To Boot Men's Boots

+ Save this search
Showing 71 Men's Boots filtered to 1 brand
By incorporating the best Italian and French calfskins with the latest technology, To Boot New York’s shoes are of the most comfortable available today. Always hand-cut and burnished, the brand’s selection of men’s boots run the gamut, from elegant lug sole hikers to classic wingtip chelsea’s. Whether you’re looking for that perfect pair of boots to wear under suits in the colder months, or are in need of a comfortable weekend lace-up to work into your Sunday brunch wardrobe rotation, there’s a pair of To Boot men's boots that will certainly meet your needs.

Free Shipping $150+

To Boot Men's Bruckner Leather Wingtip Boots
To Boot Men's Bruckner Leather Wingtip Boots

Fits large, order the next size down Lace up Pebbled leather upper with brogue detailing Burnished detail at heel and toe Pull tab at back ankle Leather upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Astoria Boots - 100% Exclusive
To Boot Astoria Boots - 100% Exclusive

To Boot New York gives a classic silhouette a versatile update with a water-resistant suede finish that brings an eye-catching texture to any look. Fits true to size, please order normal size Suede upper Leather lining Leather and rubber sole Water-resistant This item is part of our 100% Bloomingdale’s collection, featuring exclusive pieces you won’t find anywhere else. Suede/leather/rubber Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Ives Suede Chelsea Boots
To Boot Men's Ives Suede Chelsea Boots

Fits true to size, order your normal size Elastic goring at sides for a flexible fit Pull on Flexible rubber sole Suede upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Harrison Side Zip Boots - 100% Exclusive
To Boot Harrison Side Zip Boots - 100% Exclusive

These clean, understated boots from To Boot define your relaxed dandy aesthetic with a high suede upper and a side zip for go-to comfort you can only find at Bloomingdale’s. Suede upper Side zip Rubber outsole and heel This item is part of our 100% collection, featuring exclusive capsules and unique designs you won’t find anywhere else. Suede/rubber Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Toby Chelsea Boots
To Boot Toby Chelsea Boots

From To Boot New York, these classic chelsea boots are a handsome addition to on-the-clock and off-duty looks. Fits true to size, please order normal size Elastic goring at sides for a flexible fit Pull on Pull tab on back Leather upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Broome Leather & Suede Monkstrap Boots
To Boot Men's Broome Leather & Suede Monkstrap Boots

Fits large, order the next size down Cap and burnished toe Suede panel at shaft Double monkstrap closure; functional inside zip Leather and suede upper, leather lining, leather and rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Conte Chukka Boots
To Boot Conte Chukka Boots

Fits true to size, order your normal size Lace up Suede upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Phipps Suede Chukka Boots
To Boot Men's Phipps Suede Chukka Boots

Fits large, order the next size down Lace up Suede upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Franklin Leather Chukka Boots
To Boot Men's Franklin Leather Chukka Boots

Fits true to size, order your normal size Lace up Scotch grain leather upper Leather upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Flyboy Leather Lace Up Boots
To Boot Men's Flyboy Leather Lace Up Boots

Fits large, order the next size down Cap toe; lace up Functional inside zip; buckled ankle strap Leather upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Bondfield Leather Cap Toe Boots
To Boot Men's Bondfield Leather Cap Toe Boots

Fits large, order the next size down Cap toe, lace up Pull tab at back ankle Leather upper, leather lining, leather and rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Norwalk Leather Chukka Boots
To Boot Men's Norwalk Leather Chukka Boots

Fits large, order the next size down Lace up Leather upper, leather lining, rubber and leather sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Toby Leather Chelsea Boots
To Boot Men's Toby Leather Chelsea Boots

c Fits large, order the next size down Elastic goring at sides for a flexible fit Pull on Burnished detailing at heel and toe Pull tab at back ankle Leather upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Men's Corden Suede Chelsea Boots
To Boot Men's Corden Suede Chelsea Boots

Fits true to size, order your normal size Elastic goring at sides for a flexible fit Pull on Pull tab at back Suede upper, leather lining, rubber sole Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Hobson Wingtip Boots
To Boot Hobson Wingtip Boots

Fits large, order the next size down Round wingtip toe, lace up closure, eight eyelets Leather upper with suede panel details Leather lining Rubber sole Brogue detailing Leather/suede/rubber Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Briggs Chukka Boots - 100% Exclusive
To Boot Briggs Chukka Boots - 100% Exclusive

To Boot outfits this classic silhouette with a suede upper and a crepe sole for a look that works well on and off the clock. Only at Bloomingdale's as part of our 100% Collection. Suede upper Goring on both sides Crepe sole This item is part of our 100% collection, featuring exclusive capsules and unique designs you won't find anywhere else. Suede/rubber Made in Italy

Get Sale Alert

Free Shipping $150+

To Boot Karl Alpine Boots
To Boot Karl Alpine Boots

Fits large, order the next size down Round toe, D-ring eyelets for secure closure Suede upper, leather lining Rubber sole Suede/leather/rubber Made in Italy

Get Sale Alert

Free Shipping $100+

To Boot Kory Chelsea Boot
To Boot Kory Chelsea Boot

Sizing: True to size.Suede upper, synthetic sole Round toe Topstitched welt Suede construction Dual gored shaft insets Pull-on style Grip sole Approx. 5.5 inches" shaft height, 11.5 inches" opening circumference Made in Italy

