Leather Insole Boot Shoes

  • Quick Look
    More Details Moschino Leather Combat Boot w/Logo Lettering Details Moschino combat ankle boot in smooth calf leather. Shiny golden logo lettering across buckled ankle strap. Round toe. Inner side zip eases dress. Leather lining and insole. Lugged rubber outsole. Made in Italy. Designer

    Original:  $680.00

    NOW:  $408.00

  • Quick Look
    More Details Prada Leather Chelsea Rubber-Bottom Boot, Brown Details Prada Chelsea boot in leather. 1" stacked flat heel; 7" boot height. Square toe. Gored side insets. Tonal topstitching. Tab at backstay eases pull-on style. Leather insole. Rubber outsole. Made in Italy. Designer
    $720.00
  • Quick Look
    More Details John Varvatos Dylan Distressed-Leather Chukka Boot Details John Varvatos Star USA "Dylan" Chukka boot in bound, distressed calf leather. Round toe. Three eyelet front. Leather lining and insole. Stacked flat heel. Made in Portugal. Designer

    Original:  $398.00

    NOW:  $278.00

  • Quick Look
    More Details Cole Haan Warren Waterproof Leather Chelsea Boot, Black Details Cole Haan "Warren" Chelsea boot with waterproof leather uppers. Round toe. Stretch gore insets at sides for easy on-and-off. Grosgrain pull tab at back shaft. Leather lining and insole. Full rubber outsole. Grand.OS® technology for lightweight comfort, flexibility, and responsive cushioning. Imported. Designer
    $250.00
  • Quick Look
    More Details Stuart Weitzman Lowland Leather Over-the-Knee Boot Details Stuart Weitzman napa leather over-the-knee boot. 24"H stretch shaft with leather tie; 15" circumference. 1" flat stacked heel. Round toe. Paneled stitching at vamp. Leather lining and insole. Tread rubber sole. "Lowland" is made in Spain. Designer
    $875.00
  • Quick Look
    More Details John Varvatos Brogue Leather Lace-Up Boot, Black Details John Varvatos Star USA boot in calfskin leather. Brogue detailing throughout shoe. Turned-up toe. Lace-up front. Back pull-tab. Leather lining and insole. Stacked heel. Made in Italy. Designer

    Original:  $798.00

    NOW:  $359.00

  • Quick Look
    More Details Manolo Blahnik Sulgamba Leather Ankle Boot, Brown Details Manolo Blahnik leather short boot. 5 1/2"H split ankle shaft. Approx. 10" top circum. 3/4" stacked flat heel. Buckled leather wraparound strap. Leather lining and insole. Lugged rubber outsole. "Sulgamba" 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 Stuart Weitzman Highland Suede Over-The-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 24"H stretch shaft with leather tie; 15" circumference. 4.3" heel. Round toe. Paneled stitching at vamp. Leather insole. Pull-on style. Tread rubber sole. "Highland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Delman Myth Leather Ankle Boot, Black Details Delman calfskin leather ankle boot. 1" stacked heel. Round toe. Tonal topstitching. Back zip closure. Cushioned insole. Leather/rubber outsole. "Myth" is made in Spain. Designer

