Men's Lace-Up Boots
Men's Lace-Up Boots
Men's Lace-Up Boots
-60%
Sebata
Mens Aesop Chukka Boots In Brown
$118.00
$298.00
ShopSimon
Loro Piana
Brown Walk and Walk ankle boots in suede
$1,300.00
TheDoubleF
-23%
Pikolinos
MenS Lace-Up Ankle Boots In Cuero Brown
$176.00
$230.00
ShopSimon
-4%
UGG
The UGG Lug Chukka Sand 1158214-SAN Mens Brown
$130.00
$135.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-81%
Bugatti
Mens Black Leather Lace-up Chukka Ankle Boots - Rigalo Evo
$40.50
$210.99
ShopSimon
-14%
Saint Morta
Legion Boots Mens Red Gum Suede Lace Up Round Toe Ankle HTAT1471
$119.99
$140.00
ShopSimon
-56%
Infinity Leather
Mens Tan Premium Desert Style Suede Chukka Boots Blue
$87.99
$200.00
ShopSimon
-51%
Vionic
Mens Bowery Chase Chukka Boots In Tan Brown
$82.00
$166.00
ShopSimon
Balenciaga
Combat Strike Olive Suede Calfskin Boots Green
$1,500.00
TheDoubleF
Tommy Jeans
Black Suede Lace-Up Padded Collar Boots
$231.60
ShopSimon
-64%
Todd Snyder
Todd Snyder Silva Suede Boot Beige
$199.98
$560.00
ShopSimon
-12%
Red Wing Shoes
Mens Elk Tracker 860 Boot In Brown
$274.00
$310.00
ShopSimon
Our Legacy
Cortege Pebbled Ankle Boots Brown
$824.00
Eraldo
Vance Co.
Dalvin Boots Mens Brown Faux Leather Memory Foam Ankle ZPO3789
$119.99
ShopSimon
Dsquared2
Lace-up Suede Shoes, Mens, Brown
$740.00
Vitkac
-7%
Clarks
Suede Mens Mens Boot Beige
$228.00
$246.00
ShopSimon
Barbour
Kirkstone Desert Boot in Dark Brown at Nordstrom, Size 12
$215.00
Nordstrom
-28%
Pollini
Suede Chukka Lace Up Men Ankle Boots Mens
$257.00
$359.00
ShopSimon
-20%
Bruno Magli
Mens Bruno Magli Crosby Dress Boots Brown Leather Cap Toe Ankle ZOGG1498
$299.99
$375.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Gray
$69.99
$95.00
ShopSimon
-42%
Mustang
Mens Brown Faux Leather Winter Lace-Up Ankle Boots - M0031006
$145.99
$250.00
ShopSimon
-23%
TruClothing
Chukka Desert Lace Up Ankle Boots Blue
$74.99
$97.49
ShopSimon
-13%
Tod's
Tods Brown
$351.00
$403.00
ShopSimon
-32%
Camper
Mens Tyre Lace-Up Ankle Boots In Dark Green
$142.00
$210.00
ShopSimon
Tod's
Tods Grey Suede Lace Up Ankle Length Boots Gray
$315.00
ShopSimon
-16%
Sorel
Mens Sorel Explorer Next Drift Boots Gray Suede Waterproof Chukka RHS7673
$135.00
$160.00
ShopSimon
Tommy Hilfiger
Black Treaded Sole Suede Leather Boots
$224.04
ShopSimon
-21%
Panchic
Mid-Top Suede Footwear With Moccasin Toe And Lace-Up Closure Brown
$264.52
$332.82
ShopSimon
-21%
Dr. Martens
1460 Pascal Leather Lace-Up Boots Brown
$309.18
$392.07
ShopSimon
-14%
Timberland
Attleboro Mid TB0A657D0151 Mens Black Leather Ankle Boot TF9031
$179.99
$210.00
ShopSimon
-22%
Sebago
Moccasin-Toe Rugged Sole Suede Ankle Boots Black
$321.93
$415.36
ShopSimon
-60%
Palm Angels
Desert Leather Boot Brown
$399.98
$995.00
ShopSimon
-32%
Camper
Mens Tyre Lace-Up Ankle Boots In Dark Blue
$142.00
$210.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Chukka Boot
$69.99
$95.00
ShopSimon
-41%
Bruno Magli
Mabelton Suede Chukka Boot Brown
