• Newsletters
  • Subscribe
/
1x
Fashion

6 street-style inspired looks for fall

Caps, flats and ponytails — this fall, a casual dress code is in effect. The look is sporty, modern, a little boyish and not too perfect.
Add Chatelaine(opens in a new tab)
6 street-style inspired looks for fall

Sept Feature: Street Style

Earn your stripes

Make a statement in athletic-inspired separates and accessories that have a grown-up feel. Add a sleek leather bag and you're good to go. Top, $30, Old NavyTara Jarmon pants, $475, WilshireShoes, $190, LacosteHat, $60, H&M. Bag, $245, Rudsak

6 street-style inspired looks for fallPhoto, Andrew Soule.

Put on your game face

Plums and berry tones on cheeks and lips will take your end-of-summer glow into fall. Blush fondant supreme in natural, $30, Lise Watier. Be legendary lipstick in primrose, $23, Smashbox. Suncoo jacket, $215, Wilshire. Dress, $70, LoftGlasses, $177, Warby Parker

6 street-style inspired looks for fallPhoto, Andrew Soule.

Keep it short

Throw a cropped boxy blazer over a knee-length skirt and colourful polo for a modern prep school look. Top, $125, Lacoste. Cardigan, $70, Ann Taylor. Jacket, $169, Ann Taylor. Skirt, $110, Tristan

6 street-style inspired looks for fallPhoto, Andrew Soule.

Borrow from the boys

The menswear influence is a perennial fall favourite. Bring a little edge to tailored peices with sporty sneakers, and add softness with a flowy trench. Topshop jacket, $150, Hudson's Bay. Top, $29, Joe Fresh. Pants, $70, Gap. Shoes, $65, Soft Moc. Suspenders, $20, American Apparel

Advertisement
6 street-style inspired looks for fallPhoto, Andrew Soule.

Go brogue

Boyish lace-ups add undeniable cool to everything from slim pants to flirty wool skirts. Top, $275, Judith and Charles. Skirt, $98, Ann Taylor. Shoes, $190, Lacoste. Glasses, $116, Warby Parker. Watch, $335, MondaineBag, $25, Old Navy

6 street-style inspired looks for fallPhoto, Andrew Soule.

Stick with knits

Sweater dressing is one of the key trends this fall. Mix and match knitwear basics and add some polish with a colourful scarf. Top, $175, Lacoste. Hoss skirt, $220, Wilshire. Shoes, $27, Old Navy. Scarf, $89, Tristan. Bag, $25, Old Navy

6 street-style inspired looks for fallPhoto, Andrew Soule.

Related:  
11 sporty items you can wear all day
Trend alert: Borrowed from the boys
7 natural beauty products picked by a pro                                                                                                        

The very best of Chatelaine straight to your inbox.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.

Chatelaine celebrates, inspires, informs and empowers. We know that Canadian women contain multitudes, and we cover all of the issues—big and small—that matter to them, from climate change to caregiving, Canadian fashion and what to cook now.

Advertisement
Advertisement
Copy link

More Like This

Wait A Minute, Shein Just Bought Everlane?

Wait A Minute, Shein Just Bought Everlane?

The news has sent many Everlane fans into distress spirals.
Chatelaine Summer 2026 cover, featuring a woman biting into a burger.

Subscribe to Chatelaine!

Sandwiches! Sundaes! Jello shots! Plus the lowdown on the female desire pill, women who hit major life milestones at 50 and guest editor Meredith Shaw's all-Canadian summer lookbook.