    Original:  $398.00

    NOW:  $159.00

  • Quick Look
    More Details Stuart Weitzman Midland Suede Over-the-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 24.3"H stretch shaft with leather tie; 15" circumference. 2.5" flat stacked heel. Round toe. Paneled stitching at vamp. Pull-on style. Padded footbed. Leather lining and insole. Tread rubber sole. "Midland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Stuart Weitzman Highstreet Suede Over-the-Knee Boot, Black Details Stuart Weitzman suede over-the-knee boot. 3.8" covered heel; 24"H shaft, 14" circ. Pointed toe. Tonal topstitching. Self-tie back closure. Pull-on style. Leather insole. Rubber outsole. "Highstreet" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Stuart Weitzman Lowland Suede Over-The-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 24"H stretch shaft with leather tie; 15" circ. 1.3" flat stacked heel. Round toe. Paneled stitching at vamp. Pull-on style. Leather lining and insole. Tread rubber sole. "Lowland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Stuart Weitzman Thighland Suede Over-The-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 26"H stretch shaft with leather tie; 13" circumference. 2.3" covered chunky heel. Pointed toe. Paneled stitching at vamp. Leather insole. Tread rubber sole. "Thighland" is made in Spain. Designer
    $798.00
  • 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 Saint Laurent Wyatt Suede Harness Boot Details Saint Laurent Wyatt suede boot. Rounded square toe.; 8"H. Harness buckle across front Stacked heel. Side-zip closure. Leather lining and insole. Made in Italy. Designer
    $1,095.00
  • Quick Look
    More Details Valentino Rockstud Leather 70mm Chunky-Heel Bootie Details Valentino vitello leather boot with signature Rockstud trim. 1.5" stacked heel; 4.3" boot height. Round toe. Side zip closure. Buckled ankle-wrap strap. Silvertone hardware. Leather sole; padded insole. Leather lining. Made in Italy. Fit note: Valentino shoes run small. Please order a 1/2 size larger than you typically wear.Designer
    $1,295.00
  • 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 Gucci Marmont Suede 75mm Ankle Boot Details Gucci suede ankle boot. 3" covered block heel; 6"H shaft. Strap over fringe vamp; logo buckle. Hidden side zip. Leather insole. Smooth outsole. "Marmont" is made in Italy. Fit: Runs true to size. Designer
    $1,100.00
  • Quick Look
    More Details Rag & Bone Margot Leather Ankle Boot, Black Details Rag & Bone volpi leather ankle boot. 3.5" stacked heel, 0.3" platform, 3.2" equiv. 3.5" shaft height, 10.5" circ. Pointed capped toe. Notched vamp. Dual side zip for ease of dress. Leather lining with cushioned insole. Leather sole. "Margot" is imported. Designer
    $495.00
  • Quick Look
    More Details Stuart Weitzman Lowland Suede Over-The-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 24"H stretch shaft with leather tie; 15" circumference. 1.25" flat stacked heel. Round toe. Paneled stitching at vamp. Leather lining and insole. Tread rubber sole. "Lowland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Givenchy Shark Lock Fold-Over Leather Boot, Black Details Givenchy smooth leather boot with silver hardware. Fold-over shaft creates pant-leg silhouette. Almond toe; 3 1/2" covered wedge heel. 17" boot height. 14" calf width. Wraparound strap detail with shark tooth turn lock. Leather insole. Made in Italy. Designer
    $2,195.00
  • Quick Look
    More Details Bottega Veneta Aussie Suede Chelsea Boot Details Bottega Veneta Aussie suede Chelsea boot. Approx. 7"H shaft, 10"W circumference. 1" flat heel. Twin-gore slip on style. Looped back tab. Almond toe. Contrast stitching. Rubber outsole. Leather lining and insole. Made in Italy. Designer
    $820.00
  • Quick Look
    More Details Frye Men's Weston Leather Chelsea Boot, Black Details Frye "Weston" Chelsea boot in leather. Tapered toe. Contrast stretch gore insets at sides. Pull loop at back collar. Stacked heel. Leather lining and insole. Rubber outsole. Imported. Designer
    $398.00
  • Quick Look
    More Details Prada Saffiano Leather Chelsea Boot, Black Details Prada Chelsea boot in saffiano leather. 0.8" stacked heel; 4.8"H shaft, 10" top circumference. Tapered toe. Slip-on style. Stretch-gore side panels. Leather lining and insole. Rubber outsole with metal logo bar insert at heel. Made in Italy. Designer
    $750.00
  • Quick Look
    More Details Manolo Blahnik Knight 70mm Suede Boot Details Manolo Blahnik boot with suede upper. 2.8" stacked heel. Almond toe. Slouchy shaft. Smooth leather outsole and insole. Pull-on style. "Knight" 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 Frye Weston Suede Chelsea Boot, Chestnut Details Frye "Weston" Chelsea boot in calfskin suede. Tapered toe. Stretch gore insets at sides. Pull loop at back collar. Leather lining and insole. Rubber outsole. Imported. Designer
    $398.00
  • Quick Look
    More Details Cole Haan Warren Leather Chelsea Boot, Brown Details Cole Haan "Warren" leather Chelsea boot. Round toe. Stretch gore inset at sides for easy slip-on. Looped back tab. Leather lining and insole. Rubber outsole. Imported. Designer
    $250.00
  • Quick Look
    More Details Cole Haan Warren Waterproof Leather Chelsea Boot, Chestnut Details Cole Haan "Warren" Chelsea boot with waterproof leather uppers. Round toe. Stretch gore insets at sides for easy on-and-off. Grosgrain pull tab at back shaft. Leather lining and insole. Full rubber outsole. Grand.OS® technology for lightweight comfort, flexibility, and responsive cushioning. Imported. Designer
    $250.00
  • Quick Look
    More Details Joie Cloee Suede Ankle Boot Details Joie suede ankle boot. 4" stacked block heel; 4"H shaft; 10" circ. Almond toe. Gored side insets. Cushioned insole. Leather lining and sole. "Cloee" is imported. Designer

