Shop Preppy School Shoes for Boys

Sponsored
$45.00
Boys' Sperry Top-Sider Boardwalk Washable Sneaker Blue, Size 4
Sperry
$45.00
Boys' Sperry Top-Sider Boardwalk Washable Sneaker Blue, Size 4
Sperry
$14.99
$36.00
Boys' Sperry Top-Sider Spinnaker Crib Junior Washable Sneaker Blue, Size 2
Sperry
16
58% off
$14.99
$36.00
Boys' Sperry Top-Sider Spinnaker Crib Junior Washable Sneaker Blue, Size 2
Sperry
$24.99
$55.00
Boys' Sperry Top-Sider Coastal Break Chukka 2 Grey, Size 13
Sperry
54% off
$24.99
$55.00
Boys' Sperry Top-Sider Coastal Break Chukka 2 Grey, Size 13
Sperry
$24.99
$50.00
Boys' Sperry Top-Sider White, Size 11
Sperry
50% off
$24.99
$50.00
Boys' Sperry Top-Sider White, Size 11
Sperry
$55.00
Boys' Sperry Top-Sider Boardwalk Leather Sneaker White, Size 4
Sperry
$55.00
Boys' Sperry Top-Sider Boardwalk Leather Sneaker White, Size 4
Sperry
$59.99
School Issue Big Kid Boys Little-Big Kid Semester Oxford Shoe Boy's Tan Size 6N | Rack Room Shoes
Rack Room Shoes
17
$59.99
School Issue Big Kid Boys Little-Big Kid Semester Oxford Shoe Boy's Tan Size 6N | Rack Room Shoes
Rack Room Shoes
$66.99
Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Blue Athletic Sneakers Size 11m | Rack Room Shoes
Rack Room Shoes
914
$66.99
Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Blue Athletic Sneakers Size 11m | Rack Room Shoes
Rack Room Shoes
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | White | Kids 5 | Shoes Oxford Shoes | Memory Foam
JCPenney
In store
10
Curbside
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | White | Kids 5 | Shoes Oxford Shoes | Memory Foam
JCPenney
$66.99
Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Light Blue Athletic Sneakers Size 2m | Rack Room Shoes
Rack Room Shoes
$66.99
Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Light Blue Athletic Sneakers Size 2m | Rack Room Shoes
Rack Room Shoes
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | Brown | Kids 5 | Shoes Oxford Shoes | Memory Foam
JCPenney
In store
13
Curbside
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | Brown | Kids 5 | Shoes Oxford Shoes | Memory Foam
JCPenney
$55.00
Boys' Sperry Top-Sider Lanyard Boat Shoe Brown, Size 7
Sperry
2K+
$55.00
Boys' Sperry Top-Sider Lanyard Boat Shoe Brown, Size 7
Sperry
$47.74
Academie Gear James Big Boys School Shoes
Walmart
2
Free shipping
$47.74
Academie Gear James Big Boys School Shoes
Walmart
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | Black | Kids 12 | Shoes Slip-On Shoes | Memory Foam
JCPenney
In store
10
Curbside
$17.49
$40.00
Thereabouts Little & Big Boys Brigg Lace Up Shoes | Black | Kids 12 | Shoes Slip-On Shoes | Memory Foam
JCPenney
$41.60
$52.00
See Kai Run Wyatt Camel Boys Shoes | 10
See Kai Run
20% off
$41.60
$52.00
See Kai Run Wyatt Camel Boys Shoes | 10
See Kai Run
$99.99
On Kids The Roger (Little Kid) Shoes White/Glacier : 3 Little Kid M, Polyester
Zappos
$99.99
On Kids The Roger (Little Kid) Shoes White/Glacier : 3 Little Kid M, Polyester
Zappos
$35.91
Stride Rite 360 Boy's Ethan Sneaker Tan 8 Toddler
Amazon.com
1K+
Free shipping
$35.91
Stride Rite 360 Boy's Ethan Sneaker Tan 8 Toddler
Amazon.com
$99.99
On Kids The Roger (Little Kid) Shoes Ivory/Orange : 2.5 Little Kid M, Polyester
Zappos
$99.99
On Kids The Roger (Little Kid) Shoes Ivory/Orange : 2.5 Little Kid M, Polyester
Zappos
$60.00
See Kai Run Jude IV Brown Boys Dress Shoes Boys Sandals | 6
See Kai Run
378
$60.00
See Kai Run Jude IV Brown Boys Dress Shoes Boys Sandals | 6
See Kai Run
$35.99
Deer Stags Boy's Kane Dress Fashion Sneaker Dark Tan 4.5 Big Kid
Amazon.com
1K+
Free shipping
$35.99
Deer Stags Boy's Kane Dress Fashion Sneaker Dark Tan 4.5 Big Kid
Amazon.com
$29.99
Boys White Patent Lace-Up Shoes - Size: 13T | Pink Princess
Pink Princess
$29.99
Boys White Patent Lace-Up Shoes - Size: 13T | Pink Princess
Pink Princess
$50.60
$55.00
