Shop Preppy Style Shoes

Sponsored
$89.00
Marc Fisher Women's Ilithia Slip-On Dress Penny Loafers - Black Croco - Size 11m
Macy's
Special Offer
Free shipping
$89.00
Marc Fisher Women's Ilithia Slip-On Dress Penny Loafers - Black Croco - Size 11m
Macy's
Special Offer
$79.00
Bandolino Women's Candra Peep Toe Wedge Dress Pumps - Burgundy Croco - Size 6m
Macy's
Special Offer
Free shipping
$79.00
Bandolino Women's Candra Peep Toe Wedge Dress Pumps - Burgundy Croco - Size 6m
Macy's
Special Offer
$87.00
$145.00
Allbirds Women's Wool Dasher Mizzles, Water-Repellent Walking Shoes, Grey, Size 10
Allbirds
40% off
$87.00
$145.00
Allbirds Women's Wool Dasher Mizzles, Water-Repellent Walking Shoes, Grey, Size 10
Allbirds
$91.99
$115.00
Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 8.0 | Cognac | Leather/Textile/Synthetic
Skechers USA
20% off
$91.99
$115.00
Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 8.0 | Cognac | Leather/Textile/Synthetic
Skechers USA
$79.00
Bandolino Women's Tad Wedge Pumps - Blue Patent - Size 10m
Macy's
Special Offer
Free shipping
$79.00
Bandolino Women's Tad Wedge Pumps - Blue Patent - Size 10m
Macy's
Special Offer
$39.99
Savvy Women's Vanna White Slip Resistant Slip-On Shoe - Size 9 - Camo
Uniform Advantage
$39.99
Savvy Women's Vanna White Slip Resistant Slip-On Shoe - Size 9 - Camo
Uniform Advantage
$110.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Pollard - Waylon Boots | Size 8.0 | Red/Brown | Leather/Synthetic/Metal
Skechers USA
In store
$110.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Pollard - Waylon Boots | Size 8.0 | Red/Brown | Leather/Synthetic/Metal
Skechers USA
$99.99
$140.00
Most Comfortable Flat Feet Dress Shoes With Arch Support, Women's Dress Shoes | Orthofeet Orthopedic Shoes, Chelsea, 9.5 / Wide / Dark Cherry
Orthofeet
60-day returns (most items)
28% off
$99.99
$140.00
Most Comfortable Flat Feet Dress Shoes With Arch Support, Women's Dress Shoes | Orthofeet Orthopedic Shoes, Chelsea, 9.5 / Wide / Dark Cherry
Orthofeet
60-day returns
$109.99
$125.00
Female Casual Shoes, Flat Feet Shoes, Soft Leather Upper, Rubber Outsole, Women's Casual Shoes | Orthofeet Shoes, Juno, 6 / Medium / Taupe
Orthofeet
12% off
$109.99
$125.00
Female Casual Shoes, Flat Feet Shoes, Soft Leather Upper, Rubber Outsole, Women's Casual Shoes | Orthofeet Shoes, Juno, 6 / Medium / Taupe
Orthofeet
$70.00
Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 10.0 | White | Textile | Vegan | Machine Washable
Skechers USA
In store
$70.00
Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 10.0 | White | Textile | Vegan | Machine Washable
Skechers USA
$150.00
Sam Edelman Womens Loraine Bit Loafer Black Leather 7
Amazon.com
3K+
Free shipping
$150.00
Sam Edelman Womens Loraine Bit Loafer Black Leather 7
Amazon.com
3K+
$124.99
$160.00
Comfortable Slip On Shoes, Stretchable Upper, Water Repellent, Women's Sneakers | Orthofeet Comfortable Slip Ons, Nira, 9 / Medium / Blonde
Orthofeet
60-day returns (most items)
21% off
$124.99
$160.00
Comfortable Slip On Shoes, Stretchable Upper, Water Repellent, Women's Sneakers | Orthofeet Comfortable Slip Ons, Nira, 9 / Medium / Blonde
Orthofeet
60-day returns
