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

Men's Jackets & Bombers

Monochrome felt bomber jacket regular price $250.00 discounted price Can$99.95
Le 31
Sherpa-lined quilted aviator jacket regular price $220.00 discounted price Can$149.95
Point Zero
Bunny Borden reversible jacket discounted price Can$565.00
Moose Knuckles
Quilted corduroy jacket regular price $448.00 discounted price Can$299.95
Polo Ralph Lauren
Checkered Trucker jacket discounted price Can$168.00
Levi's
Heritage check vest discounted price Can$150.00
Only & Sons
Houndstooth felt jacket regular price $275.00 discounted price Can$149.95
United Colors of Benetton

Editor's pick

Sherpa-lined bomber jacket regular price $159.00 discounted price Can$99.95
Point Zero
Sherpa-lined faux-leather jacket discounted price Can$200.00
Point Zero
Faux-leather bomber jacket regular price $200.00 discounted price Can$99.95
Le 31
Faux-leather bomber jacket discounted price Can$95.00
Jack & Jones
Faux-leather biker jacket discounted price Can$85.00
Only & Sons
Point-collar faux-leather jacket discounted price Can$120.00
Only & Sons
Gathered hem faux-leather jacket regular price $595.00 discounted price Can$199.95
HUGO
Sherpa-lined faux-leather jacket regular price $200.00 discounted price Can$99.95
Point Zero

Editor's pick

Cropped oversized trench coat regular price $250.00 discounted price Can$149.95
Le 31
Minimalist bomber jacket discounted price Can$89.00
Only & Sons
Aviator bomber jacket regular price $225.00 discounted price Can$149.95
Le 31
Retro aviator bomber jacket regular price $295.00 discounted price Can$149.95
Le 31

New

Top Gun aviator bomber jacket discounted price Can$295.00
Le 31
Corduroy bomber jacket regular price $135.00 discounted price Can$49.95
Point Zero
Removable-hood bomber jacket regular price $145.00 discounted price Can$99.95
Point Zero
Aviator bomber jacket discounted price Can$99.00
Point Zero
Oversized bomber jacket regular price $175.00 discounted price Can$49.95
Le 31
Crisp nylon bomber jacket regular price $185.00 discounted price Can$99.95
Minimum
Sergio iridescent monochrome jacket regular price $375.00 discounted price Can$199.95
Rue de Tokyo
Monochrome felt bomber jacket regular price $250.00 discounted price Can$99.95
Le 31
Felt shacket regular price $150.00 discounted price Can$99.95
Jack & Jones
Skyline reversible varsity bomber jacket discounted price Can$199.00
Frank And Oak
Reversible hunting vest discounted price Can$150.00
Hooké
Bush pilot quilted jacket discounted price Can$200.00
Hooké
Laurentides work coat discounted price Can$250.00
Hooké
Montana canvas jacket regular price $465.00 discounted price Can$149.95
Les Deux
Faded coated Oxford jacket regular price $550.00 discounted price Can$299.95
MMIC
Monochrome varsity jacket regular price $150.00 discounted price Can$99.95
Le 31
Top Gun varsity jacket regular price $325.00 discounted price Can$149.95
Le 31
Top Gun varsity jacket regular price $325.00 discounted price Can$149.95
Le 31
Faux-leather sleeve varsity jacket regular price $150.00 discounted price Can$99.95
Jack & Jones
Faux-leather-sleeve felt varsity jacket regular price $150.00 discounted price Can$99.95
Jack & Jones
Big-city varsity jacket discounted price Can$125.00
Jack & Jones
Butterfly Varsity jacket regular price $190.00 discounted price Can$99.95
Kuwalla
Butterfly Varsity jacket regular price $190.00 discounted price Can$99.95
Kuwalla
Logo varsity jacket discounted price Can$775.00
Represent
Quilted memories jacket regular price $325.00 discounted price Can$249.95
Found
Sherpa collar aviator bomber jacket regular price $448.00 discounted price Can$299.95
Scotch & Soda
Sherpa-lined felt jacket regular price $495.00 discounted price Can$299.95
Michael Kors
Modern 3-in-1 jacket discounted price Can$250.00
Michael Kors
Check Sherpa jacket regular price $495.00 discounted price Can$149.95
GANT
Geo quilted sleeveless jacket discounted price Can$175.00
Taion
Wavy topstitch quilted jacket regular price $338.00 discounted price Can$249.95
Scotch & Soda
Singi insulated sleeveless jacket discounted price Can$220.00
Fjällräven

