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    • Category

      • Boys' Clothing (Sizes 4 & Up)
        • Selected categoryShorts
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        SMLXL4567Filter Applied81010-1212141618Filter Applied20
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        • Preppy (39) Items (39)
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39 results

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    or Best Offer
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    • PreppyRemove filter
    • Size: 18Remove filter
    • Size: 7Remove filter
    • ClassicRemove filter
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    • Boden Classic Chino Shorts Boys Size 7 College Navy Cotton Preppy
      Boden Classic Chino Shorts Boys Size 7 College Navy Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.79
      or Best Offer
      +$5.91 delivery
      Located in United States
      Sponsored
    • Polo By Ralph Lauren Shorts Boys 18 Tan Vintage Classic Chino Preppy Mid Rise
      Polo By Ralph Lauren Shorts Boys 18 Tan Vintage Classic Chino Preppy Mid Rise
      Opens in a new window or tab
      Pre-Owned
      $18.67
      Was: $21.9715% off
      or Best Offer
      +$5.95 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard vines boys chino shorts classic fit flat front size 18 color green
      Vineyard vines boys chino shorts classic fit flat front size 18 color green
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Was: $20.0040% off
      or Best Offer
      +$5.97 delivery in 2-4 days
      Located in United States
      Sponsored
    • Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$4.84 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Opens in a new window or tab
      Pre-Owned
      $24.00
      or Best Offer
      +$6.99 delivery
      Located in United States
      Sponsored
    • Vintage Polo Ralph Lauren Shorts Boys 7 India Madras Plaid Patchwork 90s Preppy
      Vintage Polo Ralph Lauren Shorts Boys 7 India Madras Plaid Patchwork 90s Preppy
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.99 delivery
      Located in United States
      Extra 15% off with coupon
      Sponsored
    • Vintage Polo Ralph Lauren Shorts Boys 7 Madras Plaid Patchwork Preppy
      Vintage Polo Ralph Lauren Shorts Boys 7 Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.00
      or Best Offer
      +$5.50 delivery
      Located in United States
      Sponsored
    • OLD NAVY Solid BLUE Chambray Shorts 18 Cotton XXL Boys Drawstring Active Pockets
      OLD NAVY Solid BLUE Chambray Shorts 18 Cotton XXL Boys Drawstring Active Pockets
      Opens in a new window or tab
      Pre-Owned
      $6.60
      Was: $6.955% off
      or Best Offer
      +$5.80 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Sweatshirt Kid's Size 7 Laguna Beach Bucket Hat Bear Blue EUC
      Polo Ralph Lauren Sweatshirt Kid's Size 7 Laguna Beach Bucket Hat Bear Blue EUC
      Opens in a new window or tab
      Pre-Owned
      $45.88
      or Best Offer
      +$6.50 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 Preppy
      Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$6.55 delivery
      Located in United States
      Sponsored
    • Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEW
      Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEW
      Opens in a new window or tab
      Brand New
      $12.99
      Buy It Now
      +$5.00 delivery
      Located in United States
      Sponsored
    • NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
      NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
      Opens in a new window or tab
      Brand New
      $13.95
      Buy It Now
      +$6.95 delivery
      Located in United States
      Sponsored
    • Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
      Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$4.70 delivery
      Located in United States
      Sponsored
    • Polo RALPH LAUREN Boys 7 BEIGE Chino Classic Fit Dress SHORTS Belt Coin Pocket
      Polo RALPH LAUREN Boys 7 BEIGE Chino Classic Fit Dress SHORTS Belt Coin Pocket
      Opens in a new window or tab
      New (Other)
      $18.32
      or Best Offer
      +$7.20 delivery
      Located in Canada
      Sponsored
    • Set of 3 Boys’ Johnnie-O Shorts – Size 7, Red, Navy & Khaki, Preppy Classic
      Set of 3 Boys’ Johnnie-O Shorts – Size 7, Red, Navy & Khaki, Preppy Classic
      Opens in a new window or tab
      Pre-Owned
      $4.80
      0 bids · Time left5d 16h
      $13.99
      Buy It Now
      +$14.00 delivery
      Located in United States
      Sponsored
    • Under Armour Shorts Youth Boys Size 18 Mint Green Chino Golf Loose Fit Sharp
      Under Armour Shorts Youth Boys Size 18 Mint Green Chino Golf Loose Fit Sharp
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$6.45 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • UA UNDER AMOUR BOYS Showdown HeatGear Golf Dress Shorts 18 Yrs $39 Barley
      UA UNDER AMOUR BOYS Showdown HeatGear Golf Dress Shorts 18 Yrs $39 Barley
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$8.35 delivery in 2-3 days
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Opens in a new window or tab
      Brand New
      $59.99
      or Best Offer
      +$8.19 delivery
      Located in United States
      Sponsored
    • U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$7.00 delivery
      Located in United States
