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  • Aldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark BrownAldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark Brown

    Aldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark Brown

    Desert-inspired suede sharpens the city-ready chukka, a soft upper contrasted by a cozy leather lining, while the two-eye lacing anchors the look with effortless polish, and a lightweight outsole keeps feet light without sacrificing grip. Team it with cuffed selvedge denim for weekend markets,...
    $41.99
    $104.59
    $41.99
    • Dark Brown
  • Aldo Marcos in Dark Brown - Ankle boot, Block heel Dark BrownAldo Marcos in Dark Brown - Ankle boot, Block heel Dark Brown

    Aldo Marcos in Dark Brown - Ankle boot, Block heel Dark Brown

    Chocolate suede meets a harness strap finished with gold-tone rings, giving this ankle boot a quietly rebellious edge, while a soft lining and a sturdy block heel keep every stride comfortable. Anchor cuffed black denim for gigs, or roll with a tweed blazer and...
    $42.59
    $121.59
    $42.59
    • Dark Brown
  • Aldo Glen in Cognac - Ankle boot CognacAldo Glen in Cognac - Ankle boot Cognac

    Aldo Glen in Cognac - Ankle boot Cognac

    Velvety suede wraps this almond-toe ankle boot in understated richness, while a low block heel and discreet pull tab offer easy entry and steady lift from first coffees to last-call karaoke. Pair with cuffed selvedge denim for gallery hops, or anchor a wool overcoat...
    $42.59
    $121.59
    $42.59
    • Cognac
  • Aldo Torro in Dark Brown - Chukka boot Dark brownAldo Torro in Dark Brown - Chukka boot Dark brown

    Aldo Torro in Dark Brown - Chukka boot Dark brown

    Pebble-grain leather adds toughness to the chukka, while a cushioned rubber sole that flexes like a sneaker keeps steps moving from desk to door and beyond through meetings and errands. Team it with chinos for client meetings or anchor denim on road trips—this finish...
    $36.99
    $82.00
    $36.99
    • Dark brown
  • Aldo Brando in Cognac 14161941 - Ankle boot CognacAldo Brando in Cognac 14161941 - Ankle boot Cognac

    Aldo Brando in Cognac 14161941 - Ankle boot Cognac

    Espresso suede envelopes this ankle boot with understated elegance, while a slim leather outsole adds a feather-light touch, making each step on the pavement purposeful. Pair with grey wool trousers for business lunches or team with dark denim for relaxed evenings-the sleek design keeps...
    $42.00
    $120.00
    $42.00
    • Cognac
  • Aldo Jefrey Brown Overflow Men's Chukka boots - Chukka boot Brown OverflowAldo Jefrey Brown Overflow Men's Chukka boots - Chukka boot Brown Overflow

    Aldo Jefrey Brown Overflow Men's Chukka boots - Chukka boot Brown Overflow

    Rich coffee-brown full-grain leather envelops this minimalist chukka, complete with two-eyelet lacing and a rubber cupsole that comfortably crosses between smart and casual outings. Pair it with dark denim for weekend strolls or wear it with a relaxed suit for laid-back office vibes-the sleek...
    $41.00
    $103.00
    $41.00
    • Brown Overflow
  • Aldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark BrownAldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark Brown

    Aldo Jefrey Dark Brown Leather Suede Men's Chukka boots - Chukka boot Dark Brown

    In smooth dark suede, this low-profile chukka shines with understated elegance, complemented by a cushioned leather interior and sturdy rubber sole for steady steps around town from morning meetings to evening plans. Match it with cuffed selvedge denim for laid-back coffee chats or pair...
    $41.99
    $104.59
    $41.99
    • Dark Brown
  • Aldo Amur in White Bone - Ankle boot White/boneAldo Amur in White Bone - Ankle boot White/bone

    Aldo Amur in White Bone - Ankle boot White/bone

    Concealed side zip locks a smooth silhouette, while off-white leather wraps this ankle boot in quiet refinement, a low block heel and almond toe keep steps balanced from gallery visits to live gigs. Pair with slim black denim for launch meetings or team with...
    $41.99
    $119.50
    $41.99
    • White/bone
  • Aldo Torro in Open Brown - Chukka boot Open brownAldo Torro in Open Brown - Chukka boot Open brown

    Aldo Torro in Open Brown - Chukka boot Open brown

    Velvety suede wraps this chukka, a refined canvas where tonal stitching meets a crepe-inspired rubber sole, guiding every step with quiet confidence and embracing movement the way a favorite pair does. Pair it with cuffed selvedge denim for Friday stand-ups, or anchor wool joggers...
    $37.50
    $83.00
    $37.50
    • Open brown
  • Aldo Brando in Black - Ankle boot BlackAldo Brando in Black - Ankle boot Black

    Aldo Brando in Black - Ankle boot Black

    Streamlined black leather wraps around the ankle, creating an elongated silhouette, while a discreet side zipper lets you step into your day with ease and the carefully finished almond toe keeps the line clean. Pair it with charcoal wool trousers for keynote talks, or...
    $42.50
    $121.00
    $42.50
    • Black
  • Aldo Torro in Black - Chukka boot BlackAldo Torro in Black - Chukka boot Black