Editor's pick

Miles insulated overshirt discounted price Can$450.00
Quartz Co.
Online only

Editor's pick

Harrison jacket discounted price Can$325.00
Quartz Co.
Online only

Editor's pick

Skyline reversible quilted jacket discounted price Can$199.00
Frank And Oak
Online only
Skyline hooded reversible quilted jacket discounted price Can$199.00
Frank And Oak
Online only

Editor's pick

Avesta quilted jacket discounted price Can$165.00
Dedicated
Online only

Editor's pick

Fagersta worker jacket discounted price Can$299.00
Dedicated
Online only
Diamond quilted bomber jacket regular price $95.00 discounted price Can$69.95
Dickies

Editor's pick

Insulated worker vest discounted price Can$150.00
Carhartt
Chisel quilted jacket regular price $195.00 discounted price Can$149.95
Obey
Embroidered flower bomber jacket regular price $210.00 discounted price Can$149.95
Obey

New

Harlem mini-check jacket discounted price Can$225.00
Obey

New

Painters lined jean jacket discounted price Can$195.00
Obey
Fleece letterman jacket regular price $99.00 discounted price Can$59.95
Djab
Voluminous bomber jacket regular price $275.00 discounted price Can$99.95
Djab
Hooded flannel overshirt regular price $90.00 discounted price Can$49.95
Dickies
Lined Eisenhower jacket discounted price Can$95.00
Dickies
Jessup convertible quilted jacket regular price $160.00 discounted price Can$49.95
Lira
Jessup convertible quilted jacket regular price $160.00 discounted price Can$49.95
Lira
Highrail bomber jacket regular price $230.00 discounted price Can$169.95
The North Face
Racing faux-leather jacket discounted price Can$275.00
First Row
Black Racing multi-patch jacket discounted price Can$250.00
First Row
Monochrome Bright Future varsity jacket regular price $275.00 discounted price Can$99.95
First Row
Bright Future varsity jacket regular price $275.00 discounted price Can$199.95
First Row
Faux-leather biker jacket discounted price Can$275.00
First Row
NY Yankees bomber jacket discounted price Can$188.00
New Era
Tactical sleeveless jacket discounted price Can$225.00
Sixth June
Spray camouflage work jacket regular price $475.00 discounted price Can$149.95
Adidem Asterisks

Editor's pick

Solis heated sleeveless jacket discounted price Can$380.00
Chlorophylle
Verglas insulated soft-shell jacket discounted price Can$250.00
Helly Hansen

Editor's pick

Albis insulated overshirt discounted price Can$249.00
Maloja
Out-Shield quilted vest discounted price Can$120.00
Columbia
Verglas insulated soft-shell jacket discounted price Can$250.00
Helly Hansen
Kor AirShell softshell jacket discounted price Can$250.00
Mountain Hardwear
Sennes soft-shell jacket discounted price Can$279.00
Maloja
Weather vest discounted price Can$250.00
On
Core Backcountry hooded softshell jacket discounted price Can$180.00
CRAFT
Core Backcountry hooded softshell jacket discounted price Can$240.00
CRAFT
Core Nordic lightweight quilted jacket discounted price Can$125.00
CRAFT
ADV Nordic Training jacket discounted price Can$170.00
CRAFT
ADV Essence Warm half-quilted jacket discounted price Can$140.00
CRAFT
Out-Shield quilted vest discounted price Can$120.00
Columbia

Editor's pick

Recycled nylon packable puffer jacket regular price $125.00 discounted price Can$99.95
I.FIV5

Editor's pick

Recycled nylon packable puffer jacket regular price $125.00 discounted price Can$99.95
I.FIV5

Men's Jackets & Vests

Whether your clothing style is athletic, urban, bold, or casual, you'll find your share of favourites in our selection of jackets and vests. Of course, the bomber jacket is an essential. Its voluminous nylon design is popular for its military-inspired look. As for the utility jacket, it is known for its trendy, practical pockets. 

We also offer a selection of recycled polyester puffer jackets, jean jackets, faux-leather jackets, polar fleece jackets, and windbreakers. The jean jacket is an absolute must. Season after season, it is reinvented. You'll find classic, black, or distressed denim, tie-dye prints, sherpa lining... The possibilities are endless!

Flag of the United States

Are you in the United States?

Visit simons.com