405 results
- Polo Ralph Lauren Shorts Boys Sz 6 Fleece Colorblock Colorful Preppy PocketsOpens in a new window or tabPre-Owned$14.24or Best Offer+$6.99 delivery in 2-4 daysFree returnsExtra 15% off with couponTop Rated Plus
- James & Lottie Play Preppy Conrad Shorts - Let's Go Fishing Size 5Opens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 delivery
- Vineyard Vines Boys 12 Breaker Whale Embroidered Party Shorts Preppy Easter NEWOpens in a new window or tabBrand New$19.99or Best Offer+$6.85 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
- Vineyard Vines Boy’s Size 7 Beige Whale Adjustable WaistOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.99 delivery in 2-4 days
- EUC Polo Ralph Lauren Boys Preppy Madras Plaid Shorts Size 5 Adjustable WaistOpens in a new window or tabPre-Owned$13.80Buy It Now+$5.99 delivery
- French Toast Boys Shorts Size 14 Tan Khaki Comfort Flex Elastic Waist StainOpens in a new window or tabPre-Owned$5.00or Best Offer+$5.62 delivery in 2-4 days
- Gap Kids Cargo Shorts Boys Size 5 Regular Tan Lightweight Elastic Waist PocketsOpens in a new window or tabNew (Other)$9.99Buy It NowFree delivery
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 (1,018) 100%
- Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Khaki, Size 2Opens in a new window or tab$34.95barterpost_llc (1,657) 100%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,227) 100%
- Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Navy, Size 2Opens in a new window or tab$34.95barterpost_llc (1,657) 100%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tab$29.49coachjustyou (2,227) 100%
- 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
- Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Khaki, Size 2Opens in a new window or tabBrand New$34.95or Best OfferFree delivery
- Abercrombie Kids Shorts Boys Size 12 Blue White Preppy CottonOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.49 delivery
- Vineyard Vines Performance Khaki Chino Shorts Adjustable Waist Boys Size 8Opens in a new window or tabPre-Owned$12.75Was: $15.0015% offor Best Offer+$5.25 delivery
- Vineyard Vines Shorts Boys 18 Blue Navy Breaker Solid Preppy Bermuda Whale KidsOpens in a new window or tabPre-Owned$18.88or Best Offer+$7.00 deliveryFree returns
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
- Little Britches Boy's Ole Miss Gingham Shorts Size 3T Preppy Ole Miss ShortsOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$6.40 deliveryExtra 5% off with coupon
- Polo Ralph Lauren Shorts Boys Size 20 Beige Khaki Chino Casual Preppy YouthOpens in a new window or tabPre-Owned$14.66Was: $20.9530% offBuy It Now+$7.00 delivery
- Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10Opens in a new window or tabPre-Owned$17.09Was: $18.9910% offBuy It Now+$5.80 delivery
- Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Navy, Size 2Opens in a new window or tabBrand New$34.95or Best OfferFree delivery
- Vineyard Vines Boys Size 7 Performance Shorts Navy Side Stripe Logo AthleticOpens in a new window or tabPre-Owned$13.99Buy It Now+$5.29 delivery
- Peter Millar Boys Salem Performance Shorts Skulls Size M 9-10 Adjustable WaistOpens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$5.99 delivery
- Polo Ralph Lauren Boys Striped Drawstring Shorts Size XL 18-20 Cotton PreppyOpens in a new window or tabPre-Owned$18.90Was: $21.0010% offor Best Offer+$5.95 deliveryFree returns
- NWT NIKE AIR JORDAN JUMP Boys BASKETBALL SHORTS Youth Sz L Dri-fit Gym SportOpens in a new window or tabBrand New$18.00or Best Offer+$5.00 deliveryLast one
- Vineyard Vines Boys Chino Shorts Khaki Cotton Twill Sz 12Opens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$4.84 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 deliveryExtra 14% off with coupon
- Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4Opens in a new window or tabPre-Owned$18.88or Best Offer+$13.10 delivery
- Abercrombie Kids Shorts Lot Of 2 Boys Sz 13/14 Tan Cargo BlueOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.99 deliveryFree returns
- Tea Collection Plaid Discovery Shorts Kids 10 Blue Teal White Brown Pull OnOpens in a new window or tabPre-Owned$17.10Was: $19.0010% offor Best OfferFree 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
- 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
- Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 10Opens in a new window or tabPre-Owned$15.96Buy It Now+$5.99 delivery
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Katin USA Boys Kord Patio Short Youth Lg 14-16 Tan Pull On Surf California CoastOpens in a new window or tabPre-Owned$29.99Buy It Now+$5.99 delivery in 2-4 daysFree returnsTop Rated Plus
- IZOD YOUNG MENS Shorts Size 28 School Uniform Navy Blue Academia PreppyOpens in a new window or tabPre-Owned$6.99or Best Offer+$5.80 delivery
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offor Best Offer+$6.00 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Boys Sz 5 NavyOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.99 delivery
- Hurley Nike Dri-Fit Mens Boys 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.84 delivery
