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Shop Groupon Harrison Men's Casual Chelsea Boots
Harrison Men's Casual Chelsea Boots
590+ bought
(233)
$79.99 $19.99
Shop Groupon Joseph Abboud Lucca Men's Chukka Boots
TRENDING
Joseph Abboud Lucca Men's Chukka Boots
840+ bought
(47)
$150 $39.99
Shop Groupon Adolfo Colin Men's Chukka Boots (Sizes 9.5, 10, 10.5, 11.5)
Adolfo Colin Men's Chukka Boots (Sizes 9.5, 10, 10.5, 11.5)
120+ bought
(61)
$73.99
Shop Groupon Harrison Men's Round-Toe Casual Boots
TRENDING
Harrison Men's Round-Toe Casual Boots
310+ bought
$84.99 $27.99
(135)
Sale Ends 4/25
Shop Groupon Henry Ferrera Men's Lace Denim Wing Tip Oxford Boots
Henry Ferrera Men's Lace Denim Wing Tip Oxford Boots
1,000+ bought
(332)
$99.99 $19.99
Shop Groupon Kenneth Cole Unlisted Men's Leather Boots
Kenneth Cole Unlisted Men's Leather Boots
1,000+ bought
(199)
$95 $54.99
Shop Groupon Gino Vitale Men's Wing-Tip Chelsea Boots
Gino Vitale Men's Wing-Tip Chelsea Boots
480+ bought
(49)
$34.99
Shop Groupon EM3RSN Men's Casual Chukka Sneaker Boots
EM3RSN Men's Casual Chukka Sneaker Boots
80+ bought
(13)
$95 $16.99
Shop Groupon Reserved Men's Cromwell Leather Mid-top Boots
Reserved Men's Cromwell Leather Mid-top Boots
120+ bought
(14)
$74.99
Shop Groupon Gino Vitale Men's Wing Tip Chelsea Boots
Gino Vitale Men's Wing Tip Chelsea Boots
20+ bought
(49)
$100 $34.99
Shop Groupon Harrison Men's Boots. Multiple Styles Available. (Size 8.5)
Harrison Men's Boots. Multiple Styles Available. (Size 8.5)
10+ bought
(40)
$19.99
Shop Groupon Franco Vanucci Men's Oliver Hiking Boots (Sizes 9 & 13)
Franco Vanucci Men's Oliver Hiking Boots (Sizes 9 & 13)
1,000+ bought
(613)
$140 $39.99
Shop Groupon Reserved Men's Lennox Leather Mid-top Boot
Reserved Men's Lennox Leather Mid-top Boot
90+ bought
(17)
$74.99
Shop Groupon Harrison Men's Classic Scott Chelsea Boots
Harrison Men's Classic Scott Chelsea Boots
1,000+ bought
$79.99 $27.99
(464)
Sale Ends 4/25
Shop Groupon Solo Men's Comfort Casual Boots
Solo Men's Comfort Casual Boots
250+ bought
(51)
$99.99 $19.99
Shop Groupon Harrison Men's Travis Classic Chelsea Boots
Harrison Men's Travis Classic Chelsea Boots
720+ bought
$79.99 $27.99
(175)
Sale Ends 4/25
Shop Groupon Jach's Men's Oscar Leather and Flannel Cap Toe Boot
Jach's Men's Oscar Leather and Flannel Cap Toe Boot
420+ bought
(38)
$160 $49.99
Shop Groupon 15.5" LABO Men's Waterproof Winter Snow/Rain Rubber Boots
15.5" LABO Men's Waterproof Winter Snow/Rain Rubber Boots
(9)
$89.99 $19.99
Shop Groupon Harrison Men's Classic Chelsea Boots
Harrison Men's Classic Chelsea Boots
1,000+ bought
$79.99 $27.99
(309)
Sale Ends 4/25
Shop Groupon Harrison Men's Assorted Chelsea Boots
Harrison Men's Assorted Chelsea Boots
190+ bought
(2)
$79.99 $19.99
Shop Groupon American Smith Men's Moc-Toe Ankle-High Boots
American Smith Men's Moc-Toe Ankle-High Boots
1,000+ bought
(153)
$169.99 $64.99
Shop Groupon Vincent Cavallo Men's Chukka or Monk Strap Dress Boots
Vincent Cavallo Men's Chukka or Monk Strap Dress Boots
310+ bought
(41)
$120 $29.99
Shop Groupon Solo Men's Elastic Leather or Suede Casual Comfort Loafer Boots
Solo Men's Elastic Leather or Suede Casual Comfort Loafer Boots
220+ bought
(45)
$99.99 $19.99
Shop Groupon Vincent Cavallo Men's Combat Dress Boots
Vincent Cavallo Men's Combat Dress Boots
1,000+ bought
$100 $32.99
(537)
Sale Ends 4/25
