Sperry Shoes under $100

All shoes

10 Sperry shoes under $100. Most cost $65 to $95, and half cost less than $89.

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

Women, Boots, Rain or snow

+Built for rain or snow conditions

+Made of leather for a durable upper

+Lace-up closure for a secure fit

$88.19-27%List: ~~$120.00~~

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

Sperry

Women, Boat shoes

+Two-eye boat shoe style for casual wear

+Wide width option in size 8.5

+Women's sizing in classic brown

$82.90-25%List: ~~$110.00~~

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

Women, Boots

+Boot style with a women's fit in size 7.5

+Tan and dark brown two-tone design

$95.37-5%Was: ~~$99.97~~

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

Sperry

Women, Boots, Rain or snow

+Rain boot built for wet weather and snow

+Women's sizing in size 8.5

+Animal print design for a bold look

$72.70-6%Was: ~~$77.00~~

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

Sperry

Women, Boots, Rain or snow

+Chelsea rain boot built for wet weather and snow

+Slip-on Chelsea style with elastic side panels

+Women's sizing in size 7.5

$90.00

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

Sperry

Women, Boat shoes

+Boat shoe style for casual and coastal wear

+Women's sizing in US 10 medium width

$99.99

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
Women	Boots	Rain or snow	n/a	$88.19 as of 11/04/2026 04:38 PST - Details
Women	Boat shoes		n/a	$82.90 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
Women	Boots		n/a	$95.37 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
Women	Boots	Rain or snow	n/a	$72.70 as of 11/04/2026 04:38 PST - Details
Women	Boots	Rain or snow	n/a	$90.00 as of 11/04/2026 04:38 PST - Details
Women	Boat shoes		n/a	$99.99 as of 11/04/2026 04:38 PST - Details

Before you buy

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

Sperry Shoes under $100

Compare specs

Before you buy

Related pages

Popular filters

Shoes by use

Related product types