Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)
Our handy guides
9 to 5
Slim fit jacket for men at Le 31
Semi-slim fit jacket at Le 31
Regular fit jacket for men at Le 31
Vest for men at Le 31
Double-breasted jacket for men at Le 31
Suit Shop

FEATURED

Houndstooth wool jacket
Stockholm fit - Slim regular price $350.00 discounted price Can$249.95
Le 31
Wide-lapel velvet jacket
Stockholm fit - Slim regular price $450.00 discounted price Can$349.95
Le 31
Midnight sequin jacket
Stockholm fit - Slim discounted price Can$325.00
Le 31
Satiny cream shawl-collar jacket
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Black velvet tuxedo jacket
Stockholm fit - Slim discounted price Can$275.00
Le 31
Double-breasted Marzotto wool tuxedo jacket
Stockholm fit - Slim discounted price Can$425.00
Le 31
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Marzotto twill jacket
Innovation collection
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Chambray-style Marzotto flannel jacket
London fit - Semi-slim regular price $495.00 discounted price Can$249.95
Le 31
Heritage gingham wool jacket
Stockholm fit - Slim discounted price Can$495.00
Le 31
Mini-chevron tweed jacket
London fit - Semi-slim regular price $425.00 discounted price Can$299.95
Le 31
Tartan jacket
Modern fit discounted price Can$668.00
Polo Ralph Lauren

Slim Fit

Editor's pick

Stretch Marzotto wool jacket
Stockholm fit - Slim
Innovation collection regular price $395.00 discounted price Can$299.95
Le 31

Editor's pick

Stretch Marzotto wool jacket
Stockholm fit - Slim
Innovation collection regular price $395.00 discounted price Can$299.95
Le 31

Editor's pick

Stretch Marzotto wool jacket
Stockholm fit - Slim
Innovation collection regular price $395.00 discounted price Can$299.95
Le 31
Marzotto twill jacket
Innovation collection
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Marzotto twill jacket
Innovation collection
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Chambray-like steel-blue jacket
Stockholm fit - Slim discounted price Can$395.00
Le 31
Coloured corduroy jacket
Stockholm fit - Slim regular price $295.00 discounted price Can$199.95
Le 31
Heritage gingham wool jacket
Stockholm fit - Slim discounted price Can$495.00
Le 31
Coloured corduroy jacket
Stockholm fit - Slim regular price $295.00 discounted price Can$199.95
Le 31
Raspberry recycled polyester jacket
Stockholm fit - Slim regular price $275.00 discounted price Can$199.95
Le 31
Colourful stretch Marzotto wool jacket
Stockholm fit - Slim discounted price Can$395.00
Le 31
Donegal jacket
Stockholm fit - Slim discounted price Can$425.00
Le 31
Houndstooth wool jacket
Stockholm fit - Slim regular price $350.00 discounted price Can$249.95
Le 31
Satiny cream shawl-collar jacket
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Black velvet tuxedo jacket
Stockholm fit - Slim discounted price Can$275.00
Le 31
Double-breasted Marzotto wool tuxedo jacket
Stockholm fit - Slim discounted price Can$425.00
Le 31
Midnight sequin jacket
Stockholm fit - Slim discounted price Can$325.00
Le 31
Banker stripe Marzotto wool jacket
Stockholm fit - Slim discounted price Can$395.00
Le 31
Marzotto wool tuxedo jacket
Stockholm fit - Slim regular price $395.00 discounted price Can$299.95
Le 31
Wide-lapel velvet jacket
Stockholm fit - Slim regular price $450.00 discounted price Can$349.95
Le 31
Navy gold-button double-breasted jacket
Stockholm fit - Slim regular price $395.00 discounted price Can$199.95
Le 31
Ash-grey micro-chevrons jacket
Slim fit discounted price Can$270.00
Selected
Ashton flecked flannel double-breasted jacket
Slim fit discounted price Can$895.00
Strellson
Structured charcoal jersey Matteo jacket
Slim fit discounted price Can$495.00
34 Heritage
Online only

New

Structured navy jersey Matteo jacket
Slim fit discounted price Can$495.00
34 Heritage
Online only
Micro-checkers virgin wool jacket regular price $895.00 discounted price Can$699.95
BOSS
Hanry Performance corduroy jacket regular price $695.00 discounted price Can$499.95
BOSS

