257 results
- CREWCUTS Boy’s 6 LOT of Three Elastic Waist Play School SHORTS Red Blue GreenOpens in a new window or tabPre-Owned$19.99Buy It Now+$7.00 deliveryFree returns20% off 3+ with couponTop Rated Plus
- POLO Ralph Lauren Boys Shorts Size 8 Coral Pink Cotton Preppy Bermudas with BeltOpens in a new window or tabPre-Owned$29.99or Best Offer+$7.99 deliveryTake $5 off your order with coupon
- Under Armour Boys Loose Heatgear Shorts SIZE 16 Black Pockets Logo Zipper NEWOpens in a new window or tabNew (Other)$13.99Buy It Now+$5.35 delivery
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$21.24Was: $24.9915% offor Best Offer+$6.95 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 2-4 daysFree returnsSave up to 30% when you buy moreTop Rated Plus
- Old Navy Boys Size 12 Navy Blue Shorts NWT School Dressy PreppyOpens in a new window or tabBrand New$13.99Buy It NowFree delivery
- Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach GolfOpens in a new window or tabPre-Owned$13.99Buy It Now+$7.01 delivery
- Polo Ralph Lauren Boys Size 10/12 Pastel Polo Prepster Drawstring Shorts PonyOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
Picked For You
Top selling items from trusted sellers | Sponsored- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tab$29.49coachjustyou (2,238) 100%1+ watchers
- NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist UnisexOpens in a new window or tab$25.00light_up_your_life (2,699) 99.7%
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch Soft 14/16Opens in a new window or tab$14.24titan27279 (6,185) 99.8%
- NWT Gap Kids Boys Pull On Soft Twill Short Mojave Desert Large (10/12)Opens in a new window or tab$14.99titan27279 (6,185) 99.8%
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tab$34.49coachjustyou (2,238) 100%
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tab$29.50coachjustyou (2,238) 100%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,238) 100%
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tab$17.99julisant-58 (1,152) 99.7%
- Ralph Lauren Shorts Boys 16 Green Yellow Colorblock Pony Preppy Vacation NEWOpens in a new window or tabBrand New$39.97or Best Offer+$6.99 delivery
- NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist UnisexOpens in a new window or tabBrand New$25.00or Best OfferFree delivery in 2-3 days
- Polo Ralph Lauren Shorts Boys 12 Plaid Casual PreppyOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 delivery
- Janie and Jack Blue Linen Blend Chino Shorts Boys size 10 Preppy NeutralOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.55 delivery
- POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 18 Navy Blue NEW Chino UniformOpens in a new window or tabBrand New$15.00or Best Offer+$5.95 deliveryExtra 15% off with coupon
- 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 Size 12 White Cotton Bermuda Shorts Preppy YouthOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.99 delivery
- Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo ShortsOpens in a new window or tabPre-Owned$55.00Buy It Now+$6.84 delivery
- NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable WaistOpens in a new window or tabBrand New$18.97Buy It Now+$6.20 delivery in 2-4 days
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$14.45Was: $18.7723% offor Best Offer+$6.55 delivery
- J. Crew Crewcuts Pullon Shorts Boys 12 Heathered Blue Casual Beach Summer CoastOpens in a new window or tabPre-Owned$14.44Was: $16.9915% offor Best Offer+$5.99 deliveryFree returns
- Vineyard Vines Breaker Shorts Blue Twill Cotton Casual Stretch Youth Boys 14Opens in a new window or tabBrand New$49.99Buy It Now+$6.99 delivery
- NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14Opens in a new window or tabBrand New$19.99Was: $39.9950% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.31 delivery
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.000 bids · Time left5d 9hor Best Offer+$4.99 delivery
- Vineyard Vines Performance Khaki Tan Shorts Youth Boys Sz. 16 Preppy Whale EUCOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.71 delivery
- Chubbies Baby Blue 100% Cotton Shorts Boys Sz M Minimalist Preppy Beach CoastalOpens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 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
- NWT Chubbies Boys Originals Stretch Short Khakinators Tan Khakis Uniform PreppyOpens in a new window or tabBrand New$23.98or Best Offer+$4.84 delivery
- NWT Chubbies Boys Originals Stretch Short The Armadas Navy Blue Uniform PreppyOpens in a new window or tabBrand New$23.98or Best Offer+$4.84 delivery
- Polo Ralph Lauren Kids Bandana Patchwork Shorts 6 Blue Preppy Summer PlaidOpens in a new window or tabPre-Owned$17.95or Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- 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
- Hurley Shorts Boys 22 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
- Brooks Brothers 346 Boys Youth 12 Red Shorts Lighthouse Embroidery Preppy ChinoOpens in a new window or tabPre-Owned$13.67Was: $18.2325% offor Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- Nwt CLASS CLUB Dillard's MODERN FIT Boy's BLUE Stretch Twill CHINO Shorts Sz 14Opens in a new window or tabBrand New$10.80Was: $12.0010% offBuy It Now+$6.62 delivery
