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- Polo Ralph Lauren Boy’s Khaki Chino Dress Pants Size 5 PreownedOpens in a new window or tabPre-Owned$18.99Buy It Now+$5.80 delivery
- Vintage Oshkosh B'Gosh Kids Corduroy Pants Football Print Size 5 BlueOpens in a new window or tabPre-Owned$49.99or Best Offer+$5.80 delivery
- Hanna Andersson Corduroy Pull-On Pants Size Boy's HA 110/Size US 5Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.99 delivery
- Janie And Jack Pants Boys 5T Ivory 100% Linen Coastal Church DressOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
- Class Club Boys 5 Dress Pants Tan Flat Front 100% Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- The Beaufort Bonnet Company Tan & White Stripe Dress Pants Pima Cotton Boys Sz 5Opens in a new window or tabBrand New$21.99Buy It Now+$5.50 delivery
- Janie and Jack Plaid Tartan Pants Preppy Flannel Lined Photo Holiday Boys Size 5Opens in a new window or tabPre-Owned$18.99or Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- VINTAGE CLAIBORNE Seersucker Kids Boys Trousers Sz 5 Blue White Classic PreppyOpens in a new window or tabPre-Owned$18.86or Best Offer+$6.84 delivery
Picked For You
Top selling items from trusted sellers | Sponsored- Boys Preppy Khaki Pants Carter's 5T WhalesOpens in a new window or tab$12.99bowlofcherrys (4,056) 100%
- Thermal Trousers Chino Fabric Elastic Band Padded Boy's Children's 22910Opens in a new window or tab$39.67pbezler (55,989) 99.6%
- Chino Jeans Pants Tubes Stretch Waistband Children Boys 30001Opens in a new window or tab$39.44pbezler (55,989) 99.6%
- Chino Pants Tube Suit Stretch Leisure Trousers Boys Children 22871 BEZLITOpens in a new window or tab$32.70pbezler (55,989) 99.6%
- Crewcuts Factory Boys White Skinny Fit Chino Pants Size 5 Adjustable Waist NWTOpens in a new window or tabNew (Other)$20.00or Best Offer+$6.50 delivery
- The Beaufort Bonnet Company Boys Prep School Pants Corduroy Green Size 5 PreppyOpens in a new window or tabBrand New$29.24Was: $38.9925% offor Best Offer+$5.99 delivery
- Polo Ralph Lauren Boys Navy Blue Corduroy Pants Size 5 Logo PreppyOpens in a new window or tabPre-Owned$19.50or Best Offer+$5.99 delivery
- Polo Ralph Lauren Pants Size 5 Khaki Lightweight Beige Dress Pant Preppy EUCOpens in a new window or tabPre-Owned$19.97or Best Offer+$6.94 delivery
- Mini Boden boys navy blue mariner pants with contrast stitching kids 5Y cottonOpens in a new window or tabPre-Owned$18.23or Best Offer+$5.80 delivery
- Polo Ralph Lauren Pants Youth Boys Cotton Chino Drawstring Pant Blue Size 5 NWTOpens in a new window or tabBrand New$39.95or Best OfferFree delivery
- Boys Preppy Khaki Pants Carter's 5T WhalesOpens in a new window or tabPre-Owned$12.99or Best OfferFree delivery
- Tommy Hilfiger Pull-On Woven Khaki Joggers Pants Chino Boys White Tie Size 5Opens in a new window or tabPre-Owned$19.00or Best Offer+$5.50 delivery
- Tommy Hilfiger Pants Boy 5 Beige Khaki Chino Trouser Twill School Uniform PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$8.99 deliveryFree returns
- NWT Boys size 5 Gray Crewcuts Adjustable Waist Corduroy Pants sealed in bagOpens in a new window or tabBrand New$15.43or Best Offer+$5.21 delivery
