432 results
- Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist PreppyOpens in a new window or tabBrand New$20.26or Best Offer+$8.71 delivery
- Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown GrayOpens in a new window or tabPre-Owned$16.50Was: $27.5040% offor Best Offer+$17.49 delivery
- Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$7.00 deliveryExtra 15% off with coupon
- Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRLOpens in a new window or tabPre-Owned$16.24Was: $24.9935% offor Best Offer+$6.99 deliveryFree returnsTop 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
- NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$16.99Buy It Now+$8.99 delivery
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$28.99Buy It NowFree deliveryFree returnsTop Rated Plus
- Janie and Jack Boys 14 Adjustable Cotton Bermuda Short Texture Navy Blue PreppyOpens in a new window or tabPre-Owned$18.95or Best Offer+$6.36 deliveryFree returns
Picked For You
Top selling items from trusted sellers | Sponsored- Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!Opens in a new window or tab$24.99vinchin1475 (1,025) 100%
- Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50Opens in a new window or tab$29.50coachjustyou (2,246) 100%
- Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform ChinoOpens in a new window or tab$22.84connectedthreads (2,021) 99.6%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,246) 100%
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tab$34.49coachjustyou (2,246) 100%
- Polo Ralph Lauren Khaki Shorts Youth Size 14 Boys NWT Beige Chino NewOpens in a new window or tabBrand New$24.99or Best Offer+$5.00 delivery
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$15.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEWOpens in a new window or tabBrand New$19.59Was: $27.9930% offBuy It Now+$5.80 deliveryFree returnsTop Rated Plus
- 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
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 TWO PAIR PACKOpens in a new window or tabPre-Owned$25.00Buy It Now+$9.39 delivery
- Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 deliveryFree returns
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)Opens in a new window or tabPre-Owned$17.60Was: $22.0020% offor Best Offer+$6.99 delivery
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14Opens in a new window or tabPre-Owned$17.60Was: $22.0020% offor Best Offer+$6.99 delivery
- Vineyard Vines Boys Sz Small 8-10, lot Of 8 Preppy Johnnie OOpens in a new window or tabPre-Owned$42.00Buy It NowFree delivery
- Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!Opens in a new window or tabBrand New$22.99or Best Offer+$8.84 delivery
- Polo Ralph Lauren Shorts Boys Size 14 Youth Khaki Beige Cargo Hiking PocketsOpens in a new window or tabPre-Owned$12.98or Best Offer+$5.99 delivery
- Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered LogoOpens in a new window or tabPre-Owned$19.95Buy It Now+$9.45 deliveryFree returnsTop Rated Plus
- NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20Opens in a new window or tabBrand New$26.10or Best Offer+$6.95 delivery
- NEW Crown & Ivy Kids Boys Blue Sky Shorts Size 20 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$16.99Buy It Now+$8.99 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 more
- Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch WaistOpens in a new window or tabPre-Owned$17.00or Best Offer+$4.41 delivery in 2-3 days
- 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 delivery
- Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring YouthOpens in a new window or tabPre-Owned$11.49or Best Offer+$7.35 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- LEE Youth Fleece Shorts Boy Pockets Drawstring Camo S (7-8) L (14-16) NEW CottonOpens in a new window or tabNew (Other)$13.99Buy It Now+$6.99 deliverySave up to 20% when you buy more
- Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14Opens in a new window or tabPre-Owned$17.60Was: $22.0020% offor Best Offer+$6.99 delivery
- J. Crew Crewcuts Boys Shorts Size 14Opens in a new window or tabPre-Owned$10.00or Best Offer+$4.84 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
- Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch LogoOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- 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
- janie and jack boys size 14 pink polo and pink/blue plaid shortsOpens in a new window or tabPre-Owned$19.000 bids · Time left4d 15h$24.70Buy It Now+$10.00 delivery
- 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
- Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen ChildOpens in a new window or tabBrand New$20.99Was: $34.9940% offor Best Offer+$5.99 delivery
- Vineyard Vines Shorts Size S KidsOpens in a new window or tabPre-Owned$1.990 bids · Time left6d 12h$4.00Buy It Now+$4.84 delivery
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWTOpens in a new window or tabBrand New$23.99Was: $29.9920% offor Best Offer+$7.25 deliveryLast one
- Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.99 delivery
- Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht SummerOpens in a new window or tabPre-Owned$19.98or Best Offer+$5.99 delivery in 2-4 daysFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” InseamOpens in a new window or tabPre-Owned$14.00or Best Offer+$12.71 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 Shorts Boys 14 Brown Tan Chino Preppy Casual Kids YouthOpens in a new window or tabPre-Owned$14.00or Best OfferFree delivery
- Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts StripedOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.80 delivery
- Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red BlueOpens in a new window or tabBrand New$21.24Was: $24.9915% offBuy It Now+$4.57 deliveryFree 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
- Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.84 delivery
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$13.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- jcrew crewcuts size 14 blue plaid dock style shortsOpens in a new window or tabPre-Owned$9.000 bids · Time left4d 15h$11.70Buy It Now+$6.84 delivery
- Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 delivery
- Boys Ralph Lauren Classic Polo Chino Shorts White With Navy Ponys Sz 20Opens in a new window or tabPre-Owned$16.19Was: $17.9910% offor Best Offer+$6.05 delivery
- Brand New with tags- Abercrombie Kids- Boys Khaki Shorts- Size 13/14Opens in a new window or tabBrand New$15.00Buy It Now+$5.50 delivery
- Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton YouthOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.00 delivery
- Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWTOpens in a new window or tabBrand New$20.00Buy It Now+$5.70 delivery
- Polo By Ralph Lauren Kids Boys Size 14 Navy Blue Classic Chino ShortsOpens in a new window or tabPre-Owned$14.98Buy It Now+$6.00 delivery in 2-4 days
- Boden Jersey Baggies Shorts Boys 14 Striped Blue White 100% Cotton NauticalOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach GolfOpens in a new window or tabPre-Owned$12.17Was: $13.9913% offBuy It Now+$7.01 delivery
- Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 EmbroideredOpens in a new window or tabPre-Owned$37.50or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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
- Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" InseamOpens in a new window or tabPre-Owned$9.69or Best Offer+$7.02 deliveryFree returnsTop Rated Plus
- 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
- NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform PreppyOpens in a new window or tabBrand New$30.00Buy It Now+$4.84 delivery
- Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"Opens in a new window or tabPre-Owned$23.00or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 PreppyOpens in a new window or tabPre-Owned$16.98or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- 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
- Crewcuts Shorts Boy’s Size 2 Cotton Adjustable Waist Preppy - Easter - PurpleOpens in a new window or tabPre-Owned$11.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Shorts Boys size 14 Khaki Adjustable WaistOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.49 delivery
- 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
- 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
- O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -Opens in a new window or tabPre-Owned$4.000 bids · Time left5d 4h$5.50Buy It Now+$3.99 delivery
- 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
- 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
- Boys Plaid Shorts 4-5 Gap Golf Pleated Check Colorful Purple Green y2k Vtg XSOpens in a new window or tabPre-Owned$6.83Was: $9.7530% offor Best Offer+$5.80 delivery
- Vineyard Vines Boys Summer Twill Breaker Blue Adjustable Waist Shorts Size 14Opens in a new window or tabPre-Owned$16.00or Best Offer+$9.84 delivery
- Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14Opens in a new window or tabPre-Owned$18.00or Best Offer+$5.25 deliveryFree returnsTop Rated Plus
- Items Per Page
