Main Content

Men's Loafers & Slip-Ons

The driving moc. Men's slip-on shoes from To Boot New York.

A sporty, low-slung profile makes these rubber-soled loafers a sleek alternative to the standard sneaker.

Men's Loafers & Slip-Ons

Narrow by:
To Boot New York 'Ashton' Driving Shoe
To Boot New York 'Ashton' Driving Shoe
To Boot New York 'Senato' Penny Loafer (Men)
To Boot New York 'Senato' Penny Loafer (Men)
To Boot New York 'Moore' Penny Loafer (Men)
To Boot New York 'Moore' Penny Loafer (Men)
PRICE MATCHEDTo Boot New York 'Moore' Penny Loafer (Men)Was: $395.00Now: $296.2525% OFF
To Boot New York 'Medford' Double Monk Strap Slip-On
To Boot New York 'Medford' Double Monk Strap Slip-On
Mezlan 'Tours' Leather Bit Loafer (Men)
Mezlan 'Tours' Leather Bit Loafer (Men)
To Boot New York 'Grant' Double Monk Shoe
To Boot New York 'Grant' Double Monk Shoe
Allen Edmonds 'Maxfield' Loafer (Men)
Allen Edmonds 'Maxfield' Loafer (Men)
Zanzara Leather Loafer (Men)
Zanzara Leather Loafer (Men)
Robert Zur 'Perry' Patent Leather Driving Shoe (Men)
Robert Zur 'Perry' Patent Leather Driving Shoe (Men)
Allen Edmonds 'Firenze' Loafer (Men)
Allen Edmonds 'Firenze' Loafer (Men)
Cole Haan & Todd Snyder 'Willet' Leather Penny Loafer (Men)
Cole Haan & Todd Snyder 'Willet' Leather Penny Loafer (Men)
Mephisto 'Leo' Leather Slip-On (Men)
Mephisto 'Leo' Leather Slip-On (Men)
Cole Haan & Todd Snyder 'Willet' Leather Loafer (Men)
Cole Haan & Todd Snyder 'Willet' Leather Loafer (Men)
Magnanni 'Dylan' Leather Driving Shoe (Men)
Magnanni 'Dylan' Leather Driving Shoe (Men)
Zanzara 'Max' Driving Shoe (Men)
Zanzara 'Max' Driving Shoe (Men)
Allen Edmonds 'Maxfield' Loafer (Men)
Allen Edmonds 'Maxfield' Loafer (Men)
Donald J Pliner 'Rex' Loafer
Donald J Pliner 'Rex' Loafer
PRICE MATCHEDDonald J Pliner 'Rex' LoaferWas: $250.00Now: $204.6715% OFF
Allen Edmonds 'Cavanaugh' Leather Penny Loafer (Men)
Allen Edmonds 'Cavanaugh' Leather Penny Loafer (Men)
Bacco Bucci 'Albatros' Driving Shoe (Men)
Bacco Bucci 'Albatros' Driving Shoe (Men)
Donald J Pliner 'Norin' Suede Penny Loafer (Men)
Donald J Pliner 'Norin' Suede Penny Loafer (Men)
Allen Edmonds 'Taormina' Leather Penny Loafer (Men)
Allen Edmonds 'Taormina' Leather Penny Loafer (Men)
New MarkdownAllen Edmonds 'Taormina' Leather Penny Loafer (Men)Was: $395.00Now: $269.9030% OFF
Timberland 'Lost History' Tassel Loafer (Men)
Timberland 'Lost History' Tassel Loafer (Men)
Trask 'Seth' Loafer (Men)
Trask 'Seth' Loafer (Men)
Tommy Bahama 'Finch' Tassel Loafer (Men)
Tommy Bahama 'Finch' Tassel Loafer (Men)
Tommy Bahama 'Felton' Venetian Slip-On (Men)
Tommy Bahama 'Felton' Venetian Slip-On (Men)
Vince 'Nico' Perforated Suede Slip-On (Men)
Vince 'Nico' Perforated Suede Slip-On (Men)
PRICE MATCHEDVince 'Nico' Perforated Suede Slip-On (Men)Was: $295.00Now: $221.2525% OFF
Trask 'Sawyer' Loafer (Men)
Trask 'Sawyer' Loafer (Men)
To Boot New York 'Grant' Double Monk Shoe
To Boot New York 'Grant' Double Monk Shoe
PRICE MATCHEDTo Boot New York 'Grant' Double Monk ShoeWas: $395.00Now: $296.2525% OFF
J&M 1850 'Culliver' Leather Penny Loafer (Men)
J&M 1850 'Culliver' Leather Penny Loafer (Men)
Cole Haan 'Grant' Driving Shoe (Men)
Cole Haan 'Grant' Driving Shoe (Men)
ECCO 'Faro' Venetian Loafer (Men)
ECCO 'Faro' Venetian Loafer (Men)
