Skip to search results Skip to filters Skip to sort Skip to selected filters

Ankle Casual Sperry Shoes

42 items found

Sort By

Your Selections

Search Results

. Sperry - A/O Lug Chukka. Color Brown 2. $149.95. 4.3 out of 5 stars

Brown Sperry A/O Lug Chukka

Brown Sperry A/O Lug Chukka

Brand Name: Sperry
Product Name: A/O Lug Chukka
Gender: Men's
Color: Brown 2
Price: $149.95
Rating: 4Rated 4 stars out of 5(45)

. Sperry - Cold Bay Chukka Realtree. Color Olive. $119.95.

Olive Sperry Cold Bay Chukka Realtree

Olive Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $119.95
Rating

. Sperry - Cutwater Deck Realtree. Color Olive. $109.95.

Olive Sperry Cutwater Deck Realtree

Olive Sperry Cutwater Deck Realtree

Brand Name: Sperry
Product Name: Cutwater Deck Realtree
Gender: Men's
Color: Olive
Price: $109.95
Rating

. Sperry - Torrent Lace-Up. Color Black Leather. $119.95.

Black Sperry Torrent Lace-Up

Black Sperry Torrent Lace-Up

+2

Brand Name: Sperry
Product Name: Torrent Lace-Up
Gender: Women's
Color: Black Leather
Price: $119.95
Rating

Sperry - Saltwater 2.0. Color Olive Nylon. $109.95.

Olive Sperry Saltwater 2.0

Olive Sperry Saltwater 2.0

+4

Brand Name: Sperry
Product Name: Saltwater 2.0
Gender: Women's
Color: Olive Nylon
Price: $109.95
Rating

Sperry - Saltwater 2.0 Leather. Color Dark Brown. $119.95. 5.0 out of 5 stars

Brown Sperry Saltwater 2.0 Leather

Brown Sperry Saltwater 2.0 Leather

+1

Brand Name: Sperry
Product Name: Saltwater 2.0 Leather
Gender: Women's
Color: Dark Brown
Price: $119.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Float Rain Boot. Color Olive Camo. Low Stock. On sale for $69.99. MSRP $95.00..

4 left in stock

Green Sperry Float Rain Boot

Green Sperry Float Rain Boot

+2

Brand Name: Sperry
Product Name: Float Rain Boot
Gender: Men's
Color: Olive Camo
Price: $69.99MSRP: $95.00
Rating

Sperry - Mountain-Sider Chelsea. Color Black. $129.95.

Black Sperry Mountain-Sider Chelsea

Black Sperry Mountain-Sider Chelsea

Brand Name: Sperry
Product Name: Mountain-Sider Chelsea
Gender: Men's
Color: Black
Price: $129.95
Rating

Sperry - Mountain-Sider Utility. Color Tan. On sale for $119.96. MSRP $150.00..

Tan Sperry Mountain-Sider Utility

Tan Sperry Mountain-Sider Utility

+2

Brand Name: Sperry
Product Name: Mountain-Sider Utility
Gender: Men's
Color: Tan
Price: $119.96MSRP: $150.00
Rating

Sperry - Torrent Chelsea. Color Black1. $89.95. 4.2 out of 5 stars

Black Sperry Torrent Chelsea

Black Sperry Torrent Chelsea

+11

Brand Name: Sperry
Product Name: Torrent Chelsea
Gender: Women's
Color: Black1
Price: $89.95
Rating: 4Rated 4 stars out of 5(234)

Sperry - Seaport Heel. Color Dk Brown. Low Stock. $139.95. 3.7 out of 5 stars

6 left in stock

Brown Sperry Seaport Heel

Brown Sperry Seaport Heel

+5

Brand Name: Sperry
Product Name: Seaport Heel
Gender: Women's
Color: Dk Brown
Price: $139.95
Rating: 4Rated 4 stars out of 5(17)

Sperry - Torrent Rubber Chelsea. Color Yellow. Low Stock. $89.95. 4.5 out of 5 stars

