These Sleeved Midi Dresses Are Effortlessly Cool and Comfortable

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Sleeves, just like pockets in a dress, can give you a sense of security and make you feel less exposed. In the fall and winter months, they also serve as a shield, offering warmth and protection from those unforgiving cold snaps. If you love the combination of a midi dress and sleeves — short or long — then alas, you've come to the right place.

To better prep our wardrobes for the fall, we went on a hunt for some stylish (and sleeved!) midi-dress options that will pair well with long work days and even longer evenings in the city. From one-shoulder silhouettes to eye-catching printed styles, these dresses are ready for any occasion as they retain a sense of comfort and easy style. Elsewhere, there are quite a few polished options for dressier moments: the Farm Rio midi dress is an elegant splurge, while the more affordable Nordstrom pieces are just as elevated.

Regardless of what exact style you're shopping for, you can bet that any of these pieces will serve you well through the year's coolest seasons — and keep you looking undeniably chic, too. Read on to find your dream midi dress with sleeves, courtesy of styles from some of our favorite retailers like Farm Rio, ASOS, Nasty Gal, Cider, Nordstrom, and more.

— Additional reporting by Shelcy Joseph

ASOS Design Textured Long Sleeve Midi Dress
nordstrom.com

ASOS Design Textured Long Sleeve Midi Dress

This ASOS Design Textured Long Sleeve Midi Dress ($68) makes a luxuriously elegant and fluid choice for family affairs, dinner parties, or intimate reunions. We love the ruffled embellishing on the sleeve and neckline of this frock. And the pistachio-green coloring completes the style with such a fresh, earthy appeal.

A Day-to-Night Ensemble: Line & Dot Sylvie Sweater Dress
shopbop.com

A Day-to-Night Ensemble: Line & Dot Sylvie Sweater Dress

This Line & Dot Sylvie Sweater Dress ($110) features thigh-high side slits and a one-shoulder neckline with a ribbed panel for a sleek, asymmetrical ensemble. It works both for daytime and nighttime outings. Plus, you can easily pair the breathable style with a variety of footwear options, including chunky boots, loafers, and even heels.

A Red-Hot Moment: Nasty Gal Wrap Front Satin Midi Shirt Dress
nastygal.com

A Red-Hot Moment: Nasty Gal Wrap Front Satin Midi Shirt Dress

In a sea of wrap dresses, this Nasty Gal Wrap Front Satin Midi Shirt Dress ($34, originally $85) will definitely stand out. Cut in gleaming satin that will nicely hug your body without making you feel restrained, it will pair well with heels and a chunky gold necklace. Styled the right way, you might even be able to wear it to the office, too!

A Neutral Choice: Madewell Button-Front Puff-Sleeve V-Neck Midi Dress
madewell.com

A Neutral Choice: Madewell Button-Front Puff-Sleeve V-Neck Midi Dress

The Madewell Button-Front Puff-Sleeve V-Neck Midi Dress ($111, originally $148) has an understated elegance that makes it extremely desirable. Like most of Madewell's dresses, this style is equally chic and relaxed — providing so much style versatility! I like it paired with Mary Janes or with loafers and socks.

A Polished Slip: Cider Collar Tie Side Long Sleeve Midi Dress
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A Polished Slip: Cider Collar Tie Side Long Sleeve Midi Dress

From the office to date night and beyond, this Cider Collar Tie Side Long Sleeve Midi Dress ($36) is as polished as it is pretty. The style boasts a universally flattering fit courtesy of its wrap-tie design at the waist. Whether you're pairing the look with leather boots or strap stilettos, the frock provides so much great outfit versatility for a more robust day-to-night ensemble.

A Funky Print: Nasty Gal Abstract Check Mesh Funnel Neck Midi Dress
nastygal.com

A Funky Print: Nasty Gal Abstract Check Mesh Funnel Neck Midi Dress

This pop-inspired Nasty Gal Abstract Check Mesh Funnel Neck Midi Dress ($32, originally $78) is effortlessly cool, plus the silhouette is easygoing, so you'll be wearing it on repeat. The style breathes new life into some of the other patterned, Y2K-inspired pieces we're seeing in fashion right now. Best of all: you can make it edgy with chunky boots or even a leather jacket.

An Elegant Frock: Farm Rio Cut Out Midi Dress
farmrio.com

An Elegant Frock: Farm Rio Cut Out Midi Dress

You'll feel confident and sexy in this head-turning Farm Rio Cut Out Midi Dress ($230). The red-hot slip is elevated by its vibrant coloring, though the style is also available to shop in gold and lavender colors. Complete the look with some thong sandals and a cute shoulder bag.

For Formal Occasions: H&M Satin Wrap-front Dress
www2.hm.com

For Formal Occasions: H&M Satin Wrap-front Dress

This H&M Satin Wrap-front Dress ($25, originally $50) is a great choice for formal occasions, whether you're meeting the in-laws, seeing your team for the first time in person, or attending a gala. It oozes easy elegance and comfort. We're loving the polished, balloon sleeve detailing, too!

An Open-Back Statement: Nasty Gal Knitted Ribbed Midi Dress
nastygal.com

An Open-Back Statement: Nasty Gal Knitted Ribbed Midi Dress

Show off your back in an elegant way in this Nasty Gal Knitted Ribbed Midi Dress ($20, originally $68), which features a high neck, a relaxed silhouette, and long sleeves. When it comes to fall fashion, a knitted sweater dress is basically a wardrobe essential. With this piece in particular, you can easily dress up the style with a swanky pair of strappy heels.

A Timeless Style: Nasty Gal Notch Neck Ribbed Knitted Midi Dress
nastygal.com

A Timeless Style: Nasty Gal Notch Neck Ribbed Knitted Midi Dress

If you want a professional-looking dress that is also stylish, we found your match. The Nasty Gal Notch Neck Ribbed Knitted Midi Dress ($10, originally $52) is easy to dress up with heels and down with sneakers. Plus, the rib-stitched material makes it comfortable enough to wear all day.

A Versatile Silhouette: ASOS Design Long Sleeve Satin Midi Dress
nordstrom.com

A Versatile Silhouette: ASOS Design Long Sleeve Satin Midi Dress

There's so much to love about this ASOS Design Long Sleeve Satin Midi Dress ($140). Besides its glossy, silky-smooth design, we can't get enough of the frock's hot-pink coloring — perfect for nailing the Barbiecore aesthetic. And the front-button design leaves the dress looking polished and regal.

A Sexy Style: ASOS Design Marble Cold Shoulder Long Sleeve Midi Dress
nordstrom.com

A Sexy Style: ASOS Design Marble Cold Shoulder Long Sleeve Midi Dress

We have a feeling that you'd get a lot of mileage out of this ASOS Design Marble Cold Shoulder Long Sleeve Midi Dress ($82). Not only can you dress it up for a date or event, but you could also keep it cool and casual for daytime errands or a morning brunch. Trust us, you'll turn to it season after season.

A Fun Print: Mille Celeste Dress
shopbop.com

A Fun Print: Mille Celeste Dress

The Mille Celeste Dress ($272) is not only winter friendly, but the fit is also completely comfortable and flattering. You'll have no problem going about your days with ease. Plus, you'll look undeniably cute wearing this frocked and floral-centric design. We'd complete the look with a structured pair of knee-high boots.