      Sponsored
    • POLO Ralph Lauren Youth Size 18 Blue Chino Shorts
      POLO Ralph Lauren Youth Size 18 Blue Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$8.71 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy Kids
      Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy Kids
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.50 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • FLAW LUCKY BRAND Shorts 7 Boys Cargo Solid Gray ADJUSTABLE WAIST Pockets 7
      FLAW LUCKY BRAND Shorts 7 Boys Cargo Solid Gray ADJUSTABLE WAIST Pockets 7
      Opens in a new window or tab
      Pre-Owned
      $4.87
      Was: $8.4042% off
      or Best Offer
      +$5.80 delivery
      Located in United States
      Sponsored
    • NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 7 Kidcore
      NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 7 Kidcore
      Opens in a new window or tab
      Brand New
      $7.50
      Buy It Now
      +$4.84 delivery
      Located in United States
      Sponsored
    • VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      Opens in a new window or tab
      Pre-Owned
      $26.50
      or Best Offer
      +$7.95 delivery
      Located in United States
      Sponsored
    • Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWT
      Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWT
      Opens in a new window or tab
      Brand New
      $14.00
      Was: $28.0050% off
      or Best Offer
      +$9.00 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      Opens in a new window or tab
      Brand New
      $22.06
      Buy It Now
      +$5.79 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Shorts Boys 18 Blue Classic Fit Stretch Breaker Short 28 x 9 NWT
      Vineyard Vines Shorts Boys 18 Blue Classic Fit Stretch Breaker Short 28 x 9 NWT
      Opens in a new window or tab
      Brand New
      $15.00
      Was: $29.9950% off
      or Best Offer
      +$7.35 delivery
      Located in United States
      Extra 10% off with coupon
      Sponsored
    • IZOD Shorts Golf Youth Boys Size 18 Husky Solid Black Chino Golf Lightweight
      IZOD Shorts Golf Youth Boys Size 18 Husky Solid Black Chino Golf Lightweight
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.45 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Break Shorts Stretch Navy sz 16 READ Classic Preppy Neutral
      Vineyard Vines Boys Break Shorts Stretch Navy sz 16 READ Classic Preppy Neutral
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Located in United States
      Sponsored
    • Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Pink size 7
      Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Pink size 7
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Located in United States
      Sponsored
    • Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Gray size 7
      Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Gray size 7
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Located in United States
      Sponsored
    • Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo New
      Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo New
      Opens in a new window or tab
      Brand New
      $15.99
      Was: $22.8430% off
      or Best Offer
      Free delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Teen Boy’s 18 Periwinkle Blue Shorts Classic Preppy Smart
      Polo Ralph Lauren Teen Boy’s 18 Periwinkle Blue Shorts Classic Preppy Smart
      Opens in a new window or tab
      Pre-Owned
      $26.00
      or Best Offer
      +$10.00 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Boys Blue Shorts W/Embroidery Crossed Flags & Crown Size 7 NWT
      Polo Ralph Lauren Boys Blue Shorts W/Embroidery Crossed Flags & Crown Size 7 NWT
      Opens in a new window or tab
      Brand New
      $32.00
      or Best Offer
      +$4.52 delivery
      Located in United States
      Sponsored
    • New US Polo Assoc. Boys Shorts Green Plaid 7
      New US Polo Assoc. Boys Shorts Green Plaid 7
      Opens in a new window or tab
      Brand New
      $15.25
      or Best Offer
      +$6.40 delivery
      Located in United States
      Sponsored
    • Janie And Jack Boys Navy Blue Gingham Plaid Shorts Poplin Pull On Cotton Sz 7
      Janie And Jack Boys Navy Blue Gingham Plaid Shorts Poplin Pull On Cotton Sz 7
      Opens in a new window or tab
      Pre-Owned
      $19.50
      or Best Offer
      +$5.90 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Youth Boys 18 Beige Low Rise Preppy Classic
      Polo Ralph Lauren Cargo Shorts Youth Boys 18 Beige Low Rise Preppy Classic
      Opens in a new window or tab
      Pre-Owned
      $4.13
      Was: $13.7570% off
      or Best Offer
      +$8.95 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Shep & Ian Size 18  Breaker Shorts Preppy 100% Cotton Mint Green
      Vineyard Vines Shep & Ian Size 18 Breaker Shorts Preppy 100% Cotton Mint Green
      Opens in a new window or tab
      Pre-Owned
      $11.25
      or Best Offer
      +$13.10 delivery
      Located in United States
      Sponsored
    • GAP Kids~Easy Fit~Boys 7~Preppy Khaki Pants~Blue~Pockets~Adjustable Waist~Formal
      GAP Kids~Easy Fit~Boys 7~Preppy Khaki Pants~Blue~Pockets~Adjustable Waist~Formal
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.99 delivery
      Located in United States
      Sponsored
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