2 left in stock

Yellow Sperry Torrent Rubber Chelsea

Yellow Sperry Torrent Rubber Chelsea

+2

Brand Name: Sperry
Product Name: Torrent Rubber Chelsea
Gender: Women's
Color: Yellow
Price: $89.95
Rating: 5Rated 5 stars out of 5(8)

Sperry - Acadia. Color Tan. Low Stock. $129.95. 4.4 out of 5 stars

10 left in stock

Tan Sperry Acadia

Tan Sperry Acadia

+2

Brand Name: Sperry
Product Name: Acadia
Gender: Women's
Color: Tan
Price: $129.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Saltwater. Color Olive 3. Low Stock. On sale for $87.96. MSRP $110.00.. 4.5 out of 5 stars

2 left in stock

Olive Sperry Saltwater

Olive Sperry Saltwater

+3

Brand Name: Sperry
Product Name: Saltwater
Gender: Women's
Color: Olive 3
Price: $87.96MSRP: $110.00
Rating: 5Rated 5 stars out of 5(1965)

Sperry - A/O Plushwave Lug Chukka. Color Brown 1. $139.95. 4.2 out of 5 stars

Brown Sperry A/O Plushwave Lug Chukka

Brown Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Brown 1
Price: $139.95
Rating: 4Rated 4 stars out of 5(34)

Sperry - Seaport Storm. Color Black. $129.95. 3.7 out of 5 stars

Black Sperry Seaport Storm

Black Sperry Seaport Storm

+2

Brand Name: Sperry
Product Name: Seaport Storm
Gender: Women's
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(21)

Sperry - Striper Storm Hiker Wp. Color Black. Low Stock. $109.90. 4.6 out of 5 stars

6 left in stock

Black Sperry Striper Storm Hiker Wp

Black Sperry Striper Storm Hiker Wp

Brand Name: Sperry
Product Name: Striper Storm Hiker Wp
Gender: Men's
Color: Black
Price: $109.90
Rating: 5Rated 5 stars out of 5(55)

Sperry - Duck Float Zip. Color Olive. $94.90. 3.7 out of 5 stars

Olive Sperry Duck Float Zip

Olive Sperry Duck Float Zip

+3

Brand Name: Sperry
Product Name: Duck Float Zip
Gender: Men's
Color: Olive
Price: $94.90
Rating: 4Rated 4 stars out of 5(10)

Sperry - Saltwater Sherpa. Color White. On sale for $97.85. MSRP $110.00.. 4.4 out of 5 stars

White Sperry Saltwater Sherpa

White Sperry Saltwater Sherpa

Brand Name: Sperry
Product Name: Saltwater Sherpa
Gender: Women's
Color: White
Price: $97.85MSRP: $110.00
Rating: 4Rated 4 stars out of 5(42)

Sperry - Cutwater Deck Boot. Color White. On sale for $74.99. MSRP $95.00.. 4.2 out of 5 stars

White Sperry Cutwater Deck Boot

White Sperry Cutwater Deck Boot

+2

Brand Name: Sperry
Product Name: Cutwater Deck Boot
Gender: Men's
Color: White
Price: $74.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(41)

Sperry - Saltwater Seacycled Nylon. Color Ivory. Low Stock. On sale for $80.60. MSRP $110.00.. 3.5 out of 5 stars

8 left in stock

White Sperry Saltwater Seacycled Nylon

White Sperry Saltwater Seacycled Nylon

+4

Brand Name: Sperry
Product Name: Saltwater Seacycled Nylon
Gender: Women's
Color: Ivory
Price: $80.60MSRP: $110.00
Rating: 4Rated 4 stars out of 5(68)

Sperry - Saltwater Floral. Color Pink Multi. Low Stock. On sale for $101.95. MSRP $120.00.. 4.5 out of 5 stars

1 left in stock

Pink Sperry Saltwater Floral

Pink Sperry Saltwater Floral

Brand Name: Sperry
Product Name: Saltwater Floral
Gender: Women's
Color: Pink Multi
Price: $101.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(51)

Sperry - Syren Gulf Metallic Animal. Color Black. Low Stock. On sale for $52.00. MSRP $130.00..