Shop Groupon Gino Pheroni Calvin Men's Chelsea Boots
TRENDING
Gino Pheroni Calvin Men's Chelsea Boots
5,000+ bought
(1,271)
$89.95 $29.99
Shop Groupon Goodyear Men's Welted Genuine Leather Biker Boots
Goodyear Men's Welted Genuine Leather Biker Boots
770+ bought
(109)
$328 $69.99
Shop Groupon Harrison Men's Suede Casual Chelsea Boots (Sizes 9, 12, 13)
Harrison Men's Suede Casual Chelsea Boots (Sizes 9, 12, 13)
60+ bought
(44)
$79.99 $17.97
Shop Groupon Solo Men's Lace Nu-bock Suede Casual Comfort Boots
Solo Men's Lace Nu-bock Suede Casual Comfort Boots
910+ bought
(156)
$99.99 $19.99
Shop Groupon Reserved Footwear Men's Rowlock Chelsea Dress Boot
Reserved Footwear Men's Rowlock Chelsea Dress Boot
260+ bought
(40)
$109.99 $36.99
Shop Groupon Adolfo Zacky Men's Chelsea Dress Boots
Adolfo Zacky Men's Chelsea Dress Boots
760+ bought
$98 $34.99
(83)
Sale Ends 4/28
Shop Groupon Joseph Abboud Men's Daniel Chelsea Style Boots
Joseph Abboud Men's Daniel Chelsea Style Boots
110+ bought
(8)
$150 $39.99
Shop Groupon Akademiks Men's Lace-Up Chukka Boots
Akademiks Men's Lace-Up Chukka Boots
1,000+ bought
(141)
$99.99 $19.99
Shop Groupon Gino Vitale Men's Wingtip Brogue Herringbone Dress Boots
Gino Vitale Men's Wingtip Brogue Herringbone Dress Boots
630+ bought
(109)
$34.99
Shop Groupon Solo Men's Pull-On Casual Boot
Solo Men's Pull-On Casual Boot
1,000+ bought
(155)
$99.99 $24.99
Shop Groupon Gino Vitale Men's Chelsea Boots with Zipper
Gino Vitale Men's Chelsea Boots with Zipper
80+ bought
(11)
$100 $34.99
Shop Groupon Goodyear Welted Men's 8'' Action Tred Leather Work Boots
Goodyear Welted Men's 8'' Action Tred Leather Work Boots
210+ bought
(31)
$189.98 $64.99
Shop Groupon Harrison Men's Casual Faux-Suede Chelsea Boots (Size 11)
Harrison Men's Casual Faux-Suede Chelsea Boots (Size 11)
8 bought
(26)
$79.99 $24.97
Shop Groupon Gino Pheroni Men's Chukka Boots
Gino Pheroni Men's Chukka Boots
5,000+ bought
$95 $24.99
(662)
Sale Ends 4/28
Shop Groupon London Fog Men's Camden Boots (Size 12)
ALMOST GONE
London Fog Men's Camden Boots (Size 12)
1,000+ bought
(337)
$37.99
Shop Groupon Harrison Chelsea Boots w/ Functional Brass Zipper(8.5, 11, 12, 13)
Harrison Chelsea Boots w/ Functional Brass Zipper(8.5, 11, 12, 13)
80+ bought
(136)
$36.99
Shop Groupon Genuine Leather Goodyear Welted Men's Rough Round Logger Boots
Genuine Leather Goodyear Welted Men's Rough Round Logger Boots
350+ bought
(35)
$200 $69.99
Shop Groupon Rocawear Amboy Men's Boots
Rocawear Amboy Men's Boots
490+ bought
(70)
$49.99 $31.99
Shop Groupon Polar Fox Fabian and Nicholas Men's Combat Boots
Polar Fox Fabian and Nicholas Men's Combat Boots
930+ bought
(101)
$89.99 $36.99
Shop Groupon Jach's Men's Cooper Casual Chelsea Boots
Jach's Men's Cooper Casual Chelsea Boots
470+ bought
(34)
$75 $29.99
Shop Groupon Solo Men's All Weather Water Proof Rubber Outdoor Duck Boots (10.5)
Solo Men's All Weather Water Proof Rubber Outdoor Duck Boots (10.5)
1,000+ bought
(169)
$89.99 $21.99
Shop Groupon Goodyear Welted Men's Classic Genuine Leather Work Boots
Goodyear Welted Men's Classic Genuine Leather Work Boots
1,000+ bought
(93)
$145 $60.99
Shop Groupon Harrison Men's Casual Boots with Zipper
Harrison Men's Casual Boots with Zipper
180+ bought
(24)
$89 $29.99
Shop Groupon Men's Pull-On Rubber Rain Boots
Men's Pull-On Rubber Rain Boots
1,000+ bought
(95)
$89.99 $29.99

