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

Men's Loose & Baggy Fit Pants

Joggers & Comfort Waists
Chinos
Loose & Baggy
Dress
Skinny & Slim
Tapered
Men
Quick view Full details

Editor's pick

Taupe Glen plaid pant
Paris fit - Relaxed high rise discounted price Can$125.00
Le 31
Quick view Full details
Banker stripe wide-leg pant
Loose fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Pleated wide-leg chinos
Seoul collection regular price $99.00 discounted price Can$69.95
Le 31
Quick view Full details
Pleated wide-leg chinos
Seoul collection regular price $99.00 discounted price Can$69.95
Le 31
Quick view Full details
Velvety twill chinos
Madrid fit - Barrel regular price $89.00 discounted price Can$49.95
Le 31
Quick view Full details
Velvety twill chinos
Madrid fit - Barrel regular price $89.00 discounted price Can$49.95
Le 31
Quick view Full details
Fine corduroy pant
Madrid fit - Barrel discounted price Can$99.00
Le 31
Quick view Full details
Washed corduroy pant
Madrid fit - Barrel discounted price Can$99.00
Le 31
Quick view Full details
Washed corduroy pant
Madrid fit - Barrel discounted price Can$99.00
Le 31
Quick view Full details

Editor's pick

Semi-plain flannel pant
Paris fit - Relaxed high rise discounted price Can$89.00
Le 31
Quick view Full details

Editor's pick

Semi-plain flannel pant
Paris fit - Relaxed high rise discounted price Can$89.00
Le 31
Quick view Full details
Soft monochrome pant
Paris fit - Relaxed high rise discounted price Can$89.00
Le 31
Quick view Full details
Soft monochrome pant
Paris fit - Relaxed high rise discounted price Can$89.00
Le 31
Quick view Full details
Belted-waist pleated pant
Loose fit discounted price Can$125.00
Le 31
Quick view Full details

Editor's pick

Heathered belted pant
Palermo fit - loose pleated discounted price Can$125.00
Le 31
Quick view Full details

Editor's pick

Heathered belted pant
Palermo fit - loose pleated discounted price Can$125.00
Le 31
Quick view Full details
Piqué stripe pant
Palermo fit - Loose pleated discounted price Can$99.00
Le 31
Quick view Full details
Adjustable-waist pleated pant
Barrel fit discounted price Can$125.00
Le 31
Quick view Full details
Faded colour brushed-underside pant
Barrel fit discounted price Can$89.00
Le 31
Quick view Full details
Faded colour brushed-underside pant
Barrel fit regular price $89.00 discounted price Can$49.95
Le 31
Quick view Full details
Heathered felt pant
Loose fit regular price $89.00 discounted price Can$49.95
Le 31
Quick view Full details

Editor's pick

Faux-suede pant regular price $89.00 discounted price Can$69.95
Le 31
Quick view Full details
Pleated monochrome pant
Loose fit
Seoul collection discounted price Can$89.00
Le 31
Quick view Full details
Minimalist pleated pant
Flare fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Minimalist pleated pant
Flare fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Brushed finish banker-stripe pant
Barrel fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Belted pleated pant
Barrel fit
Seoul collection discounted price Can$150.00
Le 31
Quick view Full details
Pinstripe wide-leg pant
Loose fit
Seoul collection regular price $125.00 discounted price Can$79.95
Le 31
Quick view Full details
Banker stripe wide-leg pant
Loose fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Belted pleated pant
Seoul collection
Loose fit discounted price Can$99.00
Le 31
Quick view Full details
Pleated wide-leg chinos
Seoul collection regular price $99.00 discounted price Can$69.95
Le 31
Quick view Full details

Editor's pick

Colourful twill pant
Loose fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details

Editor's pick

Colourful twill pant
Loose fit
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Flannel-feel pleated pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Crossed-pleat pant
Loose fit
Le 31 Studio capsule regular price $195.00 discounted price Can$99.95
Le 31
Quick view Full details
Box pleat pant
Loose fit
Le 31 Studio capsule regular price $195.00 discounted price Can$99.95
Le 31
Quick view Full details

Editor's pick

Braided faux-leather pant
Paris fit - Relaxed high rise discounted price Can$99.00
Le 31
Quick view Full details

Editor's pick

Braided faux-leather pant
Paris fit - Relaxed high rise discounted price Can$99.00
Le 31
Quick view Full details
Dark black leather pant
Barrel fit
Le 31 Studio capsule discounted price Can$375.00
Le 31
Quick view Full details
Minimalist chinos
Barrel fit discounted price Can$95.00
Only & Sons
Quick view Full details
Soft twill pant
Barrel fit regular price $119.00 discounted price Can$49.95
Only & Sons
Quick view Full details
Elastic waist cargo pant
Straight fit regular price $79.00 discounted price Can$29.95
Only & Sons
Quick view Full details
Pleated wide-leg chinos
Loose fit regular price $109.00 discounted price Can$49.95
Only & Sons
Quick view Full details

New

Faded corduroy pant
Baggy fit discounted price Can$90.00
Jack & Jones
Quick view Full details

