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Shop Groupon Harrison Men's Casual Chelsea Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Men's Casual Chelsea Boots
90+ viewed today
$79.99 $19.99
(263)
75% OFF
Shop Groupon Franco Vanucci Men's Oliver Hiking Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Franco Vanucci Men's Oliver Hiking Boots
350+ viewed today
$140 $39.99
(648)
71% OFF
Shop Groupon Reserved Men's Cromwell Leather Mid-top Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Reserved Men's Cromwell Leather Mid-top Boots
130+ bought
(14)
$74.99
Shop Groupon Miko Lotti Men's Chelsea Boots
Miko Lotti Men's Chelsea Boots
150+ viewed today
$100 $34.99
(4)
65% OFF
Shop Groupon Harrison Men's Assorted Chelsea Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Men's Assorted Chelsea Boots
40+ viewed today
$79.99 $19.99
(31)
75% OFF
Shop Groupon Joseph Abboud Men's Daniel Chelsea Style Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Joseph Abboud Men's Daniel Chelsea Style Boots
300+ viewed today
$150 $39.99
(13)
73% OFF
Shop Groupon Harrison Men's Classic Chelsea Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Men's Classic Chelsea Boots
Selling fast!
$79.99 $27.99
(361)
Sale Ends 5/28
Shop Groupon Solo Men's Comfort Casual Boots
Solo Men's Comfort Casual Boots
10+ viewed today
$99.99 $19.99
(55)
80% OFF
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 Travis Classic Chelsea Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Men's Travis Classic Chelsea Boots
150+ viewed today
$79.99 $29.99
(188)
63% OFF
Shop Groupon EM3RSN Men's Casual Chukka Sneaker Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
EM3RSN Men's Casual Chukka Sneaker Boots
100+ viewed today
$95 $16.99
(22)
82% OFF
Shop Groupon Goodyear Men's Welted Genuine Leather Biker Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Goodyear Men's Welted Genuine Leather Biker Boots
90+ viewed today
$328 $69.99
(121)
79% OFF
Shop Groupon Vincent Cavallo Men's Combat Dress Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Vincent Cavallo Men's Combat Dress Boots
Selling fast!
$100 $32.99
(556)
Sale Ends 5/28
Shop Groupon Solo Men's Lace Nu-bock Suede Casual Comfort Boots
Solo Men's Lace Nu-bock Suede Casual Comfort Boots
30+ viewed today
$99.99 $19.99
(174)
80% OFF
Shop Groupon Joseph Abboud Lucca Men's Chukka Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Joseph Abboud Lucca Men's Chukka Boots
200+ viewed today
$150 $29.97
(171)
Sale Ends 6/4
Shop Groupon American Smith Men's Moc-Toe Ankle-High Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
American Smith Men's Moc-Toe Ankle-High Boots
80+ viewed today
$169.99 $64.99
(158)
62% OFF
Shop Groupon Harrison Men's Plain-Toe Combat Boots
Harrison Men's Plain-Toe Combat Boots
40+ viewed today
$89 $19.99
(35)
78% OFF
Shop Groupon Gino Pheroni Calvin Men's Chelsea Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Gino Pheroni Calvin Men's Chelsea Boots
250+ viewed today
$89.95 $29.99
(1,411)
67% OFF
Shop Groupon London Fog Men's Canvas Chukka Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
London Fog Men's Canvas Chukka Boots
300+ viewed today
$59.99 $28.97
(323)
Sale Ends 6/4
Shop Groupon Solo Men's Elastic Leather or Suede Casual Comfort Loafer Boots
Solo Men's Elastic Leather or Suede Casual Comfort Loafer Boots
10+ viewed today
$99.99 $19.99
(51)
80% OFF
Shop Groupon Goodyear Welted Men's Classic Genuine Leather Work Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Goodyear Welted Men's Classic Genuine Leather Work Boots
40+ viewed today
$145 $61.99
(95)
57% OFF
Shop Groupon Vincent Cavallo Men's Chelsea Dress Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Vincent Cavallo Men's Chelsea Dress Boots
Selling fast!
$99 $34.99
(183)
65% OFF
Shop Groupon Solo Men's Pull-On Casual Boot
Solo Men's Pull-On Casual Boot
100+ viewed today
$99.99 $24.99
(184)
75% OFF
Shop Groupon Rocawear Amboy Men's Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Rocawear Amboy Men's Boots
70+ viewed today
$49.99 $21.97
(99)
Sale Ends 6/4
Shop Groupon Akademiks Men's Lace-Up Chukka Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Akademiks Men's Lace-Up Chukka Boots
40+ viewed today
$99.99 $21.99
(169)
78% OFF
Shop Groupon Adolfo Malcolm Men's Chukka Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Adolfo Malcolm Men's Chukka Boots
20+ viewed today
$98 $39.99
(24)
59% OFF
Shop Groupon Gino Pheroni Men's Chukka Boots
Gino Pheroni Men's Chukka Boots
150+ viewed today
$95 $26.99
(708)
72% OFF
Shop Groupon Reserved Footwear Men's Rowlock Chelsea Dress Boot
This is a top rated deal due to its average rating of 4.2 stars or higher.
Reserved Footwear Men's Rowlock Chelsea Dress Boot
50+ viewed today
$109.99 $37.99
(48)
65% OFF
Shop Groupon Henry Ferrera Men's Lace Denim Wing Tip Oxford Boots
Henry Ferrera Men's Lace Denim Wing Tip Oxford Boots
30+ viewed today
$99.99 $21.99
(350)
78% OFF
Shop Groupon Goodyear Welt Men's Industrial Contractor Work Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Goodyear Welt Men's Industrial Contractor Work Boots
100+ viewed today
$145 $59.99
(210)
59% OFF
Shop Groupon Goodyear Men's Welted Genuine Leather Classic Wedge Moc-Toe Work Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Goodyear Men's Welted Genuine Leather Classic Wedge Moc-Toe Work Boots
10+ viewed today
$135 $71.99
(80)
47% OFF
Shop Groupon Rocawear Men's Canton Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Rocawear Men's Canton Boots
100+ viewed today
$59.99 $19.97
(8)
Sale Ends 6/4
Shop Groupon Gino Vitale Men's Wingtip Brogue Herringbone Dress Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Gino Vitale Men's Wingtip Brogue Herringbone Dress Boots
40+ viewed today
$99.99 $34.99
(123)
65% OFF
Shop Groupon Bonafini Men's Buckled Dress Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Bonafini Men's Buckled Dress Boots
20+ viewed today
$99.99 $30.99
(100)
69% OFF
Shop Groupon Polar Fox Fabian and Nicholas Men's Combat Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Polar Fox Fabian and Nicholas Men's Combat Boots
30+ viewed today
$89.99 $38.99
(104)
57% OFF
Shop Groupon Snow Tec Freddy Men's Waterproof Snow Boots with Free Earmuffs
This is a top rated deal due to its average rating of 4.2 stars or higher.
Snow Tec Freddy Men's Waterproof Snow Boots with Free Earmuffs
10+ viewed today
$130 $39.99
(82)
69% OFF
Shop Groupon Kenneth Cole Unlisted Men's Leather Boots
Kenneth Cole Unlisted Men's Leather Boots
100+ viewed today
$95 $14.97
(218)
Sale Ends 6/4
Shop Groupon Reserved Men's Carswell Mid-Top Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Reserved Men's Carswell Mid-Top Boots
20+ viewed today
$129.99 $34.99
(242)
73% OFF
Shop Groupon Harrison Chelsea Boots w/ Functional Brass Zipper(8.5, 11, 12, 13)
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Chelsea Boots w/ Functional Brass Zipper(8.5, 11, 12, 13)
80+ bought
(138)
$36.99
Shop Groupon Harrison Men's Round-Toe Casual Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Harrison Men's Round-Toe Casual Boots
50+ viewed today
$84.99 $29.99
(232)
65% OFF
Shop Groupon Jach's Men's Leather Welted Sneaker Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Jach's Men's Leather Welted Sneaker Boots
150+ viewed today
$160 $49.99
(37)
69% OFF
Shop Groupon Men's Pull-On Rubber Rain Boots
Men's Pull-On Rubber Rain Boots
20+ viewed today
$89.99 $29.99
(96)
67% OFF
Shop Groupon Jach's Men's Cooper Casual Chelsea Boots
Jach's Men's Cooper Casual Chelsea Boots
30+ viewed today
$75 $14.97
(76)
Sale Ends 6/4
Shop Groupon Solo Men's Lace-Up Zipper Combat Boots
Solo Men's Lace-Up Zipper Combat Boots
10+ viewed today
$99.99 $29.99
(96)
70% OFF
Shop Groupon Franco Fortini Men's Chukka Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Franco Fortini Men's Chukka Boots
10+ viewed today
$79.99 $36.99
(30)
54% OFF
Shop Groupon Genuine Leather Goodyear Welted Men's Rough Round Logger Boots
Genuine Leather Goodyear Welted Men's Rough Round Logger Boots
20+ viewed today
$200 $69.99
(39)
65% OFF
Shop Groupon Snow Tec Men's Waterproof Snow Boots with Free Earmuffs (Size 9)
ALMOST GONE
This is a top rated deal due to its average rating of 4.2 stars or higher.
Snow Tec Men's Waterproof Snow Boots with Free Earmuffs (Size 9)
10+ viewed today
$129.95 $19.97
(235)
85% OFF
Shop Groupon Vincent Cavallo Men's Chukka or Monk Strap Dress Boots
This is a top rated deal due to its average rating of 4.2 stars or higher.
Vincent Cavallo Men's Chukka or Monk Strap Dress Boots
20+ viewed today
$120 $29.99
(56)
75% OFF

