Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)
Men
Quick view Full details
Mini-houndstooth shirt
Standard fit discounted price Can$150.00
Le 31
Quick view Full details
Ultra-comfortable jersey shirt
Relaxed fit discounted price Can$99.00
Lindbergh
Quick view Full details
Denim-look tie discounted price Can$49.00
Le 31
Quick view Full details
Adley striped shirt
Slim fit discounted price Can$229.00
Tiger of Sweden
Quick view Full details
Dobby Kamir shirt
Slim fit discounted price Can$199.00
HUGO
Quick view Full details
Illustrated flower stretch shirt
Modern fit discounted price Can$79.00
Soul of London
Quick view Full details
Floral silhouette scarf
Exclusive collection from Italy discounted price Can$79.00
Le 31
Quick view Full details
Solid flannel scarf discounted price Can$79.00
Blick
Quick view Full details
Skiing in Mont Blanc scarf
Exclusive collection from Italy discounted price Can$125.00
Le 31
Quick view Full details
Skiing in St. Moritz scarf
Exclusive collection from Italy discounted price Can$125.00
Le 31
Quick view Full details
Desaturated flower stretch shirt
Modern fit discounted price Can$79.00
Soul of London
Quick view Full details
Blue flower stretch shirt
Modern fit discounted price Can$79.00
Soul of London
Quick view Full details
Satiny black bow tie discounted price Can$89.00
HUGO
Quick view Full details
Navy blue 100% cotton shirt
Standard fit discounted price Can$150.00
Le 31
Quick view Full details
Grey-hued flannel shirt
Standard fit discounted price Can$150.00
Le 31
Quick view Full details
Blue foliage stretch shirt
Modern fit discounted price Can$79.00
Soul of London
Quick view Full details
Stretch shirt
Modern fit discounted price Can$59.00
Soul of London
Quick view Full details
Bell Venetian tassel loafers
Men discounted price Can$400.00
Sebago
Quick view Full details
Jeffrey suede derby shoes
Men discounted price Can$570.00
Sebago
+2
Quick view Full details
Solid bamboo viscose dress socks discounted price Can$12.00
Lindbergh
Quick view Full details
Pinstripe bamboo dress socks discounted price Can$12.00
Lindbergh
Quick view Full details
Check suspenders discounted price Can$140.00
Leyva
Quick view Full details
Grey-hued 100% cotton tie discounted price Can$59.00
Le 31
Quick view Full details
Red-striped navy tie discounted price Can$99.00
Blick
Quick view Full details
Gold-striped green tie discounted price Can$99.00
Blick
Quick view Full details
Retro pattern tie discounted price Can$99.00
Blick
Quick view Full details
Paisley tie
Exclusive collection from Italy discounted price Can$79.00
Le 31
Quick view Full details
Soft twill tie discounted price Can$99.00
Blick
Quick view Full details
Faux-suede caramel blazer
Imported from Seoul discounted price Can$150.00
Le 31
Quick view Full details
Floral tapestry tie discounted price Can$99.00
Blick
Quick view Full details
Preppy-stripe tie discounted price Can$99.00
Blick
Quick view Full details
Navy blue 100% cotton tie discounted price Can$59.00
Le 31
Quick view Full details
Two-tone paisley tie scarf discounted price Can$29.00
Le 31
Quick view Full details
Floral paisley tie discounted price Can$99.00
Blick
Quick view Full details
Houndstooth and flower tie discounted price Can$99.00
Blick
Quick view Full details
Artistic paisley tie discounted price Can$99.00
Blick
Quick view Full details
Orange artistic foliage tie discounted price Can$99.00
Blick
Quick view Full details
Blue medallion tie
Exclusive collection from Italy discounted price Can$79.00
Le 31
Quick view Full details
Pure wool striped tie
Exclusive collection from Italy discounted price Can$79.00
Le 31
Quick view Full details
Dark tapestry tie discounted price Can$99.00
Blick
Quick view Full details
Green and blue striped tie discounted price Can$99.00
Blick
Quick view Full details
Patch removable-bib blazer discounted price Can$775.00
REISS
Quick view Full details
Micro-pattern Superflex blazer
Regular fit discounted price Can$225.00
Lindbergh
Quick view Full details
Valence double-breasted suit jacket
Classic fit discounted price Can$790.00
REISS
Quick view Full details
Banker-stripe boxy blazer
Imported from Seoul discounted price Can$195.00
Le 31
Quick view Full details
Vance stretch pant
Modern fit discounted price Can$79.00
Victor Emmanuel
Quick view Full details
1461 Ambassador derby shoes
Men discounted price Can$210.00
Dr. Martens
Quick view Full details
Fox pocket square
Exclusive collection from Italy discounted price Can$49.00
Le 31
Quick view Full details
Hunting dog pocket square
Exclusive collection from Italy discounted price Can$49.00
Le 31
Quick view Full details
Mallard in flight pocket square
Exclusive collection from Italy discounted price Can$49.00
Le 31
Quick view Full details
