Leather Outsole Ankle Boots

  • Quick Look
    More Details Rag & Bone Ellis Patent Leather Ankle Boot Details Rag & Bone crinkled patent leather ankle boot. 3" covered heel. Square toe. Leather lining. Smooth outsole. Tabbed backstay. Side zip eases dress. "Ellis" is made in Italy. Designer
    $595.00
  • Quick Look
    More Details Aquatalia Ulyssa Leather Ankle Boot Details Aquatalia boot in calf leather. 1.5" hidden wedge heel. Round toe. Side zip eases dress. Leather lining. Rubber outsole. "Ulyssa" is imported. Designer
    $495.00
  • Quick Look
    More Details Cole Haan Belmont Leather Bootie, Black Details Cole Haan leather bootie. 0.8" stacked heel; 4.5"H shaft; 10" circ. Round toe. Side zip eases dress. Pull-tab at backstay. Leather lining and padded footbed. Grand.Os® technology in rubber outsole. "Belmont" is imported. Designer
    $125.00
  • Quick Look
    More Details Rag & Bone Agnes Leather Ankle Boot, Black Details Rag & Bone leather ankle boot. 3.5" stacked block heel. Round toe. Back stretch panel. Pull-on style. Smooth outsole. "Agnes" is made in Italy. Designer
    $575.00
  • Quick Look
    More Details Rag & Bone Walker Leather Ankle Boot, Black Details Rag & Bone leather ankle boot. 1.5" stacked block heel; 5"H shaft, 9" top circ. Round toe. Gored side insets. Pull-tab at backstay. Leather lining. Smooth outsole. Padded footbed. "Walker" is imported of Italian material. Designer
    $475.00
  • Quick Look
    More Details Christian Louboutin Adox Leather Block-Heel Red Sole Boot Details Christian Louboutin calf leather ankle boot. 3.3" covered block heel. Approx. 4.5"H shaft. Round toe. Side zip eases dress. Signature red leather outsole. "Adox" is made in Italy. Designer
    $945.00
  • Quick Look
    More Details Fenty Puma by Rihanna Leather Wedge Chain Ankle Boot, Black Details FENTY PUMA by Rihanna napa leather ankle boot. 3" stacked wedge heel. Round toe. Logo detail on sides. Chain strap around ankle. Lace-up front. Rubber outsole. Made in Romania. Designer

    Original:  $350.00

    NOW:  $157.00

  • Quick Look
    UGG
    More Details UGG Jerene Shearling-Lined Ankle Bootie Details UGG bootie in soft suede with French piping details. 10mm dyed sheep shearling (Australia, Ireland, UK, or US) fur lining. 3.3" stacked block heel. Round toe. Leather lace-up vamp. Smooth outsole. "Jerene" is imported. Designer
    $250.00
  • Quick Look
    More Details Moncler Peak Leather Lace-Up Ankle Boot, Dark Brown Details Moncler boot in grained calf leather. Round toe. Lace-up front with speed lacing. Padded tongue and collar. Logo detail at heel counter. Leather welt. Signature tricolor stripes at rubber outsole. "Peak" is made in Italy. Designer
    $765.00
  • Quick Look
    More Details Aquatalia Florine Suede Zip Ankle Boot Details Aquatalia suede ankle boot with cross-stitch trim. 2.3" stacked block heel. Round toe. Side zip eases dress. Leather lining. Rubber outsole. "Florine" is made in Italy. Designer
    $450.00
  • Quick Look
    More Details Bottega Veneta Intrecciato-Trim Leather Ankle Boot, Black Details Bottega Veneta calf leather ankle boot with signature intrecciato woven detail down side. 2" covered block heel. Pointed toe. Side zip eases dress. Leather outsole. Made in Italy. Designer
    $860.00
  • Quick Look
    More Details Jimmy Choo Music Leather Ankle Boot Details Jimmy Choo leather ankle boot. 3" covered block heel. Round toe. Pull-on style. Leather lining. Rubber outsole. "Music" is made in Italy. Sizing note: Jimmy Choo runs small. We suggest that you order a half size larger than you typically wear. Designer
    $950.00
  • Quick Look
    More Details Christian Louboutin Mad Leather Lace-Up Ankle Boot, Black Details Christian Louboutin boot in napa leather. Stacked heel. Round toe. Lace-up vamp. Quilted tongue and backstay. Lugged rubber outsole. Made in Italy. Designer
    $1,395.00
  • Quick Look
    More Details Chloe Side-Zip Leather 50mm Ankle Boot Details Chloe napa calfskin ankle boot with sculptural topstitching. 2" stacked block heel. Round toe. Side zips ease dress. Smooth outsole. Made in Italy. Designer
    $995.00
  • Quick Look
    More Details Christian Louboutin Who Dances Leather Red Sole Bootie Details Christian Louboutin leather boot with anchor button features. 3.3" stacked block heel. Round toe. Faux-button vamp. Pull-tab at back collar. Leather lining. Signature red leather outsole. "Who Dances" is made in Italy. Designer
    $1,495.00
  • Quick Look
    More Details Vince Vaughn Smooth Calf Ankle Boot Details Vince ankle boot in smooth calf leather. 1.4" stacked heel. Round toe. Side zip eases dress. Leather lining. Smooth outsole. "Vaughn" is imported. Designer
    $395.00
  • Quick Look
    More Details Giuseppe Zanotti x Zayn Men's Suede Double-Zip Ankle Boot, Nero/Black Details Giuseppe Zanotti x Zayn Malik ankle boot in suede. Round toe. Dual zips at outer side. "Giuseppe for Zayn" tonal matte logo plate at front. Looped pull at trapunto-quilted back shaft. Smooth calf leather heel counter. Leather lining and insole. Rubber outsole. Made in Italy. Designer

