218 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
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- Hurley Shorts Boys 22 Beige Chinos Khaki Outdoors Casual Comfort Dress PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offor Best Offer+$6.99 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- 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 2-4 daysFree returnsSave up to 30% when you buy more
- UA Match Play Boys' Shorts Size Youth Medium Navy Blue Lightweight Golf PreppyOpens in a new window or tabPre-Owned$19.00or Best Offer+$6.40 delivery
- Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUCOpens in a new window or tabPre-Owned$17.00Buy It Now+$5.00 delivery11 watchers
- 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
- The Children’s Place Boy’s Size 5 T Olive Green Khaki ShortsOpens in a new window or tabPre-Owned$7.00or Best Offer+$4.71 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
- Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy LogoOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.00 delivery
- POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British TanOpens in a new window or tabPre-Owned$12.99or Best Offer+$8.35 delivery in 2-4 daysFree returnsTop Rated Plus
- 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs OliveOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.35 delivery in 2-4 daysFree returnsTop Rated Plus
- Mini Boden Shorts Boys Red Casual Drawstring Size 5YOpens in a new window or tabPre-Owned$10.99or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Hurley Shorts Boys 22 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5Opens in a new window or tabNew (Other)$19.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy NewOpens in a new window or tabBrand New$12.95or Best Offer+$8.19 delivery
- New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)Opens in a new window or tabBrand New$24.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 YrsOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy BeachOpens in a new window or tabPre-Owned$15.99or Best Offer+$7.95 delivery
- 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 YrsOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5TOpens in a new window or tabPre-Owned$53.00Buy It Now+$17.55 delivery
- 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 YrsOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5Opens in a new window or tabPre-Owned$13.50or Best Offer+$4.84 delivery
- Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % CottonOpens in a new window or tabPre-Owned$14.00Buy It NowFree delivery
- Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 PreppyOpens in a new window or tabPre-Owned$11.69Was: $12.9910% offor Best Offer+$9.45 delivery
- VGUC JCrew M Boys Shorts Chambray Blue Elastic Pull On Preppy School DrawstringOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.00 delivery in 2-4 days
- 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Slazenger Boys Golf Shorts Size Med. Performance Adjustable Waist NavyOpens in a new window or tabPre-Owned$13.99or Best Offer+$4.84 delivery
- NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTEROpens in a new window or tabBrand New$13.99Was: $19.9930% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5Opens in a new window or tabPre-Owned$16.95or Best Offer+$6.55 delivery
- Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size MediumOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.80 deliveryFree returns
- Crewcuts Boys lot of 2 Nautical Shorts Navy Lobster and khaki anchorOpens in a new window or tabPre-Owned$29.99or Best Offer+$6.00 delivery
- Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New CottonOpens in a new window or tabBrand New$16.99or Best Offer+$7.35 delivery
- Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts PreppyOpens in a new window or tabPre-Owned$9.00Was: $12.0025% offBuy It Now+$5.50 deliveryFree returns
- Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222Opens in a new window or tabPre-Owned$10.96Was: $12.8915% offor Best Offer+$6.40 delivery
- James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5Opens in a new window or tabPre-Owned$16.00or Best Offer+$4.33 delivery
- Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter NWOTOpens in a new window or tabNew (Other)$10.000 bids · Time left2d 16h$15.00Buy It Now+$4.33 delivery
- Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4TOpens in a new window or tabBrand New$22.97Buy It NowFree delivery in 2-4 days
- Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673Opens in a new window or tabBrand New$15.58 to $22.17Buy It NowFree deliveryfrom Germany
- Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts EasterOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.10 deliveryFree returnsTop 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
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$10.68or Best Offer+$5.62 deliveryFree returns
- 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 YrsOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Carters Kids Size 4 Chino Short Blue Adjustable Waist Casual Stretch PreppyOpens in a new window or tabBrand New$13.50or Best Offer+$5.62 delivery
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree deliveryFree returnsSave up to 20% when you buy moreTop Rated Plus
- Hanna Andersson Boys French Terry Shorts Size 5 Knee-Length Gray White StripedOpens in a new window or tabPre-Owned$15.99or Best Offer+$4.33 delivery in 2-4 days
- Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J Preppy MinimalistOpens in a new window or tabBrand New$14.99or Best Offer+$7.90 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5Opens in a new window or tabPre-Owned$11.99or Best Offer+$4.71 delivery
- Old Navy Shorts Boys Blue Elastic Waist Casual Preppy Activewear Shorts Medium 8Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.71 delivery
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offBuy It Now+$7.00 deliveryFree returnsTop Rated Plus
- 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
- Gap Kids Boys Pull On Soft Stretch Twill Woven ShortOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-4 daysFree returns
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.64or Best Offer+$6.45 delivery
- NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2TOpens in a new window or tabBrand New$28.00Buy It Now+$6.99 delivery
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$4.84 delivery
- Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton BottomsOpens in a new window or tabPre-Owned$12.34or Best Offer+$6.99 delivery
- Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist ShortsOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.60 deliveryFree returnsTop Rated Plus
- VINTAGE Apparatus Twill Shorts Youth Medium 10-12 Red 80sOpens in a new window or tabBrand New$18.81Was: $20.9010% offor Best Offer+$6.55 deliveryFree returns
- 2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red MultiOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5Opens in a new window or tabPre-Owned$22.99or Best Offer+$6.55 delivery
- 2010 GYMBOREE OUTLET California Surfin' Paddle Out Pup Plaid Cargo Shorts 4 YrsOpens in a new window or tabPre-Owned$6.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- 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
- GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4Opens in a new window or tabPre-Owned$25.00Buy It Now+$7.35 delivery
- Janie and Jack Boys Classic Pinstripe Seersucker Shorts Pink and White Size 5Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- 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
- 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
- Janie and Jack Soft Taupe Camo Stretch Twill Shorts Boys 4 NEWOpens in a new window or tabBrand New$11.99Buy It Now+$4.00 delivery
- Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5Opens in a new window or tabPre-Owned$30.00Buy It Now+$7.35 delivery
- The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton BoutiqueOpens in a new window or tabPre-Owned$12.79Was: $15.9920% offor Best Offer+$6.99 delivery
- Janie and Jack Shorts Boy 5 White Green Tennis Embroidered Twill Preppy StretchOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.75 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$10.95or Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform schoolOpens in a new window or tabBrand New$8.95Buy It Now+$5.95 delivery
- Hurley Plaid Bermuda Plaid Short Size 5TOpens in a new window or tabPre-Owned$14.00Buy It Now+$9.45 delivery
- 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+$5.75 deliveryFree returnsExtra 10% off with couponTop Rated Plus
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