$89.99
Rockport Men's Dressports 2 Go Plain Toe Oxford
Amazon.com
1K+
Free shipping
$89.99
Rockport Men's Dressports 2 Go Plain Toe Oxford
Amazon.com
1K+
$54.95
Keds Women's Champion Originals Lace Up Canvas Sneakers In White Size 7 - M
Keds
23K+
$54.95
Keds Women's Champion Originals Lace Up Canvas Sneakers In White Size 7 - M
Keds
23K+
$159.95
Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 11.5 Wide
Amazon.com
Free shipping
$159.95
Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 11.5 Wide
Amazon.com
Free shipping
$155.00
Rothy's - The Point II In Metallic/White/Neutral, Size 8.5
Rothy's.com
30-day returns (most items)
$155.00
Rothy's - The Point II In Metallic/White/Neutral, Size 8.5
Rothy's.com
30-day returns
$99.00
$159.00
Rothy's - The Point II In Brown, Size 10
Rothy's.com
37% off
$99.00
$159.00
Rothy's - The Point II In Brown, Size 10
Rothy's.com
$159.00
Rothy's - The Square Mary Jane In Pink, Size 7
Rothy's.com
$159.00
Rothy's - The Square Mary Jane In Pink, Size 7
Rothy's.com
$49.99
Kelly & Katie Oprina Flat | Women's | Dark Brown/Off White Houndstooth | Size 8.5 | Flats | Ankle Strap
DSW
$49.99
Kelly & Katie Oprina Flat | Women's | Dark Brown/Off White Houndstooth | Size 8.5 | Flats | Ankle Strap
DSW
$89.00
Sidny Rhinestones Sneakers | Women's Shoes | Betsey Johnson
Betsey Johnson
$89.00
Sidny Rhinestones Sneakers | Women's Shoes | Betsey Johnson
Betsey Johnson
$94.95
Women's Cruiser Casual Shoes In Brown Floral Emboss, Size: 11 B / Medium By Ariat
Ariat
Comfortable · Great Arch Support · Great Color · High-quality Material · Perfect Fit
$94.95
Women's Cruiser Casual Shoes In Brown Floral Emboss, Size: 11 B / Medium By Ariat
Ariat
Comfortable · Great Arch Support · Great Color · High-quality Material · Perfect Fit
$89.00
Sidny Floral Sneakers | Women's Shoes | Betsey Johnson
Betsey Johnson
$89.00
Sidny Floral Sneakers | Women's Shoes | Betsey Johnson
Betsey Johnson
$54.95
Keds Women's The Mini Canvas Slip On Canvas Sneakers In White Size 5 - M
Keds
35
$54.95
Keds Women's The Mini Canvas Slip On Canvas Sneakers In White Size 5 - M
Keds
35
$68.00
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
Kohl's
Free shipping
20% off
$68.00
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
Kohl's
Free shipping
$448.00
Tory Burch Women's Sculpted Peep-Toe Pump In Soft Acorn, Size 5
Tory Burch
$448.00
Tory Burch Women's Sculpted Peep-Toe Pump In Soft Acorn, Size 5
Tory Burch
$29.90
Urban Ultra Comfortable Shoes
Vernier
$29.90
Urban Ultra Comfortable Shoes
Vernier
$160.00
BIRKENSTOCK Boston Braided Suede Leather Taupe Clogs - Size 9-9.5
BIRKENSTOCK
13
$160.00
BIRKENSTOCK Boston Braided Suede Leather Taupe Clogs - Size 9-9.5
BIRKENSTOCK
13
$288.00
Tory Burch Women's Ladybug Sneaker In White/White/White, Size 8
Tory Burch
$288.00
Tory Burch Women's Ladybug Sneaker In White/White/White, Size 8
Tory Burch
$33.74
$60.00
Liz Claiborne Womens Jansey Square Toe Loafers | White | Regular 6 | Shoes Loafers | Cushioned|Memory Foam
JCPenney
In store
Curbside
$33.74
$60.00
Liz Claiborne Womens Jansey Square Toe Loafers | White | Regular 6 | Shoes Loafers | Cushioned|Memory Foam
JCPenney
$248.00