    Original:  $1,295.00

    NOW:  $582.00

  • Quick Look
    More Details Saint Laurent Theo Eli Leather Zip Ankle Boot Details Saint Laurent crinkled leather bootie. 1.5" stacked block heel. Pointed toe. Side zip eases dress. Rubber outsole. Fit note: Saint Laurent shoes run small. Please order a 1/2 size larger than you typically wear. Designer
    $995.00
  • Quick Look
    More Details Roger Vivier Polly Leather Side-Buckle Ankle Boot, Black Details Roger Vivier smooth leather ankle boot. Approx. 2" block heel; 4"H shaft. Square toe. Layered vamp. Ankle strap with signature side buckle. Notched collar. Padded leather insole; smooth leather outsole. "Polly" is made in Italy. Designer
    $1,150.00
  • Quick Look
    More Details Bottega Veneta Floe Suede Ankle Boots Details Bottega Veneta "Floe" calfskin suede ankle boots. Signature intrecciato woven detail at heel. Tonal topstitching. Almond toe. Lace-up front. Lugged rubber outsole. Made in Italy. Designer
    $710.00
  • Quick Look
    More Details Bally Skyman Lug-Sole Leather Ankle Boot Details Bally ankle boot in calf leather with a rich patina. Squared apron toe. Lace-up front with speed lacing. Lugged rubber outsole. "Skyman" is made in Switzerland. Designer
    $1,050.00
  • Quick Look
    More Details Rag & Bone Romi Studded High Ankle Boot Details Rag & Bone leather ankle boot with stud trim. 3.5" stacked block heel. Round toe. Adjustable buckle strap. Gored sides. Pull-tab at back collar. Smooth outsole. "Romi" is made in Italy. Designer
    $595.00
  • Quick Look
    More Details Vince Blakely Leather Ankle Boot, Pewter Details Vince smooth calf leather ankle boot. 2.5" covered block heel; 6"H shaft. Round toe. Side zip eases dress. Leather outsole. "Blakely" is made in Italy. Designer
    $395.00
  • Quick Look
    More Details Gucci Polly Kiltie Leather Ankle Boot, Nero Details Gucci leather ankle boot. 2.3" stacked block heel. Square toe. Kiltie vamp with horsebit buckle. Pull-tab at backstay. Side zip eases dress. Smooth outsole. "Polly" is made in Italy. Designer
    $1,290.00
  • Quick Look
    More Details Bottega Veneta Leather Hiker Boot with Woven Detail, Black Details Bottega Veneta calf leather ankle boot with signature intrecciato woven detail. 1.3" rubber block heel. Round toe. Lace-up vamp. Padded ankle. Pull-tab at backstay. Lugged rubber outsole. Made in Italy. Designer
    $1,100.00
  • Quick Look
    More Details Aquatalia Poppy Leather Ankle Boot, Black Details Aquatalia leather (calf) ankle boot. Covered block heel. Almond toe. Notched vamp. Gored sides. Padded footbed. Smooth outsole. "Poppy" is made in Italy. Designer
    $495.00
  • Quick Look
    More Details Prada Leather Lace-Up Combat Boot, Black Details Prada men's military combat boot in Spazzolato leather. Round toe. Lace-up front. Grip strap across ankle. Pull loop at back collar. Thick rubber outsole. Made in Italy. Designer
    $850.00
  • Quick Look
    More Details Prada Nylon & Leather Hiking Boot, Black Details Prada Linea Rossa hiking boot with high-top sneaker profile. Nylon and smooth leather upper. Reinforced round toe. Lace-up front. Grip straps at toe and ankle. Logo detail at tongue. Padded collar; pull loop at back. Leather and rubber heel counter. Textured rubber outsole provides traction. Imported. Designer
    $695.00
  • Quick Look
    More Details Balmain Army Ranger Quilted Leather Boot, Noir Details Balmain ankle boot in quilted calf leather with a distinctly military aesthetic. Round toe. Lace-up front. Side zipper with engraved logo. Golden Balmain lettering at tongue. Smooth, padded collar with pull tab. Lugged rubber outsole. "Army Ranger" is made in Italy. Designer
    $1,225.00
  • Quick Look
    More Details Gucci Peyton Leather Knee Boot, Brown Details Gucci napa leather ankle boot. 1" stacked block heel; 15"H shaft. Square apron toe. Green/red/green web with GG detail. Side zip eases dress. Smooth outsole. "Peyton" is made in Italy. Fit: Runs true to size.Designer
    $1,850.00
  • Quick Look
    More Details Manolo Blahnik Insopo Leather 90mm Ankle Boot Details Manolo Blahnik grained leather ankle boot. 3.2" covered chunky heel. Almond toe. Interior side zip. Calf leather lining. Smooth outsole. "Insopo" is handmade in Italy. Sizing note: Manolo Blahnik runs small. We suggest that you order a half size larger than you typically wear. Designer
    $995.00
  • Quick Look
    More Details Manolo Blahnik Itapua Leather 90mm Ankle Boot Details Manolo Blahnik grained leather ankle boot. 3.2" covered chunky heel. Almond toe. Interior side zip. Calf leather lining. Smooth outsole. "Itapua" is handmade in Italy. Sizing note: Manolo Blahnik runs small. We suggest that you order a half size larger than you typically wear. Designer

