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- Polo Ralph Lauren Boys Black Chino Jogger Elastic Waist Pony Logo Size L 14-16Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.35 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Kids Wide-Wale Corduroy Pants Boys 14 Preppy Church SchoolOpens in a new window or tabPre-Owned$19.35or Best Offer+$7.35 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Pants Boys 14 Blue Preppy Stretch Casual School Play Youth ChinoOpens in a new window or tabPre-Owned$18.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boy's Chino Pants Size 14 Beige Light Wash PantsOpens in a new window or tabPre-Owned$25.59or Best Offer+$7.79 deliveryLocated in United StatesFree returnsTop Rated Plus
- 2x Polo Ralph Lauren Pants Youth Large 14-16 Black Navy Blue JoggerOpens in a new window or tabPre-Owned$37.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Boys Slim Fit Classic Junior Flat Front Formal Kids Dress Pants SlacksOpens in a new window or tabBrand New$27.77List price: $50.0044% offBuy It NowFree delivery in 2-4 daysLocated in United StatesFree returnsSave up to 20% when you buy moreTop Rated Plus
- Polo Ralph Lauren Logo Fleece Jogger Pants XL 18-20 youth fits adult small NWTOpens in a new window or tabBrand New$49.99or Best Offer+$12.71 deliveryLocated in United StatesFree returns
- J. Crew Boys Crewcuts Thompson Suit Pants Cloudy Blue Oxford Size 14Opens in a new window or tabPre-Owned$26.89Was: $29.8810% offor Best Offer+$8.57 deliveryLocated in United StatesFree returnsTop Rated Plus
Picked For You
Top selling items from trusted sellers | Sponsored- Adidas Jogger Sweatpants Boys Youth Large Logo Drawstring Pocket Black WhiteOpens in a new window or tab$14.24retrowearz (17,589) 99.6%
- Champion Authentic Jogger Sweatpants Boys Youth Large Embroidered Logo BlackOpens in a new window or tab$14.24retrowearz (17,589) 99.6%
- New Balance Jogger Sweatpants Boys Youth Size Large 14/16 Logo BlackOpens in a new window or tab$14.24retrowearz (17,589) 99.6%
- NWT Classroom Flat Front Pants Boys Size 14 Dark Navy Blue Stretch 51552Opens in a new window or tab$24.95buy-here-save-here (1,528) 100%Extra 20% off with coupon
- Adidas Sweatpants Boys Youth Large Zip Pockets Side Tape Embroidered Logo BlueOpens in a new window or tab$15.29retrowearz (17,589) 99.6%
- Adidas Sweatpants Boys Youth Large Pocket Embroidered Logo Striped Black WhiteOpens in a new window or tab$14.24retrowearz (17,589) 99.6%
- NWT French Toast Flat Front Pants Boys Size 14 Dark Navy Blue Wrinkle ResistantOpens in a new window or tab$24.95buy-here-save-here (1,528) 100%Extra 20% off with coupon
- Champion Sweatpants Boys Youth Large All Over Script Pocket Graphic BlackOpens in a new window or tab$15.29retrowearz (17,589) 99.6%
- Vineyard Vines Chino Pants Boys Youth 14 Plaid Red Green Preppy Golf ChurchOpens in a new window or tabPre-Owned$19.97or Best Offer+$6.25 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Khaki Jogger Pant Boys L (14-16) Preppy Utility Streetwear 90sOpens in a new window or tabPre-Owned$24.93Was: $31.5621% offor Best Offer+$8.99 deliveryLocated in United StatesFree returnsExtra 21% off with couponTop Rated Plus
- POLO RALPH LAUREN Corduroy Pants Boys 4T Navy Blue Adjustable Waist Preppy PonyOpens in a new window or tabPre-Owned$12.00or Best Offer+$6.80 deliveryLocated in United StatesFree returnsTop Rated Plus
