Skip to content

Free shipping

On all orders over $100
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
  Ara
- 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
- M
  
  Mephisto
  Merrell
  MICHAEL KORS
- N
  
  Naot
  New Balance
- O
  
  Olang
  Ortho Flex
- P
  
  Pajar
  Papillio
  Piccadilly
- R
  
  Redback
  Remonte
  Rieker
  Rockport
  Romika
- S
  
  Sabatini
  SAS Shoes
  Simcan Socks
  Sperry
  Stefania Italy
- T
  
  Taos
  Travelon
- V
  
  Vessi
  Volant James
- W
  
  Wanderlust
  Wonders
- Shop All Brands
Women's
Men's
Unisex
Accessories
Sale

Find a Store

Home
Men's Dress

Men's Dress

(28 products)

Sort by

Featured
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
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

Black (17)
Brown (3)
Cognac (1)
Grey (1)
Mahogany (2)
Tan (4)

Clear

Gender

Men (28)

Clear

Size

7
7.5
8
8.5
9
9.5
10
11
12
13
14
15
39
40
41
42
43
44
45
46
47
105
115

Clear

Brand

Clarks (5)
Collexion It (3)
Ecco (5)
Johnston & M (7)
Rieker (5)
Rockport (3)

Clear

Width

Extra Wide (2)
Medium (3)
Wide (15)

Clear

Price

From $

-

To $

From To

Clear

Shoe Type

Casual Slipons (1)
Dress Lace (20)
Dress lace (1)
Dress Shoes (1)
Dress Slipon (5)

Clear

Sale
Sale

Sale

Whiddon Cap Leather Oxford Shoes
Clarks

No reviews

$109.99 ~~$120.00~~
Sale
Whiddon Step Leather Loafers
Clarks

No reviews

$109.99 ~~$120.00~~
Whiddon Plain Toe Dress Shoe
Clarks

No reviews

$120.00
Men's Style Leader Bike Toe Slip On Shoe
Rockport

No reviews

$160.00
Men's Style Leader Bike Toe Lace Up Shoe
Rockport

No reviews

$160.00
Men's Style Leader Bike Toe Lace Up Shoe
Rockport

No reviews

$160.00
B66585 Men's Dress Casual
Rieker

No reviews

$130.00
13506 Men's Lace Up Shoe
Rieker

No reviews

$150.00
17659 Men's Dress Slip On Shoes
Rieker

No reviews

$150.00
14621 Men's Lace Up Shoe
Rieker

No reviews

$155.00
17659 Men's Dress Slip On Shoes
Rieker

No reviews

$150.00
Gibbons Plain Toe
Johnston & M

No reviews

$175.00
Conard 2.0 Cap Toe
Johnston & M

No reviews

$195.00
Upton Cap Toe
Johnston & M

No reviews

$199.00
Conard 2.0 Cap Toe
Johnston & M

No reviews

$195.00
Gibbons Cap Toe
Johnston & M

No reviews

$175.00

Showing 16 of 28

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
Search

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

© 2025 Walking On a Cloud. Powered by Shopify