    Aldo Torro in Black - Chukka boot Black

    Midnight pebble-grain leather with a tonal suede toe keeps this chukka understated, while its unlined build and cushy rubber sole make every step breathable and flexible from desk to street. Pair with cuffed selvedge denim for coffee catch-ups or swap to slim wool trousers...
    $41.50
    $103.50
    $41.50
    • Black
  • Aldo Calix in Black - Ankle boot BlackAldo Calix in Black - Ankle boot Black

    Aldo Calix in Black - Ankle boot Black

    Polished black leather shapes this slip-on ankle boot with a minimalist edge, while the sturdy block heel and rubber outsole provide steady footing from subways to sidewalks. Pair it with sharp slim tailoring for dinner outings or team up with black denim at gigs-the...
    $41.50
    $103.99
    $41.50
    • Black
  • Aldo Amur in Black Combo - Ankle boot Black comboAldo Amur in Black Combo - Ankle boot Black combo

    Aldo Amur in Black Combo - Ankle boot Black combo

    Midnight suede adorned with tonal micro-studs adds a touch of subtle sparkle to this almond-toe boot, while the rubber block heel makes it perfect for those long city strolls. Pair it with black skinny jeans for rooftop events or elevate a satin suit at...
    $42.50
    $120.99
    $42.50
    • Black combo
  • Aldo Arvin in Cognac - Ankle boot CognacAldo Arvin in Cognac - Ankle boot Cognac

    Aldo Arvin in Cognac - Ankle boot Cognac

    Velvety brown suede meets cowboy-inspired tonal stitching on this almond-toe ankle boot, delivering a stylish vibe with a perfectly balanced stacked block heel and leather lining for all-day comfort. Pair with indigo denim for rooftop outings or slip under wool suits for cool-weather weddings-the...
    $44.00
    $126.00
    $44.00
    • Cognac
  • Aldo Amur Open Black Men's Dress boots - Ankle boot Open blackAldo Amur Open Black Men's Dress boots - Ankle boot Open black

    Aldo Amur Open Black Men's Dress boots - Ankle boot Open black

    Smooth black leather in front and a textured rear panel create a subtle contrast in this ankle boot, while a side zip offers quick access and a low stacked heel ensures easy movement. Anchor slim dark denim for evening meet-ups or polish tailored trousers...
    $42.50
    $121.50
    $42.50
    • Open black
  • Aldo Visco in Open Black - Ankle boot Open blackAldo Visco in Open Black - Ankle boot Open black

    Aldo Visco in Open Black - Ankle boot Open black

    Midnight-smooth leather meets a subtly grained heel panel cinched by a strap and buckle, delivering rider energy with a silhouette and a heel that keeps movement easy through commutes and evenings. Pair it with denim for gallery openings or anchor it under a suit...
    $41.99
    $119.59
    $41.99
    • Open black
  • Aldo Arvin in Black - Ankle boot BlackAldo Arvin in Black - Ankle boot Black

    Aldo Arvin in Black - Ankle boot Black

    Midnight-black leather shapes this mid-calf boot, with tonal Western stitching and a snip toe, and a heel built to carry you through commutes, cafe meets, and nights out with grit. Pair it with jeans for gigs, or anchor it beneath a wool overcoat with...
    $44.00
    $126.00
    $44.00
    • Black
  • Aldo Calix in Other Black - Ankle boot Other blackAldo Calix in Other Black - Ankle boot Other black

    Aldo Calix in Other Black - Ankle boot Other black

    Velvety black suede shapes this sleek ankle boot, featuring a hidden side zip for quick exit and a low block heel that maintains a sharp silhouette from office days to night outings. Pair with slim charcoal denim for gallery trips or tuck under a...
    $40.99
    $102.50
    $40.99
    • Other black
  • Aldo Amur Other Black Men's Dress boots - Ankle boot Other BlackAldo Amur Other Black Men's Dress boots - Ankle boot Other Black

    Aldo Amur Other Black Men's Dress boots - Ankle boot Other Black

    Style and comfort in equal doses. These seriously cool (and comfy) ankle boots deserve a coveted place in your wardrobe.Materials Material: Smooth Synthetic Sole: Rubber Features Ankle boot Closed almond toe Zipper closure
    $39.99
    $114.00
    $39.99
    • Other Black
  • Aldo Visco in Dark Brown - Ankle boot Dark brownAldo Visco in Dark Brown - Ankle boot Dark brown

    Aldo Visco in Dark Brown - Ankle boot Dark brown

    Rich espresso leather wraps a boot-ready silhouette, cinched by an ankle strap that adds rebel energy while a low stacked heel keeps the city-profile grounded and comfortable for day-to-night versatility. Anchor grey wool trousers for client lunches or roll dark denim for gigs, proving...
    $41.99
    $119.50
    $41.99
    • Dark brown
  • Aldo Marcos in Black - Ankle boot, Block heel BlackAldo Marcos in Black - Ankle boot, Block heel Black

