A critical component of any fall wardrobe? A midi dress [1] that fits just right. Not many pieces can brag about their optimal length and wearability, especially as temperatures start to dip. Midi dresses are not only easy to throw on, but they also make for endless style combinations, so you know you're buying several looks when you just opt for one.
Whether you pair a flowy style with a structured blazer [2] for a work presentation or embrace a sleeveless ensemble [3] for Friday plans, there's a beautiful array of midi dresses that are just waiting to join your fall lineup (without breaking the bank). Read on for these worthy closet additions (all under $100), and gather your fall boots [4] and bags to complete your looks.
For a Fashion Statement: H&M Rib-Knit Dress
How stunning will this H&M Rib-Knit Dress [6] ($25, originally $30) look when paired with the H&M Rib-Knit Bolero Sweater [7] ($17, originally $20)? We're in love with this look; all you're missing is a pair of low strappy heels, and you're good to go!
Your Everyday Uniform: & Other Stories Jersey Tank Midi Dress
It doesn't get more effortless than this & Other Stories Jersey Tank Midi Dress [8] ($59). It's literally designed to become your everyday uniform, with its loose silhouette and soft-looking fabric.
For Comfortable Style: H&M Collared Ribbed Dress
This H&M Collared Ribbed Dress [9] ($42, originally $50) blends style and comfort very well. It looks modern, polished, and extremely wearable.
If You Love Stripes on Everything: Loft Striped Tie Waist Midi Dress
This Loft Striped Tie Waist Midi Dress [10] ($80) looks summery and fresh, perfect for a cruise or al fresco dinner. But you can wear it well into the fall with the addition of a tan peacoat and tall boots.
For the Early Days of Fall: ASOS Design Square Ruched Neck Midi Dress
The soft-green hue of this ASOS Design Square Ruched Neck Midi Dress [11] ($36) makes it eye-catching and summery, but you can pair it with a trench coat for those warm fall days. The flowy silhouette and easygoing shape make it ideal for all-day wear.
For a Sleek Day-to-Night Look: & Other Stories Buttoned Asymmetric Midi Dress
From the office to a spontaneous afterwork dinner, this & Other Stories Buttoned Asymmetric Midi Dress [12] ($60, originally $119) will stylishly transition into the night. From the silhouette to the side slit, everything about it is flattering.
For the Perfect LBD: & Other Stories Strappy Midi Knit Dress
We love the understated elegance and refined look of this & Other Stories Strappy Midi Knit Dress [13] ($89). With its stretchy fabric yet formfitting silhouette, it's the perfect LBD.
For a Neutral and Versatile Pick: Naked Wardrobe Hourglass Midi Dress
Show off your curves with pride in this Naked Wardrobe Hourglass Midi Dress [14] ($64). It's designed to hug your body in a flattering and elevated way.
For Fall Adventures: Topshop Petite Fluffy Rib Cardigan Midi Dress
Whether you wear it to go apple picking or to take a scenic walk with friends, this Topshop Petite Fluffy Rib Cardigan Midi Dress [15] ($53) will stylishly transition into fall, thanks to the extra layer.
For the Most Perfect Little Black Dress: Lioness Crossing The Line Midi Dress
The unexpected cutouts and crisscross details of this Lioness Crossing The Line Midi Dress [16] ($79) make it extremely flattering, while the fitted bodice makes it feminine and elevated. Pair it with thong sandals, and you're ready for a sexy night out.
For a Floral Pop: AFRM Shailene Sheer Long Sleeve Dress
This AFRM Shailene Sheer Long Sleeve Dress [17] ($37, originally $88) is a great transitional layer, thanks to the turtleneck and the long sleeves. Finish off the look with sneakers or boots, and you'll be ringing in the new season.
For a Splash of Lavender: & Other Stories Voluminous Sleeve Jacquard Midi Dress
From the fitted waistline to the voluminous sleeves, this & Other Stories Voluminous Sleeve Jacquard Midi Dress [18] ($90, originally $149) exudes femininity, confidence, and effortless style. The lavender colour is also fresh and modern.
For an Office Happy Hour: Billabong Lovely Ways Button Front Midi Dress
This Billabong Lovely Ways Button Front Midi Dress [19] ($59-$66) will transition from a day at the office to afternoon cocktails with your colleagues. Switch to heels after 5 p.m. if you'd like to add a touch of dressiness.
Flouncy Frock: Universal Thread Sleeveless Smocked Strappy Dress
This Universal Thread Sleeveless Smocked Strappy Dress [20] ($30) is a must have for those dog days of summer. But once the temperature drops, you can slip a turtleneck underneath or throw on a jean jacket.
Fall-Friendly Flock: Who What Wear Raglan Long Sleeve High Low Dress
Want to transition this Who What Wear Raglan Long Sleeve High Low Dress [21] ($40) from summer to fall? All you need to do is add a moto jacket, a pair of heeled booties, and tights.
Work Those Ruffles: Who What Wear Ruffle Short Sleeve Dress
Warning: this Who What Wear Ruffle Short Sleeve Dress [22] ($40) wasn't made for sartorial wallflowers. With ruffled details and a bright-pink hue, this number was designed to make you stand out — and be best dressed in the process.
