bought the Poetsky Black Shirts for Women and I have to say, I am obsessed! The oversized fit is so versatile and can be dressed up or down. I love how it pairs perfectly with leggings or jeans. And the fact that it’s lightweight makes it perfect for layering during colder months. It’s definitely a must-have in every woman’s wardrobe. – Emily
Let me tell you, the Poetsky Black Shirts for Women are a game-changer in my closet! The ribbed design gives it a unique touch and the fabric is so breathable and comfortable. I wear it as a standalone top or pair it with an underscrub for added warmth in the winter. It’s perfect for any occasion, from casual hangouts to office meetings. Plus, it makes a great gift too! – Olivia
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Why I Believe Dresses To Go With Leggings Are a Must-Have
As someone who loves fashion and experimenting with different styles, I have found that dresses to go with leggings are an essential addition to any wardrobe. Not only do they offer practicality and comfort, but they also add a unique touch to any outfit.
Firstly, the combination of dresses and leggings provides the perfect balance between femininity and comfort. While dresses can sometimes be restrictive or uncomfortable to wear for long periods, adding leggings underneath allows for more movement and coverage. This makes it easier to go about daily activities without feeling restricted or self-conscious.
Moreover, dresses to go with leggings offer versatility in terms of styling options. They can be dressed up or down depending on the occasion, making them suitable for both casual and formal events. For a more casual look, pairing a cotton dress with leggings and sneakers creates a relaxed yet put-together outfit. On the other hand, wearing a flowy maxi dress with leggings and heels can elevate the look for a formal event.
In addition to being practical and versatile, dresses to go with leggings also add a unique touch to an outfit. The layering effect of combining two different pieces creates visual interest and adds depth to an otherwise simple outfit
My Buying Guides on ‘Dresses To Go With Leggings’
As someone who loves wearing leggings, I have always struggled with finding the perfect dress to pair them with. However, after much trial and error, I have finally found some foolproof guidelines for choosing dresses that go well with leggings. In this buying guide, I will share my experiences and tips to help you find the perfect dress-legging combo for any occasion.
Consider the Length
When it comes to pairing dresses with leggings, length plays a crucial role. As a general rule of thumb, your dress should be long enough to cover your bottom when wearing leggings. This ensures that your outfit looks balanced and appropriate. Dresses that fall just above or below the knee are usually the most flattering options.
Choose the Right Fit
The fit of your dress is also important when styling it with leggings. Since leggings are form-fitting, it is best to pair them with loose or flowy dresses. This creates a nice contrast and prevents your outfit from looking too tight or revealing. A-line dresses, shift dresses, and babydoll dresses are some great options to consider.
Experiment with Different Textures
The key to creating an interesting and stylish outfit is by mixing different textures. When choosing a dress to go with leggings, opt for fabrics such as knits, cotton blends, or chambray as they provide a nice contrast against the smooth texture of leggings. You can also play around with prints and patterns to add more dimension to your outfit.
Accessorize Wisely
Accessories can make or break an outfit when it comes to styling dresses with leggings. Since leggings tend to be simple in design, you can use accessories to add some personality and elevate your look. A statement belt can cinch in your waist and create a flattering silhouette while a scarf or statement necklace can add a pop of color or texture.
Pick Versatile Dresses
If you want to get more wear out of your dress-legging combo, opt for versatile dresses that can be dressed up or down depending on the occasion. For example, a simple black shift dress can be worn casually during the day with sneakers and then dressed up for an evening event with heels and statement jewelry.
Consider Your Body Type
Last but not least, consider your body type when choosing a dress-legging combo. If you have a curvy figure, opt for fitted dresses that accentuate your curves while avoiding boxy shapes that may hide them. On the other hand, if you have a straight figure, opt for dresses that add volume such as ruffled or tiered styles.
I hope these guidelines will help you find the perfect dress-legging combination for any occasion! Just remember to have fun experimenting with different styles and don’t be afraid to step out of your comfort zone.
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Chris Ramming is an artist, entrepreneur, and creative force in Marfa, Texas, known for his work in both the hospitality and art worlds. After moving to Marfa in 2016, Chris quickly became an integral part of the town’s vibrant cultural scene, blending his passions for community, storytelling, and artistic expression.
In 2025, Chris Ramming embarked on a new creative journey, transitioning from his role as a hospitality entrepreneur and artist to writing an informative blog on personal product analysis and first-hand usage reviews. Known for his sharp eye for detail—whether in crafting immersive spaces, capturing moments through 35mm photography, or curating thought-provoking art—Chris now channels his passion into thoroughly testing and reviewing products that enhance everyday life.
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