Get Sale Alert

Free Shipping $100+

To Boot Waldorf Chukka Boot
To Boot Waldorf Chukka Boot

Sizing: True to size.Leather upper, synthetic sole Round toe Topstitched welt Lace-up vamp closure Grip sole Approx. 4.5 inches" shaft height Made in Italy

Get Sale Alert

Free Shipping $100+

To Boot Conte Chukka Boot
To Boot Conte Chukka Boot

Two-hole lacing and minimalist construction bring classic detailing to a smart chukka boot given an urban update with a chunky lugged sole.Leather upper and lining/synthetic sole Lace-up style Made in Italy

Get Sale Alert

Free Ship + Free Returns

To Boot Corden Chelsea Boot
To Boot Corden Chelsea Boot

Rich suede construction elevates a stylish Chelsea boot crafted in Italy and fitted with smart elastic gores for an ideal fit. Style Name:To Boot New York Corden Chelsea Boot (Men). Style Number: 5362350. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Henri Cap Toe Boot
To Boot Henri Cap Toe Boot

Finely textured leather elevates a stylish Italian boot crafted with a cushioned arch support footbed for all-day comfort. Style Name:To Boot New York Henri Cap Toe Boot (Men). Style Number: 5412106. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot 'Harrison' Zip Boot
To Boot 'Harrison' Zip Boot

Smooth leather adds luster to an Italian-crafted boot built with fashion-forward appeal. Style Name:To Boot New York 'Harrison' Zip Boot (Men). Style Number: 1094944_1. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Bondfield Cap Toe Boot
To Boot Bondfield Cap Toe Boot

Bold, burnished calfskin elevates a stylish boot crafted in Italy in a clean-cut silhouette. Style Name:To Boot New York Bondfield Cap Toe Boot (Men). Style Number: 5355294. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Conte Chukka Boot
To Boot Conte Chukka Boot

Two-hole lacing and minimalist construction bring classic detailing to a smart chukka boot given an urban update with a chunky lugged sole. Style Name:To Boot New York Conte Chukka Boot (Men). Style Number: 5412107. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Fulton Chelsea Boot
To Boot Fulton Chelsea Boot

Keep it classic with a quintessential Chelsea boot shaped from rich, burnished leather. Style Name:To Boot New York Fulton Chelsea Boot (Men). Style Number: 5355291. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot 'Harrison' Zip Boot
To Boot 'Harrison' Zip Boot

Smooth leather adds luster to an Italian-crafted boot built with fashion-forward appeal. Style Name:To Boot New York 'Harrison' Zip Boot (Men). Style Number: 1094944. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Bruckner Wingtip Boot
To Boot Bruckner Wingtip Boot

Bold, burnished leather elevates a fine Italian boot clad in classic wingtip paneling. Style Name:To Boot New York Bruckner Wingtip Boot (Men). Style Number: 5355298. Available in stores.

Get Sale Alert

Free Ship + Free Returns

To Boot Toby Chelsea Boot
To Boot Toby Chelsea Boot

Finely grained leather adds luster to a handsome Italian-made Chelsea boot fitted with twin elastic-gore insets for an ideal fit. Style Name:To Boot New York Toby Chelsea Boot (Men). Style Number: 5167266. Available in stores.

Get Sale Alert

Free Shipping: FREESHIP

To Boot Roosevelt Leather Boots
To Boot Roosevelt Leather Boots

Sophisticated leather ankle boots. Leather upper. Round toe. Side zip closure. Leather lining. Rubber/leather sole. Leather. Made in Italy.

Get Sale Alert

To Boot Men's Briggs Chelsea Boot,13 M US
To Boot Men's Briggs Chelsea Boot,13 M US

Double gore chukka boots

Get Sale Alert

To Boot Men's Bruno Boot,
To Boot Men's Bruno Boot,

Plain-toe boot featuring speed lacing hardware and tonal stitching

Get Sale Alert

To Boot Men's Brewer Chukka Boot
To Boot Men's Brewer Chukka Boot

Plain-toe chukka boot featuring suede upper with two blind-eyelet lacing

Get Sale Alert

To Boot Men's Marc Oxford,
To Boot Men's Marc Oxford,

To Boot New York Men's Marc Oxford,Berry/Black,13 M US

Get Sale Alert

To Boot Men's Edwards Chukka Boot
To Boot Men's Edwards Chukka Boot

Lace-up construction. Back pull-tab for easy entry. Dyed real shearling lining from sheep. Shearling origin: Italy. Leather footbed. Stacked heel. Rubber sole. Made in

Get Sale Alert

To Boot Men's Gibson Shearling Chukka,
To Boot Men's Gibson Shearling Chukka,

To Boot New York Men's Gibson Shearling Chukka,Black,11 M US

Get Sale Alert

To Boot Men's Cortona Penny Loafer,11 M US
To Boot Men's Cortona Penny Loafer,11 M US

Dress high shine Penney loafer

Get Sale Alert

To Boot Men's Sheppard Boot
To Boot Men's Sheppard Boot

Suede Chelsea boot with elastic side goring featuring easy-on heel pull Crepe sole

Get Sale Alert
Top