302 results
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 12 (9.5" Inseam)Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.25 delivery
- Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10Opens in a new window or tabPre-Owned$22.00or Best Offer+$7.25 delivery
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$13.99or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Set Vintage ABERCROMBIE & FITCH Cargo Shorts 2 Pairs Blue Y2K Boys Youth Sz 12Opens in a new window or tabPre-Owned$36.74or Best Offer+$7.95 delivery
- Janie and Jack Boys Yellow and Blue Plaid Shorts - Size 4Opens in a new window or tabPre-Owned$3.87or Best Offer+$4.62 delivery
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- New Old Navy boys youth active go dry cool shorts XL 14/16Opens in a new window or tabBrand New$7.99or Best Offer+$5.84 delivery
- Abercrombie Kids Shorts Boys Size 12 Blue White Preppy CottonOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.49 delivery
- Johnnie-O Boy’s Beige Adjustable Waist Performance Golf Shorts Size 10Opens in a new window or tabPre-Owned$23.11or Best Offer+$9.25 delivery
- Polo Ralph Lauren Cargo Shorts Youth Boys Size 8 Beige Outdoor Preppy SchoolOpens in a new window or tabPre-Owned$10.78Was: $12.9917% offor Best Offer+$5.85 deliveryFree returnsExtra 16% off with couponTop Rated Plus
- Vineyard Vines Performance Khaki Chino Shorts Adjustable Waist Boys Size 8Opens in a new window or tabPre-Owned$12.75Was: $15.0015% offor Best Offer+$5.25 delivery
- Levi's 505 Regular short NWT brown size 12 (26x10) denim shorts jorts deadstockOpens in a new window or tabBrand New$12.79Was: $15.9920% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$22.00or Best Offer+$4.84 delivery
- Vintage Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 4 Beige ChinoOpens in a new window or tabPre-Owned$29.90or Best Offer+$4.79 deliveryFree returns
- Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10Opens in a new window or tabPre-Owned$25.00or Best Offer+$8.54 delivery
- Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintageOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.95 delivery
- Gap Kids Boys Size 8 Lt. Gray Chino Shorts 100% Cotton Adjustable Waist 7” LongOpens in a new window or tabPre-Owned$7.99or Best Offer+$4.84 delivery
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.88or Best Offer+$6.45 delivery
- Vineyard Vines Performance Shorts Boys Size 12 Blue Preppy Outdoor Casual GolfOpens in a new window or tabPre-Owned$14.97Was: $24.9540% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Vineyard Vines Boys Chino Shorts Khaki Cotton Twill Sz 12Opens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$4.84 delivery
- Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWTOpens in a new window or tabBrand New$26.99or Best Offer+$7.80 deliveryFree returnsExtra 40% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Chino Shorts Size 12 Green Cotton Belt Loops PocketsOpens in a new window or tabPre-Owned$16.99or Best Offer+$6.00 delivery
- Polo Ralph Lauren Yellow Oxford Shorts Chino Khaki Boys Sz 8 Preppy SummerOpens in a new window or tabPre-Owned$12.00or Best Offer+$4.84 delivery
- Tea Collection Plaid Discovery Shorts Kids 10 Blue Teal White Brown Pull OnOpens in a new window or tabPre-Owned$17.10Was: $19.0010% offor Best OfferFree delivery
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offor Best Offer+$6.00 deliveryFree returnsTop Rated Plus
- Childrens Place Shorts Boys Size 8 Plaid Blue, Teal, Navy Preppy Academia SchoolOpens in a new window or tabPre-Owned$4.97or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Size 10 White Cotton Bermuda Shorts Preppy YouthOpens in a new window or tabPre-Owned$24.70Was: $29.0615% offor Best Offer+$8.85 delivery
- American Eagle Shorts Boys 12 Camo Cargo Paratrooper Youth 77Kids Preppy 9"Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- Abercrombie & Fitch Shorts Boys 12 Madras Patchwork Chino Colorful Plaid PreppyOpens in a new window or tabPre-Owned$12.75or Best Offer+$7.99 deliveryFree returns
- Nautica Boys Shorts Summer Pants Size 12 Navy Blue Chino Active Uniform PreppyOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Abercrombie Kids Baggy Cargo Shorts Tan Size 12 Retro CasualOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 delivery
- Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4Opens in a new window or tabPre-Owned$18.88or Best Offer+$13.10 delivery
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$6.55 delivery
- VINEYARD VINES NWT Boys Seersucker Breaker Shorts Blue White Preppy Size 8Opens in a new window or tabBrand New$21.75or Best Offer+$4.71 delivery
- Vineyard Vines Bermuda Shorts Boys Size 12 Orange 100% Cotton 9 Inseam PreppyOpens in a new window or tabPre-Owned$13.44Was: $16.8020% offor Best Offer+$7.99 delivery
- Boden Chino Denim Shorts (2) Sz 8, EUC, Animal Print, Spring Casual DressOpens in a new window or tabPre-Owned$22.50or Best Offer+$5.80 delivery
- GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10Opens in a new window or tabPre-Owned$19.98or Best Offer+$7.80 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 12 Blue Chino Preppy Childrenswear Youth SchoolOpens in a new window or tabPre-Owned$14.75or Best Offer+$6.40 deliveryFree returns
- Polo Ralph Lauren Seersucker Shorts Striped Blue White Cotton Boys 12Opens in a new window or tabPre-Owned$15.99Was: $19.9920% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10Opens in a new window or tabPre-Owned$17.59Was: $21.9920% offor Best Offer+$10.00 delivery