Bacco Bucci 'Bartalli' Slip-On (Men)
Bacco Bucci 'Bartalli' Slip-On (Men)
Bacco Bucci 'Buffon' Slip-On (Men)
Bacco Bucci 'Buffon' Slip-On (Men)
Donald J Pliner 'Broy' Venetian Slip-On (Men)
Donald J Pliner 'Broy' Venetian Slip-On (Men)
Mezlan 'Pujol' Venetian Loafer (Men)
Mezlan 'Pujol' Venetian Loafer (Men)
Bacco Bucci 'Arena' Tassel Loafer (Men)
Bacco Bucci 'Arena' Tassel Loafer (Men)
Trask 'Declan' Moc Toe Venetian Slip-On
Trask 'Declan' Moc Toe Venetian Slip-On
Trask 'Declan' Moc Toe Venetian Slip-On
Trask 'Declan' Moc Toe Venetian Slip-On
Bacco Bucci 'Altieri' Penny Loafer
Bacco Bucci 'Altieri' Penny Loafer
Trask 'Hamilton' Tassel Loafer (Men)
Trask 'Hamilton' Tassel Loafer (Men)
Mezlan 'Jacobs' Patent Leather Loafer (Men)
Mezlan 'Jacobs' Patent Leather Loafer (Men)
Mezlan 'Gregorio' Monk Strap Shoe (Men)
Mezlan 'Gregorio' Monk Strap Shoe (Men)
New MarkdownMezlan 'Gregorio' Monk Strap Shoe (Men)Was: $325.00Now: $229.9025% OFF
Mezlan 'Ghedini' Bit Loafer
Mezlan 'Ghedini' Bit Loafer
Allen Edmonds 'Fairmont' Penny Loafer (Men)
Allen Edmonds 'Fairmont' Penny Loafer (Men)
Neil M 'Sterling' Loafer
Neil M 'Sterling' Loafer
Magnanni 'Emilio' Penny Loafer
Magnanni 'Emilio' Penny Loafer
Neil M 'Truman' Loafer
Neil M 'Truman' Loafer
Trask 'Blane' Venetian Loafer
Trask 'Blane' Venetian Loafer
Magnanni 'Dorio' Velvet Venetian Loafer
Magnanni 'Dorio' Velvet Venetian Loafer
Neil M 'Palermo' Loafer
Neil M 'Palermo' Loafer
Mezlan 'Rogier' Penny Loafer (Men)
Mezlan 'Rogier' Penny Loafer (Men)
Robert Graham 'Verrazano' Driving Shoe (Men)
Robert Graham 'Verrazano' Driving Shoe (Men)
Robert Graham 'Hanover' Slip-On (Men)
Robert Graham 'Hanover' Slip-On (Men)
PRICE MATCHEDRobert Graham 'Hanover' Slip-On (Men)Was: $328.00Now: $246.0025% OFF
Mezlan 'Sarto' Venetian Loafer (Men)
Mezlan 'Sarto' Venetian Loafer (Men)
Robert Zur 'Hans' Woven Leather Driver Shoe
Robert Zur 'Hans' Woven Leather Driver Shoe
Mezlan 'Catalini' Bit Loafer (Men)
Mezlan 'Catalini' Bit Loafer (Men)
Mezlan 'Catalini' Bit Loafer (Men)Was: $295.00Now: $205.9630% OFF
Lloyd 'Ganda' Loafer
Lloyd 'Ganda' Loafer
Austen Heller 'Ripleys' Penny Loafer (Men)
Austen Heller 'Ripleys' Penny Loafer (Men)
Donald J Pliner 'Dacio' Bit Loafer (Men)
Donald J Pliner 'Dacio' Bit Loafer (Men)
Sebago 'Ashland' Penny Loafer (Men)
Sebago 'Ashland' Penny Loafer (Men)
ECCO 'Dacono' Venetian Loafer (Men)
ECCO 'Dacono' Venetian Loafer (Men)
Eastland 'Stratton 1955' Penny Loafer (Men) (Online Only)
Eastland 'Stratton 1955' Penny Loafer (Men) (Online Only)
Quoddy 'True' Penny Loafer
Quoddy 'True' Penny Loafer
Bacco Bucci 'Otto' Driving Shoe (Men)
Bacco Bucci 'Otto' Driving Shoe (Men)
Mezlan 'Granados' Driving Shoe
Mezlan 'Granados' Driving Shoe
Mezlan 'Granados' Driving ShoeWas: $395.00Now: $276.5030% OFF
Bacco Bucci 'Enrico' Driving Shoe (Men)
Bacco Bucci 'Enrico' Driving Shoe (Men)
Bacco Bucci 'Flavio' Driving Shoe (Men)
Bacco Bucci 'Flavio' Driving Shoe (Men)
Mezlan 'Novarra II' Tassel Loafer (Men)
Mezlan 'Novarra II' Tassel Loafer (Men)
Mezlan 'Novarra II' Tassel Loafer (Men)Was: $375.00Now: $281.2525% OFF
Mezlan 'Vasily' Venetian Loafer (Men)
Mezlan 'Vasily' Venetian Loafer (Men)
Mezlan 'Vasily' Venetian Loafer (Men)Was: $375.00Now: $262.5030% OFF

No items match all your filter selections.

Clear all to see unfiltered results.