- Janie And Jack Boys 5/5T White Twill Pants Resort Very Handsome PreppyOpens in a new window or tabPre-Owned$19.99Buy It Now+$7.88 delivery
- Boys 5 Hope & Henry Blue & White Striped Seersucker PantsOpens in a new window or tabPre-Owned$14.00or Best Offer+$4.84 delivery
- Gap 1969 Boys Corduroy Pants Size 5 Straight Fit Adjustable Waist Blue CottonOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.00 delivery in 2-4 days
- J.Crew Crewcuts Thompson Chino Pants Boys 5 Black Stretch Straight Leg PreppyOpens in a new window or tabBrand New$29.99or Best Offer+$7.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- FLAWS Vineyard Vines Boys Chinos Dress Pants 5 Solid Beige Clasp Khaki $70Opens in a new window or tabPre-Owned$15.29Was: $17.9915% offor Best Offer+$6.84 delivery
- Polo Ralph Lauren Boys Pants Size 5 Blue Corduroy Straight Leg PocketsOpens in a new window or tabPre-Owned$24.00or Best Offer+$12.71 delivery
- Janie & Jack Jogger Pants Boys Size 5 Black Stretch PocketsOpens in a new window or tabBrand New$15.99or Best Offer+$4.90 delivery
- Cat & Jack Boys Charcoal Fleece Jogger Pants Size 5TOpens in a new window or tabPre-Owned$4.25or Best Offer+$4.84 delivery
- Polo Ralph Lauren Boys 5 Wide Whale Corduroy Pants Royal Blue Adj WaistOpens in a new window or tabPre-Owned$24.00Buy It Now+$5.00 delivery
- Janie and Jack Khaki Corduroy Trousers Casual Pants Boy’s 5 preppy casualOpens in a new window or tabPre-Owned$16.00or Best Offer+$9.39 delivery
- Mini Boden Cargo Pants Boys 5Y Madras Plaid Pull On Yellow Core Kidcore PreppyOpens in a new window or tabPre-Owned$11.82Was: $16.8830% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Pants Youth Boys Cotton Chino Drawstring Pant Khaki Size 5 NWTOpens in a new window or tabBrand New$44.95or Best OfferFree delivery
- MADE WITH LOVE CLASSIC CHILD INC SEERSUCKER PANTS BOYS SZ 5 Dressy PreppyOpens in a new window or tabPre-Owned$25.00or Best Offer+$4.75 delivery
- Crewcuts Boys 5 Lot Slim Flex Corduroy Pants 1/4 Zip Pullover Sweater GreenOpens in a new window or tabPre-Owned$19.98Buy It Now+$7.96 deliveryExtra 5% off with coupon
- Disney Kids 5T Cargo Pants Corduroy Tan Pockets Outdoors Cabincore Casual PreppyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.95 delivery
- Aeropostale Boys Jogger Pants SZ 5 Maroon Elastic Waist & Cuffs Drawstring PcktsOpens in a new window or tabBrand New$9.99or Best Offer+$7.25 delivery
- Polo Ralph Lauren Little Boys Corduroy Pants Montana Khaki Sz 5 - NWTOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Vineyard Vines Corduroy Pants Kids Size 5 100% Cotton Comfy Preppy AcademiaOpens in a new window or tabPre-Owned$20.00or Best Offer+$8.99 delivery in 2-4 days
- Johnnie-O Genevea PJ Bottoms SIze 5 Twilight NewOpens in a new window or tabBrand New$14.99Buy It Now+$8.71 delivery
- Polo Ralph Lauren Cordoroy Pants Boys 5T Blue Wide Leg Adjustable Waist StretchOpens in a new window or tabPre-Owned$23.95or Best Offer+$6.69 delivery in 2-4 daysFree returnsTop Rated Plus
- Gap Boys Corduroy Pants Size 5 Straight Leg Navy BlueOpens in a new window or tabPre-Owned$9.99Buy It Now+$12.19 delivery
- Cat & Jack Blue Searsucker Material Adjustable Waist Boys Sz 5 Easter PreppyOpens in a new window or tabPre-Owned$9.97or Best Offer+$4.84 delivery