Tory Burch Women's Clover Court Sneaker In New Ivory/Cerbiatto, Size 7
Tory Burch
$248.00
Tory Burch Women's Clover Court Sneaker In New Ivory/Cerbiatto, Size 7
Tory Burch
$99.00
Women's Eco Bay Oxfords, Nubuck Leather Light Coffee/Slate Blue 7 M(B) | L.L.Bean
L.L.Bean
In store
Free shipping
$99.00
Women's Eco Bay Oxfords, Nubuck Leather Light Coffee/Slate Blue 7 M(B) | L.L.Bean
L.L.Bean
Free shipping
$165.00
BIRKENSTOCK Boston Soft Footbed Suede Leather Taupe Clogs - Size 5-5.5
BIRKENSTOCK
$165.00
BIRKENSTOCK Boston Soft Footbed Suede Leather Taupe Clogs - Size 5-5.5
BIRKENSTOCK
$39.98
Kelly & Katie Oprina Flat | Women's | Grey/Multicolor Houndstooth | Size 9 | Flats | Ankle Strap
DSW
$39.98
Kelly & Katie Oprina Flat | Women's | Grey/Multicolor Houndstooth | Size 9 | Flats | Ankle Strap
DSW
$32.89
$46.99
Blair Women's "Kelly" Faux Suede Slip-Ons By Classique® - Brown - 9 - Womens
Blair
30% off
$32.89
$46.99
Blair Women's "Kelly" Faux Suede Slip-Ons By Classique® - Brown - 9 - Womens
Blair
$71.47
$109.95
Women's Fuse Casual Shoes In Leopard Print, Size: 7.5 B / Medium By Ariat
Ariat
34% off
$71.47
$109.95
Women's Fuse Casual Shoes In Leopard Print, Size: 7.5 B / Medium By Ariat
Ariat
$109.95
J. Renee Pranil Pointed Toe Slingback Pump In Navy At Nordstrom, Size 11
Nordstrom
$109.95
J. Renee Pranil Pointed Toe Slingback Pump In Navy At Nordstrom, Size 11
Nordstrom
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    Shop Preppy Style Shoes

    Sponsored
    $89.00
    Marc Fisher Women's Ilithia Slip-On Dress Penny Loafers - Black Croco - Size 11m
    Macy's
    Special Offer
    Free shipping
    $89.00
    Marc Fisher Women's Ilithia Slip-On Dress Penny Loafers - Black Croco - Size 11m
    Macy's
    Special Offer
    $79.00
    Bandolino Women's Candra Peep Toe Wedge Dress Pumps - Burgundy Croco - Size 6m
    Macy's
    Special Offer
    Free shipping
    $79.00
    Bandolino Women's Candra Peep Toe Wedge Dress Pumps - Burgundy Croco - Size 6m
    Macy's
    Special Offer
    $87.00
    $145.00
    Allbirds Women's Wool Dasher Mizzles, Water-Repellent Walking Shoes, Grey, Size 10
    Allbirds
    40% off
    $87.00
    $145.00
    Allbirds Women's Wool Dasher Mizzles, Water-Repellent Walking Shoes, Grey, Size 10
    Allbirds
    $91.99
    $115.00
    Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 8.0 | Cognac | Leather/Textile/Synthetic
    Skechers USA
    20% off
    $91.99
    $115.00
    Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 8.0 | Cognac | Leather/Textile/Synthetic
    Skechers USA
    $79.00
    Bandolino Women's Tad Wedge Pumps - Blue Patent - Size 10m
    Macy's
    Special Offer
    Free shipping
    $79.00
    Bandolino Women's Tad Wedge Pumps - Blue Patent - Size 10m
    Macy's
    Special Offer
    $39.99
    Savvy Women's Vanna White Slip Resistant Slip-On Shoe - Size 9 - Camo
    Uniform Advantage
    $39.99
    Savvy Women's Vanna White Slip Resistant Slip-On Shoe - Size 9 - Camo
    Uniform Advantage
    $110.00
    Skechers Men's Hands Free Slip-Ins Relaxed Fit: Pollard - Waylon Boots | Size 8.0 | Red/Brown | Leather/Synthetic/Metal
    Skechers USA
    In store
    $110.00
