287 results
- Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *Opens in a new window or tabPre-Owned$24.99or Best Offer+$7.99 deliveryFree returns30% off 2+ with couponTop Rated Plus
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.62 deliveryFree returns
- Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy BoysOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Performance Shorts – Medium – Navy BlueOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.84 delivery
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-3 daysFree returnsSave up to 30% when you buy more
- Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEWOpens in a new window or tabBrand New$20.99Was: $27.9925% offBuy It Now+$5.80 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINTOpens in a new window or tabPre-Owned$24.00or Best Offer+$6.99 delivery
- Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active ShortsOpens in a new window or tabBrand New$24.99Buy It NowFree deliveryFree returnsSave up to 30% when you buy more
- Boy's Grey Children’s Place Chino Cargo Shorts NWOT size 18Opens in a new window or tabNew (Other)$1.990 bids · Time left6d 17h$6.00Buy It Now+$5.80 delivery
- Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy CottonOpens in a new window or tabBrand New$17.00or Best Offer+$7.35 delivery
- VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18Opens in a new window or tabPre-Owned$26.50or Best Offer+$7.95 delivery
- Vineyard Vines Stretch Breaker Shorts Boys Sz 18 Toucan NWT Adjustable PreppyOpens in a new window or tabBrand New$19.99or Best Offer+$6.29 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWTOpens in a new window or tabBrand New$29.95Buy It NowFree delivery
- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$16.80Was: $19.7715% offor Best Offer+$7.45 deliveryFree returns
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$14.44Was: $16.9915% offor Best OfferFree delivery
- Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With TagOpens in a new window or tabBrand New$25.00or Best OfferFree deliveryFree returns
- Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam PreppyOpens in a new window or tabPre-Owned$15.77or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat FrontOpens in a new window or tabPre-Owned$11.90Was: $14.8820% offor Best Offer+$6.50 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Pink Preppy Bermuda Long Shorts boys 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.90 delivery
- NWT Vineyard Vines Boys Blue Stretch Flat Front Breaker Shorts Size 18 NewOpens in a new window or tabBrand New$34.00or Best Offer+$9.45 delivery
From our popular brands
Based on number of views and purchases | Sponsored- GapGap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$17.54+$29.68 delivery
- WranglerWrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$14.95+$7.00 delivery
- Gap$39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!Opens in a new window or tabBrand New$14.88+$2.00 delivery
- NikeHurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$11.00+$4.84 delivery
- Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$9.45 delivery
- Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy GolfOpens in a new window or tabBrand New$16.03Was: $16.875% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- NWT IZOD Boys Sz 20 Husky School Uniform Flat Beige Stretch Performance ShortsOpens in a new window or tabBrand New$11.99or Best Offer+$5.55 delivery
- POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino CottonOpens in a new window or tabPre-Owned$17.09Was: $18.9910% offor Best Offer+$6.99 delivery
- Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUCOpens in a new window or tabPre-Owned$8.000 bids · Time left3h 9m$16.00Buy It Now+$5.99 delivery
- Old Navy Boys LOT OF 3 PAIRS Knee-Length Twill Uniform Shorts Size 18 Black JackOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.85 delivery in 2-3 days
- Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18Opens in a new window or tabPre-Owned$5.00Buy It Now+$6.55 delivery
- NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf CasualOpens in a new window or tabBrand New$19.90or Best Offer+$6.55 delivery
- Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$17.54Was: $26.9935% offor Best Offer+$29.68 delivery
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.71 delivery
- Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring SummerOpens in a new window or tabPre-Owned$24.95or Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- Vintage Polo Ralph Lauren Shorts Boys Size 18 Blue 11" Cargo Outdoor CasualOpens in a new window or tabPre-Owned$15.95or Best Offer+$6.95 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Under Armour Boy's Size 18 Navy Blue Loose Heatgear Golf Preppy ShortsOpens in a new window or tabPre-Owned$14.99or Best OfferFree deliveryFree returnsTop Rated Plus
- NEW Crown & Ivy Kids Boys Navy Blue Shorts Size 18 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$14.25Was: $19.0025% offBuy It Now+$5.00 delivery
- Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3Opens in a new window or tabPre-Owned$45.00Buy It Now+$16.65 delivery