- Boy's Polo Ralph Lauren Straight Fit Flex Abrasion Twill Pant Navy Size 14 NWTOpens in a new window or tabBrand New$35.95Was: $39.9510% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Brooks Brothers Fleece Pants Boys Size 14 Khaki Dress Casual No Iron PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$7.49 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Pants Mens L 14/16 Red Blackwatch Tartan Plaid Pocket JoggerOpens in a new window or tabPre-Owned$22.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Pants 14 Brown Corduroy Straight Wide Wale Soft PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Corduroy Pant Boy's Sz 14 Blue PreppyOpens in a new window or tabPre-Owned$27.00or Best Offer+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Janie And Jack Pants Boys 4 Tan White 100% Linen Lined Coastal Church DressOpens in a new window or tabPre-Owned$21.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Levi's Boys Sz 14 Pants Tan Pull On Taper Stretch Drawstring Preppy AcademiaOpens in a new window or tabPre-Owned$12.00or Best Offer+$8.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Pants Boys 14 Green Preppy Stretch Casual School Play Youth ChinoOpens in a new window or tabPre-Owned$12.66Was: $16.8825% offor Best Offer+$6.75 deliveryLocated in United StatesFree returnsTop Rated Plus
- Brooks Brothers Fleece Chino Boy Khaki Pants Sz 14 Preppy Business Casual OfficeOpens in a new window or tabPre-Owned$15.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
From our popular brands
Based on number of views and purchases | Sponsored- adidasPre-Owned$14.24Free delivery
- adidasPre-Owned$15.29Free delivery
- IZODPre-Owned$12.60+$6.50 delivery
- GapBrand New$18.44+$5.94 deliveryExtra 25% off with coupon
- Polo Ralph Lauren Sweatpants Boys Large 14-16 Blue Fleece Preppy Pockets LuxuryOpens in a new window or tabPre-Owned$14.43Was: $18.0420% offor Best Offer+$8.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard Vines Boys 14 Stretch Breaker Pants Adjustable Navy Blue 26 x 25 1/2Opens in a new window or tabPre-Owned$9.95or Best Offer+$6.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Cat & Jack Khaki Tan Reinforced Knee Drawstring Straight Pants Size 14Opens in a new window or tabPre-Owned$9.99or Best Offer+$6.84 deliveryLocated in United StatesFree returns
- New Balance Jogger Sweatpants Boys Youth Size Large 14/16 Logo BlackOpens in a new window or tabPre-Owned$14.24Was: $14.995% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Arizona Jean Boy Sz 14 Pants Gray Corduroy Chunky Straight 90s Y2K Cotton PreppyOpens in a new window or tabPre-Owned$4.00or Best Offer+$8.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Pants Boys 14 Corduroy Slim Straight Black Cotton Chino PreppyOpens in a new window or tabPre-Owned$17.88or Best Offer+$9.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Adidas Sweatpants Youth Boys L Black Drawstring Ankle Zip Embroidered LogoOpens in a new window or tabPre-Owned$12.94Was: $14.3810% offor Best Offer+$5.82 deliveryLocated in United StatesFree returnsExtra 40% off with couponTop Rated Plus
- Polo Ralph Lauren Pants Youth 14 Beige Chino Pockets Straight Leg Classic FitOpens in a new window or tabPre-Owned$22.83or Best Offer+$11.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Adidas Jogger Sweatpants Boys Youth Large Logo Drawstring Pocket Black WhiteOpens in a new window or tabPre-Owned$14.24Was: $14.995% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Mossy Oak Sweatpants Kids 4 Navy Blue Fleece Lined Elastic Waist Straight LegOpens in a new window or tabPre-Owned$11.90Was: $14.8820% offor Best Offer+$6.50 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Sweat Pant Joggers Boys Large 14-16 Blue Tapered DrawstringOpens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Champion Authentic Jogger Sweatpants Boys Youth Large Embroidered Logo BlackOpens in a new window or tabPre-Owned$14.24Was: $14.995% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Cargo Pants Boys Large 14-16 Beige Elastic Waist DrawstringOpens in a new window or tabPre-Owned$28.88or Best Offer+$6.95 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Youth Breaker Pants 14 Blue Plaid Khaki Straight Stretch NEWOpens in a new window or tabBrand New$23.75Was: $25.005% offor Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys Breezy Ice Water Blue Breaker Pants Sz 14Opens in a new window or tabPre-Owned$23.98or Best Offer+$7.70 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Jogger Teen Size Large Green Performance Comfort CasualOpens in a new window or tabPre-Owned$15.99Buy It Now+$9.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT Polo Ralph Lauren Big Boys Straight Fit Stretch Twill Chino Pant Navy Sz 14Opens in a new window or tabBrand New$29.99or Best Offer+$7.35 deliveryLocated in United StatesFree returns