Top Product Reviews

Goodyear Men's Welted Genuine Leather Biker Boots

Andre
Verified Purchaser
May 21, 2019
Seem like they are well made, fit as expected, time and miles on the road will tell if they hold up to being used as actual motorcycle riding boots. Had to cut some excess stitching and glue from seam inside one boot, but now feels comfortable.

Vincent Cavallo Men's Combat Dress Boots

Andre R
Verified Purchaser
April 26, 2019
I really like the way that the shoes felt when I put them on and walked around my house. I like the way that they are made and they look better than I expected them too. I believe that I'm going to really enjoy wearing them and that will be very soon.

American Smith Men's Moc-Toe Ankle-High Boots

Belinda
Verified Purchaser
April 10, 2019
Soft and comfortable from day one! SO many compliments on them; I'm a hard working female and love the fact they have smaller sizes for us.

Solo Men's Elastic Leather or Suede Casual Comfort Loafer Boots

McClellon
Verified Purchaser
April 24, 2019
The recommendation to purchase a size larger than the one I normally wear was good. I will have to purchase some softer insoles. Overall a good purchase.

Solo Men's Pull-On Casual Boot

Michael
Verified Purchaser
April 30, 2019
These were a gift and the young man like them. Unfortunately they seem to run about a half size small so he has to wear a thinner sock than a normal boot type sock

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.