Skip to content

Official website. Shop with confidence.

Free shipping

Conditions apply
In-store pickup

For some locations
Easy returns

Hassle free returns policy
Proudly Canadian

Family owned and operated

Search

Menu

New Arrivals
Shop by Brand
- Shop by Brand
- Featured Brands
  
  Aetrex
  Birkenstock
  Clarks
  Ecco
  Michael Kors
  New Balance
  Vessi
- A
  
  Aetrex
  Allrounder
  Anzia
  Ara
  Arctic Mukluk
- B
  
  Birkenstock
  Blondo
  Blundstone
  Bogs
  BootRescue
- C
  
  Canada Comfort
  Clarks
  Cobb Hill
  Cole Haan
  Collexion Italy
- D
  
  Dansko
  Dunham
- E
  
  Ecco
- F
  
  Finn Comfort
  FitFlop
  Foamtreads
- G
  
  Gabor
  Glerups
- H
  
  Haflinger
  Hotsox
  Hunter Boots
- I
  
  Italian Comfort
- J
  
  Johnston & Murphy
  Josef Seibel
- K
  
  Keds
  Keen
- L
  
  Lady Comfort
  Lady Diana
- M
  
  Mephisto
  Merrell
  Michael Kors
  Myka Designs
- N
  
  Naot
  NEXGRIP
  New Balance
- O
  
  Olang
  Ortho Flex
  Outlander
- P
  
  Pajar
  Palladium
  Papillio
  Piccadilly
- R
  
  Redback
  Remonte
  Rieker
  Rockport
  Romika
- S
  
  Sabatini
  SAS Shoes
  Simcan Socks
  Sperry
  Stefania Italy
- T
  
  Taos
  Timberland
  Toe Warmers
  Toni Pons
  Travelon
- V
  
  Vessi
  Volant James
- W
  
  Wanderlust
  Wonders
  Wonder Walk
- Shop All Brands
Women's
Men's
Unisex
Accessories
Sale

Find a Store

Home
Women's Dress

Women's Dress

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

FiltersFilter & Sort

Applied Filters

Clear all

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Colour

Beige (44)
Black (273)
Blue (12)
Bronze (1)
Brown (16)
Burgundy (2)
Gold (8)
Green (1)
Grey (6)
Metallic (4)
Multi (1)
Navy (10)
Orange (1)
Patent (1)
Red (7)
Silver (7)
Tan (1)
Taupe (7)
White (12)

Clear

Gender

Women (414)

Clear

Size

Clear

Brand

Aetrex (2)
Ara (54)
Blondo (7)
Clarks (60)
Cobb Hill (6)
Dansko (2)
Ecco (2)
Fit Flop (4)
Gabor (18)
Josef Seibel (15)
Lady Comfort (1)
Michael Kors (15)
Naot (3)
Ortho Flex (8)
Piccadilly (76)
Remonte (22)
Rieker (60)
Rockport (9)
Sabatini (6)
Stefania Ita (25)
Wanderlust (5)
Wonder Walk (1)
Wonders (13)

Clear

Width

Extra Wide (1)
Medium (61)
Wide (57)

Clear

Price

From $

-

To $

From To

Clear

Shoe Type

Boots (16)
Casual Shoe (1)
Casual Slipons (10)
Clogs (2)
Dress Boot (4)
Dress Boots (66)
Dress Casual (6)
Dress Sandals (35)
Dress Shoes (243)
Sandals (14)
Sneakers (6)
Wedge Sandals (5)
Winter Boots (1)

Clear

Waterproof

No (390)
Yes (19)

Clear

Sale
Sale

Sale

Sale

Sale

Sale

3+

745035 Dress Scarpine Heel in Black Micro
Piccadilly

No reviews

$109.99 ~~$135.00~~
Sale

Womens 279033 Slingback Flats off white patent
Piccadilly

No reviews

$129.99 ~~$150.00~~
147308 Dress Wedge Shoe
Piccadilly

No reviews

$140.00
Piccadilly 110165 Dress Shoe with Medium Heel
Piccadilly

No reviews

$135.00
Sale

Piccadilly 654007 Mary Jane Block Heel Dress Shoe
Piccadilly

No reviews

$99.99 ~~$140.00~~
566060 Dress Heel
Piccadilly

No reviews

$145.00
110174 Dress Shoe with Medium Heel
Piccadilly

No reviews

$135.00
Sale

Piccadilly 110164 Dress Shoe with Medium Heel
Piccadilly

No reviews

$99.99 ~~$125.00~~
Sale

Clearance

Sale

Clearance

Sale

Piccadilly 110144 Dress Shoe with Medium Heel
Piccadilly

No reviews

$89.95 ~~$115.00~~
Sale

Clearance

110140 Mary Jane Show with Medium Heel
Piccadilly

No reviews

$99.95 ~~$140.00~~
Sale

F7100 Casual Shoe
Ortho Flex

No reviews

$89.99 ~~$100.00~~
Sale

F4177 Dress Side Zip Boot
Ortho Flex

No reviews

$99.99 ~~$110.00~~
Sale

Ortho Flex F3225 Dress Side Zip Boot
Ortho Flex

No reviews

$109.99 ~~$135.00~~
Limit Heel Sandal
Naot

No reviews

$220.00
Sold out

Gabor 710.27 Premium Leather Chelsea Boot – Black
Gabor

No reviews

$239.00
Sold out

Gabor 711.27 Premium Leather Chelsea Boot – Black
Gabor

No reviews

$239.00

Showing 400 of 414

Your cart

Your cart is empty

Subtotal:$0.00 CAD

Loading...

Who we are

Walking on a Cloud is a Canadian family owned and operated business. We are committed to and take pride in constantly exceeding our customers' expectations.

Facebook
Instagram

Company Info

About Us
Store Locations
Career Opportunities
Privacy Policy
Shipping Policy
Return Policy
Contact Us

Shop Now

Brands
New Arrivals
Women's Shoes
Men's Shoes
Unisex Shoes
Shoe Accessories
Blog

Newsletter

Sign up for exclusive offers, original stories, events and more.

Email

Payment methods accepted

© 2026 Walking On a Cloud. Powered by Shopify