Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)

Men's Jackets

Featured

Floral velvet tuxedo jacket
Slim fit
discounted price Can$250.00
Soul of London
Silver banker-stripe jacket regular price $450.00 discounted price Can$199.95
Le 31
Burgundy velvet jacket
Stockholm fit - Slim
discounted price Can$450.00
Le 31
Colourful corduroy jacket
Stockholm fit - Slim
regular price $295.00 discounted price Can$199.95
Le 31
Colourful corduroy jacket
Stockholm fit - Slim
regular price $295.00 discounted price Can$199.95
Le 31
Coffee-coloured houndstooth tweed jacket
Stockholm fit - Slim
regular price $350.00 discounted price Can$249.95
Le 31
Burgundy Marzotto wool Donegal jacket
Stockholm fit - Slim
regular price $425.00 discounted price Can$299.95
Le 31
Colourful accent herringbone tweed jacket
Semi-slim fit
regular price $450.00 discounted price Can$249.95
Le 31
Chevron and check retro jacket
Semi-slim fit
regular price $350.00 discounted price Can$149.95
Bosco

Slim Fit

Houndstooth reprocessed wool jacket
Stockholm fit - Slim
regular price $350.00 discounted price Can$249.95
Le 31
Donegal jacket
Stockholm fit - Slim
discounted price Can$425.00
Le 31
Coffee-coloured double-breasted flannel blazer
Stockholm fit - Slim
regular price $450.00 discounted price Can$249.95
Le 31
Navy check stretch jacket
Slim fit
discounted price Can$225.00
Soul of London
Monochrome jacket
Milano fit - Super slim
discounted price Can$225.00
Le 31
Black herringbone flecked tweed jacket
Slim fit
regular price $250.00 discounted price Can$199.95
Jack & Jones
Liam stretch jacket
Slim fit
regular price $210.00 discounted price Can$149.95
Selected
Liam coffee-accent mini-houndstooth jacket
Slim fit
regular price $250.00 discounted price Can$199.95
Selected
Monochrome jacket
Milano fit - Super slim
discounted price Can$225.00
Le 31
Retro gingham jacket
Stockholm fit - Slim
regular price $395.00 discounted price Can$199.95
Le 31
Colourful corduroy jacket
Stockholm fit - Slim
regular price $295.00 discounted price Can$199.95
Le 31
Colourful corduroy jacket
Stockholm fit - Slim
regular price $295.00 discounted price Can$199.95
Le 31
Solid colourful jacket
Milano fit - Super slim
regular price $250.00 discounted price Can$199.95
Le 31
Solid colourful jacket
Milano fit - Super slim
regular price $250.00 discounted price Can$199.95
Le 31
Burgundy twill jacket
Stockholm fit - Slim
regular price $250.00 discounted price Can$199.95
Le 31
Colourful twill jacket
Stockholm fit - Slim
discounted price Can$250.00
Le 31

Editor's pick

Marzotto wool jacket
Stockholm fit - Slim
Innovation collection
discounted price Can$375.00
Le 31

Editor's pick

Marzotto wool jacket
Stockholm fit - Slim
Innovation collection
discounted price Can$375.00
Le 31

Editor's pick

Marzotto wool jacket
Stockholm fit - Slim
Innovation collection
discounted price Can$375.00
Le 31
Marzotto wool micro plaid jacket
Stockholm fit - Slim
regular price $375.00 discounted price Can$199.95
Le 31
Marzotto wool micro plaid jacket
Stockholm fit - Slim
regular price $375.00 discounted price Can$199.95
Le 31
Jerretts piqué jacket
Slim fit
regular price $570.00 discounted price Can$449.95
Tiger of Sweden
Jerretts piqué jacket
Slim fit
regular price $570.00 discounted price Can$449.95
Tiger of Sweden
Jamonte piqué jacket
Slim fit
regular price $600.00 discounted price Can$449.95
Tiger of Sweden
Sand piqué jacket
Slim fit
regular price $600.00 discounted price Can$299.95
Tiger of Sweden
Steel-blue Julien jacket
Slim fit
regular price $670.00 discounted price Can$299.95
Tiger of Sweden
Asymmetric belt chocolate-coloured jacket
Semi-slim fit
regular price $395.00 discounted price Can$199.95
Imperial
Stretch piqué jacket
Slim fit
discounted price Can$625.00
HUGO
Marzotto wool tuxedo jacket
Stockholm fit - Slim
regular price $395.00 discounted price Can$299.95
Le 31