- O'Neill Hybrid Pants Boy’s pull on Gray Modern Fit Stretch Size L EUCOpens in a new window or tabPre-Owned$15.00or Best Offer+$6.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT Classroom Flat Front Pants Boys Size 14 Dark Navy Blue Stretch 51552Opens in a new window or tabBrand New$24.95or Best OfferFree deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- VINEYARD VINES Boy's Size 14 Navy Blue CORDUROY PANTS Elastic Pull On WaistOpens in a new window or tabPre-Owned$12.97Was: $19.9535% offBuy It Now+$5.00 deliveryLocated in United StatesFree returns15% off 2+ with couponTop Rated Plus
- Adidas Sweatpants Boys Youth Large Pocket Embroidered Logo Striped Black WhiteOpens in a new window or tabPre-Owned$14.24Was: $14.995% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Carbon Boys 14 Pants Blue Slim Fit Flat Front Freedom Flex Stretch Preppy ChinoOpens in a new window or tabPre-Owned$4.00or Best Offer+$10.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Calvin Klein Boys Flat Bi-Stretch Dress Pant Straight Leg Fit Belt Loops PocketsOpens in a new window or tabBrand New$22.88Buy It Now+$6.57 deliveryLocated in United StatesFree returnsSave up to 17% when you buy more
- Levi's 511 Slim Straight Boys Size 14 Reg 27 X 27 Gray Chino Pants Super SoftOpens in a new window or tabPre-Owned$9.07or Best Offer+$6.99 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Joggers Pants Large Blue Chino Zip Pockets Size Youth 14-16Opens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- CrewCuts Boys' Adjustable Waist Flex Slim Chino Pants AC2 Light Mint Size 12Opens in a new window or tabNew (Other)$21.99Buy It NowFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Pants Youth Large Navy Blue Polyester LightweightOpens in a new window or tabPre-Owned$11.99Was: $19.9940% offor Best Offer+$7.99 deliveryLocated in United StatesFree returns30% off 2+ with couponTop Rated Plus
- Vineyard Vines Breaker Pants Boys 12 Green Blue Plaid Preppy Stylish TrousersOpens in a new window or tabPre-Owned$27.95or Best Offer+$9.29 deliveryLocated in United StatesFree returnsTop Rated Plus
- Nautica Boys' Flat Front Stretch 5 Pocket Twill Chino Khaki Pant BlackOpens in a new window or tabBrand New$17.10 to $17.60Buy It Now+$6.57 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Jogger Pant Boys Large 14-16 Stretch Drawstring BlackOpens in a new window or tabPre-Owned$24.98or Best Offer+$5.99 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Izod Boy's Cotton Seersucker Pants Size 14 Blue & White Stripe PreppyOpens in a new window or tabPre-Owned$12.60Was: $14.0010% offBuy It Now+$6.50 deliveryLocated in United StatesFree returnsTop Rated Plus
- Gap Kids size 14 Flat Front Navy Chino Khaki Pants Adjustable WaistOpens in a new window or tabPre-Owned$6.00or Best Offer+$9.25 deliveryLocated in United StatesFree returnsTop Rated Plus
- Scuderia Ferrari Boys Black "Double Knit Preppy Joggers" Pants sz 13/14 YearsOpens in a new window or tabBrand New$31.99Was: $39.9920% offor Best Offer+$8.99 deliveryLocated in United StatesFree returns
- VINEYARD VINES Pants BREAKER Youth BOYS 14 Crimson Red Straight Corduroy PreppyOpens in a new window or tabBrand New$27.97or Best Offer+$12.30 deliveryLocated in United StatesFree returnsExtra 20% off with coupon
