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

Men's Jeans - Loose & Baggy Fit

Skinny & Slim
Straight
Tapered
Loose & Baggy
Vision Denim
Men
Quick view Full details

Editor's pick

501 faded-blue jean
Loose fit discounted price Can$118.00
Levi's
Quick view Full details
Muted-black jean
Madrid fit - Barrel discounted price Can$125.00
Le 31
Quick view Full details
Dark indigo pleated jean
Loose fit
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details
Dark indigo pleated jean
Loose fit
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details

New

Beige jean
Loose fit
Imported from Seoul discounted price Can$79.00
Le 31
Quick view Full details

New

Topstitched detail jean
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details

Editor's pick

Faded-blue ribbed jean
Loose fit
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details
Bleached-look blue jean
Loose fit
Imported from Seoul discounted price Can$125.00
Le 31
Quick view Full details

New

Muted twill 5-pocket pant
Wide fit discounted price Can$75.00
Jack & Jones
Quick view Full details
Eddie light-blue jean
Loose fit regular price $70.00 discounted price Can$29.95
Jack & Jones
Quick view Full details
Medium-blue jean
Barrel fit regular price $60.00 discounted price Can$29.95
Jack & Jones
Quick view Full details
Joey muted-blue jean
Barrel fit discounted price Can$60.00
Jack & Jones
Quick view Full details

New

Topstitched indigo jean
Extra baggy fit discounted price Can$99.00
Levi's
Quick view Full details

New

578 faded taupe jean
Baggy fit discounted price Can$118.00
Levi's
Quick view Full details

New

568 double-knee jean
Loose straight fit discounted price Can$108.00
Levi's
Quick view Full details

New

Faded black jean
Very loose barrel cut discounted price Can$118.00
Levi's
Quick view Full details
537 Western jean
Bootcut fit discounted price Can$79.00
Levi's
Quick view Full details
578 faded black jean
Baggy fit discounted price Can$99.00
Levi's
Quick view Full details

Editor's pick

578 medium-blue jean
Baggy fit discounted price Can$99.00
Levi's
Quick view Full details

New

Retro dark-blue jean
Bootcut fit discounted price Can$149.00
Wrangler
Quick view Full details

Editor's pick

Western jean
Flare fit discounted price Can$160.00
FIVE STUDIOS
Quick view Full details

Editor's pick

Western jean
Flare fit discounted price Can$160.00
FIVE STUDIOS
Quick view Full details
Ripped-knee jean
Loose fit discounted price Can$175.00
Imperial
Quick view Full details
Textured denim pleated jean
Straight fit regular price $195.00 discounted price Can$149.95
Naked & Famous Denim
Quick view Full details
Strong Guy natural indigo jean
Relaxed straight fit discounted price Can$225.00
Naked & Famous Denim
Quick view Full details

New

854 faded-blue jean
Bootcut fit discounted price Can$199.00
HUGO
Quick view Full details

New

Aaron wide-leg faded indigo jean discounted price Can$375.00
A.P.C.
Quick view Full details
Light blue jean
New York fit - Straight regular price $125.00 discounted price Can$49.95
Le 31
Quick view Full details

Editor's pick

Black wash 5-pocket jean
Wynwood fit - Relaxed discounted price Can$89.00
Djab
Quick view Full details

New

Faded blue 5-pocket jean
Camden fit - Baggy discounted price Can$89.00
Djab
Quick view Full details
Vintage blue 5-pocket jean
Camden fit - Baggy discounted price Can$89.00
Djab
Quick view Full details

Editor's pick

Faded black 5-pocket jean
Camden fit - Baggy discounted price Can$89.00
Djab
Quick view Full details
Loose light-blue wash jean
Malasaña fit - Barrel discounted price Can$99.00
Djab
Quick view Full details

New

Loose black wash jean
Malasaña fit - Barrel discounted price Can$99.00
Djab
Quick view Full details
Blue acid-wash loose jean
Malasaña fit - Barrel regular price $99.00 discounted price Can$59.95
Djab
Quick view Full details

New

Vertical pinstripe jean
Baggy fit with a slight taper
Imported from Seoul discounted price Can$99.00
Djab
Quick view Full details

New

Wide-leg black jean
Baggy fit with a slight taper
Imported from Seoul discounted price Can$99.00
Djab
Quick view Full details

New

Faded blue loose barrel jean
Very loose barrel cut
Imported from Seoul discounted price Can$99.00
Djab
Quick view Full details

New

Faded black loose balloon jean
Very loose barrel cut
Imported from Seoul discounted price Can$99.00
Djab
Quick view Full details

New

Indigo striped twill barrel jean
Barrel fit
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details

New

Faded black check loose barrel jean
Very loose barrel cut
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details

New

Coated black barrel jean
Fit: Loose barrel leg
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details

New

Paisley-embroidery jean
Barrel fit
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details

New

Semi-plain wide-leg indigo jean
Barrel fit
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details

New

Casual jean, worn and soiled details
Relaxed fit with wide leg
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details
Beige textured baggy jean
Barrel fit
Imported from Seoul discounted price Can$135.00
Djab
Quick view Full details
Vintage blue darted-knee baggy jean
Barrel fit
Imported from Seoul discounted price Can$135.00
Djab
Quick view Full details
Embroidered star baggy jean
Barrel fit
Imported from Seoul discounted price Can$135.00
Djab
Quick view Full details

New

Camouflage pattern wide-leg jean
Barrel fit
Imported from Seoul discounted price Can$150.00
Djab
Quick view Full details
Hickory-stripe baggy jean
Ultra-loose fit
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details
Faded black textured-stripe jean
Ultra-loose fit
Imported from Seoul discounted price Can$125.00
Djab
Quick view Full details
Light blue Check-5 loose jean
Baggy fit discounted price Can$100.00
Vans
Quick view Full details
Indigo Check-5 loose jean
Baggy fit discounted price Can$100.00
Vans
Quick view Full details
Indigo classic jean
Baggy fit discounted price Can$125.00
Obey
Quick view Full details
Bigwig loose jean
Baggy fit discounted price Can$150.00
Obey
Quick view Full details
Bigwig loose jean
Baggy fit discounted price Can$150.00
Obey
Quick view Full details

New

Big Boy graphite baggy jean
Baggy fit discounted price Can$245.00
Polar Skate Co.
Quick view Full details

New

Big Boy faded black baggy jean
Baggy fit discounted price Can$220.00
Polar Skate Co.
Quick view Full details
Leopard barrel-leg jean discounted price Can$165.00
Woodbird
Quick view Full details
Washed work jean
Relaxed fit discounted price Can$95.00
Carhartt
Quick view Full details
Double-knee work jean
Loose fit discounted price Can$90.00
Dickies
Quick view Full details
Madison work jean
Baggy fit discounted price Can$90.00
Dickies
Quick view Full details
Wingville black jean
Relaxed fit discounted price Can$95.00
Dickies
Quick view Full details

New

Monogram all-over print jean
Relaxed fit discounted price Can$275.00
L/AB c/o Off-White
Quick view Full details

New

Diagonal logo carpenter jeans
Relaxed fit discounted price Can$255.00
L/AB c/o Off-White