4 left in stock

Black Sperry Syren Gulf Metallic Animal

Black Sperry Syren Gulf Metallic Animal

Brand Name: Sperry
Product Name: Syren Gulf Metallic Animal
Gender: Women's
Color: Black
Price: $52.00MSRP: $130.00
Rating

Sperry - Saltwater Core Leather. Color Grey/Grey. On sale for $78.86. MSRP $110.00.. 3.5 out of 5 stars

Gray Sperry Saltwater Core Leather

Gray Sperry Saltwater Core Leather

+3

Brand Name: Sperry
Product Name: Saltwater Core Leather
Gender: Women's
Color: Grey/Grey
Price: $78.86MSRP: $110.00
Rating: 4Rated 4 stars out of 5(25)

Sperry - Moc-Sider Chelsea Premium. Color Black. Low Stock. On sale for $82.70. MSRP $139.95.. 5.0 out of 5 stars

7 left in stock

Black Sperry Moc-Sider Chelsea Premium

Black Sperry Moc-Sider Chelsea Premium

+2

Brand Name: Sperry
Product Name: Moc-Sider Chelsea Premium
Gender: Men's
Color: Black
Price: $82.70MSRP: $139.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Saltwater Plaid Wool. Color Ivory. Low Stock. $109.95. 4.0 out of 5 stars

1 left in stock

White Sperry Saltwater Plaid Wool

White Sperry Saltwater Plaid Wool

Brand Name: Sperry
Product Name: Saltwater Plaid Wool
Gender: Women's
Color: Ivory
Price: $109.95
Rating: 4Rated 4 stars out of 5(27)

Sperry - Torrent Winter Boot Suede. Color Dark Brown. On sale for $108.93. MSRP $170.00.. 4.4 out of 5 stars

Brown Sperry Torrent Winter Boot Suede

Brown Sperry Torrent Winter Boot Suede

+2

Brand Name: Sperry
Product Name: Torrent Winter Boot Suede
Gender: Women's
Color: Dark Brown
Price: $108.93MSRP: $170.00
Rating: 4Rated 4 stars out of 5(35)

Sperry - Juneau Low Hiker Wool. Color Brown. Low Stock. On sale for $90.00. MSRP $120.00..

3 left in stock

Brown Sperry Juneau Low Hiker Wool

Brown Sperry Juneau Low Hiker Wool

+3

Brand Name: Sperry
Product Name: Juneau Low Hiker Wool
Gender: Women's
Color: Brown
Price: $90.00MSRP: $120.00
Rating

Sperry - Saltwater Shibori. Color Black. Low Stock. On sale for $91.14. MSRP $110.00.. 3.9 out of 5 stars

2 left in stock

Black Sperry Saltwater Shibori

Black Sperry Saltwater Shibori

Brand Name: Sperry
Product Name: Saltwater Shibori
Gender: Women's
Color: Black
Price: $91.14MSRP: $110.00
Rating: 4Rated 4 stars out of 5(7)

Sperry - Saltwater Alpine Leather. Color Olive. Low Stock. On sale for $70.36. MSRP $110.00.. 4.3 out of 5 stars

1 left in stock

Olive Sperry Saltwater Alpine Leather

Olive Sperry Saltwater Alpine Leather

+3

Brand Name: Sperry
Product Name: Saltwater Alpine Leather
Gender: Women's
Color: Olive
Price: $70.36MSRP: $110.00
Rating: 4Rated 4 stars out of 5(86)

Sperry - Duck Float Zip-Up Seacycled. Color Black. Low Stock. $94.95. 2.9 out of 5 stars

7 left in stock

Black Sperry Duck Float Zip-Up Seacycled

Black Sperry Duck Float Zip-Up Seacycled

Brand Name: Sperry
Product Name: Duck Float Zip-Up Seacycled
Gender: Women's
Color: Black
Price: $94.95
Rating: 3Rated 3 stars out of 5(24)