BILLY Footwear Kids CS Sneaker Low (Little Kid/Big Kid) Kid's Shoes Navy/White : 7 Big Kid W, Canvas
Zappos
$50.60
$55.00
BILLY Footwear Kids CS Sneaker Low (Little Kid/Big Kid) Kid's Shoes Navy/White : 7 Big Kid W, Canvas
Zappos
$11.81
Vintage Preppy Casual Oxfords For Boys And Toddlers, Lightweight Lace-Up Leather Shoes, Solid Color, With Hollow Detail, For Daily & Casual, All
Temu US
23
$11.81
Vintage Preppy Casual Oxfords For Boys And Toddlers, Lightweight Lace-Up Leather Shoes, Solid Color, With Hollow Detail, For Daily & Casual, All
Temu US
$69.99
Eastland Plainview Oxford Kids' | Boy's | Black | Size 6 Youth | Oxfords
DSW
$69.99
Eastland Plainview Oxford Kids' | Boy's | Black | Size 6 Youth | Oxfords
DSW
$34.99
Deer Stags Boy's Wise (Little Big Kid) Loafer Black 4.5 Big Kid
Amazon.com
10
$34.99
Deer Stags Boy's Wise (Little Big Kid) Loafer Black 4.5 Big Kid
Amazon.com
$55.00
Adidas Grand Court 2.0 Shoes White Kids - Kids Originals Shoes
adidas
2K+
Free shipping
$55.00
Adidas Grand Court 2.0 Shoes White Kids - Kids Originals Shoes
adidas
$54.98
Nike Court Borough Low Recraft Sneaker Kids' | Boys | Girl's | Multicolor | Size 6.5 Youth | Sneakers | Lace-Up
DSW
$54.98
Nike Court Borough Low Recraft Sneaker Kids' | Boys | Girl's | Multicolor | Size 6.5 Youth | Sneakers | Lace-Up
DSW
$27.99
Boys Ivory Lace Up Matt Dress Shoes - Size: 3 | Pink Princess
Pink Princess
$27.99
Boys Ivory Lace Up Matt Dress Shoes - Size: 3 | Pink Princess
Pink Princess
$29.99
Boys White Matte Shoes W/ Velcro Strap - Size: 13 | Pink Princess
Pink Princess
$29.99
Boys White Matte Shoes W/ Velcro Strap - Size: 13 | Pink Princess
Pink Princess
$11.30
$13.10
1 Pair Children's Fashion Flat Skateboarding Shoes, Daily Wear All Season Trendy Shoes For Boys And Girls,EUR30
shein
13% off
$11.30
$13.10
1 Pair Children's Fashion Flat Skateboarding Shoes, Daily Wear All Season Trendy Shoes For Boys And Girls,EUR30
shein
$36.40
$52.00
See Kai Run Stevie II Red/Blue Boys Sneakers | 1
See Kai Run
458
29% off
$36.40
$52.00
See Kai Run Stevie II Red/Blue Boys Sneakers | 1
See Kai Run
$34.99
$39.99
Josmo Boys Little Boys SEGA Sonic The Hedgehog Light Up Sneakers 12 Blue | Boscov's
Boscov's
12% off
$34.99
$39.99
Josmo Boys Little Boys SEGA Sonic The Hedgehog Light Up Sneakers 12 Blue | Boscov's
Boscov's
$50.00
Under Armour Boys' Pre-School Flash Printed Running Shoes - Black, 13K
Under Armour
$50.00
Under Armour Boys' Pre-School Flash Printed Running Shoes - Black, 13K
Under Armour
$24.10
$26.10
1 Pair Of Classic All-Match High-Top Leather Shoes For Boys And Girls, With Non-Slip, Wear-Resistant, Lightweight, Casual Design, Suitable For All Seasons, Outdoors, Sports And Running,EUR38
shein
$24.10
$26.10
1 Pair Of Classic All-Match High-Top Leather Shoes For Boys And Girls, With Non-Slip, Wear-Resistant, Lightweight, Casual Design, Suitable For All Seasons, Outdoors, Sports And Running,EUR38
shein
$44.00
$55.00
Adidas VL Court 3.0 Shoes Kids Collegiate Green Kids - Kids Originals Shoes
adidas
466
Free shipping
20% off
$44.00
$55.00
Adidas VL Court 3.0 Shoes Kids Collegiate Green Kids - Kids Originals Shoes
adidas
$14.39
$35.99
Boys Dress Shoes, Kids Shoes Boys, Trendy Preppy Style Solid Color Oxford Shoes For Boys, Black Dress Shoes For Boys,Boys Church Shoes,Boys Black
Temu US
20
60% off
$14.39
$35.99
Boys Dress Shoes, Kids Shoes Boys, Trendy Preppy Style Solid Color Oxford Shoes For Boys, Black Dress Shoes For Boys,Boys Church Shoes,Boys Black
Temu US
$66.96
Nike Court Borough Mid 2 Sneaker Kids' | Boy's | White/Blue | Size 11 Youth | Sneakers
DSW
$66.96
Nike Court Borough Mid 2 Sneaker Kids' | Boy's | White/Blue | Size 11 Youth | Sneakers
DSW
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    Shop Preppy School Shoes for Boys

    Sponsored
    $45.00
    Boys' Sperry Top-Sider Boardwalk Washable Sneaker Blue, Size 4
    Sperry
    $45.00