    Original:  $348.00

    NOW:  $139.00

  • Quick Look
    More Details Stuart Weitzman Vanland Leather Over-the-Knee Boot Details Stuart Weitzman stretch-leather over-the-knee boot. 22"H stretch shaft with tie; 15" circumference. 2" stacked block heel. Round toe. Paneled stitching at vamp. Pull-on style. Leather insole. Lugged rubber sole. "Vanland" is made in Spain. Designer
    $885.00
  • Quick Look
    More Details Berluti Leather Chelsea Boot, Gray Details Berluti Chelsea boot in calf leather. Tapered square toe. Stretch gored panels at sides. Pull-tab for easy slip-on. Leather lining and insole. Stacked heel. Made in Italy. Designer
    $2,280.00
  • Quick Look
    More Details Stuart Weitzman Highchamp Suede Over-the-Knee Boot Details Stuart Weitzman suede over-the-knee boot. 4.1" covered heel; 24"H shaft, 14" circ. Pointed toe. Paneled stitching at vamp. Self-tie back closure. Pull-on style. Leather insole. Leather outsole. "Highchamp" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Frye Men's Weston Leather Harness Boot, Dark Brown Details Frye "Weston" boot in leather. Tapered toe. Harness strap with buckle across shaft. Back zip for easy on-and-off. Stacked heel. Leather insole. Rubber outsole. Imported. Designer
    $428.00
  • Quick Look
    More Details Eastland 1955 Edition Sherman 1955 Leather Boot, Black Details Sherman moc-toe leather boot from the Men's Eastland 1955 Edition. Hand-sewn, true moccasin construction. Lace-up front; rawhide laces. Pull-tab to help with on-and-off. Cushioned leather insole. 1" rubber sole. Made in USA. Designer
    $225.00
  • Quick Look
    More Details Vince Andes Leather Ankle Boot, Black Details Vince "Andes" washed calf leather ankle boot. Almond toe. Pull-tab at back. Side zip closure. Leather lining and insole. Treaded rubber outsole. Imported of Italian material. Designer
    $450.00
  • Quick Look
    More Details TOM FORD Guilford Leather Chelsea Buckle Boot, Black Details Tom Ford "Guilford" calf leather Chelsea boot. Crisscross straps with gold buckle across vamp. Round toe. Back pull-tab at heel. Leather lining and insole. Stacked heel. Made in Italy. Designer
    $2,090.00
  • Quick Look
    More Details Prada Gradient Leather Wing-Tip Lace-Up Boot, Brown Details Prada boot in burnished leather. Perforated wing-tip details. 2" stacked heel; 6"H shaft, 11.3" circ. Cap toe. Lace-up front. Leather lining and insole. Rubber sole for traction. Made in Italy. Designer
    $995.00
  • Quick Look
    More Details Eastland 1955 Edition Dylan 1955 Leather Boot, Natural Details Eastland 1955 Edition full-grain leather "Dylan" boot. Hand-sewn by skilled shoemakers. 1" heel. Round moc toe. Rawhide lace-up front. Tonal topstitching. Logo flag detail. Looped backstay. Cushioned OrthoLite® insole with patented moisture and odor control keeps you cool and dry all day. Mini-lugged rubber outsole for slip-resistance. Imported. Designer
    $155.00
  • Quick Look
    More Details Alexander Wang Hana Leather Ankle Boot, Black Details Alexander Wang calf leather boot. 5"H boot shaft, 11"W calf. 3.5" covered block heel. Round toe. Tonal topstitching. Side zip eases dress. Smooth outsole. Leather lining and insole. "Hana" is imported. Designer
    $650.00
  • Quick Look
    More Details Roger Vivier Polly Leather Side-Buckle Ankle Boot, Black Details Roger Vivier smooth leather ankle boot. Approx. 2.3" chunky heel; 5.5"H shaft, 8.3" top circumference. Square toe. Layered vamp. Ankle strap with signature side buckle. Notched collar. Padded leather insole and lining; smooth leather outsole. "Polly" is made in Italy. Designer
    $1,150.00
  • Quick Look
    More Details Rene Caovilla 65mm Strass-Heel Over-the-Knee Velvet Boot, Black Details Rene Caovilla velvet over-the-knee boot. 2.5" crystal-embellished block heel. Round toe. Leather insole. Signature glittered outsole. Pull-on style. Designer
    $1,895.00
  • Quick Look
    More Details Stuart Weitzman Thighland Suede Over-The-Knee Boot, Skin Details Stuart Weitzman suede over-the-knee boot. 26"H stretch shaft with leather tie; 13" circumference. 2.3" covered chunky heel. Pointed toe. Paneled stitching at vamp. Leather insole. Tread rubber sole. "Thighland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Stuart Weitzman Highstreet Stretch Over-the-Knee Boot, Black Details Stuart Weitzman stretch-leather boot. 3.5" covered heel; 24"H shaft. Pointed toe. Tonal topstitching. Self-tie back closure. Over-the-knee silhouette. Leather insole. Rubber outsole. Pull-on style. "Highstreet" is made in Spain. Designer
