420 results
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$12.71Was: $14.9515% offor Best Offer+$5.50 delivery in 2-4 days
- Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown GrayOpens in a new window or tabPre-Owned$27.50or Best Offer+$17.49 delivery
- Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist PreppyOpens in a new window or tabPre-Owned$18.95Was: $19.955% offor Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classicOpens in a new window or tabBrand New$26.00or Best Offer+$3.99 deliverySave up to 20% when you buy more
- Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy KidsOpens in a new window or tabPre-Owned$12.99Buy It Now+$5.50 deliveryFree returnsTop Rated Plus
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$14.99or Best Offer+$5.80 delivery
- Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat ShortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.40 delivery
- U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy ChurchOpens in a new window or tabBrand New$15.00or Best Offer+$7.00 delivery
- Vineyard Vines Unisex Teen's Small (12-14) Sky Blue 6" Stretch 3 Pocket ShortsOpens in a new window or tabPre-Owned$24.99or Best Offer+$5.99 delivery
- Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 LotOpens in a new window or tabPre-Owned$22.00or Best Offer+$7.35 delivery
- Polo Ralph Lauren Boys Fleece or Cotton Knit Lined Shorts; Szs 4 thru 10-12, NWTOpens in a new window or tabBrand New$34.99 to $44.99Buy It NowFree delivery in 2-4 days
- 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
- Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts PreppyOpens in a new window or tabPre-Owned$17.99Buy It Now+$5.99 delivery
- Ralph Lauren Blue Seersucker Chino Shorts (Size: Boys 7)Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 delivery
- Ralph Lauren Polo Navy Blue Classic Chino Shorts (Size: Boys 7)Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 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
- Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike ReebokOpens in a new window or tabPre-Owned$50.00or Best Offer+$15.71 delivery
- Vineyard Vines by Shep & Ian Khaki Shorts Boys Size 7 Flat Front Preppy PocketsOpens in a new window or tabPre-Owned$19.99Buy It Now+$6.00 delivery in 2-4 days
- Brooks Brothers Kids Shorts Boys 8 Cotton Blue Embroidered Bugs Stretch PreppyOpens in a new window or tabPre-Owned$11.95or Best Offer+$6.99 delivery
- Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 PreppyOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.55 delivery
From our popular brands
Based on number of views and purchases | Sponsored- NikePre-Owned$14.95+$8.84 delivery
- GapPre-Owned$9.09+$6.95 deliveryExtra 10% off with coupon
- GapNew (Other)$12.95+$6.95 delivery
- NikePre-Owned$23.00+$4.99 delivery
- Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable WaistOpens in a new window or tabPre-Owned$17.00or Best Offer+$4.71 delivery
- Boys Shorts 6 / 7 Blue Black Old Navy, Carters, etc. Summer Denim Knit Lot Of 4Opens in a new window or tabPre-Owned$18.99or Best Offer+$8.49 delivery
- Boys Shorts Size 7-8 Cargo Summer Lee Dungarees Gap Kids Urban Pipeline Lot of 3Opens in a new window or tabPre-Owned$25.00Buy It Now+$8.24 delivery
- Polo Ralph Lauren Chino Shorts Boys Size 8 Light Blue W/Belt Cotton PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 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
- Crewcuts Boys' tech drawstring dock short bundle green khaki active preppy sz 7Opens in a new window or tabPre-Owned$44.99Buy It Now+$5.00 delivery
- Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 SlimOpens in a new window or tabBrand New$19.99Was: $24.9920% offor Best Offer+$6.53 delivery
- NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 SOpens in a new window or tabBrand New$12.00Buy It Now+$4.99 deliverySave up to 10% when you buy more
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$12.79Was: $15.9920% offor Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring PreppyOpens in a new window or tabPre-Owned$18.00or Best Offer+$7.65 deliveryFree returnsTop Rated Plus
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.99Buy It Now+$5.84 delivery
- Nike Shorts Youth Size S 4 6 Mesh Red White Trim Retro Vintage Y2K 2000s PreppyOpens in a new window or tabPre-Owned$22.99or Best Offer+$8.99 deliveryFree returnsExtra 15% off with coupon
- Vineyard Vines Boys Size 7 Khaki Shorts Cotton Preppy 5.5" inseam look newOpens in a new window or tabPre-Owned$20.00Buy It Now+$6.00 delivery
- Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School ApprovedOpens in a new window or tabBrand New$8.50Buy It NowFree delivery45 sold
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$8.88or Best Offer+$2.89 delivery
- Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)Opens in a new window or tabPre-Owned$11.49or Best Offer+$6.55 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- Boy’s Gymboree Size 8 Summer Dress ShortsOpens in a new window or tabPre-Owned$7.75or Best Offer+$4.71 delivery
- Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth KidsOpens in a new window or tabPre-Owned$7.59Was: $18.9860% 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
- Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo JeanOpens in a new window or tabPre-Owned$25.00or Best Offer+$9.45 delivery
- Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - PurpleOpens in a new window or tabPre-Owned$11.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Levis Shorts Boys Small Black Slim Fit Chino Drawstring Stretch PreppyOpens in a new window or tabBrand New$17.99or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEWOpens in a new window or tabBrand New$12.99Buy It Now+$5.00 delivery
- Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size SmallOpens in a new window or tabBrand New$36.99Buy It Now+$9.99 delivery
- Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts SmallOpens in a new window or tabPre-Owned$14.95or Best Offer+$8.84 delivery
- Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5Opens in a new window or tabPre-Owned$25.00Buy It Now+$7.35 delivery
- Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual AthleisureOpens in a new window or tabPre-Owned$19.00or Best Offer+$4.71 delivery
- Cat & Jack Shorts Boys Size S 4/5 Lot Of 2 Blue Beige Cotton Adjustable WaistOpens in a new window or tabBrand New$10.99or Best Offer+$5.31 deliveryFree returns
- Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchorOpens in a new window or tabPre-Owned$11.75or Best Offer+$6.90 delivery
- Vineyard Vines Boys Pastel Plaid Shorts Adj Waist Size 7Opens in a new window or tabPre-Owned$16.95or Best Offer+$6.55 delivery
- 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
- NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7Opens in a new window or tabBrand New$13.95Buy It Now+$6.95 delivery
- Lands' End Active Chino Shorts Boys Size 7 Khaki Beige Adjustable UniformOpens in a new window or tabPre-Owned$14.99Buy It NowFree delivery
- Polo Ralph Lauren Boys Size S (8) Fleece Drawstring Shorts Key West Orange NWTOpens in a new window or tabBrand New$46.95or Best OfferFree delivery
- Vineyard Vines | Shorts Pull On Performance White mens- Size SmallOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.00 delivery
- Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pocketsOpens in a new window or tabPre-Owned$5.99or Best Offer+$4.52 delivery in 2-4 daysFree returnsTop Rated Plus
- new Carter's Boys Flat Front Shorts khaki beige Size 8 adj waistband School PrepOpens in a new window or tabNew (Other)$12.45Was: $13.9911% offBuy It NowFree delivery
- 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
- Hanna Andersson Jersey Stripey Shorts Size 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$4.57 delivery
- Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5Opens in a new window or tabPre-Owned$14.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- 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 returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring WaistOpens in a new window or tabPre-Owned$15.95or Best Offer+$6.99 delivery
- 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
- Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3Opens in a new window or tabPre-Owned$30.00Buy It Now+$7.35 delivery
- J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8Opens in a new window or tabPre-Owned$22.85or Best Offer+$7.25 deliveryFree returnsTop Rated Plus
- Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring WaistOpens in a new window or tabPre-Owned$7.00or Best Offer+$4.98 deliveryFree returnsTop Rated Plus
- The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 BundleOpens in a new window or tabPre-Owned$18.00or Best Offer+$10.00 delivery
- Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White Stripe Adj waistOpens in a new window or tabPre-Owned$17.62Was: $18.957% offor Best Offer+$5.25 delivery11 watchers
- Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable WaistOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
- Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer LengthOpens in a new window or tabPre-Owned$30.00or Best Offer+$7.35 delivery
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$11.04Was: $12.9915% offBuy It Now+$4.84 delivery
- Polo Ralph Lauren Boys Sz 8 Seersucker Shorts Blue White Adj WaistOpens in a new window or tabPre-Owned$15.00Buy It Now+$6.25 delivery
- Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- 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
- Items Per Page
