Slip On Ankle Boots

<p>Slip on ankle boots are the perfect blend of convenience and style, making them a must-have addition to any wardrobe. Whether you're heading out for a casual day in town or planning an outdoor adventure, these boots offer the versatility and comfort you need. With their easy-on design, you'll spend less time getting ready and more time enjoying your day. Crafted with quality materials for lasting value, slip on ankle boots are designed to keep up with your active lifestyle while providing timeless appeal. From classic neutrals to bold hues, there's a pair to match every outfit and occasion. Step into effortless style and experience the enduring charm of slip on ankle boots.</p>

Sort by:

Filter & Sort

298 Items

Men's Storm Chaser 5 Slip-Ons

A tough, all-weather slip-on with waterproof leather, rubber outsole, and excellent insulation for cold, wet conditions.

Pros: High quality Versatile design Easy to slip on Warm and insulated Comfortable fit
Women's Snow Sneaker 5 Boots, Pull-On

A pull-on winter boot with ColdShield insulation, suede upper, and VertiGrip outsole for snowy conditions.

Pros: Easy to pull on Comfort Warmth Good grip Well made
Men's Bean Boots, 6.5" Chelsea

A waterproof Chelsea boot crafted from buttery-soft leather with a durable rubber bottom for wet conditions.
Women's Eco Bay Knit Chelsea Boots
Price was from: $99 now: $29.99

A pair of frost gray, vegan chelsea boots with recycled materials and all-day comfort.

Pros: Great fit Stylish look Excellent cushioning Very cute All-day comfort
Women's Wellie® Sport Rubber Chelsea Boots
Price was from: $109 now: $89.99

A lightweight, waterproof rubber Chelsea boot in deep water blue with excellent traction and cushioned comfort.
Women's Blundstone 500 Chelsea Boots

A lightweight, durable leather ankle boot with cushioned insole and non-slip polyurethane outsole in brown multi.

Pros: Great fit Excellent durability Warm and cozy Lightweight design Comfortable to wear
Women's Forsake Lucie Waterproof Chelsea Boots
Price was from: $155 now: $129

A waterproof leather and rubber Chelsea boot with excellent traction, anti-odor lining, and all-day support.

Pros: Beautiful design Excellent versatility Waterproof Great warmth Comfortable
Women's Camden Hills Chelsea Boots
Price was from: $190 now: $139

A stylish Chelsea boot with full-grain leather upper, rubber outsole, and cushioned EVA footbed for comfort.
Adults' Blundstone 550 Chelsea Boots

A pair of rustic black leather pull-on boots with superior shock absorption and cushioned comfort.
Adults' Blundstone 500 Chelsea Boots

A pair of premium leather pull-on boots with shock-absorbing construction and cushioned comfort, available in brown and olive.
Men's Stonington Chelsea Boots, Leather

A rugged dark oakwood leather pull-on boot with sneaker-like comfort and durable VertiGrip rubber outsole.
Women's Stonington Chelsea Boots, Leather

A rugged dark oakwood leather chelsea boot with sneaker-like comfort and durable rubber outsole.
Adults' Blundstone 500 Chelsea Boots

A pair of premium brown leather pull-on boots with shock-absorbing construction and cushioned comfort for all-day wear.
Women's Stonington Chelsea Boots, Suede

A rugged, graphite suede Chelsea boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
Women's Storm Chaser 6 Slip-Ons, Waterproof

A waterproof slip-on shoe in deepest brown leather with a cushioned EVA footbed and durable rubber outsole.
Men's Bean Boots, Rubber Mocs

A Maine-made, waterproof slip-on boot with durable leather upper and long-lasting rubber outsole, perfect for wet conditions.
Women's Bean Boots, Slip-On Rubber Mocs

A waterproof slip-on moc with a tumbled leather upper and durable rubber outsole, perfect for wet conditions.
Women's Blundstone 9500 High Top Chelsea Boots

A versatile, rustic black leather Chelsea boot with cushioned insole and non-slip polyurethane outsole.
Adults' Blundstone 550 Chelsea Boots

A pair of antique brown leather pull-on boots with supreme shock absorption and cushioned comfort.
Women's Blundstone Blocked Heeled Chelsea Boots

A sleek, heeled Chelsea boot with water-resistant leather and Ortholite footbed for maximum comfort.
Men's Portland Boots, Chelsea

A heritage-inspired leather Chelsea boot with elastic goring and a durable Vibram® rubber outsole.
Women's Bean Boots, 6.5" Chelsea

A Chelsea boot in buttery-soft leather with a waterproof rubber bottom, ideal for wet conditions.
Women's Eco Bay Boots, Leather
Price was from: $109 now: $49.99

A pair of classic sage slip-on boots with pebbled nubuck leather and a True Comfort footbed.
Women's Xtratuf Ankle Deck Boot, 6"

A lightweight gray rubber ankle boot with slip-resistant outsole and waterproof, moisture-wicking construction for anglers.

Slip On Ankle Boots

Slip on ankle boots have a knack for fitting seamlessly into just about any moment, whether you’re heading out for a weekend stroll or dashing out the door for a quick errand. Their easy-on, easy-off design means less time fussing with laces or zippers and more time spent soaking in the fresh air, chasing after the dog, or exploring a new trail with the family. Crafted for comfort and built to last, these boots are a reliable pick for folks who want footwear that keeps up with their busy days. The ankle-high cut offers just the right amount of coverage for mild summer evenings and unpredictable weather, while the sturdy outsoles provide dependable traction on everything from city sidewalks to gravel paths. Inside, you’ll often find cushioned footbeds and soft linings that make it easy to stay on your feet, whether you’re out for a morning coffee run or meeting friends for a backyard barbecue.

When it comes to choosing slip on ankle boots, a few thoughtful details can make all the difference. Look for durable materials that stand up to bumps and scrapes, whether you’re walking the dog or tending the garden. Styles with elastic side panels or pull tabs are especially easy to slip on and off, making them a great choice for anyone who appreciates a hassle-free routine. These boots are versatile enough to pair with everything from jeans and shorts to casual dresses, making them a go-to option for all sorts of outings. They also make a thoughtful gift for anyone who values comfort and practicality—think recent grads heading off to college, parents on the go, or anyone who likes to keep a pair of reliable boots by the door for spontaneous adventures. For those drawn to the classic look and feel of leather, you might want to explore our selection of Leather Slip On Boots, which combine timeless style with lasting durability.

As the days grow longer and summer settles in, slip on ankle boots are a smart addition to your everyday routine. They’re the kind of footwear you’ll reach for again and again, whether you’re packing up for a weekend getaway or heading out to the local farmers’ market. Their timeless silhouette and dependable construction mean they’ll be a favorite season after season, adapting easily to changing weather and shifting plans. With the right pair, you can embrace every little adventure that comes your way—confident that your feet will stay comfortable and supported, wherever the day takes you.

It's time to upgrade your browser

Slip On Ankle Boots