For Warm Fall Days: Old Navy Puff-Sleeve Clip-Dot Button-Front Midi Swing Dress
This long-yet-lightweight Old Navy Puff-Sleeve Clip-Dot Button-Front Midi Swing Dress [23] ($45) is a solid pick for summer nights and warm fall days. The flowy silhouette, accentuated by the tiered hem, makes it stand out.
Carefree and Comfortable: Old Navy Puff-Sleeve Midi T-Shirt Shift Dress
Just like magic, this Old Navy Puff-Sleeve Midi T-Shirt Shift Dress [24] ($40) manages to be both comfortable and casually stylish enough for everyday occasions. The side slit makes the silhouette even more relaxed and carefree.
For a Flowery Ensemble: Kellen Cutout Midi Dress
When wearing this Kellen Cutout Midi Dress [25] ($50, originally $88), keep everything else pared down since it makes such a loud floral statement. Pair it with a simple chain and some minimal heels.
For Spontaneous Hangs: Old Navy Fit and Flare Smocked Maxi Dress
Go with the flow and keep plans loose, just like the Old Navy Fit and Flare Smocked Maxi Dress [26] ($50). Finish off your look with a denim jacket or a light trench coat.
For a Day-to-Night Ensemble: Old Navy Fit and Flare Gingham Midi Cami Dress
This soft and light Old Navy Fit and Flare Gingham Midi Cami Dress [27] ($40) would also look cute with heeled sandals at night. It's a great day-to-night piece that'll keep you looking put-together around the clock.
For a Day-to-Night Ensemble: Vesper Midi Dress
This Vesper Midi Dress [28] ($92) will give the illusion of elongating your legs, which will enhance your figure. We love the neutral palette that makes it extremely versatile.
A Piece You Can Dress Up or Down: Old Navy Floral Puff-Sleeve Button-Front Midi Swing Dress
This Old Navy Floral Puff-Sleeve Button-Front Midi Swing Dress [29] ($45) is light enough for summer but can be worn with tall boots and a thick cardigan jacket when it gets colder, too.
Comfortable Yet Put-Together: Old Navy Fit and Flare Short-Sleeve Tiered Midi Dress
This comfy Old Navy Fit and Flare Short-Sleeve Tiered Midi Dress [30] ($40) also comes in black [31], so you can add some variety to a work-from-home wardrobe. Don't be surprised if you never want to take it off.
For a Dressy Polka-Dot Moment: DKNY Knot Sleeve Midi Shirt Dress
We like that the polka-dot print on this DKNY Knot Sleeve Midi Shirt Dress [32] ($59-$78) is very subtle, giving it an understated elegance. The sheen material also makes it look polished for a fancy event.
For a Floral Pop: Old Navy Waist-Defined Floral Midi Cami Dress
You could easily wear a sweater over this Old Navy Waist-Defined Floral Midi Cami Dress [33] ($35) to turn it into a skirt for fall. You can also style it with a cardigan or a trench coat; the possibilities are endless.
Yes to White After Labour Day: Old Navy Dobby Bell-Sleeve Midi Swing Dress
If you're planning on packing up your white dresses for the season, this Old Navy Dobby Bell-Sleeve Midi Swing Dress [34] ($45) might make you rethink this. It's seriously too comfortable and stylish to put away.
For a Deep Hue: Old Navy Sleeveless Waist-Defined Slub-Knit Midi Dress
This rich Old Navy Sleeveless Waist-Defined Slub-Knit Midi Dress [35] ($33-$35, originally $35) is so pretty, whether you're wearing it to lounge or to lunch. The colour is particularly fall-friendly.
For Weekend Errands: JDY Gingham Tiered Midi Dress
Whether you're catching up with friends at a coffee shop or exploring a new neighbourhood on your own, this JDY Gingham Tiered Midi Dress [36] ($42) has you covered with style and comfort.
For Round-the-Clock Style and Comfort: Treasure & Bond Plaid Long Sleeve Poplin Shirtdress
The relaxed silhouette and roomy look of this Treasure & Bond Plaid Long Sleeve Poplin Shirtdress [37] ($40, originally $79) make it a great pick for lazy days when you'd still like to look put-together. The soft, plaid print makes it stand out.
For Effortless Style: Daily Ritual Supersoft Terry Relaxed-Fit Sleeveless V-Neck Midi Dress
There's something about the silhouette of this Daily Ritual Supersoft Terry Relaxed-Fit Sleeveless V-Neck Midi Dress [38] ($23-$30) that makes it casual yet very chic. You can either dress it down with slide sandals or up with strappy heels.
For the Office: Amazon Essentials Midi A-Line Dress
This Amazon Essentials Midi A-Line Dress [39] ($28) features an easygoing silhouette that makes it look relaxed yet put-together. Finish off your looks with some sneakers or low-heeled sandals.
For a Minimalist Silhouette: In the Style x Naomi Genes Midi Dress
This In the Style x Naomi Genes Midi Dress [40] ($48) can be styled for a daytime event with some sneakers and a denim jacket (if it gets chilly) or for a night out with some kitten heels and a cute clutch.
For a Knitted Statement: & Other Stories Rib Knit Midi Dress
This sleeveless & Other Stories Rib Knit Midi Dress [41] ($89) is the answer to your everyday fashion dilemma when you're just stuck on what to wear to the beach or to hang out with friends. With its ribbed finish and side slit, it looks chic and flattering.