Chevron and stripe dress socks
3-pack discounted price Can$28.00
Polo Ralph Lauren
Quick view Full details
Bird's-eye knit washable pant
Straight fit discounted price Can$89.00
Le 31
Quick view Full details
Marcel tuxedo shirt
Slim fit discounted price Can$275.00
REISS
Quick view Full details
Bold charcoal suit jacket
Classic fit discounted price Can$698.00
REISS
Quick view Full details
Poker double-breasted blazer discounted price Can$770.00
REISS
Quick view Full details
Ace velvet blazer discounted price Can$698.00
REISS
Quick view Full details
Black minimalist belt discounted price Can$89.00
HUGO
Quick view Full details
Floral engraving buckle belt discounted price Can$59.00
Le 31
Quick view Full details
Duck pocket square
Exclusive collection from Italy discounted price Can$125.00
Petronius
Quick view Full details
Vacation suitcase pocket square
Exclusive collection from Italy discounted price Can$125.00
Petronius
Quick view Full details
Retro biker pocket square
Exclusive collection from Italy discounted price Can$125.00
Petronius
Quick view Full details
Rhinestone cross brooch discounted price Can$29.00
Le 31
Quick view Full details
Mushroom dress socks discounted price Can$21.00
Bleuforêt
Quick view Full details
Owl dress socks discounted price Can$21.00
Bleuforêt
+2
Quick view Full details
Solid wrinkle-free Dobby shirt
Modern fit discounted price Can$99.00
Le 31
Quick view Full details
Removable-bib houndstooth overcoat discounted price Can$350.00
Lindbergh
Quick view Full details
Montana two-tone thread blazer discounted price Can$948.00
Jack Victor
Quick view Full details
Mohair-blend overcoat
Exclusive collection from Italy discounted price Can$695.00
Le 31
Quick view Full details
Touch of cashmere double-breasted overcoat
Exclusive collection from Italy discounted price Can$695.00
Le 31
Quick view Full details
Flannel-like houndstooth blazer discounted price Can$225.00
Soul of London
Quick view Full details
Donegal hazelnut blazer
Wool-blend weave by Marzotto
Paris Fit - Relaxed discounted price Can$495.00
Le 31
Quick view Full details
Stretch piqué blazer discounted price Can$225.00
Soul of London
Quick view Full details
Blue and brown micro-pattern blazer discounted price Can$225.00
Soul of London
Quick view Full details
Chocolate double-breasted blazer discounted price Can$1,048.00
Jack Victor
Quick view Full details
Reversible brown and green belt discounted price Can$150.00
Leyva
Quick view Full details
Western engraved-buckle belt discounted price Can$69.00
Le 31
Quick view Full details
Little duck belt discounted price Can$150.00
Leyva
Quick view Full details
Rounded-buckle braided belt discounted price Can$69.00
Le 31
Quick view Full details
Sandy pebbled leather belt discounted price Can$150.00
Leyva
Quick view Full details
Crossed seam belt discounted price Can$79.00
Le 31
Quick view Full details
Small duck braided belt discounted price Can$150.00
Leyva
Quick view Full details
Removable bib wool-blend overcoat discounted price Can$295.00
Lindbergh
Quick view Full details
Ultra-soft flannel shirt
Modern fit discounted price Can$99.00
Lindbergh
Quick view Full details
Removable felted bib Donegal cropped coat discounted price Can$295.00
Le 31
Quick view Full details

Editor's pick

Heather pleated pant
Loose fit
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details
Helfant derby shoes
Men discounted price Can$190.00
Steve Madden
Quick view Full details
Darkened rose shirt
Comfort fit discounted price Can$99.00
Le 31
Quick view Full details
Brushed finish banker-stripe pant
Barrel fit
Imported from Seoul discounted price Can$99.00
Le 31
Quick view Full details
Solid stretch suit
Stockholm fit - Slim discounted price Can$375.00
Le 31
Quick view Full details
Responsible wool-blend suit jacket
Stockholm fit - Slim discounted price Can$350.00
Le 31
Quick view Full details
Hidden button blazer
Imported from Seoul discounted price Can$195.00
Le 31
Quick view Full details
Solid stretch tuxedo vest
Relaxed fit discounted price Can$99.00
Lindbergh
Quick view Full details
Brushed 100% cashmere blazer discounted price Can$1,298.00
Jack Victor
Quick view Full details
Espresso responsible-wool pant
Berlin fit - Straight discounted price Can$195.00
Le 31
Quick view Full details
Responsible wool-blend pant
Stockholm fit - Slim discounted price Can$195.00
Le 31
Quick view Full details
Modern pink brooch discounted price Can$125.00
Ernest W. Baker
Quick view Full details
Monochrome-stripe dress socks discounted price Can$20.00
Bleuforêt
Quick view Full details
Washable monochrome pant
London fit - Slim straight discounted price Can$125.00
Le 31
Quick view Full details
Wolves dress socks discounted price Can$21.00
Bleuforêt