Sperry Shoes under $100

4 Sperry shoes under $100. Prices run $30 to $94.

Sperry

Men

+Fully rubber outsoles for traction

+Breathable water shoe construction

+Designed for men

$29.99

as of 11/04/2026 04:38 PST - Details

Sperry

Men, Boots, Ankle or chukka

+Double sole construction adds sole thickness

+Chukka ankle height for added support

+Designed for men

$65.00-50%List: ~~$130.00~~

as of 11/04/2026 04:38 PST - Details

Sperry

Men, Boots, Rain or snow

+Waterproof construction for snow and wet conditions

+Chukka ankle height for added support

+Designed for men

$90.00-25%List: ~~$120.00~~

as of 11/04/2026 04:38 PST - Details

Sperry

Men, Boots, Rain or snow

+Waterproof construction for wet conditions

+Three-eye duck boot style

+Designed for men

$94.44-14%List: ~~$110.00~~

as of 11/04/2026 04:38 PST - Details

Compare specs

Gender	Type	Boot style	Spec score	Price
Men			n/a	$29.99 as of 11/04/2026 04:38 PST - Details
Men	Boots	Ankle or chukka	n/a	$65.00 as of 11/04/2026 04:38 PST - Details
Men	Boots	Rain or snow	n/a	$90.00 as of 11/04/2026 04:38 PST - Details
Men	Boots	Rain or snow	n/a	$94.44 as of 11/04/2026 04:38 PST - Details

Spec scores, pros and cons, and prices are explained in the How it works section of the About page.