Sperry - Torrent Chelsea Matte Rubber. Color White. $89.95. 4.4 out of 5 stars

White Sperry Torrent Chelsea Matte Rubber

White Sperry Torrent Chelsea Matte Rubber

+2

Brand Name: Sperry
Product Name: Torrent Chelsea Matte Rubber
Gender: Women's
Color: White
Price: $89.95
Rating: 4Rated 4 stars out of 5(63)

Sperry - Cutwater Deck Boot. Color Cream. Low Stock. $94.95. 4.0 out of 5 stars

3 left in stock

Beige Sperry Cutwater Deck Boot

Beige Sperry Cutwater Deck Boot

Brand Name: Sperry
Product Name: Cutwater Deck Boot
Gender: Women's
Color: Cream
Price: $94.95
Rating: 4Rated 4 stars out of 5(37)

Sperry - Saltwater Alpine. Color Black. On sale for $85.76. MSRP $110.00.. 4.2 out of 5 stars

Black Sperry Saltwater Alpine

Black Sperry Saltwater Alpine

+2

Brand Name: Sperry
Product Name: Saltwater Alpine
Gender: Women's
Color: Black
Price: $85.76MSRP: $110.00
Rating: 4Rated 4 stars out of 5(120)

Sperry - Cold Bay 3-Eye. Color Black. Low Stock. $99.95. 4.1 out of 5 stars

3 left in stock

Black Sperry Cold Bay 3-Eye

Black Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Gender: Men's
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(35)

Sperry - Syren Heel. Color Black. On sale for $59.80. MSRP $130.00..

Black Sperry Syren Heel

Black Sperry Syren Heel

+2

Brand Name: Sperry
Product Name: Syren Heel
Gender: Women's
Color: Black
Price: $59.80MSRP: $130.00
Rating

Sperry - Cold Bay Rubber Chelsea. Color Black. Low Stock. $99.95. 3.5 out of 5 stars

3 left in stock

Black Sperry Cold Bay Rubber Chelsea

Black Sperry Cold Bay Rubber Chelsea

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Gender: Men's
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(82)

Sperry - Saltwater 1-Eye Cozy. Color Black/Black. $104.95. 4.6 out of 5 stars

Black Sperry Saltwater 1-Eye Cozy

Black Sperry Saltwater 1-Eye Cozy

+2

Brand Name: Sperry
Product Name: Saltwater 1-Eye Cozy
Gender: Women's
Color: Black/Black
Price: $104.95
Rating: 5Rated 5 stars out of 5(191)

Sperry - Saltwater Animal Print. Color Multi. $109.95. 4.5 out of 5 stars

Multi Sperry Saltwater Animal Print

Multi Sperry Saltwater Animal Print

Brand Name: Sperry
Product Name: Saltwater Animal Print
Gender: Women's
Color: Multi
Price: $109.95
Rating: 5Rated 5 stars out of 5(62)

Sperry - Saltwater 1-Eye Duck Boot. Color Tan/Brown. Low Stock. $99.95. 4.4 out of 5 stars

6 left in stock

Tan Sperry Saltwater 1-Eye Duck Boot

Tan Sperry Saltwater 1-Eye Duck Boot

Brand Name: Sperry
Product Name: Saltwater 1-Eye Duck Boot
Gender: Women's
Color: Tan/Brown
Price: $99.95
Rating: 4Rated 4 stars out of 5(190)

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $110.00. MSRP $120.00.. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $110.00MSRP: $120.00
Rating: 4Rated 4 stars out of 5(215)

Sperry - Saltwater Quilted Nylon. Color Black. $79.95. 4.4 out of 5 stars

Black Sperry Saltwater Quilted Nylon

Black Sperry Saltwater Quilted Nylon

Brand Name: Sperry
Product Name: Saltwater Quilted Nylon
Gender: Women's
Color: Black
Price: $79.95
Rating: 4Rated 4 stars out of 5(693)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)