New

Faded corduroy pant
Baggy fit discounted price Can$90.00
Jack & Jones
Quick view Full details
Thomas twill pant
Wide fit discounted price Can$99.00
Lindbergh
Quick view Full details
Flannel-like pleated pant
Loose fit discounted price Can$99.00
Lindbergh
Quick view Full details
Bedford pleated chinos
Relaxed fit discounted price Can$198.00
Polo Ralph Lauren
Quick view Full details
Pleated chinos
Loose fit discounted price Can$195.00
Lacoste
Quick view Full details
Cargo pant
Baggy fit regular price $108.00 discounted price Can$49.95
Levi's
Quick view Full details
Fluid pleated pant
Straight fit discounted price Can$140.00
FIVE STUDIOS
Quick view Full details
Pintuck felt pant
Loose fit discounted price Can$175.00
FIVE STUDIOS
Quick view Full details
Double-pleated pure virgin wool pant discounted price Can$499.00
BOSS
Quick view Full details
Wide-leg pleated chinos regular price $299.00 discounted price Can$229.95
BOSS
Quick view Full details
Walker pleated belted fluid pant
Relaxed fit discounted price Can$298.00
REISS
Quick view Full details
Blended micro-check pant
Relaxed fit discounted price Can$450.00
NN. 07
Quick view Full details
Boreal green chinos
Relaxed fit discounted price Can$350.00
NN. 07
Quick view Full details
Velvety weft chinos
Relaxed fit discounted price Can$375.00
NN. 07
Quick view Full details
Micro-check nylon pant
Loose fit regular price $210.00 discounted price Can$99.95
Gramicci
Quick view Full details
Corduroy workwear pant
Loose fit discounted price Can$215.00
Gramicci
Quick view Full details
Belted-waist twill pant
Loose fit discounted price Can$160.00
Gramicci
Quick view Full details
Semi-plain knit pant
Loose fit discounted price Can$240.00
Les Deux
Quick view Full details

Editor's pick

Heritage gingham pleated pant
Loose fit discounted price Can$325.00
Whitesand
Quick view Full details
Herringbone weft cargo pant
Loose fit regular price $375.00 discounted price Can$149.95
Found
Quick view Full details
Faded corduroy pant
Loose fit
Seoul collection discounted price Can$250.00
Coor
Quick view Full details
Soft twill pant
Loose fit discounted price Can$295.00
Drykorn
Quick view Full details
Soft monochrome pant
Paris fit - Relaxed high rise regular price $89.00 discounted price Can$49.95
Le 31
Quick view Full details
Banker-stripe black pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details

Editor's pick

Loose pleated loose pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Pleated belted pant
Antwerp fit - Straight & loose discounted price Can$150.00
Le 31
Quick view Full details
Hazelnut Donegal pant
Wool-blend weave by Marzotto
Paris fit - High rise & relaxed discounted price Can$275.00
Le 31
Quick view Full details
Double-pleated graphite pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Dark brown banker-stripe pant
Virgin wool fabric by Marlane
Edinburgh Fit - Relaxed with pleats discounted price Can$275.00
Le 31
Quick view Full details
Banker-stripe double-pleat pant
Seoul collection regular price $125.00 discounted price Can$99.95
Le 31
Quick view Full details

Editor's pick

Heather pleated pant
Loose fit
Seoul collection discounted price Can$125.00
Le 31
Quick view Full details

Editor's pick

Heather pleated pant
Loose fit
Seoul collection discounted price Can$125.00
Le 31
Quick view Full details

Editor's pick

Loose pleated loose pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details

Editor's pick

Loose pleated loose pant
Seoul collection discounted price Can$99.00
Le 31
Quick view Full details
Micro-check pleated barrel pant
Seoul collection discounted price Can$125.00
Le 31
Quick view Full details
Ash-grey pleated belted pant
Antwerp fit - Straight & loose discounted price Can$250.00
Le 31
Quick view Full details

Editor's pick

Loose fluid twill pleated pant regular price $175.00 discounted price Can$129.95
Le 31
Quick view Full details

Editor's pick

Loose fluid twill pleated pant regular price $175.00 discounted price Can$129.95
Le 31
Quick view Full details
Belted twill-texture pant
Le 31 Studio capsule discounted price Can$225.00
Le 31
Quick view Full details
Elastic-waist solid pant
Loose fit regular price $150.00 discounted price Can$99.95
Selected
Quick view Full details
Elastic-waist solid pant
Loose fit regular price $150.00 discounted price Can$99.95
Selected
Quick view Full details
Banker-stripe loose palazzo pant discounted price Can$595.00
Rue de Tokyo
Quick view Full details
Pilot soft twill pant
Loose fit discounted price Can$395.00
Rue de Tokyo
Quick view Full details

Editor's pick

Loose stretch twill pant regular price $130.00 discounted price Can$69.95
Selected
Quick view Full details
Pleated brushed twill chinos
Malasaña fit - Barrel discounted price Can$79.00
Djab
Quick view Full details
Loose faded corduroy pant
Malasaña fit - Barrel discounted price Can$89.00
Djab
Quick view Full details
Corduroy 5-pocket pant
Wynwood fit - Relaxed discounted price Can$89.00
Djab
Quick view Full details
Soft twill wide pant
Dalston fit - Wide & pleated discounted price Can$89.00
Djab
Quick view Full details
Wide-leg cargo chinos
Loose fit discounted price Can$69.00
Djab
Quick view Full details
Corduroy 5-pocket pant
Wynwood fit - Relaxed discounted price Can$89.00
Djab
Quick view Full details
Soft twill wide pant
Dalston fit - Wide & pleated discounted price Can$89.00
Djab
Quick view Full details
Soft twill wide pant
Dalston fit - Wide & pleated regular price $89.00 discounted price Can$49.95
Djab
Quick view Full details

New

Banker stripe wide-leg pant
Dalston fit - Wide & pleated discounted price Can$99.00
Djab
Quick view Full details
Wide-leg cargo chinos
Loose fit discounted price Can$69.00
Djab
Quick view Full details
Wide-leg cargo chinos
Loose fit discounted price Can$69.00
Djab