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    Leather Ankle Boots for Men

    Looking to refresh your capsule footwear collection? You can't go wrong with a pair of leather ankle boots. From Trickers' brown lace-ups to sleek Chelsea silhouettes by Saint Laurent, there’s a style to suit everyone’s preference. Whether you want a casual pair or prefer something a little bit smarter – our edit of men’s leather ankle boots has a something for every situation. Browse leather ankle boots from a range of designer brands below.

    We've found 500+ products
    from 127 of our partner stores

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    500+ results
    Clarks Wallabee Boot Beeswax Leather - Brown
    $196
    $145
    Clarks
    Wallabee Boot Beeswax Leather - Brown
    From Baltini
    Sale
    SCAROSSO Gary Beige Suede Boots - Black
    $370
    SCAROSSO
    Gary Beige Suede Boots - Black
    From Scarosso
    Maison Margiela Low Heel Leather Tabi Boots - Black
    $1,535
    $1,097
    Maison Margiela
    Low Heel Leather Tabi Boots - Black
    From Baltini
    Sale
    Our Legacy Camion Leather Ankle Boots - Black
    $526
    $368
    Our Legacy
    Camion Leather Ankle Boots - Black
    From Mytheresa
    Sale
    MASSIMO DUTTI Nappa Leather Monk Ankle Boots - Black
    $229
    MASSIMO DUTTI
    Nappa Leather Monk Ankle Boots - Black
    From Massimo Dutti
    Saint Laurent Leather Wyatt Harness Boots - Black
    $1,390
    Saint Laurent
    Leather Wyatt Harness Boots - Black
    From Mytheresa
    SCAROSSO Ankle Boots Totò Castagno Calf Leather - Brown
    $410
    SCAROSSO
    Ankle Boots Totò Castagno Calf Leather - Brown
    From Scarosso
    Alexander McQueen Metal Toecap Ankle Boots Black
    $1,041
    $771
    Alexander McQueen
    Metal Toecap Ankle Boots Black - Black
    From Baltini
    Sale
    Dr. Martens 1460 Waxed Leather Ankle Boots - Brown
    $216.24
    $152.34
    Dr. Martens
    1460 Waxed Leather Ankle Boots - Brown
    From AllSole
    Sale
    Our Legacy Camion Leather Ankle Boots - Brown
    $510
    $364
    Our Legacy
    Camion Leather Ankle Boots - Brown
    From Baltini
    Sale
    Rick Owens Tractor Beatle Boots - Black
    $1,290
    Rick Owens
    Tractor Beatle Boots - Black
    From FARFETCH
    Givenchy Terra Logo-buckled Leather Combat Boots - Black
    $1,477
    $1,055
    Givenchy
    Terra Logo-buckled Leather Combat Boots - Black
    From Baltini
    Sale
    Our Legacy Michaelis Leather Ankle Boots - Black
    $535
    $374
    Our Legacy
    Michaelis Leather Ankle Boots - Black
    From Mytheresa
    Sale
    Saint Laurent Wyatt Leather Boots - Black
    $1,215
    Saint Laurent
    Wyatt Leather Boots - Black
    From Mytheresa
    Alexander McQueen Tread Slick Boots - Black
    $861
    $570
    Alexander McQueen
    Tread Slick Boots - Black
    From Baltini
    Sale
    Maison Margiela Ankle-length Boots - Black
    $1,220
    $479.33
    Maison Margiela
    Ankle-length Boots - Black
    From TESSABIT
    Sale
    Marni Chelsea Boots - Black
    $1,142.28
    $913.82
    Marni
    Chelsea Boots - Black
    From The Business Fashion
    Sale
    Timberland Ankle Lace-up Boots - Brown
    $347
    $212
    Timberland
    Ankle Lace-up Boots - Brown
    From Baltini
    Sale
    Timberland Heritage Ankle Boots In Leather - Brown
    $347
    $212
    Timberland
    Heritage Ankle Boots In Leather - Brown
    From Baltini
    Sale
    Diemme 'roccia Vet' Suede Leather Ankle Boots - Brown
    $457
    $280
    Diemme
    'roccia Vet' Suede Leather Ankle Boots - Brown
    From Louxly
    Sale
    Bally 'bernina' Leather Ankle Boots - Brown
    $689
    $439
    Bally
    'bernina' Leather Ankle Boots - Brown
    From Baltini
    Sale
    Bally Black Leather Bernina Curling Ankle Boots
    $552
    $409
    Bally
    Black Leather Bernina Curling Ankle Boots - Black
    From Baltini
    Sale
    Guidi Front Zip Leather Ankle Boots - Black
    $1,417
    $933
    Guidi
    Front Zip Leather Ankle Boots - Black
    From Louxly
