126 results
- 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
- 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
- Vintage Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 4 Beige ChinoOpens in a new window or tabPre-Owned$29.90or Best Offer+$4.79 deliveryFree returns
- Children's Place Boys Shorts Cargo Khaki Adjustable Waist Size 7Opens in a new window or tabPre-Owned$3.00or Best Offer+$4.14 delivery
- Janie and Jack Boys Yellow and Blue Plaid Shorts - Size 4Opens in a new window or tabPre-Owned$3.87or Best Offer+$4.62 delivery
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boy’s Size 7 Beige Whale Adjustable WaistOpens in a new window or tabPre-Owned$11.99or Best Offer+$5.99 delivery
- Nike Dri-Fit Basketball Shorts Size Youth Size S BlackOpens in a new window or tabPre-Owned$12.71or Best Offer+$5.99 delivery
- Burlebo Outdoor Preppy Athletic Blue Elastic Waist Snap Zip Closure Pockets 4/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$8.84 delivery
- 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
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.88or Best Offer+$6.45 delivery in 2-4 days
- Ralph Lauren Boys Size 7 Blue Seersucker ShortsOpens in a new window or tabNew (Other)$11.20Was: $14.0020% offor Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts Boys 7 Colorful Chino Preppy Youth School PlaidOpens in a new window or tabPre-Owned$14.75or Best Offer+$6.40 deliveryFree returns
- 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+$5.50 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets CottonOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.50 deliveryFree returnsTop Rated Plus
- Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy CasualOpens in a new window or tabPre-Owned$16.89or Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- 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
- Gap Place Chino Shorts Size 7 Seersucker Blue White Green Shark Print BeachOpens in a new window or tabPre-Owned$12.99or 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 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Tommy Bahama Short Boys Sz Small Hybrid Casual Elastic Waist Pull-On Comfy BeachOpens in a new window or tabPre-Owned$8.11or Best Offer+$4.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Childrens Place Boys Plaid Shorts Size 7Opens in a new window or tabBrand New$13.95or Best Offer+$4.84 delivery
- Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"Opens in a new window or tabPre-Owned$8.66Was: $11.5525% offor Best Offer+$5.00 delivery
- Children's Place Boys Shorts Cargo Khaki Adjustable Waist Size 7Opens in a new window or tabPre-Owned$6.99or Best Offer+$7.35 delivery
- The Children's Place Boys Size 7 Hampton Red Boys Woven Chino ShortsOpens in a new window or tabPre-Owned$12.82or Best OfferFree delivery
- Janie And Jack Boys Size 4 Classic Madras Plaid Bermuda Shorts Adjustable WaistOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offor Best Offer+$4.84 deliveryBenefits charity
- 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
- Nautica Boys BoardShorts-Small (4)navy BlueOpens in a new window or tabPre-Owned$5.98or Best Offer+$4.51 delivery
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$4.84 delivery
- Boden Classic Chino Shorts Boys Size 7 College Navy Cotton PreppyOpens in a new window or tabPre-Owned$15.79or Best Offer+$5.91 delivery
- Vineyard Vines Shorts Boys Shorts StretchOpens in a new window or tabPre-Owned$25.00or Best Offer+$4.84 delivery
- J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- MINI BODEN Red Blue Long Line Baggies Knit Shorts Size 7Y 122cm Boys 100% CottonOpens in a new window or tabPre-Owned$28.00or Best Offer+$6.10 delivery in 2-4 days
- Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth KidsOpens in a new window or tabPre-Owned$9.49Was: $18.9850% offor Best Offer+$7.95 deliveryFree returnsTop Rated Plus
- Cat & Jack Boys Quick-Dry Shorts In Khaki Size 4TOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.55 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 BOY Preppy Pleated Bermuda Chino Summer Shorts 4 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.35 deliveryFree returnsTop Rated Plus
- Genuine Kids by OSHKOSH Boys Size 7 Cargo Shorts NWT Blue PlaidOpens in a new window or tabBrand New$10.94or Best Offer+$5.74 delivery20% off 2+ with coupon
- Knee Deep FARMBOY Boys Size 4 Cotton Blend Camouflage Cargo Shorts New NWTOpens in a new window or tabBrand New$13.58Was: $15.9815% offor Best OfferFree deliveryFree returns$10 off $50+ with couponTop Rated Plus
- Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Gray size 7Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 delivery
- Boys J.Crew Flat Chino Shorts with Elastic Waist and Pocket in Light Pink size 7Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 delivery
- Hannah Kate Plaid Navy/White Shorts Size 4 SlimOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.33 delivery
