Skip to Main Content Skip to Footer

Women’s Wiley Leather Boots

Style # 58558
Color:
Available colors
Fit:
Size: Size Guide
  • Heeled Chelsea booties
  • Water-resistant, smooth cowhide leather, microfiber lining, contrast welt stitching
  • 3" heel, 7" shaft, 10" circumference, 1.10 pounds
Inspired by a much-loved classic, the Wiley Chelsea smooth leather boots will find a place of honor among your most-coveted accessories. With clean lines and a subtle lift, these boots feature tonal stretch panels that blend seamlessly into the silhouette for a sleek finish and leather-look performance microfiber lining for a comfortable wear. They strike the perfect balance between refinement and practicality, making them a versatile option to pair with dress pants, skirts, or jeans.

This boot is crafted with an intentionally unlined heel, which prevents socks from catching and heels from rubbing, enabling a more secure and comfortable fit.

Specs: 3" heel, 7" shaft, 10" circumference, 1.10 pounds
Made in: Portugal
After wearing, use a clean cloth to remove any dirt or debris. Follow our simple instructions for additional care.

Overland ships all orders free via standard ground shipping to all 50 states and APO/FPO addresses. For details on expedited shipping or for deliveries to US Protectorates, please refer to the Shipping page.

We want you to be completely satisfied with your Overland purchase. For your convenience, we provide free return shipping for orders within the 50 states, with a prompt exchange or refund process. For more details, visit our Returns & Exchanges page.

Our Customer Service team will be glad to assist with any questions. We are available 7 days a week at (800) 683-7526 or by email at service@overland.com.

INTERNATIONAL ORDERS
Overland welcomes international orders. Depending on the order and destination, additional payment requirements may apply. Please refer to the International Orders page for more detailed information.

COMPLETE THE LOOK

QUESTION:

Are the heels plastic underneath with a veneered wrapped cover?

ANSWER:

This is a full stacked leather heel.
By Overland on Dec 31, 2025

QUESTION:

ANSWER:

By on

REVIEWS

5.0  5 stars 3 Reviews
5 ★★★★★ 3
4 ★★★★☆ 0
3 ★★★☆☆ 0
2 ★★☆☆☆ 0
1 ★☆☆☆☆ 0
5 5
 
Cindy from VA
Feb 28, 2026

Buy them!!!

Best boots I've ever owned. Quality, comfort, looks - all top-notch. These will last! Well-made.
5 5
 
Laura from Michigan
Feb 1, 2026

Obsessed

They are so beautiful and comfy can wear them all day I wish they had them in black
5 5
 
Guranda from Maryland, Bethesda
Jan 25, 2026

Great quality

Very comfortable boots. The quality is great. Goes well with pants. They add very elegant look.
5
 
from

Customer Image Thumbnail, Click to Maximize
By Overland

PREVIOUSLY VIEWED

TAILORED PICKS FOR YOU

Screen reader users call 1-800-683-7526 to chat with a representative.

Top
Chat
Let's Meet Again
Sign up for new arrival alerts, seasonal
offerings, style tips, and more.
By subscribing you agree to receive marketing communications from us. To opt out, click unsubscribe at the bottom of our emails.
WELCOME TO OVERLAND
Sign up for email to stay informed
THANK YOU
We've added your email to our list