    $875.00
  • Quick Look
    More Details Stuart Weitzman Thighland Suede Over-The-Knee Boot, Slate Details Stuart Weitzman suede over-the-knee boot. 24"H stretch shaft with leather tie; 14" circumference. 2.3" covered chunky heel. Pointed toe. Paneled stitching at vamp. Leather insole. Tread rubber sole. "Thighland" is made in Spain. Designer
    $798.00
  • Quick Look
    More Details Giorgio Armani Suede Chukka Boot, Blue Details Giorgio Armani suede Chukka boot. Round toe. Lace-up front. Leather insole and lining. Rubber outsole. Made in Italy. Designer
    $645.00
  • Quick Look
    More Details Eastland 1955 Edition Franconia 1955 Ankle Boot, Oak Details Eastland workwear-inspired ankle boot from the Men's Eastland 1955 Collection. Hand-sewn leather using a traditional true moccasin construction. 1 1/2" heel; round moc toe. Rawhide lace-up front. Heel pull tab. Leather lining and cushioned insole. Lugged rubber sole. "Franconia" is made in USA. Designer
    $225.00
  • Quick Look
    More Details Valentino Rockstud Lace-Up Combat Boot, Black Details Valentino calfskin leather combat boot. Slightly turned-up toe. Lace-up front. Signature Rockstud detail at sides. Padded collar. Leather lining and insole. Lugged rubber sole for traction. Made in Italy. Designer
    $1,345.00
  • Quick Look
    More Details TOM FORD Edward Double-Buckle Boot, Burgundy Details Tom Ford calfskin leather boot with gold hardware. 1.3" stacked heel. 4.2"H shaft; 10.5" circ. Tapered round toe. Double-buckle straps across ankle. Leather lining and insole. Rubber sole. "Edward" is made in Italy. Designer
    $1,990.00
  • Quick Look
    More Details Givenchy Olympus Canvas Combat Boot Details Givenchy "Olympus" combat boot in canvas with star print at side. Round toe with rubber cap. Lace-up front. Lace-up heel counter. Leather lining and insole. Lugged rubber outsole. Made in Italy. Designer
    $690.00
  • Quick Look
    More Details Maison Margiela Suede Chelsea Boot, Light Gray Details Maison Margiela calfskin suede Chelsea boot. Round toe. Elastic stretch inset at sides. Leather lining and insole. Stacked rubber sole. Made in Italy. Designer
    $975.00
  • Quick Look
    More Details Tod's Suede Lace-Up Chelsea Boot, Brown Details Tod's suede Chelsea boot. 1" flat rubber heel. Two-eye lace-up front. Stitched T logo detail. Leather lining and insole. Made in Italy. Designer
    $545.00
  • Quick Look
    More Details Eastland 1955 Edition Franconia 1955 Ankle Boot, Details Eastland 1955 Edition full-grain, heavyweight leather boot is hand-sewn by skilled shoemakers using a traditional true moccasin construction. 1.5" heel. Round moc toe. Lace-up front. Contrast stitching. Cushioned OrthoLite® insole with patented moisture and odor control. Vibram® lugged rubber sole is formulated to withstand extreme temperatures and provide maximum traction. "Franconia" is imported. Designer
    $225.00
  • Quick Look
    More Details Frye Chris Inside-Zip Suede Boot, Wheat Details Frye "Chris" men's boot in rich Italian oiled suede, from the classic Campus Collection. 1" heel; 6"H shaft; 11"W circ. Round toe. Inside zip for easy on-and-off. Leather lining and insole. Lugged outsole. Made in Italy. Designer
    $328.00
  • Quick Look
    More Details Gravati Peccary Chukka Boot, Dark Brown Details Peccary upper is soft yet durable. Almond toe. Lace-up front. 1 1/4" flat stacked heel. Leather lining and insole. Ridged rubber outsole. Made in Italy. Designer
    $950.00
  • Quick Look
    More Details Roger Vivier Polly Suede Side-Buckle Ankle Boot Details Roger Vivier suede ankle boot. Approx. 2.3" 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 Frye Men's Ryan Lugged-Sole High-Top Sneaker, Gray Details Frye "Ryan" leather high-top sneaker. 13" calf width. Reinforced round toe. Lace-up front. Pull-tab at backstay. Leather lining and insole. Lugged rubber outsole. Imported of USA materials. Designer
    $188.00
  • Quick Look
    More Details Eastland 1955 Edition Oneida 1955 Crepe-Sole Chukka, Peanut Details Eastland Made in Maine full-grain cow leather ankle boot. 0.8" sole. Round moc toe. Lace-up front. Contrast whipstitching. Cushioned insole. Rubber outsole. Imported. Designer
    $155.00