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The holidays may still be a few weeks aways, but if we’re going to keep shopping at the rate we are, it makes sense to start investing in things you can wear on repeat well into the chillier season. That’s why we currently have our sights set on simple, casual dresses with sleeves—they’ll work well now with sandals, but you can easily wear them with knee-high boots down the road. So practical, we know. And anything to justify buying more clothes, right? Ahead, we’re showing you the styles we’ve been eyeing with an algorithm-backed list of the Top 10 dresses with sleeves on the market. From midi lengths and linen to florals and puff sleeves, keep scrolling to see the casual, everyday dresses that made the cut.
How We Found The Best Casual Dresses with Sleeves
To come up with this unbiased list, we used our data-backed algorithm. It factors in best-selling buzz, editorial mentions, and real user reviews to ensure the products listed here are truly worth the purchasing—we’re talking dresses you’ll actually buy and love. Ready to see the styles that topped our list? Keep scrolling to shop the best casual dresses with sleeves to add to cart now.
Love our 10 Best Dresses With Sleeves? Check out our 10 Best Transitional Dresses for more top-ranked finds! Opening image: madewell.com
November 9, 2021
Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.
Banana Republic Flounce-Hem Mini Dress
WHY YOU NEED IT: We're all about a tiered dress and love how this one features western-inspired details that work for the both the fall and winter seasons.
STYLE WITH: Complete the perfect everyday look by styling this dress with a pair of your favorite heeled boots and some simple jewelry.
J.Crew Smocked Puff-Sleeve Dress
WHY YOU NEED IT: A smocked waist, puff sleeves, and midi length make this a dress super easy to dress up or down.
USER REVIEW: "In love with this dress! It feels both casual and elegant. I’d wear it every day if I could. The fabric is sturdy without being stiff, the puffy sleeves give a romantic feel, and the smocking creates a beautiful silhouette. I also find the neckline very becoming (I worried it might be too wide to cover my bra straps, but that’s not the case). [...]"
Madewell Aidy Square-Neck Tiered Midi Dress In Orchard Floral
STYLE WITH: Add some ankle boots and a denim jacket for a complete fall-ready look.
USER REVIEW: "I absolutely love this dress and wear it at least 2x a week! It’s the perfect fall dress - comfortable, great length, and adorable. I love the square cut neck. Would get it in multiple prints if they made it!"
Everlane The Tiered Mockneck Dress
WHERE TO WEAR: Get ready to be complimented at brunch or at an art exhibit while wearing this classy mock-neck dress. This dress is a fan-favorite for a good reason.
COMPLETE THE LOOK: Tie your hair up, grab your micro bag, and walk away in your favorite pair of black loafers.
Madewell Flannel Colette Mini Dress In Plaid
WHY YOU NEED IT: This plaid dress is basically like wearing an oversized flannel shirt. If that doesn't make you want to add it to your cart immediately, we don't know what will.
USER REVIEW: "This fits just like the other Colette dresses, nice and relaxed but with a flattering v-neck and babydoll fit. Not too short. Also made of the softest flannel material ever. It's more green and less blue than it looks in the photo. I'll wear this all fall and winter!"
Nordstrom Oversize Three-Quarter Sleeve Shirtdress
WHO’S IT FOR: Are you on the hunt for a dress that works for the office and the weekends? Well then, this dress is for you.
WHY PEOPLE LOVE IT: The oversized fit paired with the structured collar and sleeve make for the perfect combination of comfort and style.
Amoretu V-Neck Tunic Dress
BEST FOR: We've officially found the perfect transitional dress. You can wear this now with knee-high boots and into the warmer months with block-heeled sandals or slides.
FUN FACT: Did we mention this comes in 30 different color and sleeve-length combos? It's a good thing they each ring up under $30 because you'll want to pick up multiples.
Anthropologie Somerset Maxi Dress
WHY YOU NEED IT: The ideal dress for cool-weather occasions and workdays alike, this effortless maxi boasts a chic silhouette that will work with polished accessories in the office and fall hats and scarves for weekend errands.
STYLE WITH: This beauty needs little styling. We'd add a few simple accessories like a bracelet and hoop earrings.
Free People Violet Mini Dress
WHY YOU NEED IT: This chic mini dress needs no occasion—you can wear it anytime, anywhere. Bonus: the back of the dress boasts the most darling bow detail.
WHY WE LOVE IT: "This Free People dress has been the perfect addition to my wardrobe. I love the feminine flair that the babydoll silhouette and bow detail give it. The thicker fabric doesn't wrinkle, which makes it perfect for travel. Wear it with heels for a dressy look or keep it casual with sneakers—the options are endless."—Taylor DeBaylo, Site Merchandising Associate
Old Navy Long-Sleeve Fit & Flare Smocked Midi Dress
WHY YOU NEED IT: This fit and flare dress is ideal for days you want something casual and comfortable yet still flattering.
LOVED FOR: In addition to sleeves, this best-selling dress also has pockets.
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