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113 results

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    • Size: 5Remove filter
    • WesternRemove filter
    • PreppyRemove filter
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    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.55 delivery
      Sponsored
    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • New Retro Levi's Boys Classic Denim Shorts Red Flat Front Red Label Size 5
      New Retro Levi's Boys Classic Denim Shorts Red Flat Front Red Label Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Boys 5 Colorblock Iconic Logo Pull-on French Terry Shorts Preppy
      Find similar itemsSee all the items on eBay that match this style
      Tommy Hilfiger Boys 5 Colorblock Iconic Logo Pull-on French Terry Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Baby Gap Boys 5 Years Chambray Blue Pink & White Striped Preppy Shorts
      Baby Gap Boys 5 Years Chambray Blue Pink & White Striped Preppy Shorts
      Opens in a new window or tab
      Pre-Owned
      $1.99
      Buy It Now
      +$6.55 delivery
      Sponsored
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Opens in a new window or tab
      Pre-Owned
      $11.00
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$6.99 delivery
      Sponsored
    • U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.98 delivery
      Sponsored
    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $14.39
      Was: $15.9910% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Opens in a new window or tab
      Pre-Owned
      $10.96
      Was: $12.8915% off
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$4.52 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Cat & Jack Boys Flat Front Chino Shorts Blue 5 Stretchy Adjustable Waist Pockets
      Cat & Jack Boys Flat Front Chino Shorts Blue 5 Stretchy Adjustable Waist Pockets
      Opens in a new window or tab
      Brand New
      $5.00
      Buy It Now
      +$4.71 delivery
      Sponsored
    • NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      Opens in a new window or tab
      Brand New
      $16.00
      0 bids · Time left18h 49m
      or Best Offer
      +$10.55 delivery
      Sponsored
    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $12.80
      Was: $16.0020% off
      or Best Offer
      +$4.33 delivery
      Sponsored
    • Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.84 delivery
      Sponsored
    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Timberland Boys Ripstop Chino Shorts Boys Size 5 Brown
      Timberland Boys Ripstop Chino Shorts Boys Size 5 Brown
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $17.63
      or Best Offer
      +$7.95 delivery
      Sponsored
    • GYMBOREE Boys Sz 5 Preppy Patchwork Plaid Shorts Dogs  Adjust Waist 7" Inseam
      GYMBOREE Boys Sz 5 Preppy Patchwork Plaid Shorts Dogs Adjust Waist 7" Inseam
      Opens in a new window or tab
      Pre-Owned
      $7.99
      Buy It Now
      +$5.90 delivery
      Sponsored
    • Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEW
      Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEW
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$7.31 delivery
      Sponsored
    • Hurley Plaid Bermuda Plaid Short Size 5T
      Hurley Plaid Bermuda Plaid Short Size 5T
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      +$9.45 delivery
      Sponsored
    • Madras Plaid Shorts Sz 5 Adjustable Waist Patchwork Bermuda
      Madras Plaid Shorts Sz 5 Adjustable Waist Patchwork Bermuda
      Opens in a new window or tab
      Pre-Owned
      $13.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • Janie and Jack Ikat Hem Pull On Linen Shorts size 5 Rivera Blue Preppy Summer
      Janie and Jack Ikat Hem Pull On Linen Shorts size 5 Rivera Blue Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $14.40
      Was: $18.0020% off
      or Best Offer
      +$5.00 delivery
      Sponsored
    • The Childrens Place Boys Size 5 Chino Shorts Beige Tan New With Tags
      The Childrens Place Boys Size 5 Chino Shorts Beige Tan New With Tags
      Opens in a new window or tab
      Brand New
      $8.99
      or Best Offer
      +$6.40 delivery
      Sponsored
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $13.98
      or Best Offer
      +$4.84 delivery
      Sponsored
    • The Children’s Place, Blue Plaid Shorts, Boys Size 5, Adjustable Waist
      The Children’s Place, Blue Plaid Shorts, Boys Size 5, Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$9.00 delivery
      Sponsored
    • Johnnie-O Boys Shorts Youth Size 5 Blue Chino Preppy