- Class Club Gold Label Boys Tan Linen Blend Dress Pants 5 Classic Preppy SummerOpens in a new window or tabPre-Owned$38.00or Best Offer+$6.40 delivery
- Papo d’Anjo Boys Preppy Chino Pants Size 5 Brown Cotton Straight Leg EUCOpens in a new window or tabPre-Owned$23.00or Best Offer+$5.75 delivery
- Janie And Jack Linen/cotton Blend Pants Boys Sz 5 Navy Blue Straight Leg PreppyOpens in a new window or tabPre-Owned$8.50Was: $10.0015% offor Best Offer+$8.71 delivery
- Vineyard Vines Boy Unisex Corduroy Pants Sz 14 Brown 5 Pocket Classic Fit CottonOpens in a new window or tabPre-Owned$16.19Was: $17.9910% offBuy It Now+$9.45 delivery
- Vineyard Vines Pants Khaki Pocket Casual New Without TagsOpens in a new window or tabNew (Other)$19.99or Best Offer+$13.31 delivery
- Three Pairs Polo Ralph Lauren Khaki Chino pants Boys 7 and 8Opens in a new window or tabPre-Owned$40.00or Best Offer+$16.58 delivery
- Lands' End Boy 5 Pants Brown Corduroy Straight Leg Adjustable 100% Cotton PreppyOpens in a new window or tabPre-Owned$6.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- NWT Andy & Evan Little Boys Light Gray Corduroy Pants sz 5 YearsOpens in a new window or tabBrand New$15.00Buy It Now+$4.99 delivery
- EDDIE BAUER BOYS SCHOOL PANTS ADJUSTABLE WAIST NAVY BLUE SKINNY LEG SZ 5 NEW!Opens in a new window or tabBrand New$21.00or Best Offer+$5.50 delivery
- ALBERTO DANELLI Boy's Navy Blue Belted Slim Fit Dress Pants - Size 5 (22"x19")Opens in a new window or tabBrand New$9.00Buy It Now+$5.80 delivery
- IZOD Boys Flex Stretch Flat Front Dress Pants BlackOpens in a new window or tabBrand New$19.51 to $29.99Buy It Now+$5.62 deliveryFree returns
- Vineyard Vines Boy Unisex Corduroy Pants Sz 14 Brown 5 Pocket Classic Fit CottonOpens in a new window or tabPre-Owned$20.00Buy It Now+$8.00 delivery
- Place Est. 1989 Toddler Boys 5T Light Gray Comfy Linen Style Pants/Capris. #303Opens in a new window or tabPre-Owned$12.88Was: $16.1020% offor Best Offer+$5.62 delivery
- Abercrombie Kids Boys Blue Slim Fit Pants Size 5/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$13.84 delivery
- Thermal Trousers Chino Fabric Elastic Band Padded Boy's Children's 22910Opens in a new window or tabBrand New$38.35 to $41.00Buy It NowFree deliveryfrom Germany
- Boy (sz5) True Religion Gold Stripe Sweatpants/joggers in Black & GoldOpens in a new window or tabBrand New$16.50or Best Offer+$5.25 delivery
- Leisure Sports Training Fabric Jogging Sweat Pants Boys Children 30143Opens in a new window or tabBrand New$29.07 to $34.37Buy It NowFree deliveryfrom Germany
- Chino Jeans Pants Tubes Stretch Waistband Children Boys 30001Opens in a new window or tabBrand New$31.54 to $48.66Buy It NowFree deliveryfrom Germany
- Chino Pants Tube Suit Stretch Leisure Trousers Boys Children 22871 BEZLITOpens in a new window or tabBrand New$32.70Buy It NowFree deliveryfrom Germany
- Polo Brown Chino Pants Ralph Lauren Straight Fit Preppy Academia School Sz 5Opens in a new window or tabPre-Owned$12.99or Best Offer+$6.99 delivery
- New Polo Ralph Lauren Boys Khakis Chinos Size 5Opens in a new window or tabNew (Other)$35.00or Best Offer+$9.20 delivery
- Janie And Jack Little Boy Red Plaid Tartan Dress Wool Pants Size 5 Poly LinedOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.84 deliveryFree returns