- New Gap Boys Classic Chino Pants Sand Beige Adjustable Waist Size 4Opens in a new window or tabBrand New$18.44or Best Offer+$5.94 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- Polo Ralph Lauren Little Boys Size 4 Selvedge Skinny Leg Pants NWT SandOpens in a new window or tabBrand New$34.95or Best OfferFree deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- NWT Classroom Uniforms Khaki Pants Boy's Size 14 Regular Fit Straight Leg 51552Opens in a new window or tabBrand New$19.98or Best OfferFree deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Brooks Brothers Pants Boys 14 Tan Flat Front Dress Chino Classic Fit New W/ TagsOpens in a new window or tabPre-Owned$20.00or Best Offer+$8.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Izod Navy Creaset Dress Pants BOYS SIZE 14 REGULAR FIT formal trousers slacksOpens in a new window or tabPre-Owned$15.71or Best Offer+$7.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- American Eagle Pants Boys 4 Brown Chino Trouser Straight Preppy Kids YouthOpens in a new window or tabPre-Owned$8.04or Best Offer+$8.99 deliveryLocated in United StatesFree returnsExtra 15% off with couponTop Rated Plus
- Adidas Sweatpants Boys Youth Large Zip Pockets Side Tape Embroidered Logo BlueOpens in a new window or tabPre-Owned$15.29Was: $17.9915% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Cargo Pants Boys 14 (26x27) Chino Straight Leg Preppy CasualOpens in a new window or tabPre-Owned$21.50or Best Offer+$9.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- Champion Sweatpants Boys Youth Large All Over Script Pocket Graphic BlackOpens in a new window or tabPre-Owned$15.29Was: $17.9915% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United StatesFree returns
- Janie And Jack Convertible Pants Size 4 Roll Up Gray Classic Beach Comber PreppyOpens in a new window or tabPre-Owned$12.56or Best Offer+$6.00 deliveryLocated in United StatesFree returns
- Tommy Hilfiger Boy Flat Front Dress Pant Straight Leg Zip Fly Belt Loop Sz 14Opens in a new window or tabBrand New$25.42Buy It Now+$6.57 deliveryLocated in United StatesFree returns
- Polo Ralph Lauren Navy Pants with Adjustable Waist Boys Size L (14-16)Opens in a new window or tabPre-Owned$20.00or Best Offer+$5.00 deliveryLocated in United StatesFree returns
- Dockers Boys Brown Flat Front Dark Wash Chino Pants Size 14 MediumOpens in a new window or tabPre-Owned$14.08Was: $16.0012% offor Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Olive Fleece Jogger Pants Size L (14-16) G-DrawstringOpens in a new window or tabPre-Owned$29.99or Best OfferFree deliveryLocated in United StatesFree returns
- Vineyard Vines Boys Size 14 Coral Peach Chino Pants Casual PreppyOpens in a new window or tabPre-Owned$15.99or Best Offer+$8.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Nautica Boys Flat Front Stretch Twill Chino Khaki Pant Black Size 14 RegularOpens in a new window or tabBrand New$14.60Buy It Now+$6.57 deliveryLocated in United StatesFree returns
- NWT French Toast Flat Front Pants Boys Size 14 Dark Navy Blue Wrinkle ResistantOpens in a new window or tabBrand New$24.95or Best OfferFree deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Gymboree Boys Pants Cargo Tan Elastic Waist Pull On Drawstring Size 4Opens in a new window or tabPre-Owned$10.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsExtra 5% off with couponTop Rated Plus
- Vineyard Vines Boys Size 4 Chino Khaki Pants Adjustable WaistOpens in a new window or tabPre-Owned$17.95or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Class Club Pants Slacks Dress Pants School Uniform Khakis Classic Fit NEW Size 4Opens in a new window or tabBrand New$9.00Was: $19.9955% offor Best Offer+$9.25 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
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