    Original:  $1,055.00

    NOW:  $422.00

  • Quick Look
    More Details Prada Leather Buckle Combat Bootie, Black Details Prada leather ankle boot. 1.5" block heel with platform. Round toe. Three-buckles at vamp. Side zip eases dress. Padded footbed. Lugged outsole. Made in Italy. Fit: Runs true to size. Designer
    $950.00
  • Quick Look
    More Details Joie Saleema Leather 90mm Bootie, Shell Details Joie vachetta leather bootie. 3.5" covered block heel. Round toe. Back zip eases dress. Smooth outsole. "Saleema" is made in Italy. Designer
    $348.00
  • Quick Look
    More Details Charles David Genni Suede Ankle-Strap Bootie, Black Details Charles David suede bootie. 1.5" stacked block heel. Round toe. Leather ankle strap. Side zip eases dress. Lightly padded footbed. Rubber outsole. "Genni" is made in Italy. Designer

    Original:  $279.00

    NOW:  $126.00

  • Quick Look
    More Details Saint Laurent Raw-Edge Leather Block-Heel Boot Details Saint Laurent pebbled leather boot with contrast topstitching. 4.1" stacked block heel. Layered vamp. Jagged, raw-edge topline. Smooth outsole. Pull-on style. Made in Italy. Fit note: Saint Laurent shoes run small. Please order a 1/2 size larger than you typically wear. Designer
    $1,095.00
  • Quick Look
    More Details Alexander Wang Kori Leather Tilt-Heel Boot, Black Details Alexander Wang calf leather ankle boot. 1.5" stacked heel with signature silvertone tilt-effect plate. Almond toe. Tonal topstitching. Gored side insets for fit. Looped backstay eases pull-on style. Smooth leather outsole. "Kori" is imported. Designer
    $550.00
  • Quick Look
    More Details Gravati Textured Leather Hiking Boot Details Gravati hiking boot in textured leather. Flat heel with slight platform. Round toe. Lace-up front. Buckle strap over vamp. Side zip eases dress. Pull-tab at back collar. Leather lining. Rubber outsole. Made in Italy. Designer
    $790.00
  • Quick Look
    More Details Moncler New Viviane Leather Hiker Boot Details Moncler leather hiking boot with sparkle-stretch insets. 1" stacked heel with slight platform. Round toe. Lace-up vamp. Dual side zips. Quilted backing. Padded footbed. Rubber outsole. "New Viviane" is made in Italy. Designer
    $710.00
  • Quick Look
    More Details Jimmy Choo Youth Star-Studded Leather Moto Boot Details Jimmy Choo leather boot with star studded and crystal embellishments. Flat stacked heel. Round toe. Two adjustable buckles. Leather lining. Rubber outsole. "Youth" is made in Italy. Sizing note: Jimmy Choo runs small. We suggest that you order a half size larger than you typically wear. Designer
    $1,595.00
  • Quick Look
    More Details Alexander Wang Gabi Tilt-Heel Leather Boot, Black Details Alexander Wang leather ankle boot. 3.25" block heel with rhodium-tone signature tilt-effect plate. Almond toe. Side zip eases dress. Padded footbed. Leather lining and outsole. "Gabi" is imported. Designer
    $650.00
  • Quick Look