- Vineyard Vines Kids Khaki Shorts Size 12 AdjustableOpens in a new window or tabPre-Owned$13.49Was: $14.9910% offor Best Offer+$6.95 delivery
- Polo Ralph Lauren Shorts Boys Large 14 16 Sweat Fleece Color Block Spellout LogoOpens in a new window or tabPre-Owned$24.00Buy It Now+$6.50 deliveryFree returnsTop Rated Plus
- Class Club Boy's Size 12 Navy Blue Modern Fit Adjustable Waist ShortsOpens in a new window or tabPre-Owned$9.88or Best Offer+$6.99 delivery
- Polo Ralph Lauren Shorts Chino Boys Youth Size 18 Orange Casual PreppyOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.35 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
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryFree returns1+ watchersTop 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
- Polo Ralph Lauren Boys White Blue Embroidered Preppie Chino Shorts Size 8 NWTOpens in a new window or tabBrand New$33.75Was: $45.0025% offBuy It Now+$4.84 deliveryFree returnsTop Rated Plus
- N.W.D Gap Kids Boys Stretch Twill Shorts, Medieval Blue, Size L (10/12)Opens in a new window or tabNew (Other)$15.29Was: $16.9910% offor Best OfferFree delivery
- Boys Size 6 Madras Plaid Shorts Chino 100% Cotton Preppy Cruise Adjustable WaistOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.55 delivery
- Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy EasterOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.99 delivery
- Vans Brown Multicolor Plaid Boys Shorts Size 18Opens in a new window or tabPre-Owned$4.000 bids · Time left5d 17h+$5.21 delivery
- New Chubbies Shorts Youth Boys L 14/16 Sea Foam Originals Elastic WaistOpens in a new window or tabBrand New$21.60Was: $30.0028% offor Best Offer+$6.40 delivery
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.00 delivery
- Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$16.95Buy It NowFree delivery
- JCrew Crew Cuts Performance Khakis Pants Drawstring Elastic Waist 8 10 NewOpens in a new window or tabBrand New$19.99Buy It Now+$5.95 delivery
- The Masters Collection Shorts Kids Boys Sz 5-6 Striped Embriodered Flags AOP REDOpens in a new window or tabBrand New$34.99or Best Offer+$6.55 delivery
- Vineyard Vines Performance Shorts Boys 16 Pink BreathableOpens in a new window or tabPre-Owned$13.15or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags PreppyOpens in a new window or tabPre-Owned$13.50Was: $15.0010% offBuy It Now+$5.50 delivery
- Vineyard vines performance shorts boys size 16 tan golf Adjustable WaistOpens in a new window or tabPre-Owned$12.49Was: $14.7015% offBuy It Now+$8.71 delivery
- Vintage Polo Ralph Lauren Shorts Tan Youth LargeOpens in a new window or tabPre-Owned$10.00Buy It Now+$6.10 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
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$11.81Was: $14.9521% offor Best Offer+$5.50 delivery
- Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWTOpens in a new window or tabBrand New$29.99Buy It Now+$5.50 delivery
- Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy CottonOpens in a new window or tabPre-Owned$12.49or Best Offer+$4.84 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 delivery
- Zara Blue Flat Front Shorts Boys Size 8 Linen Blend Preppy Casual Summer CoastalOpens in a new window or tabPre-Owned$16.00or Best Offer+$14.25 deliveryExtra 25% off with coupon
- Vineyard Vines Boys Kids 14 Blue Uniform Dress Shep Ian Chino Adjustable WaistOpens in a new window or tabPre-Owned$7.95Buy It Now+$5.95 delivery
- Polo Ralph Lauren Pink Preppy Bermuda Long Shorts boys 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.90 delivery
- Polo Ralph Lauren Boys Size 12 Plaid ShortsOpens in a new window or tabPre-Owned$7.99or Best Offer+$5.10 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$17.99Was: $19.9910% offor Best Offer+$6.84 delivery
- JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue PlaidOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.50 deliveryFree returns
- J.Crew Crewcuts BOYS' GRAMERCY COTTON DINO SHORT, Size 4, imperial Blue GreenOpens in a new window or tabPre-Owned$18.95or Best Offer+$6.55 delivery
- The Children's Place Boys Khaki Navy Cargo Pull On Adjustable Shorts Sz 14 HuskyOpens in a new window or tabPre-Owned$19.99or Best Offer+$10.00 delivery
- Janie and Jack Connor Linen Lilac Shorts Sz 2 Toddler Boys Small Flat Front $39Opens in a new window or tabBrand New$9.99Buy It Now+$5.25 delivery
- Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$7.00 delivery in 2-4 days
- Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill XL (14/16) GreenOpens in a new window or tabBrand New$20.99Was: $29.9930% offor Best Offer+$5.80 delivery
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$21.60Was: $24.0010% offor Best OfferFree deliveryFree returnsTop Rated Plus
- Kids Crown & Ivy Navy Flat Front Adjustable Shorts Size 14 Preppy Uniform ChurchOpens in a new window or tabPre-Owned$5.95or Best Offer+$5.80 delivery
- Lands' End Boys Shorts Size 10-14 Blue Cotton Preppy Casual SummerOpens in a new window or tabPre-Owned$12.88or Best Offer+$5.65 deliveryFree returnsTop Rated Plus
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$15.00or Best Offer+$12.71 delivery
- Polo Ralph Lauren Shorts Boys Large 14 16 Sweat Fleece Color Block Spellout LogoOpens in a new window or tabPre-Owned$24.00Buy It Now+$6.50 deliveryFree returnsTop Rated Plus
- Items Per Page
