I See This Timeless Boot Trend Literally Every 5 Seconds
Many of us are still clinging onto the last days of sandals (I'm personally very reluctant to bid adieu to my extra-comfy Tevas), but it would appear that the fashion set are done and dusted with open toes—the time has come for boots. New York City has been mild enough to warrant backless dresses and bare legs, but its fashion week inhabitants are dead set on covering up their legs and feet, something we can be rather effectively achieved with a pair of full-on knee-high boots. It's a shoe trend we predicted would catch fire quite a few months ago, but now the trend wheels are fully in motion, and there's no slowing this fall look down.
This boot choice has been so popular that it has spawned multiple iterations, resulting in knee-high boot microtrends within the trend. We've seen classics (like a pair of plain black pull-ons) as well more adventurous creations (long-line cowboy boots, anyone?). In addition to the breadth on offer, we've also clocked that women are using them in myriad outfit combinations: It's safe and easy to pair them with a printed midi dress, but others are opting to tuck jeans in or to go bare-legged with a short hemline. Keep scrolling to see the knee-high boot trends of 2019, how they're being worn and the best versions you can buy today.
Classic Black
Knee-High Cowboys
Boho Tan
Printed and Patterned
White Knee-High Boots
Next up, the coolest high-street pieces for autumn.
This post originally appeared on Who What Wear UK.
Up next, the 13 best fall boots to buy now, according to Who What Wear editors.

Hannah Almassi is the Editor in Chief of Who What Wear UK. She joined in 2015 when she launched the UK sister site following a seven-year tenure at Grazia magazine as fashion news and features editor. With experience in print and digital across fashion and beauty, Hannah has over 18 years of experience as a journalist, editor and content strategist. Her opinion has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com and she is often called upon for her take on trends, becoming known as a person with their finger of the pulse of what’s happening in the fashion space for stylish Brits.
-
Not Black, Not Brown: The 2026 Boot Color Trend That Makes Every Outfit ElegantJust like that.
-
Winter's Just Around the Corner—13 Standout Zara Finds I Predict Will Sell Out Before the End of the MonthAffordable funnel-neck jackets, argyle knits, and rich-looking flats inside.
-
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.
-
I Just Saved $767 on an Elevated Winter Wardrobe (Thank You, Amazon)Can't get over these Cyber Monday deals.
-
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.
-
My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
-
Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
-
Just so You Know, Zara Already Has All the Best Shoes for Winter 2025Shop before they sell out.

