It may still be 90 degrees out, but here at Who What Wear, we’re excitedly getting ready for all things fall—from the most popular trends we’re already adding to our carts to the prettiest autumn outfits we’ll be wearing on repeat once the leaves turn brown. Of course, no fall wardrobe is complete without a chic pair of boots. Whether you opt for mock-croc styles, lace-up boots or combat stompers, this season’s boot trends do not disappoint. Plus, there’s unquestionably a style to suit every sartorial taste. So you may be basking in a bikini right now, but if you're looking for some chic boot outfit inspiration for the new season ahead, then scroll below for the coolest fall outfits that are making us want to pull on those boots again. Pumpkin spice lattes optional.
Style Notes: Celine's chic cream lace-up boots have been spotted on some of our favorite fashion muses around the world. We found the perfect affordable option from Mango, which we can't wait to pair with a cool-girl khaki boilersuit.
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Style Notes: This look is officially getting us in the mood for fall! As we transition into sweater weather, pair your fitted knit with a trending snake-print midi skirt and beige knee-high boots for a striking fall look. Cinch the sweater with a wide belt to create a flattering silhouette.
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Style Notes: Snake-effect boots continue to be a huge trend for fall. Pair a statement knee-high pair with a luxe-looking burnt orange midi or maxi dress for a head-turning look—perfect for your fall evening dinner dates.
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Style Notes: Fall's chunky leather platform boots add a cool and edgy touch to sleek white pants. Finish with a bomber jacket, statement sunglasses, and a sleek designer It bag.
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Style Notes: An easy way to transition from summer to fall? Toughen up your white summer maxi dress with trendy cool-girl combat boots. Such a fun look while the temps are still pleasant.
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Style Notes: Are your dresses craving a fall update? Swap your strappy sandals for chic over-the-knee mock croc boots and wear them under your favorite midi dress for a super-luxe look.
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Up next, you probably can't get through fall without wearing these six trends.
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Not Black, Not Brown: The 2026 Boot Color Trend That Makes Every Outfit ElegantJust like that.
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My Stylish 56-Year-Old Mom Is a Picky Shopper—31 Chic Under-$100 Nordstrom Finds She Approves OfFunnel-neck coats, Fair Isle knits, and Levi's jeans inside.
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If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and NordstromBring on a stylish fall-and-winter closet.
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My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
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Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
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Just so You Know, Zara Already Has All the Best Shoes for Winter 2025Shop before they sell out.
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Cool Sneakers, Flats, and Boots Are the Vibe—These 36 Styles Are Heavily Discounted for Cyber MondayEverything from Khaite to Ref to Adidas is at least 25% off.
