20 Fall Outfit Ideas to Steal from Street Style
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The weather is shifting, and as it does, our wardrobes shift, too. While particular summer dresses (like shirt-dresses, maxi, and lightweight knitted options) can be transferred to autumn, fall usually requires a grand switch-over in our closets. Breezy sheer moments are replaced with heavier fabrics and higher necklines, while flip flops and chunky sandals are swapped out for croc-embossed boots and Mary Janes. The best fall outfit ideas marry function, for those fluctuating temperature drops, and style, for well, everything else.
At this point, we have near-infinite access to clothes, new drops, designers, and exciting runway trends. With so much to look at, it’s still exciting to see how street stylers revisit a trend or rework their own favorite pieces for fall outfits. Camille Perry and Holly Wright, co-founders of Tove, love the styling opportunities that the colder months provide. “The opportunity to add an extra level of luxury to a look through the winter season always feels decadent,” they explained, pointing to their soft leather separates and lambswool evening coats as examples. “These elegant fabrications add a real level of refinement through the winter season,” they added; texture play goes hand-in-hand with elevated pairings as temperatures drop, after all. And to top it all off, fall brings fashion's favorite category back into rotation: “A beautiful coat always elevates a look.”
Ahead, browse 20 fall outfit ideas for every personal style ethos, from animal print separates to pared-back, neutral looks from our favorite minimalist brands. Think: Sea, Prada, Another Tomorrow, and Toteme.
The Ultra-Long Coat Fall Outfit
The power of outerwear mixed with the ease of a maxi dress exists and it can be found in the maxi coat. Almost floor-sweeping, it can be worn as the centerpiece of any fall outfit.
Zinnia Wool Coat
Cylinder Leather Shoulder Bag
The Asymmetric Fall Outfit
Individuality is in, and the street-style circuit is proving it more and more each day. A simple look is made edgy with asymmetrical hemlines, ruffles, lace, and transparent details.
Asymmetric One-Shoulder Shirt
Dalia Guipure-lace Midi Skirt
The Classic with a Twist Fall Outfit
A blazer is a staple in every wardrobe come fall and winter, but one styled like this adds a new, unique element. Underneath, layer with a longer sleeve, then add the season's favorite flat shoe in a coordinating color.
Single Button Blazer Jacket
Ankle-Wrap Leather Ballerina Flats
The Cinched-Waist Classic Fall Outfit
A white button-up is just a button-up until it's accessorized. What better way to do that than with a waist-hugging belt? Elevate the ensemble with playful details like a neck scarf, tinted sunglasses, or strappy heels.
LAX Black Sunglasses
Cotton-Blend White Shirt
The Double-Denim Fall Outfit
From editors to street stylers, influencers, and superstars, the classic “Canadian tuxedo” is the preferred fashion uniform. The double denim styles of now have taken a modern twist, with slimmer silhouettes and low rises.
Wayne Oversized Organic Denim Jacket
The Low Slung Baggy Organic Wide-Leg Jeans
The Transitional Fall Outfit
Rain or shine, sudden heat or random temperature drop, fall weather tends to be all over the place until mid-October. The ideal way to battle this situation? Easy layers. A cream blazer over a lightweight silky tunic will keep you dry and sweat-free.
Tailored Slim Blazer in Admiral Crepe
Gathered Wool and Silk-Blend Tunic
The Leather Trench Fall Outfit
An easy way to update the classic trench coat is by purchasing (or thrifting) one cast in leather. Modern styles boast longline, oversized silhouettes that double as a rain-resistant statement maker.
Devon Coat
Bibi Lou Twist-Strap Mary Jane Heels
An Unexpected Quilting Fall Outfit
A trench and a striped cotton-poplin shirt are traditional wardrobe staples that are always needed. Amplify them for fashion week and beyond with a pair of quilted shorts.
White Signature Shirt
Quilted Dreamcloth Shorts
The Cream-on-Cream Fall Outfit
What's chicer than cream on cream or white on white? Both of these creamy hues in the fall and winter, of course. Autumn white looks extra sophisticated with a sculptural blazer that cinches the waist.
Stone Stretch Crepe Blazer Jacket
Flat-Front Straight Pants
The Contrast Stitching Fall Outfit
Update your favorite knitted dress by layering a coat over top—then, pair the look with textural elements like a suede boot and a beaded handbag.
Rib Patchwork Dress
Iman Slouch Boot in Mineral Suede
The Rainy Day Fall Outfit
For those days when the rain is on and off, then on and off again, look to this casual fall outfit. It's probably created with pieces you already own. Think of your favorite denim jacket, white T-shirt, and baggy jeans. Tie a silk scarf around your head for added detail.
Opal Swing Denim Jacket
The Signature Scarf Silk
White Patch T-Shirt
The Textural Fall Outfit
Lightweight jacket, blouse, textural skirt, loafers. This fuss-free fashion recipe is one we’ve seen modeled on the street, but also works for casual coffee dates and work alike. Keep your ankles bare for now—it's only fall.
Nevis Bouclé-Knit Midi Skirt
Buckled Black Loafers
The Streetwear-Inspired Fall Outfit
Edgy, sleek, and sophisticated all in one. This ensemble inspired by street style is never a miss for the fashion crowd. Maybe it's Bella Hadid, maybe it's Sophia Geiss—either way, a long leather coat with baggy white shorts is extremely cool.
Uvon Long Leather Button-Front Overcoat
Petra Short in White
The Wild Fall Outfit
What fun is a fall outfit rotation without a little animal print? What was once a detail of the '80s has since transpired on modern runways and street stylers alike. Update yours with pared-back basics or add a pop of color in your accessories.
Leopard Printed Canvas Coat
Organic Cotton Broken-In Baseball Cap
The Sans-Pants Fall Outfit
No pants, no problem, especially for those in tune with the current trends. The no-pants movement is fun, impractical fashion at its best. There is no better time to indulge in it than the fall, when temperatures are at ideal levels.
Oversized Cotton Mini Shirt Dress
Ana Brown Croc Boot
The Everyday Floral Fall Outfit
You can never go wrong with a floral-printed dress, even in autumn. The print can go one of two ways—ultra busy and large, or dainty and neutral-leaning.
Rhodia Floral Dress
Isa Mock-Neck Floral-Print Silk Midi Dress
The Off-Duty Fall Outfit
Another foolproof outfit nodding to the '90s was popularized by busy off-duty models running from casting to backstage. Now, it's one of our go-to looks for summer and fall. Choose a longer-sleeved T-shirt.
The Premium Weight Relaxed Tee
Gelso Pleated Woven Wide-Leg Trousers
The Iconic Fall Outfit
Where were you when this photo circulated? I was sitting at my dining table when a friend forwarded it to me on Instagram, screeching about its perfection. The ideal fall outfit is both comfortable and chic, like Tina Kunakey's.
Poplin Wrap Shirt
High-rise Tapered Jeans
The Bare-Leg Fall Outfit
Although temperatures may dip, there's still plenty of opportunity come September and early October to bare your legs with a micro mini length. Stay just-warm-enough with an updated bomber jacket.
Marly Boyfriend Leather Bomber Jacket
Cinzia Skirt
The Pop of Color Fall Outfit
Not quite ready to give up your bright summer dresses? Never fear. You don't have to put them away just yet—instead, pair them with tall leather boots.
Juni Dress
Western Wally 50MM Leather Knee-High Boots
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