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
  
  Baggallini
  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
  
  La Diva
  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
  Seven Days
  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
Men's Casual

Men's Casual

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 (5)
Black (63)
Blue (22)
Brown (40)
Cognac (6)
Green (1)
Grey (10)
Mahogany (1)
Multi (3)
Navy (12)
Tan (14)
Taupe (1)
White (12)

Clear

Gender

Men (185)
Unisex (5)

Clear

Size

Clear

Brand

Allrounder (1)
Ara (5)
Birkenstock (5)
Clarks (18)
Cole Haan (10)
Collexion It (1)
Dunham (1)
Ecco (14)
Johnston & Murphy (41)
Josef Seibel (12)
New Balance (4)
R EVOLUTION (4)
Rieker (38)
Rockport (20)
SAS Shoes (1)
Sperry (8)
Timberland (1)
Vessi (6)

Clear

Width

Extra Wide (6)
Medium (52)
Narrow (3)
Wide (58)

Clear

Price

From $

-

To $

From To

Clear

Shoe Type

Boots (1)
Casual Lace (37)
Casual Slipons (36)
Cross Training (2)
Dress Casual (2)
Dress Lace (28)
Dress Shoes (2)
Dress Slipon (12)
Lace Up Shoe (1)
Sneakers (56)
Step Ins (7)
Velcro Shoe (3)
Walking (2)
Work (1)

Clear

Waterproof

No (172)
Yes (18)

Clear

Sperry Men's Authentic Original 2 Eye Boat Shoe
Sperry

1 review

$125.00
Sale

1+

Get Your Kicks Mudguard Blucher Lace Up Mens Shoe
Rockport

No reviews

$170.00
Sale
Sale

Sale

Rockport Men's Chranson Walking Shoe
Rockport

No reviews

$139.99 ~~$170.00~~
Sale
Sale

Sale

Rockport Men's Chranson Walking Shoe
Rockport

No reviews

$139.99 ~~$170.00~~
Sale
Men's Bedford Penny Loafer
Rockport

No reviews

$139.99 ~~$170.00~~
Rieker 03655 Men's Slip-on Shoe – Brown
Rieker

No reviews

$150.00
Rieker 04054 Men's Slip-on Shoe – Grey
Rieker

No reviews

$135.00
Rieker 04051 Men's Slip-on Shoe – Black
Rieker

No reviews

$135.00
Rieker 14405 Men's Lace Up Shoe – Brown
Rieker

No reviews

$150.00
Sale
Rieker 03354 Men's Slip-on Shoe – Blue Multi
Rieker

No reviews

$99.99 ~~$130.00~~
Sale
U0602 Lace Up Sneaker
R EVOLUTION

No reviews

$99.99 ~~$140.00~~
New Balance Men's 574 Retro Sneaker – Grey
New Balance

No reviews

$130.00
Joseph Seibel Anvers 02 Men's Extra Wide Monk Strap in Black
Josef Seibel

1 review

$170.00
Sale
Sale

Sale

Johnston & Murphy Escape Knit Lace-Up Men's Sneaker in Black
Johnston & Murphy

No reviews

$99.99 ~~$129.00~~
2+

Joseph Seibel Anvers 08 Men's Lace-Up
Josef Seibel

1 review

$165.00
Sale
Johnston & Murphy Upton Knit Men's Dress Casual Shoe in Navy
Johnston & Murphy

No reviews

From $159.99 ~~$209.00~~

Showing 96 of 190

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