    Sale
    Saint Laurent Wyatt Patent Leather Ankle Boots - Black
    $1,215
    Saint Laurent
    Wyatt Patent Leather Ankle Boots - Black
    From Mytheresa
    Maison Margiela Tabi 50 Ankle Boots In Leather - Black
    $1,250
    Maison Margiela
    Tabi 50 Ankle Boots In Leather - Black
    From TheDoubleF
    Burberry Leather Check-detail Chelsea Boots - Black
    $900
    $639
    Burberry
    Leather Check-detail Chelsea Boots - Black
    From Wanan Luxury
    Sale
    Dr. Martens 1460 Wintergrip Snowplow Leather Ankle Boots - Black
    $224.91
    $134.96
    Dr. Martens
    1460 Wintergrip Snowplow Leather Ankle Boots - Black
    From Country House Outdoor
    Sale
    Our Legacy Daimyo Leather Ankle Boots - Brown
    $506
    $354
    Our Legacy
    Daimyo Leather Ankle Boots - Brown
    From Mytheresa
    Sale
    Our Legacy Beige Ankle Boot - Natural
    $544.58
    $326.75
    Our Legacy
    Beige Ankle Boot - Natural
    From TheDoubleF
    Sale
    Alexander McQueen Punk Ankle Boots - Black
    $1,231
    $825
    Alexander McQueen
    Punk Ankle Boots - Black
    From Balardi
    Sale
    Christian Louboutin Melon Leather Ankle Boots 12. - Black
    $1,295
    Christian Louboutin
    Melon Leather Ankle Boots 12. - Black
    From Harrods
    Bally 'bernina' Leather Ankle Boots - Black
    $689
    $439
    Bally
    'bernina' Leather Ankle Boots - Black
    From Baltini
    Sale
    Tom Ford Burnished Leather Ankle Boots - Black
    $2,050
    $1,435
    Tom Ford
    Burnished Leather Ankle Boots - Black
    From LUISA VIA ROMA
    Sale
    Saint Laurent Jodhpur Patent Leather Ankle Boots - Black
    $1,250
    Saint Laurent
    Jodhpur Patent Leather Ankle Boots - Black
    From Mytheresa
    Dr. Martens 101 Bex Smooth Leather Ankle Boots - Black
    $170
    Dr. Martens
    101 Bex Smooth Leather Ankle Boots - Black
    From Dr. Martens
    Christian Louboutin Chelsea Cloo Boots - Black
    $1,229.75
    $991.80
    Christian Louboutin
    Chelsea Cloo Boots - Black
    From Italist
    Sale
    VTMNTS Cowboy Leather Ankle Boots - Black
    $1,480
    $1,036
    VTMNTS
    Cowboy Leather Ankle Boots - Black
    From LUISA VIA ROMA
    Sale
    Alexander McQueen Tread Slick Lace-up Boots - Black
    $1,056
    $783
    Alexander McQueen
    Tread Slick Lace-up Boots - Black
    From Baltini
    Sale
    Pantanetti 25mm Lace-up Leather Ankle Boots - Brown
    $509
    $356.04
    Pantanetti
    25mm Lace-up Leather Ankle Boots - Brown
    From LUISA VIA ROMA
    Sale
    Rick Owens Creeper Bozo Tractor Boots - Black
    $1,300
    Rick Owens
    Creeper Bozo Tractor Boots - Black
    From Harvey Nichols
    Christian Louboutin Cloo Crosta Spike Chelsea Boot - Brown
    $1,229.75
    $991.80
    Christian Louboutin
    Cloo Crosta Spike Chelsea Boot - Brown
    From Italist
    Sale
    Bally Vaughen Leather Ankle Boots - Black
    $694
    $495
    Bally
    Vaughen Leather Ankle Boots - Black
    From Baltini
    Sale
    Alexander McQueen Leather Ankle Boots With Metal Tip - Black
    $1,090
    $867
    Alexander McQueen
    Leather Ankle Boots With Metal Tip - Black
    From Baltini
    Sale
    Our Legacy Camion Boot Black Leather Ankle Boot - Camion Boot
    $577.62
    $470.10
    Our Legacy
    Camion Boot Black Leather Ankle Boot - Camion Boot - Black
    From Italist
    Sale
    SCAROSSO Ankle Boots Edmund Black Calf Leather
    $430
    SCAROSSO
    Ankle Boots Edmund Black Calf Leather - Black
    From Scarosso
    Raf Simons Solaris High Leather Ankle Boots - Black
    $720
    $432
    Raf Simons
    Solaris High Leather Ankle Boots - Black
    From Mytheresa
    Sale
    Maison Margiela 30mm Tabi Leather Ankle Boots - Black
    $1,190
    Maison Margiela
    30mm Tabi Leather Ankle Boots - Black
    From LUISA VIA ROMA
    Raf Simons Leather Solaris High Ankle Boots - Black
    $657.28
    $533.82
    Raf Simons
    Leather Solaris High Ankle Boots - Black
    From Italist
    Sale
    Showing 48 of 3,855
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