    Boys' Sperry Top-Sider Boardwalk Washable Sneaker Blue, Size 4
    Sperry
    $14.99
    $36.00
    Boys' Sperry Top-Sider Spinnaker Crib Junior Washable Sneaker Blue, Size 2
    Sperry
    16
    58% off
    $14.99
    $36.00
    Boys' Sperry Top-Sider Spinnaker Crib Junior Washable Sneaker Blue, Size 2
    Sperry
    $24.99
    $55.00
    Boys' Sperry Top-Sider Coastal Break Chukka 2 Grey, Size 13
    Sperry
    54% off
    $24.99
    $55.00
    Boys' Sperry Top-Sider Coastal Break Chukka 2 Grey, Size 13
    Sperry
    $24.99
    $50.00
    Boys' Sperry Top-Sider White, Size 11
    Sperry
    50% off
    $24.99
    $50.00
    Boys' Sperry Top-Sider White, Size 11
    Sperry
    $55.00
    Boys' Sperry Top-Sider Boardwalk Leather Sneaker White, Size 4
    Sperry
    $55.00
    Boys' Sperry Top-Sider Boardwalk Leather Sneaker White, Size 4
    Sperry
    $59.99
    School Issue Big Kid Boys Little-Big Kid Semester Oxford Shoe Boy's Tan Size 6N | Rack Room Shoes
    Rack Room Shoes
    17
    $59.99
    School Issue Big Kid Boys Little-Big Kid Semester Oxford Shoe Boy's Tan Size 6N | Rack Room Shoes
    Rack Room Shoes
    $66.99
    Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Blue Athletic Sneakers Size 11m | Rack Room Shoes
    Rack Room Shoes
    914
    $66.99
    Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Blue Athletic Sneakers Size 11m | Rack Room Shoes
    Rack Room Shoes
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | White | Kids 5 | Shoes Oxford Shoes | Memory Foam
    JCPenney
    In store
    10
    Curbside
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | White | Kids 5 | Shoes Oxford Shoes | Memory Foam
    JCPenney
    $66.99
    Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Light Blue Athletic Sneakers Size 2m | Rack Room Shoes
    Rack Room Shoes
    $66.99
    Nike Big Kid Boys Little Kid Court Borough 2 Mid Sneaker Boy's Light Blue Athletic Sneakers Size 2m | Rack Room Shoes
    Rack Room Shoes
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | Brown | Kids 5 | Shoes Oxford Shoes | Memory Foam
    JCPenney
    In store
    13
    Curbside
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | Brown | Kids 5 | Shoes Oxford Shoes | Memory Foam
    JCPenney
    $55.00
    Boys' Sperry Top-Sider Lanyard Boat Shoe Brown, Size 7
    Sperry
    2K+
    $55.00
    Boys' Sperry Top-Sider Lanyard Boat Shoe Brown, Size 7
    Sperry
    $47.74
    Academie Gear James Big Boys School Shoes
    Walmart
    2
    Free shipping
    $47.74
    Academie Gear James Big Boys School Shoes
    Walmart
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | Black | Kids 12 | Shoes Slip-On Shoes | Memory Foam
    JCPenney
    In store
    10
    Curbside
    $17.49
    $40.00
    Thereabouts Little & Big Boys Brigg Lace Up Shoes | Black | Kids 12 | Shoes Slip-On Shoes | Memory Foam
    JCPenney
    $41.60
    $52.00
    See Kai Run Wyatt Camel Boys Shoes | 10
    See Kai Run
    20% off
    $41.60
    $52.00
    See Kai Run Wyatt Camel Boys Shoes | 10
    See Kai Run
    $99.99
    On Kids The Roger (Little Kid) Shoes White/Glacier : 3 Little Kid M, Polyester
    Zappos
    $99.99
    On Kids The Roger (Little Kid) Shoes White/Glacier : 3 Little Kid M, Polyester
    Zappos
    $35.91
    Stride Rite 360 Boy's Ethan Sneaker Tan 8 Toddler
    Amazon.com
    1K+
    Free shipping
    $35.91
    Stride Rite 360 Boy's Ethan Sneaker Tan 8 Toddler
    Amazon.com
    $99.99
    On Kids The Roger (Little Kid) Shoes Ivory/Orange : 2.5 Little Kid M, Polyester
    Zappos
    $99.99
    On Kids The Roger (Little Kid) Shoes Ivory/Orange : 2.5 Little Kid M, Polyester
    Zappos
    $60.00
    See Kai Run Jude IV Brown Boys Dress Shoes Boys Sandals | 6
    See Kai Run
    378
    $60.00
    See Kai Run Jude IV Brown Boys Dress Shoes Boys Sandals | 6
    See Kai Run