Fall Boots Styling Guide

Boot season is officially back, and we're here for all of it - from chunky soles to knee-high statements and worn-in classics that go with literally everything. Whether you're layering up for crisp city strolls or just dressing for the vibes, Urban Outfitters has all the styling inspo you could need to match your mood. Dive into our in-depth styling guide to find looks that’ll take your fall boots from casual to fully styled.

What to Wear with Fall Boots

How to Style Combat Boots: These boots are a fall favorite for a reason; they’re equal parts tough and timeless. The lace up details bring an edge to any outfit and look best when paired with pieces that soften or contrast their bold feel. Pair them with baggy denim and a cropped graphic tee for a grungy, effortless vibe. You could also wear them with a mini skirt with sheer tights for a chic pumpkin patch look.

Style tip: Play with proportions! Pairing combat boots with something more fitted or flowy on top balances out their heavy base, pulling your look together.

How to Style Chelsea Boots: Clean, minimal, and endlessly wearable, Chelsea and ankle boots are the kind of staple that works with just about everything. Their sleek silhouette adds polish to any look, whether you’re layering up for class or heading out for the night. Try them with straight-leg jeans and a long trench or oversized blazer for a cool, casual vibe. Or dress them up with a sweater dress and a crossbody bag, ideal for hitting up the local fall market or grabbing cider with friends.

Style tip: Chelsea boots are perfect for layering. They’re neutral by design, so they’re the perfect base for textured outfits and oversized outerwear.

How to Style Knee-High Boots: If you want to make a statement this fall, knee-high boots are the way to go. Whether in leather or suede, they instantly elevate your look and bring a little drama (in the best way). Wear these tall boots with a mini dress and long coat for an effortless night-out moment. Or tuck in leggings or skinny jeans and add a chunky knit sweater on top, the ultimate look for a cozy rooftop bonfire or fall dinner party.

Style tip: Keep the rest of the outfit simple and let the boots be the standout! Go for a slouchy velvet black boot moment to make your shoes the statement.

How to Style Cowboy Boots: Western and cowboy boots are having a major moment, and they’re way more versatile than you might think. With the right styling, they can feel vintage, modern, or anywhere in between. Try them with a printed dress and a cropped jacket for a laid-back, lived-in look. Or go for a chicer look with cargo pants and a fitted tank, a fun twist for a weekend trip to the apple orchard.

Style tip: Mix in non-western pieces to avoid looking too themed. Printed pieces are also a great way to match unique boots such as these!

How to Style Platform Boots: Platform boots are a fall wardrobe must-have. They add height, edge, and a little bit of a retro vibe, perfect for standing out while staying comfy. Style them with wide-leg or baggy jeans and a tiny tee for an off-duty feel. Or dress them up in a mini dress and oversized [leather jacket](https://www.urbanoutfitters.com/jackets-coats-for-women?material=Leather,Vegan+Leather} for a night out, like exploring a haunted house with friends, or your city’s first chilly evening event.

Style tip: Since platforms make a statement, keep the rest of the look balanced with clean lines or oversized layers.

How to Style Lug Sole Boots: These boots are going to be your new go-to reached for when the temps drop and the leaves start piling up. Their thick sole adds edge to any outfit, but they’re surprisingly easy to style. Throw them on with a plaid flannel and leggings for your weekend farmer’s market run. Or you can pair them with a mini skirt, oversized hoodie, and fuzzy socks for a casual brunch with friends after a chilly morning walk.

Style tip: Let the unique chunky silhouette detailing anchor your outfit. Balance your look with softer fabrics or cropped top.