    More Details Gucci Fosca Leather Crystal-Trim Boot Details Gucci leather boot with crystal edging. 4.5" golden heel. Pointed toe. Floral-print lining. Pink leather outsole. Made in Italy. Fit: Runs true to size. Designer
    $1,890.00
  • Quick Look
    More Details Christian Louboutin Booton Leather Red Sole Button Bootie, Black Details Christian Louboutin ankle boot in napa leather. 4" covered stiletto heel. Round toe. Sling-strap button front. Signature red leather outsole. "Booton" is made in Italy. Designer
    $1,045.00
  • Quick Look
    UGG
    More Details UGG Shala Mini Zip Ankle Boot Details UGG brushed leather boot. 2" wedge heel; 0.5" platform; 5.5"H shaft; 14" circ. Round toe. Dual zip sides. Tonal brush-dyed sheep shearling (Australia), 100% UGGpure™ wool, or mixed shearling and UGGpure™ wool lining. Rubber outsole. "Gita" is imported. Designer
    $170.00
  • Quick Look
    More Details Frye Harness Grain Leather Boot, Black Details Frye smooth full grain leather boot. 2" stacked block heel. Square toe. Harness straps at sides. Side zip eases dress. Leather lining. Rubber outsole. Made in USA. Designer
    $558.00
  • Quick Look
    More Details Rag & Bone Walker Metallic Leather Chelsea Bootie Details Rag & Bone Chelsea boot in metallic leather. 2" stacked heel. Round toe. Gored sides. Pull-tab at back collar. Leather lining. Smooth outsole. "Walker" is imported. Designer
    $495.00
  • Quick Look
    More Details Alexander Wang Gabi Tilt-Heel Leather Boot, Black Details Alexander Wang calf leather ankle boot. 2.5" block heel with rose-golden tilt-effect plate; 4" boot height. Almond toe. Side zip eases dress. Leather lining and outsole. "Gabi" is imported. Designer
    $675.00
  • Quick Look
    More Details Saint Laurent Button-Embellished Leather Bootie Details Saint Laurent leather ankle boot with heart-shaped button embellishments. 4.1" covered cone heel. Pointed toe. Interior side zip. Smooth outsole. Made in Italy. Fit note: Saint Laurent shoes run small. Please order a 1/2 size larger than you typically wear. Designer
    $1,395.00
  • Quick Look
    More Details Manolo Blahnik Brusta Suede Ankle Bootie Details Manolo Blahnik suede ankle bootie. 3.5" stacked heel. Almond toe. Side zip eases dress. Cushioned insole. Smooth leather outsole. "Brusta" is made in Italy. Sizing note: Manolo Blahnik runs small. We suggest that you order a half size larger than you typically wear. Designer
    $995.00
  • Quick Look
    More Details Christian Louboutin Telezip Crinkled Red Sole Ankle Boot Details Christian Louboutin crinkled napa leather bootie. 3.3" stacked block heel. Round toe. Side zip extends at platform. Logo pull. Padded footbed. Signature red leather outsole. "Telezip" is made in Italy. Designer
    $1,295.00
  • Quick Look
    More Details Alexander McQueen Studded Cap-Toe Leather Lace-Up Boot, Black Details Alexander McQueen ankle boot in calf leather with shiny silvertone hardware, including stud details. Metal cap toe. Buckle straps at front and back ankle. Lace-up front. Looped pull at back collar. Reinforced heel counter. Metal plate at heel. Lugged rubber outsole. Made in Italy. Designer