- HAWK Gray Checkered Preppy Shorts Youth Boys Size 7Opens in a new window or tabPre-Owned$4.50Was: $6.0025% offor Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Chaps Boy’s Bermuda Shorts 4 New Madras Red Blue Plaid Adjustable WaistOpens in a new window or tabBrand New$7.99or Best Offer+$5.85 deliveryFree returnsTop Rated Plus
- Hanna Andersson Boys 4 Green Baggy Terry Shorts Drawstring 100% CottonOpens in a new window or tabPre-Owned$14.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts RL 4T Boys Size Tan Cargo y2k tan great conditionOpens in a new window or tabPre-Owned$16.00or Best Offer+$7.00 delivery in 2-4 days
- 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 returns
- Kappa Boys 4T Sweatshorts Tie Dye Yellow/Blue French Terry Cotton Pull-OnOpens in a new window or tabPre-Owned$16.00or Best Offer+$6.15 delivery
- Vintage GapKids Boys Plaid Shorts Size 7 Adjustable WaistOpens in a new window or tabPre-Owned$15.99or Best Offer+$4.99 delivery
- Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Gymboree Boys 2018 Yellow Gray White Plaid Elastic Waist Cargo Shorts Size 7Opens in a new window or tabNew (Other)$25.00or Best Offer+$6.40 delivery
- Nautica Cargo Shorts Boys 7 Beige Khaki Shorts Adjustable Waist Summer ReadyOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.99 delivery in 2-4 daysFree returnsTop Rated Plus
- The Childrens Place Boys Khaki Shorts Size 7 Adjustable WaistOpens in a new window or tabPre-Owned$4.00or Best Offer+$5.99 delivery
- Cambridge Classics Boys Shorts Size 4 Black School Preppy Chino Flat FrontOpens in a new window or tabPre-Owned$2.69Was: $8.9570% offor Best Offer+$5.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Boy's Cargo Shorts Size 4 Lot Of 2 PairOpens in a new window or tabPre-Owned$7.00or Best Offer+$8.19 delivery
- Tommy Hilfiger Shorts Boys Youth Elastic Waistband Gray Drawstring Size S (8/10)Opens in a new window or tabPre-Owned$10.00or Best Offer+$6.00 delivery
- Mini Boden Corduroy Shorts Boys 7Y Youth Orange Bermuda Cut Offs Coastal Beach*Opens in a new window or tabPre-Owned$8.53Was: $17.0650% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Tommy Bahama Boys Shorts Small 5-6 Beige Pull On Pockets CasualOpens in a new window or tabPre-Owned$11.50or Best Offer+$4.71 delivery
- Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable WaistOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.99 delivery
- Children's Place Boys Shorts navy blue (size 7) adjust. waistOpens in a new window or tabPre-Owned$4.99or Best Offer+$4.99 delivery
- Children's Place Boys Aqua Blue Plaid Shorts Size 7 NEWOpens in a new window or tabPre-Owned$11.00or Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front ChinoOpens in a new window or tabPre-Owned$15.40or Best Offer+$5.80 delivery
- Mini Boden Boy's Techno Shorts Size 4Y Bermudas Brown Blue PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$5.50 delivery
- Polo Ralph Lauren Boys Blue Shorts W/Embroidery Crossed Flags & Crown Size 7 NWTOpens in a new window or tabBrand New$32.00or Best Offer+$4.52 delivery
- Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Tommy Bahama Boys Shorts Small 5-6 Beige Pull On Pockets Preppy Casual OutdoorOpens in a new window or tabPre-Owned$9.79or Best Offer+$5.25 deliveryFree returnsTop Rated Plus
- Brooks Brothers Fleece Shorts Boys 4 Beige Khaki Outdoors Hiking Preppy SchoolOpens in a new window or tabPre-Owned$10.00Was: $19.9950% offor Best Offer+$10.99 deliveryFree returnsTop Rated Plus
- Blue Preppy Shorts Boy’s 29 Spring Summer Pull On Summer Classic Hiking OutdoorsOpens in a new window or tabBrand New$20.00or Best Offer+$7.35 delivery
- Lee Boys Casual Cargo Khaki Shorts Size 4T 20"Waist 6"InseamOpens in a new window or tabPre-Owned$2.63Was: $5.8555% offor Best Offer+$5.99 deliveryFree returns
- Gymboree Boy's Shorts Size 4 Gray Green Plaid 100% CottonOpens in a new window or tabPre-Owned$12.44or Best OfferFree deliveryFree returnsTop Rated Plus
- Beverly Hills Polo Club Cargo Shorts Boys Small Black Pockets Academia PreppyOpens in a new window or tabPre-Owned$4.72or Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- Wonder Nation Boys School Uniform Shorts Tan Adjustable Waist Flat Front Size 7Opens in a new window or tabBrand New$7.99or Best Offer+$7.35 delivery
- Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 InseamOpens in a new window or tabPre-Owned$13.85or Best Offer+$6.98 delivery
- Beaufort Bonnet Company Charlie's Chinos Shorts Boys 11 Lauderdale Lavender NEWOpens in a new window or tabBrand New$19.98or Best OfferFree delivery
- Boys School Uniform Shorts Tan Flat Front Adjustable Waist Stretch Size 7 NewOpens in a new window or tabBrand New$6.99or Best Offer+$7.35 delivery
- Polo Ralph Lauren Boys Stretch Cotton Seersucker Shorts Golf Sport Sz 4 4TOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.30 delivery
- Gap Kids boys MADRAS PLAID SHORTS blue green retro hipster cargo pants preppy 7Opens in a new window or tabPre-Owned$24.99or Best Offer+$4.00 delivery
- Items Per Page