      Johnnie-O Boys Shorts Youth Size 5 Blue Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.89
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 2007 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Olive Navy
      2007 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Olive Navy
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
      Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
      Opens in a new window or tab
      Pre-Owned
      $53.00
      Buy It Now
      +$17.55 delivery
      Sponsored
    • Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • crewcuts Kids Shorts Plaid Pattern Pull On Drawstring Preppy Patchwork Size 5
      crewcuts Kids Shorts Plaid Pattern Pull On Drawstring Preppy Patchwork Size 5
      Opens in a new window or tab
      Pre-Owned
      $19.00
      or Best Offer
      +$6.89 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$14.40 delivery
      Free returns
      Sponsored
    • New Polo Ralph Lauren Boys' White Classic Chino Shorts 12
      New Polo Ralph Lauren Boys' White Classic Chino Shorts 12
      Opens in a new window or tab
      New (Other)
      $19.99
      or Best Offer
      +$9.45 delivery
      3 watchers
      Sponsored
    • VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Opens in a new window or tab
      Pre-Owned
      $11.72
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Opens in a new window or tab
      New (Other)
      $13.95
      or Best Offer
      +$6.23 delivery
      Extra 15% off with coupon
      Sponsored
    • Calvin Klein Jeans Shorts Chino Casual Everyday Gray Boys Size S
      Calvin Klein Jeans Shorts Chino Casual Everyday Gray Boys Size S
      Opens in a new window or tab
      Pre-Owned
      $7.35
      or Best Offer
      +$8.26 delivery
      from Canada
      Sponsored
    • 2pr Boys Sz 5 Plaid Shorts NICE!
      2pr Boys Sz 5 Plaid Shorts NICE!
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left5d 18h
      $12.00
      Buy It Now
      +$10.00 delivery
      Sponsored
    • 2pc Childrens Place Plaid Patchwork Shorts Boys 5 Adjustable Waist Chino Preppy
      2pc Childrens Place Plaid Patchwork Shorts Boys 5 Adjustable Waist Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.88
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Gap Boys Cargo Shorts Navy Adjustable Waist Size 5
      Gap Boys Cargo Shorts Navy Adjustable Waist Size 5
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Boys Size 5 Pink Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Pink Flat Front Deck Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.98
      Was: $19.9725% off
      or Best Offer
      +$7.95 delivery
      Sponsored
    • 2010 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Light Blue
      2010 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Light Blue
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform school
      Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform school
      Opens in a new window or tab
      Brand New
      $8.95
      Buy It Now
      +$5.95 delivery
      Sponsored
    • H&M Striped Shorts Size Boys 4 - 5 Year Blue Pants Cotton Beach Preppy Nautical
      H&M Striped Shorts Size Boys 4 - 5 Year Blue Pants Cotton Beach Preppy Nautical
      Opens in a new window or tab
      Brand New
      $5.44
      Was: $9.9045% off
      or Best Offer
      +$4.84 delivery
      Extra 10% off with coupon
      Sponsored
    • Tony Hawk Boys Shorts Size 5 Bermuda Grey Plaid 22"Waist 7"Inseam
      Tony Hawk Boys Shorts Size 5 Bermuda Grey Plaid 22"Waist 7"Inseam
      Opens in a new window or tab
      Pre-Owned
      $1.45
      Was: $4.8570% off
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
    • Old Navy Kids Size XS (5) Flat Front Twill Jogger Shorts .. Black with Palm Tree
      Old Navy Kids Size XS (5) Flat Front Twill Jogger Shorts .. Black with Palm Tree
      Opens in a new window or tab
      Brand New
      $5.49
      Was: $12.2055% off
      or Best Offer
      +$5.50 delivery
      Extra 11% off with coupon
      Sponsored
    • Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
      Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
      Opens in a new window or tab
      Brand New
      $16.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 5
      VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 5
      Opens in a new window or tab
      Brand New
      $5.99
      Buy It Now
      +$5.00 delivery
      Sponsored
    • The Childrens Place Shorts Uniform Black Bundle Stretch Chino Size 5
      The Childrens Place Shorts Uniform Black Bundle Stretch Chino Size 5
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