- Janie And Jack Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offor Best Offer+$4.84 deliveryBenefits charity
- Tailor Vintage Boys 10 Shorts Muted Red Pockets Drawstring Waist Preppy CoastalOpens in a new window or tabBrand New$8.99or Best Offer+$8.49 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's Kids Blue Pincord Chino Shorts Size 12Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 delivery
- The Beaufort Bonnet Company Sheffield Shorts Blue Periwinkle Pima Cotton Boys 10Opens in a new window or tabNew (Other)$23.99or Best Offer+$6.95 delivery
- Vineyard Vines Boys 12 Breaker Whale Embroidered Party Shorts Preppy Easter NEWOpens in a new window or tabBrand New$19.99or Best Offer+$6.85 delivery
- Polo Ralph Lauren Boys Chino Shorts Size 12 Green Cotton Belt Loops AdjustableOpens in a new window or tabNew (Other)$16.49or Best Offer+$9.29 delivery
- Chaps Ralph Lauren Shorts Boys Size 12 Khaki Flat Front Uniform SchoolOpens in a new window or tabBrand New$12.00or Best Offer+$6.00 delivery
- Travis Mathew Shorts Boys Size 8 Blue Golf Preppy Sports Casual OutdoorOpens in a new window or tabPre-Owned$10.77Was: $17.9540% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Janie & Jack Shorts Boys 4 Plaid Zipper Fly Pockets Preppy Casual Cotton BermudaOpens in a new window or tabPre-Owned$14.44Was: $16.9915% offor Best Offer+$5.50 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Southern Tide Dress Shorts Boys Youth Size 12 Light Khaki Intracoastal NWOTOpens in a new window or tabNew (Other)$19.99or Best Offer+$3.43 delivery
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$4.84 delivery
- Boys Gap Shorts Size 10 Slim patch Work Plaid Cotton Casual Preppy NWTOpens in a new window or tabBrand New$16.00Was: $20.0020% offor Best Offer+$5.95 delivery
- Vineyard Vines Khaki Kids Size 8 Shorts Adjustable Waist Flat FrontOpens in a new window or tabPre-Owned$14.40or Best Offer+$4.84 deliveryExtra 15% off with coupon
- Gap Kids Short Boys Sz 10 Patchwork Plaid Summer Colorful Casual Vacation PreppyOpens in a new window or tabPre-Owned$11.72or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Cat & Jack Chino Shorts Boys 12 Khaki Flat Front at the Knee Preppy Casual ShortOpens in a new window or tabPre-Owned$11.99or Best Offer+$4.95 deliveryFree returnsTop Rated Plus
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch ShortsOpens in a new window or tabBrand New$12.00or Best Offer+$6.20 delivery
- Vineyard Vines Breaker Shorts Boys 12 Blue Madras Patchwork Plaid Kids PreppyOpens in a new window or tabPre-Owned$14.75or Best Offer+$6.40 deliveryFree returns
- Coco au Lait Boys Size 10 Salmon Orange Cotton Chino Shorts NewOpens in a new window or tabBrand New$7.50Was: $10.0025% offor Best Offer+$4.95 delivery
- Children's Place Boys Dressy Blue Green Gray Plaid Preppy Cotton Shorts Size 10Opens in a new window or tabNew (Other)$18.00or Best Offer+$6.40 delivery
- Boy Size 10 Athletic Preppy Golf Shorts Gray Blue Khaki GAP Adjustable WaistOpens in a new window or tabPre-Owned$16.95or Best Offer+$5.65 delivery
- Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 SlimOpens in a new window or tabBrand New$22.39Was: $27.9920% offor Best Offer+$6.53 delivery
- 7 For All Mankind Cargo Shorts Gray Kids Boys Sz 12 School Preppy Casual TravelOpens in a new window or tabBrand New$13.00or Best Offer+$7.25 delivery
- Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf Youth Pre-owned READOpens in a new window or tabPre-Owned$4.89Was: $5.155% offor Best Offer+$4.95 deliveryFree returnsTop Rated Plus
- Cat & Jack Boys Quick-Dry Shorts In Khaki Size 4TOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.55 delivery
- Vineyard Vines Chino Shorts Boys Size 12 Flag Boat 4th Of July Adjustable WaistOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.90 delivery
- Old Navy Boys School Uniform Pants, Black Flat Front Adjustable Size 10 HuskyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.14 delivery
- POLO RALPH LAUREN BOY Preppy Pleated Bermuda Chino Summer Shorts 4 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 12 NWTOpens in a new window or tabBrand New$29.99or Best Offer+$7.35 delivery
- Vineyard Vines Shorts Boy 8 Youth Blue Performance Golf Chino Stretch Flat FrontOpens in a new window or tabPre-Owned$17.99Was: $19.9910% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Knee Deep FARMBOY Boys Size 4 Cotton Blend Camouflage Cargo Shorts New NWTOpens in a new window or tabBrand New$13.58Was: $15.9815% offor Best OfferFree deliveryFree returns$10 off $50+ with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 12 White Cotton Preppy Pockets Pull on CasualOpens in a new window or tabPre-Owned$15.99or Best Offer+$7.25 delivery
- Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 12 Beige 27"Waist 9.5"InseamOpens in a new window or tabPre-Owned$6.68Was: $14.8555% offor Best Offer+$5.99 deliveryFree returns
- Hannah Kate Plaid Navy/White Shorts Size 4 SlimOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.33 delivery
- Old Navy Dry Quick Tech Khaki Shorts Boys 12 Xl Hybrid Tan Stretch Golf UniformOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.40 delivery
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.95 delivery
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