How to Wear Shorts For Fall, Because Yes You Can

Just because Summer is coming to a close doesn't mean that we have to leave our shorts in the dust. Sure, we're nearing puffer jacket season all too quickly, but as we start to layer up for the brisk Autumn weather [1], we're still keeping out leg-baring bottoms in constant rotation — at least for now. The trick is proportions, whether that means opting for your shorts in a more Winter-friendly wool plaid, layering up on cosy cashmere knits, or throwing a blazer or leather jacket into the mix. Whether denim [2] for day or silk for night, consider the street style looks ahead as inspiration for keeping your shorts in your go-to wardrobe for months to come — and our favourite Fall-appropriate shorts that we are shopping now.

Top your denim with a ladylike tweed for those transitional weather days.

Consider a suit in nude or tan for a tailored shorts look this season.

Go bold in head-to-toe prints. We're particularly loving the elevated tie-dye look this year!

Keep it classic with leather shorts and a button-down, starting now and bringing you straight through Fall.

Denim on denim doesn't have to stop, come end-of-summer. Consider a pair of jean shorts and a trucker jacket to keep that Canadian tuxedo going strong.

Go bright with a pair of high-waisted black shorts, cropped T-shirt, and bold blazer to amp up your look.

Mis-match your suiting with a pair of tailored shorts, silk blouse, and contrasting blazer for day or night.

Sporty meets chic with a pair of athletic-inspired shorts and more tailored blazer on top for an athleisure look that gives all others a run for their money.

White shorts don't have to go away once Labour Day is past. Try pairing yours with a Fall-inspired print on top to keep them in rotation well into the coming season.

Go all-white for winter by way of a pair of longer-line shorts and an oversized turtleneck on top.

When seeking a shorts suit you love fot Fsll, consider going for a slightly oversized fit for a true borrowed-from-the-boys style.

Switch up your proportions for opting for knee-length denim shorts and an oversized cardigan sweater.

Go ladylike on top and sporty on the bottom by styling your athletic bike shorts with a puffy peplum statement top.

Luxe leather is just the thing to turn those white summer shorts into an Autumn uniform.

Try it all by styling a ladylike silk blouse with edgy leather shorts and sporty performance sneakers to boot.

For lovers of bike shorts, consider trying them in non-black tones this Fall, styled with similarly-hued colours.

Go all-black with a bodysuit, high-waisted tailored shorts, and a blazer to take that summertime uniform into fall.

Channel a futuristic vibe with purple and blue pastels, mixed with bright whites and metallic silver accessories.

When going bold with your colour, don't be afraid of taking it over-the-top but opting for a head-to-toe brightly toned look.

GO head-to-toe sporty by pairing your bike shorts with an equally athletic-inspired top or jacket.

Layer a longer coat or vest over your shorts for a look that plays with proportions in the most elegant way.

Go for a ladylike look with your shorts by opting for a tailored suit in a pale pink hue.

Show off those leather shorts this fall by tying up your button-down or even blazer to reveal all parts of your wardrobe favourite.

To cut down on any unwanted bulk when layering, consider going for the bike shorts look this Fall when seeking a perfect pair for your blazer style.

Keep it casual with denim shorts and an oversized button-down, in any colour of the rainbow.

We love mixing and matching neutral tones, especially when it comes to whites, creams, and tans—all year round.

Put a feminine twist on a borrowed-from-the-boys look by choosing contrasting shades of pink for your shorts suit this seaosn.

A button-down and denim shorts is the look that will forever span nearly all months of the year, with just a little extra layering power on particularly cold days.