Explore Men's Multicolor Ankle Boots. From Trendy To Timeless

Nike

Court Vision Mid Winterized Sneaker Boots

From: Finish Line

$30.00

$105.00

-71%

PIKOLINOS

York Lace-up Ankle Boots

From: SHOP SIMON

Sizes:

8

$271.00

Amiri

Leather Point-toe Zipped Ankle Boots

From: Neiman Marcus

Sizes:

8, 9, 10, 11, 12

$1,090.00

Florsheim

Chukka Boots

From: Florsheim

$99.99

$135.00

-26%

PIKOLINOS

York Lace-up Ankle Boots

From: SHOP SIMON

Sizes:

12

$271.00

Xti

Ankle Boots

From: SHOP SIMON

Sizes:

9

$65.00

Lucky Brand

Webb Chukka Boots

From: SHOP SIMON

Sizes:

10, 11

$89.00

Dolce & Gabbana

Lace-up Short Ankle Boots

From: Italist

$416.38

Clarks

Desert Boots

From: SHOP SIMON

$59.99

All Saints

Skiff Ankle Boots

From: AllSaints

$159.00

$319.00

-50%

Ilse Jacobsen

Ankle Rubber Boots

From: SHOP SIMON

Sizes:

7, 8, 10

$105.00

$139.00

-24%

Vance Co.

Chukka Boots

From: SHOP SIMON

$27.00

Thomas & Vine

Avrum Cap Toe Ankle Boots

From: SHOP SIMON

Sizes:

8

$28.00

Vionic

Bowery Chase Chukka Boots

From: SHOP SIMON

Sizes:

9

$95.00

$166.00

-43%

Brunello Cucinelli

Burnished Leather Ankle Boots

From: Bergdorf Goodman

$1,650.00

Dolce & Gabbana

Multicolor Chelsea Short Ankle Boots

From: Italist

$1,071.88

Martin Dingman

Oiled Saddle Leather Chukka Boots

From: SHOP SIMON

$233.00

$325.00

-28%

Camper

Brutus Leather Ankle Boots

From: GIGLIO

Sizes:

6

$208.09

$231.21

-10%

Camper

Venga Ankle Boots In Washed Effect Leather

From: GIGLIO

Sizes:

9

$321.35

$642.70

-50%

Territory

Ankle Boot

From: SHOP SIMON

Sizes:

8, 9, 11, 12, 13

$59.99

Scarpe di Bianco

Calgara Chukka Boots

From: SHOP SIMON

Sizes:

9, 12

$437.00

$850.00

-49%

Cole Haan

Pinch Rugged Chukka Boots

From: SHOP SIMON

Sizes:

8

$104.00

$180.00

-42%

Prada

Leather Ankle Boots

From: Eraldo

Sizes:

8.5, 10

$1,294.00

Camper

Ankle Boots

From: SHOP SIMON

$260.00

CAT Footwear

Hiking Ankle Boots

From: SHOP SIMON

$181.99

$204.99

-11%

PIKOLINOS

Lace-up Ankle Boots

From: SHOP SIMON

$186.00

$230.00

-19%

Ferragamo

Gancini Buckle Desert Boots

From: SHOP SIMON

Sizes:

9

$624.92

$950.00

-34%

Pazstor

Boots Low Ankle Cowhide Leather Jonas In Bison With Cushioned Eyelits And Ergonomic Insole

From: SHOP SIMON

Sizes:

7, 8, 9, 10, 11, 12

$52.00

$94.00

-45%

Camper

Ankle Boots

From: SHOP SIMON

$143.00

$220.00

-35%

CAT Footwear

Colorado 2.0 Leather Hiking Ankle Boots

From: SHOP SIMON

$181.99

CAT Footwear

Tan Leather Hiking Mid-cut Chukka Ankle Boots

From: SHOP SIMON

$181.99

$204.99

-11%

R Watson Boots

Cowhide Western Cowboy Boots

From: SHOP SIMON

Sizes:

8, 9, 13

$170.00

$240.00

-29%

Ferragamo

Atlante Suede Two-tone Ankle Boots

From: SHOP SIMON

Sizes:

12

$427.00

Bottega Veneta

Haddock Nubuck Leather Ankle Boots

From: Bergdorf Goodman

$1,400.00

Dockers

Esmond Dress Casual Lace Up Ankle Boots

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$69.99

$95.00

-26%

Thomas & Vine

Elijah Wingtip Ankle Boots

From: SHOP SIMON

Sizes:

8, 10, 12, 13

$59.99

Camper

Ankle-boot Pelotas Ariel With Sport-inspired Outsole And Handcrafted European Leathers

From: SHOP SIMON

$355.00

Scarpe di Bianco

Fidbtm Fidenza Bello Leather Slip On Ankle Boots

From: SHOP SIMON

Sizes:

10, 11, 12

$373.00

Red Wing

Classic Moc Ankle-high Toe Leather Boots

From: SHOP SIMON

Sizes:

7, 8, 9, 10

$580.78

CAT Footwear

Colorado 2.0 Leather Hiking Ankle Boots

From: SHOP SIMON

$192.99

$250.00

-23%

Camper

Ankle-boot Norman, Timeless Classic, Casual Attitude

From: SHOP SIMON

$205.00

Thomas & Vine

Samwell Plain Toe Ankle Boot

From: SHOP SIMON

Sizes:

8, 9, 12, 13

$54.99

$189.99

-71%

Territory

Dunes Water Resistant Lace-up Ankle Boot

From: SHOP SIMON

$69.99

Camper

Ankle-boot Camper Pelotas Ariel With Iconic Style And Sport-inspired Outsole

From: SHOP SIMON

$295.00

Panama Jack

Waterproof Leather Lace-up Hiking Ankle Chukka Boots

From: SHOP SIMON

$239.99

Balenciaga

Slate Leather Chelsea Ankle Boots

From: Italist

Sizes:

8

$772.17

PIKOLINOS

Cuero Leather Zip & Lace Up Ankle Boots

From: SHOP SIMON

$201.99

Panama Jack

Chukka Ankle Boots

From: SHOP SIMON

$219.99

Infinity Leather

Premium Desert Style Suede Chukka Boots

From: SHOP SIMON

$87.99

Infinity Leather

Leather Cowboy Ankle Boots

From: SHOP SIMON

$218.99

Vance Co.

Chukka Boots

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 13

$45.00

$89.99

-50%

Camper

Ankle Boots

From: SHOP SIMON

$143.00

$220.00

-35%

Caterpillar CAT Footwear

Colorado 2.0 Leather Hiking Ankle Boots

From: SHOP SIMON

$179.99

Vance Co.

Jones Cap Toe Ankle Boots

From: SHOP SIMON

Sizes:

8, 9, 11, 12, 13

$59.99

$89.99

-33%

Pazstor

Boots - Low Ankle - Cowhide Leather - Jonas - Ergonomic Design, Cushioned Breathable Leather

From: SHOP SIMON

Sizes:

7, 8, 9, 10, 11, 12

$112.95

PIKOLINOS

York Leather Boots

From: SHOP SIMON

Sizes:

8

$271.00

TruClothing

Chelsea Slip Ons

From: SHOP SIMON

Sizes:

9, 13

$74.99

$97.49

-23%

TruClothing

Chukka Desert Lace Up Ankle Boots

From: SHOP SIMON

Sizes:

13

$74.99

$97.49

-23%

autry

Malga Mid Trekking Boots

From: SHOP SIMON

$311.11

$613.51

-49%

Fendi

Boots

Available in 2 stores

$896.00

$1,184.00

-24%

Men's multicolor ankle boots