    Aldo Marcos in Black - Ankle boot, Block heel Black

    Black leather rides high on attitude thanks to a harness-style strap cinched by a ring, while side zip and block heel keep the ankle boot easy on the go. Anchor slim black denim for gigs or sharpen a charcoal suit at work-its confident edge...
    $45.50
    $129.50
    $45.50
    • Black
  • Aldo Amur in Bordo - Ankle boot BordoAldo Amur in Bordo - Ankle boot Bordo

    Aldo Amur in Bordo - Ankle boot Bordo

    Rich burgundy leather infuses this ankle boot with an air of confidence, and a hidden side zip slides you in smoothly, while a low block heel ensures city-friendly movement from morning meetings to late-night adventures. Pair it with slim black denim for art show...
    $41.99
    $119.99
    $41.99
    • Bordo
  • Aldo Cedar Black Men's Dress boots - Lace-up boot BlackAldo Cedar Black Men's Dress boots - Lace-up boot Black

    Aldo Cedar Black Men's Dress boots - Lace-up boot Black

    Materials Material: Smooth Synthetic Lining: Waterborne polyurethane Sole: Rubber Features Lace-up boot Closed round toe Laces closure
    $30.99
    $64.50
    $30.99
    • Black
  • Aldo Dax in Cognac - Chelsea boot CognacAldo Dax in Cognac - Chelsea boot Cognac

    Aldo Dax in Cognac - Chelsea boot Cognac

    Burnished brown leather shapes this Chelsea boot, panels melding into the upper and a silhouette that holds its line, while a leather sole adds ease for morning sprints and journeys. Pair it with tailoring for client catch-ups, or denim for rooftop gatherings, two looks...
    $37.59
    $107.50
    $37.59
    • Cognac
  • Aldo Bert in Other Brown - Chelsea boot Other brownAldo Bert in Other Brown - Chelsea boot Other brown

    Aldo Bert in Other Brown - Chelsea boot Other brown

    Deep chestnut suede and an almond-toe design give this Chelsea boot a distinctive look, with side gores offering easy access and low stacked heels keeping city walks comfortable. Match with grey flannel trousers for midweek meetings or style with black jeans for nights out-the...
    $42.50
    $120.59
    $42.50
    • Other brown
  • Aldo Jako in Black - Chelsea boot, Block heel BlackAldo Jako in Black - Chelsea boot, Block heel Black

    Aldo Jako in Black - Chelsea boot, Block heel Black

    Midnight-smooth leather meets elastic side panels for wear, while the heel helps you glide from errands to nights on the town anywhere in city life. Team it with trousers for gallery visits, or roll denim for gigs, and the look remains for day or...
    $45.50
    $129.59
    $45.50
    • Black
  • Aldo Zeddy in Dark Brown - Chelsea boot Dark brownAldo Zeddy in Dark Brown - Chelsea boot Dark brown

    Aldo Zeddy in Dark Brown - Chelsea boot Dark brown

    Deep brown suede wraps around the Chelsea boot, with flexible side gores and velvety comfort guiding every step on city sidewalks through rain and sun. Team it with tailored charcoal trousers for client nights or cuffed denim for gallery-hopping weekends—refined, a touch rebellious, and...
    $41.50
    $103.00
    $41.50
    • Dark brown
  • Aldo Zeddy in Light Brown - Chelsea boot Light brownAldo Zeddy in Light Brown - Chelsea boot Light brown

    Aldo Zeddy in Light Brown - Chelsea boot Light brown

    Velvety brown suede meets tonal elastic gussets and crepe-textured rubber soles, giving this boot relaxed polish and a naturally flexible stride that moves with you from morning errands to evening plans. Team it with tapered denim for casual days, or anchor tailored chinos for...
    $41.00
    $102.99
    $41.00
    • Light brown
  • Aldo Zeddy in Wheat - Chelsea boot WheatAldo Zeddy in Wheat - Chelsea boot Wheat

    Aldo Zeddy in Wheat - Chelsea boot Wheat

    Desert-hued suede wraps around this Chelsea boot, offering relaxed refinement as a rugged lug sole adds edge and everyday grip, while a clean silhouette keeps the look versatile from desk to dusk. Pair it with dark denim for Friday patio drinks, or anchor linen...
    $37.50
    $82.59
    $37.50
    • Wheat
  • Aldo Jako in Brown - Chelsea boot, Block heel BrownAldo Jako in Brown - Chelsea boot, Block heel Brown

    Aldo Jako in Brown - Chelsea boot, Block heel Brown

    The Jako chelsea boot delivers understated sophistication in rich brown leather. Designed for the modern man, its streamlined silhouette and subtle heel provide both comfort and confidence through winter months and beyond. The elastic side panels ensure easy on-and-off convenience, while the polished finish...
    $41.59
    $119.50
    $41.59
    • Brown