    $2,280.00
  • Quick Look
    More Details Christian Louboutin Fanny Leather Fur-Trim Red Sole Combat Boot Details Christian Louboutin napa leather combat boot with dyed mink/sheep fur (Italy) trim. 2.8" stacked block heel. Round toe. Lace-up vamp. Signature red rubber outsole. "Fanny" is made in Italy. Designer
    $1,995.00
  • Quick Look
    More Details Saint Laurent Tanger Mixed Leather Tassel Boot Details Saint Laurent suede boot with contrast leather fold-over top collar. 4.1" stacked heel. Pointed toe. Ankle wrap with tassels. Pull-on style. Padded footbed. Smooth outsole. "Tanger" is made in Italy. Fit note: Saint Laurent shoes run small. Please order a 1/2 size larger than you typically wear. Designer
    $1,595.00
  • Quick Look
    More Details Jimmy Choo Breeze Flat Studded Leather Hiking Boot Details Jimmy Choo smooth leather hiking boot with studded trim. Flat stacked heel with platform. Round toe. Dual buckles cover lace-up vamp. Logo patched at tongue. Leather lining. Rubber outsole. Made in Italy. Sizing note: Jimmy Choo runs small. We suggest that you order a half size larger than you typically wear. Designer
    $1,595.00
  • Quick Look
    More Details TOM FORD Lace-Up Leather Open-Toe 105mm Bootie, Black Details TOM FORD cutout calf leather bootie with golden studs. 4.1" covered block heel. Open toe. Lace-up vamp. Self-tie ankle wrap. Smooth outsole. Designer
    $1,590.00
  • Quick Look
    More Details Burberry Clog Studded 60mm Ankle Boot Details Burberry calf leather boot with mixed stud trim. 2.4" block heel. Round toe. Kiltie at lace-up vamp. Perforated top collar. Leather lining. Rubber outsole. "Clog" is made in Italy. Designer
    $995.00
  • Quick Look
    More Details Jimmy Choo Autumn Grainy Leather 65mm Bootie Details Jimmy Choo pebbled leather bootie. 2.5" covered, angled heel. Almond toe. Side zip eases dress. Leather/rubber outsole. "Autumn" is made in Italy. Sizing note: Jimmy Choo runs small. We suggest that you order a half size larger than you typically wear. Designer
    $895.00
  • Quick Look
    More Details Brunello Cucinelli Leather Lace-Up Hiking Boot Details Brunello Cucinelli leather hiking boot with monili-trimmed crisscross straps. Flat stacked heel with slight platform. Metallic round toe. Lace-up vamp. Buckle strap at side. Logo at tongue. Pull-tab at backstay. Rubber outsole. Made in Italy. Designer
    $1,945.00
  • Quick Look
    More Details Christian Louboutin S.I.T. Rain Wrap Red Sole Bootie Details Christian Louboutin bootie in shiny napa leather. 4" covered block heel. Almond toe. Slit at vamp. Self-tie wrap at ankle. Signature red leather outsole. "S.I.T. Rain" is made in Italy. Designer
    $1,095.00
  • Quick Look
    More Details Gucci Fosca Floral-Embroidered Leather Boot Details Gucci floral-embroidered leather boot with crystal edging, 4.5" golden heel. Overlapping design with hidden elastic at the interior. Pointed toe. Floral-print lining. Pink leather outsole. Made in Italy. Fit: Runs true to size. Designer
    $2,500.00