Semi-Slim Fit

Flannel-like navy jacket
Semi-slim fit regular price $295.00 discounted price Can$199.95
Bosco
Olive-green corduroy jacket
Semi-slim fit regular price $295.00 discounted price Can$199.95
Bosco
Two-tone mini-houndstooth jacket
Semi-slim fit regular price $295.00 discounted price Can$199.95
Bosco
Chambray-style Marzotto flannel jacket
London fit - Semi-slim regular price $495.00 discounted price Can$249.95
Le 31
Stretch wool jacket
London fit - Semi-slim discounted price Can$295.00
Le 31
Wool-blend essential jacket
London fit - Semi-slim discounted price Can$295.00
Le 31
Wool-blend essential jacket
London fit - Semi-slim discounted price Can$295.00
Le 31
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Bird's eye knit jacket
Semi-slim fit regular price $225.00 discounted price Can$149.95
Soul of London
Coffee-check tweed retro jacket
Modern fit regular price $698.00 discounted price Can$499.95
Polo Ralph Lauren
Orange-accent Prince of Wales jacket
Modern fit regular price $695.00 discounted price Can$499.95
HUGO

Regular Fit

Checked herringbone tweed jacket
Berlin fit - Regular regular price $475.00 discounted price Can$349.95
Le 31
Stretch wool and polyester jacket
Berlin fit - Regular discounted price Can$295.00
Le 31
Minimalist wool-blend jacket
Berlin fit - Regular discounted price Can$295.00
Le 31
Recycled polyester and wool stretch jacket
Berlin fit - Regular regular price $275.00 discounted price Can$199.95
Le 31
Recycled polyester and wool stretch jacket
Berlin fit - Regular regular price $275.00 discounted price Can$199.95
Le 31
Accent-check charcoal-grey jacket
Regular fit discounted price Can$225.00
Soul of London
Retro check navy jacket
Regular fit regular price $495.00 discounted price Can$299.95
Hörst
Houndstooth jacket
Regular fit regular price $495.00 discounted price Can$299.95
Hörst
Pure wool micro-jacquard jacket
Regular fit discounted price Can$669.00
Tiger of Sweden
Pure wool micro-jacquard jacket
Regular fit discounted price Can$669.00
Tiger of Sweden
George semi-plain jacket
Regular fit regular price $429.00 discounted price Can$299.95
Matinique
Online only
George banker-stripe jacket
Regular fit discounted price Can$429.00
Matinique
Online only
Woven checkers jacket regular price $995.00 discounted price Can$599.95
BOSS
Virgin wool burgundy jacket regular price $645.00 discounted price Can$399.95
BOSS
Patch pockets flannel jacket regular price $795.00 discounted price Can$599.95
BOSS
Green velvet jacket with satin lapels regular price $895.00 discounted price Can$699.95
BOSS

Super Slim Fit

Monochrome jacket
Milano fit - Super slim regular price $250.00 discounted price Can$199.95
Le 31
Monochrome jacket
Milano fit - Super slim regular price $250.00 discounted price Can$199.95
Le 31
Monochrome jacket
Milano fit - Super slim regular price $250.00 discounted price Can$199.95
Le 31
Semi-plain stretch plum jacket
Extra slim fit discounted price Can$545.00
HUGO
Houndstooth wool jacket discounted price Can$295.00
Djab
Velvety twill jacket regular price $225.00 discounted price Can$149.95
Soul of London
Velvety twill jacket regular price $225.00 discounted price Can$149.95
Soul of London
Silver floral jacquard jacket regular price $250.00 discounted price Can$199.95
Soul of London
Paisley velvet tuxedo jacket regular price $250.00 discounted price Can$199.95
Soul of London
Prince of Wales navy blazer regular price $225.00 discounted price Can$179.95
Soul of London
Removable-bib windowpane check jacket regular price $250.00 discounted price Can$199.95
Soul of London
Stretch tuxedo jacket discounted price Can$275.00
Selected
Geometric tweed jacket regular price $750.00 discounted price Can$599.95
Strellson
Loose houndstooth tweed jacket regular price $550.00 discounted price Can$399.95
Drykorn
Justin Donegal tweed jacket discounted price Can$599.00
Tiger of Sweden
Houndstooth tweed jacket discounted price Can$899.00
Tiger of Sweden
Heritage check jacket discounted price Can$350.00
Imperial
Woven mini-chevron fluid jacket regular price $568.00 discounted price Can$399.95
Polo Ralph Lauren
Houndstooth double-breasted jacket regular price $495.00 discounted price Can$299.95
RPL
Wide-lapel structured jacket regular price $495.00 discounted price Can$299.95
RPL
Grey flannel-like jacket regular price $495.00 discounted price Can$299.95
RPL
Two-tone piqué jacket discounted price Can$429.00
Matinique
Washable stretch jacket discounted price Can$429.00
Matinique
Justin navy check jacket regular price $669.00 discounted price Can$499.95
Tiger of Sweden
Brown check midnight-blue jacket regular price $798.00 discounted price Can$599.95
Jack Victor
Flag of the United States

Are you in the United States?

Visit simons.com