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 favourite 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 favourite 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 favourite minimalist brands. Think: Sea, Prada, Another Tomorrow, and Toteme.
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.
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 sheer details.
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 favourite flat shoe in a coordinating colour.
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.
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.
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.
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.
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.
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.
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 favourite denim jacket, white T-shirt, and baggy jeans. Tie a silk scarf around your head for added detail.
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.
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.
Loulou Studio Uvon Long Leather Button-Front Overcoat
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 colour in your accessories.
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.
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.
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.
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.
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.
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.
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