    Skechers Men's Hands Free Slip-Ins Relaxed Fit: Pollard - Waylon Boots | Size 8.0 | Red/Brown | Leather/Synthetic/Metal
    Skechers USA
    $99.99
    $140.00
    Most Comfortable Flat Feet Dress Shoes With Arch Support, Women's Dress Shoes | Orthofeet Orthopedic Shoes, Chelsea, 9.5 / Wide / Dark Cherry
    Orthofeet
    60-day returns (most items)
    28% off
    $99.99
    $140.00
    Most Comfortable Flat Feet Dress Shoes With Arch Support, Women's Dress Shoes | Orthofeet Orthopedic Shoes, Chelsea, 9.5 / Wide / Dark Cherry
    Orthofeet
    60-day returns
    $109.99
    $125.00
    Female Casual Shoes, Flat Feet Shoes, Soft Leather Upper, Rubber Outsole, Women's Casual Shoes | Orthofeet Shoes, Juno, 6 / Medium / Taupe
    Orthofeet
    12% off
    $109.99
    $125.00
    Female Casual Shoes, Flat Feet Shoes, Soft Leather Upper, Rubber Outsole, Women's Casual Shoes | Orthofeet Shoes, Juno, 6 / Medium / Taupe
    Orthofeet
    $70.00
    Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 10.0 | White | Textile | Vegan | Machine Washable
    Skechers USA
    In store
    $70.00
    Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 10.0 | White | Textile | Vegan | Machine Washable
    Skechers USA
    $150.00
    Sam Edelman Womens Loraine Bit Loafer Black Leather 7
    Amazon.com
    3K+
    Free shipping
    $150.00
    Sam Edelman Womens Loraine Bit Loafer Black Leather 7
    Amazon.com
    3K+
    $155.00
    Rothy's - The Point II In Metallic/White/Neutral, Size 8.5
    Rothy's.com
    30-day returns (most items)
    $155.00
    Rothy's - The Point II In Metallic/White/Neutral, Size 8.5
    Rothy's.com
    30-day returns
    $124.99
    $160.00
    Comfortable Slip On Shoes, Stretchable Upper, Water Repellent, Women's Sneakers | Orthofeet Comfortable Slip Ons, Nira, 9 / Medium / Blonde
    Orthofeet
    60-day returns (most items)
    21% off
    $124.99
    $160.00
    Comfortable Slip On Shoes, Stretchable Upper, Water Repellent, Women's Sneakers | Orthofeet Comfortable Slip Ons, Nira, 9 / Medium / Blonde
    Orthofeet
    60-day returns
    $159.00
    Rothy's - The Square Mary Jane In Pink, Size 7
    Rothy's.com
    30-day returns (most items)
    $159.00
    Rothy's - The Square Mary Jane In Pink, Size 7
    Rothy's.com
    30-day returns
    $159.95
    Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 11.5 Wide
    Amazon.com
    5K+
    Free shipping
    Comfortable · High-quality Material · Perfect Fit · Stylish
    $159.95
    Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 11.5 Wide
    Amazon.com
    5K+
    $89.99
    Rockport Men's Dressports 2 Go Plain Toe Oxford
    Amazon.com
    1K+
    Free shipping
    $89.99
    Rockport Men's Dressports 2 Go Plain Toe Oxford
    Amazon.com
    1K+
    $54.95
    Keds Women's Champion Originals Lace Up Canvas Sneakers In White Size 7 - M
    Keds
    23K+
    $54.95
    Keds Women's Champion Originals Lace Up Canvas Sneakers In White Size 7 - M
    Keds
    23K+
    $99.00
    $159.00
    Rothy's - The Point II In Brown, Size 10
    Rothy's.com
    37% off
    $99.00
    $159.00
    Rothy's - The Point II In Brown, Size 10
    Rothy's.com