Semi-Slim Fit

Coffee-coloured herringbone flannel jacket
London fit - Semi-slim
regular price $450.00 discounted price Can$249.95
Le 31
Colourful accent herringbone tweed jacket
Semi-slim fit
regular price $450.00 discounted price Can$249.95
Le 31
Chevron and check retro jacket
Semi-slim fit
regular price $350.00 discounted price Can$149.95
Bosco
Coffee-accent houndstooth check jacket
Semi-slim fit
regular price $325.00 discounted price Can$149.95
Bosco
Green and brown houndstooth pant
Semi-slim fit
regular price $325.00 discounted price Can$199.95
Bosco
Coffee-accent Prince of Wales jacket
Semi-slim fit
regular price $325.00 discounted price Can$199.95
Bosco
Bright red jacket with contrast collar
Semi-slim fit
regular price $250.00 discounted price Can$199.95
Le 31

Editor's pick

Recycled polyester and wool jacket
London fit - Semi-slim
discounted price Can$275.00
Le 31

Editor's pick

Recycled polyester and wool jacket
London fit - Semi-slim
discounted price Can$275.00
Le 31
Bird's eye knit jacket
Semi-slim fit
discounted price Can$225.00
Soul of London
Bird's eye knit jacket
Semi-slim fit
discounted price Can$225.00
Soul of London
Bird's eye knit jacket
Semi-slim fit
discounted price Can$225.00
Soul of London
Bird's eye knit jacket
Semi-slim fit
discounted price Can$225.00
Soul of London
Mosaic velvet jacket
Semi-slim fit
regular price $250.00 discounted price Can$149.95
Soul of London
Removable bib flannel check jacket
Semi-slim fit
regular price $225.00 discounted price Can$149.95
Soul of London
Monochrome Prince of Wales tweed jacket
Semi-slim fit
discounted price Can$265.00
Selected
Ash-grey denim jacket
Semi-slim fit
regular price $299.00 discounted price Can$99.95
Calvin Klein
Retro double-breasted jacket
Semi-slim fit
regular price $598.00 discounted price Can$449.95
Polo Ralph Lauren
Patch pocket corduroy jacket
Semi-slim fit
regular price $798.00 discounted price Can$399.95
Polo Ralph Lauren
Caramel semi-plain jacket
Semi-slim fit
regular price $850.00 discounted price Can$599.95
Jack Victor
Navy mini-gingham jacket
Semi-slim fit
regular price $750.00 discounted price Can$599.95
Jack Victor
Brushed cashmere jacket
Semi-slim fit
regular price $1,100.00 discounted price Can$799.95
Jack Victor
Earthy houndstooth jacket
Semi-slim fit
regular price $850.00 discounted price Can$599.95
Jack Victor
Lilac-check purple jacket
Semi-slim fit
regular price $850.00 discounted price Can$599.95
Jack Victor
Taupe washable jacket
Semi-slim fit
regular price $430.00 discounted price Can$199.95
Matinique
Metallic clasp monochrome jacket
Semi-slim fit
regular price $695.00 discounted price Can$499.95
HUGO

Regular Fit

Monochrome Prince of Wales jacket
Regular fit
regular price $429.00 discounted price Can$199.95
Matinique
Taupe double-breasted jacket
Regular fit
regular price $429.00 discounted price Can$199.95
Matinique
Boreal-green corduroy jacket
Regular fit
regular price $348.00 discounted price Can$199.95
Scotch & Soda
Hunter jacket
Regular fit
regular price $360.00 discounted price Can$149.95
By the oak
Woven banker-stripe jacket
Regular fit
regular price $525.00 discounted price Can$299.95
Rue de Tokyo
Monochrome houndstooth jacket
Regular fit
regular price $275.00 discounted price Can$199.95
United Colors of Benetton
Double-breasted windowpane-check jacket
Regular fit
regular price $695.00 discounted price Can$299.95
HUGO
Sequined shacket
Regular fit
discounted price Can$695.00
HUGO
Houndstooth tweed taupe jacket regular price $429.00 discounted price Can$299.95
Matinique
Washable taupe jacket regular price $429.00 discounted price Can$199.95
Matinique

New

Sand houndstooth wool-cashmere jacket regular price $795.00 discounted price Can$399.95
Sand
Chevron tweed jacket regular price $750.00 discounted price Can$599.95
Sand

New

Taupe Donegal jacket discounted price Can$600.00
Tiger of Sweden
Chocolate knit jacket regular price $250.00 discounted price Can$199.95
Gianni Lupo
Minimalist tie jacket discounted price Can$375.00
Rue de Tokyo
Blended mini-check jacket regular price $495.00 discounted price Can$299.95
Drykorn
Croc-like shawl collar jacket discounted price Can$495.00
Drykorn
Henry coffee-coloured velvet tuxedo jacket regular price $695.00 discounted price Can$499.95
HUGO

Vests

Marzotto wool Donegal vest discounted price Can$175.00
Le 31
Burgundy Marzotto wool Donegal vest regular price $175.00 discounted price Can$129.95
Le 31
Coffee-coloured herringbone flannel vest regular price $195.00 discounted price Can$149.95
Le 31
Solid vest
Semi-slim fit
discounted price Can$105.00
Soul of London
Flag of the United States

Are you in the United States?

Visit simons.com