Top Product Reviews

Harrison Men's Round-Toe Casual Boots

Jorge
Verified Purchaser
March 10, 2019
I bought a previous pair of boots so I bought these also because they were sold out of the one's I like. They look good but they run large. I usually were an 11 and I can fit into a size 10 in these. I just wear two pair of socks. Other than that they are nice looking boots.

Kenneth Cole Unlisted Men's Leather Boots

David
Verified Purchaser
March 24, 2019
Got the shoes, shoes feel great, look great and glad I got them! Very good quality shoes and will recommend them to my friends and family.

Gino Vitale Men's Wing-Tip Chelsea Boots

Benjamin
Verified Purchaser
April 15, 2019
Great price and delivery time. It was a little more narrow than I thought but I can wear them. I'll reorder another color in the future with a wider fit.

Gino Vitale Men's Wing Tip Chelsea Boots

Benjamin
Verified Purchaser
April 15, 2019
Great price and delivery time. It was a little more narrow than I thought but I can wear them. I'll reorder another color in the future with a wider fit.

Jach's Men's Oscar Leather and Flannel Cap Toe Boot

Dennis
Verified Purchaser
April 15, 2019
I am pleased to find that they are actually made of leather. It is lightweight leather but nevertheless it is leather. The size seems to run on the large side but is acceptable. The souls grip well which is necessary because I Use them with my motorcycle.

Shop Men’s Boots Every Day on Groupon

A good pair of men's boots is equally functional and fashionable. If you're looking for a pair of casual shoes with a bit more insulation than a traditional pair of sneakers, grab a pair of chukkas. Facing a rainstorm? Keep your feet dry in a pair of rubber boots. When winter is coming, it's crucial to get a pair of well-insulated winter boots before the first snow of the year—especially ones that go with your cold-weather outfits. When you search Groupon's inventory, you'll find there are men's boots to suit every occasion.

Jazz Up Your Wardrobe

The right pair of men's boots can make the difference between a good outfit and a great one. For casual outfits, try wearing a pair of chukkas or desert boots from Groupon's exclusive Oak & Rush line with your favorite pair of jeans to create a sophisticated and laid-back look. Timberland boots are equally stylish, but are typically more durable and weather-resistant, making them a better option for wet or snowy weather. Stumped on which color to choose? Brown boots are versatile enough to be worn with either jeans or khakis.

Keep Your Feet Warm and Safe

Many types of men's boots are designed specifically to keep you comfortable under the toughest conditions. For example, durable, insulated work boots are designed to provide comfort and support for folks who spend the day on their feet, such as construction workers or painters. Steel-toe shoes provide an extra bit of protection from falling objects or other hazards. If it starts to rain, opt for a pair of rubber boots—and when that rain freezes, keep your feet warm with a pair of men's snow boots (and be sure to care for them properly so they last as long as possible). If you're headed to a formal event during the winter, opt for a pair of men's dress boots to stay stay comfortable without sacrificing style points.