- Polo Ralph Lauren Shorts Youth 20 Beige Khaki Outdoor Fishing PreppyDesigner BoyOpens in a new window or tabPre-Owned$14.56or Best Offer+$6.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino IvoryOpens in a new window or tabBrand New$19.99or Best Offer+$8.99 delivery
- Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over PrintOpens in a new window or tabPre-Owned$10.49Was: $14.9930% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18Opens in a new window or tabPre-Owned$28.00or Best Offer+$7.25 delivery
- Polo Ralph Lauren Shorts Youth 18 XL Beige Khaki Flat Front Cotton Preppy TwillOpens in a new window or tabPre-Owned$13.29Was: $14.7710% offBuy It Now+$5.95 delivery
- Vineyard Vines Shorts Boys Size 16 Chino Embroidered Whale USA Patriotic YouthOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.99 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEWOpens in a new window or tabBrand New$22.00Buy It Now+$6.84 delivery
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 delivery
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree delivery in 2-4 daysFree returnsSave up to 20% when you buy moreTop Rated Plus
- Polo Ralph Lauren boys white cotton pony logo embroidered tie preppy shorts Sz MOpens in a new window or tabPre-Owned$22.95or Best Offer+$5.99 delivery
- POLO RALPH LAUREN Boys Navy Spa Terry Shorts Medium (10-12)Opens in a new window or tabPre-Owned$14.85or Best Offer+$6.99 delivery
- NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button ZipOpens in a new window or tabBrand New$29.88or Best Offer+$6.50 deliveryFree returns
- Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable WaistOpens in a new window or tabPre-Owned$8.79Was: $9.9912% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, CasualOpens in a new window or tabPre-Owned$18.99or Best Offer+$10.00 delivery
- Vineyard Vines Performance Shorts, Boys Size 18, Beige/Tan, Outdoors Youth GolfOpens in a new window or tabPre-Owned$24.95or Best Offer+$10.00 delivery
- Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-ButtonOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.62 delivery
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$15.00or Best Offer+$7.35 delivery10% off 2+ with coupon
- Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra BermudaOpens in a new window or tabPre-Owned$13.99or Best Offer+$7.00 deliveryFree returnsTop Rated Plus
- Polo By Ralph Lauren Shorts Boys 18 Tan Vintage Classic Chino Preppy Mid RiseOpens in a new window or tabPre-Owned$21.97or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo NewOpens in a new window or tabBrand New$9.00Was: $12.8530% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids BoysOpens in a new window or tabPre-Owned$20.00Buy It Now+$8.50 delivery
- Boys RALPH LAUREN Polo Sz 20 Shorts Madras Plaid Patchwork PreppyOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offBuy It Now+$6.30 delivery
- Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki PreppyOpens in a new window or tabPre-Owned$21.89or Best Offer+$9.25 delivery
- ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & PocketsOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.50 deliveryExtra 10% off with coupon
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWTOpens in a new window or tabBrand New$24.29Was: $29.9919% offor Best Offer+$7.25 deliveryLast one
- Polo Ralph Lauren Boy's Sullivan Slim Splatter Denim Cut Off Jeans ( 20 ) NWTOpens in a new window or tabBrand New$41.65Was: $49.0015% offor Best Offer+$7.25 delivery
- NWOT Tommy Hilfiger Boys Uniform Khaki Shorts Size 18 Twill Blend School BeigeOpens in a new window or tabNew (Other)$19.00or Best Offer+$5.00 delivery in 2-3 days
- RALPH LAUREN Vintage 80s Tartan Plaid Preppy Bermuda Shorts Youth Waist Sz 20Opens in a new window or tabPre-Owned$14.00Buy It Now+$7.85 delivery
- Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$13.56Was: $16.9520% offBuy It NowFree delivery
- Polo Ralph Lauren Kids Cargo Shorts Dark Khaki Sz 18 (kids) 36” Waist 10.5” LegOpens in a new window or tabPre-Owned$12.00or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/PinkOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.98 deliveryFree returnsTop Rated Plus
- Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear PreppyOpens in a new window or tabPre-Owned$19.95Buy It Now+$8.95 delivery
- Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWTOpens in a new window or tabBrand New$28.60Buy It NowFree deliverySave up to 9% when you buy more
- Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 delivery
- Polo Ralph Lauren Straight Fit Cotton Shorts with Belt Boys Size 18 NWT NavyOpens in a new window or tabBrand New$26.00or Best Offer+$6.84 delivery
- Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort StretchOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.55 delivery
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$28.74or Best Offer+$9.45 deliveryExtra 15% off with coupon
- Polo Ralph Lauren Boys Sz 20 Beige Athletic School Uniform Bermuda Shorts (018)Opens in a new window or tabBrand New$20.00or Best Offer+$5.95 delivery
- Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.25 delivery
- Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam PreppyOpens in a new window or tabPre-Owned$21.87or Best Offer+$9.99 deliveryFree returnsTop Rated Plus
- Items Per Page