- The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton BoutiqueOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$6.99 delivery
- Polo Ralph Lauren Boys Size 10 White Cotton Bermuda Shorts Preppy YouthOpens in a new window or tabPre-Owned$24.70Was: $29.0615% offor Best Offer+$8.85 delivery
- Lot Of 3 Boys Uniform Children's Place Size 14 ShortsOpens in a new window or tabNew (Other)$24.99Buy It Now+$7.00 delivery
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$22.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts LogoOpens in a new window or tabPre-Owned$16.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Properly Tied Boys shorts size 16 Salmon Dress Preppy SchoolOpens in a new window or tabPre-Owned$18.18Was: $22.1718% offor Best Offer+$6.55 delivery
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$12.26Was: $14.9518% offor Best Offer+$5.50 delivery in 2-4 days
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$6.55 delivery
- Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10Opens in a new window or tabPre-Owned$17.59Was: $21.9920% offor Best Offer+$10.00 delivery
- NWT Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 10Opens in a new window or tabBrand New$17.99Buy It Now+$5.50 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 14 Blue Plaid Bermuda Golf Preppy 100% CottonOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.99 delivery
- Denizen By Levi’s Boys Cargo Shorts Size 30 Academia Preppy Uniform KhakiOpens in a new window or tabBrand New$9.99or Best Offer+$8.24 delivery
- Johnnie-O Boys size 14 Chino shorts light blue preppyOpens in a new window or tabPre-Owned$18.00Buy It Now+$4.44 delivery
- BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice QualityOpens in a new window or tabBrand New$19.99Buy It Now+$6.75 delivery
- U.S. Polo ASSN Boys Sz 6 Shorts Blue Dark Washed Denim Summer Preppy OutdoorOpens in a new window or tabPre-Owned$8.00or Best Offer+$7.00 delivery in 2-4 daysFree returnsExtra 5% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 12 White Cotton Preppy Pockets Pull on CasualOpens in a new window or tabPre-Owned$15.99or Best Offer+$7.25 delivery
- VINEYARD VINES Boys Whale Embroidered Shorts Chinos Khaki Red EUC SIZE 14Opens in a new window or tabPre-Owned$19.99or Best Offer+$4.99 delivery
- Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable PreppyOpens in a new window or tabPre-Owned$7.00or Best Offer+$7.00 delivery in 2-4 daysFree returnsExtra 5% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 delivery
- American Eagle Shorts Boys 12 Camo Cargo Paratrooper Youth 77Kids Preppy 9"Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- Boys Gap Shorts Size 10 Slim patch Work Plaid Cotton Casual Preppy NWTOpens in a new window or tabBrand New$16.00Was: $20.0020% offor Best Offer+$5.95 delivery
- Polo Ralph Lauren Sailboat Terry Cloth Lightweight Drawstring Shorts Boy Size LOpens in a new window or tabBrand New$28.00Buy It NowFree delivery
- Polo Ralph Lauren PAINT-SPLATTER Sullivan SLIM DENIM Frayed Shorts Boys 16Opens in a new window or tabPre-Owned$15.68or Best Offer+$9.45 delivery
- Children's Place Boys Dressy Blue Green Gray Plaid Preppy Cotton Shorts Size 10Opens in a new window or tabNew (Other)$18.00or Best Offer+$6.40 delivery in 2-4 days
- Vineyard Vines Breaker Shorts Boys 12 Blue Madras Patchwork Plaid Kids PreppyOpens in a new window or tabPre-Owned$14.75or Best Offer+$6.40 deliveryFree returns
- Tommy Bahama Boys Shorts Meduim 7-8 Blue Pull On Pockets Preppy Casual OutdoorOpens in a new window or tabPre-Owned$9.79or Best Offer+$5.25 deliveryFree returnsTop Rated Plus
- AFTCO Boy fish Shorts Youth XL Coral Pink Flat Nylon 6” Inseam EUC Preppy NiceOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.00 delivery in 2-4 days
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$24.43Was: $28.7415% offor Best Offer+$9.45 delivery
- NWT Polo Ralph Lauren Little Boys Navy Blue Big Logo Drawstring Sweatshorts 5Opens in a new window or tabBrand New$28.00Buy It Now+$4.99 delivery
- Hanna Andersson Baggies Striped Terry Shorts Size 110 5 Green White 100% CottonOpens in a new window or tabPre-Owned$18.00Was: $20.0010% offor Best Offer+$4.84 delivery
- Janie And Jack Boys 3-6 Months Butter Yellow Chino Style Shorts EUCOpens in a new window or tabPre-Owned$13.00or Best Offer+$3.50 delivery
- Janie and Jack White Shorts Size - 4 - Adjustable WaistOpens in a new window or tabPre-Owned$11.99Buy It Now+$4.71 delivery
- Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy KidsOpens in a new window or tabPre-Owned$5.00Buy It Now+$4.52 delivery
- Boy Size 10 Athletic Preppy Golf Shorts Gray Blue Khaki GAP Adjustable WaistOpens in a new window or tabPre-Owned$16.95or Best Offer+$5.65 delivery
- Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$18.89Was: $26.9930% offor Best Offer+$29.68 delivery
- Abercrombie & Fitch Shorts Boys 12 Madras Patchwork Chino Colorful Plaid PreppyOpens in a new window or tabPre-Owned$12.75or Best Offer+$7.99 deliveryFree returns
- Items Per Page