$249.98
$425.00
ShopSimon
-4%
UGG
The UGG Lug Chukka Sand 1158214-SAN Mens Brown
$130.00
$135.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot
$69.99
$95.00
ShopSimon
-31%
Sebago
Camel Beige Tala Mid Navajo Suede Moccasin Boots Brown
$346.68
$501.44
ShopSimon
-26%
Dockers
Mens Bannister Cap Toe Chukka Boot Pink
$69.99
$95.00
ShopSimon
-14%
Timberland
Attleboro Mid TB0A69YWEM5 Boots Mens Brown Leather Chukka TF9027
$179.99
$210.00
ShopSimon
-18%
Twisted X Boots
Mens Steel Toe Driving Moc Chukka Boot In Charcoal Pink
$131.00
$160.00
ShopSimon
-18%
Club Room
Clifton Boots Mens Brown Memory Foam Moc Toe Ankle Combat ZAP2370
$69.99
$85.00
ShopSimon
-12%
Red Wing Shoes
Mens Elk Tracker 882 Boot In Brown
$274.00
$310.00
ShopSimon
Sebago
Parker Rugged Calfskin Lace-Up Ankle Boots Brown
$364.54
ShopSimon
-26%
Dockers
Mens Davis Rugged Chukka Boot Gold
$69.99
$95.00
ShopSimon
-25%
Clarks
Desert Rain Dark Cola Suede Brown
$119.99
$160.00
ShopSimon
-19%
Born
Mens Nash Low-Profile Chukka Boots In Taupe Avola Distressed
$89.00
$110.00
ShopSimon
-20%
Ferrini
Mens Belly Rogue Print Casual Boots In Brown
$56.00
$70.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Chukka Boot Green
$69.99
$95.00
ShopSimon
-15%
Clarks
Bushhacre 3 26153532 Boot Mens Dark Brown Leather Chukka HAWK909
$110.00
$130.00
ShopSimon
-7%
Sebago
Brown Tala Suede Ankle Boots
$274.65
$295.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Chukka Boot
$69.99
$95.00
ShopSimon
-8%
Twisted X Boots
Mens Oblique Lace Up Work Boot In Brown
$133.00
$144.00
ShopSimon
-17%
Panchic
Edge Hydro Waxed Suede Lace-Up Ankle Boots Brown
$337.41
$405.06
ShopSimon
-26%
Dockers
Mens Davis Rugged Chukka Boot Brown
$69.99
$95.00
ShopSimon
-42%
Mustang
Mens Brown Faux Leather Winter Lace-Up Ankle Boots - M0081002
$145.99
$250.00
ShopSimon
-23%
Vince Camuto
Saveli Boots Mens Green Round Toe Ankle Chukka JOBB1210
$114.95
$150.00
ShopSimon
-18%
Danner
Mens Logger Soft Toe Wp Boot In Black
$268.00
$325.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Green
$69.99
$95.00
ShopSimon
-58%
Bruno Magli
Mabelton Suede Chukka Boot Brown
$179.99
$425.00
ShopSimon
Marc O'Polo
Beige Rony 7B Lace-Up Suede Boots Brown
$236.63
ShopSimon
-21%
Dr. Martens
Smooth Leather Lace-Up Air-Cushion Ankle Boots Black
$309.18
$392.78
ShopSimon
-39%
Twisted X Boots
Mens Feather X Ultralite Croco Casual Chukka Shoe In Ginger Brown
$91.00
$150.00
ShopSimon
-42%
Mustang
Mens Brown Faux Leather Winter Lace-Up Ankle Boots - M0021001
$145.99
$250.00
ShopSimon
-24%
Vince Camuto
Saveli Mens Fatigue Round Toe Ankle Chukka Boots JOBB1297 Green
$167.95
$220.00
ShopSimon
-11%
CAT
CAT (Caterpillar) Tan Leather Hiking Mid-Cut Chukka Ankle Boots - Grader
$181.99
$204.99
ShopSimon
-31%
Hey Dude
Mens Wally Mid Gripr Vintage Classic Moc Shoe In Mole Brown/brown
$62.00
$90.00
ShopSimon
-46%
Teva
Mens Auroris Rain Drop Boot In Black
$86.00
$160.00
ShopSimon
Karl Lagerfeld
Chukka Boots Mens Gray Suede Round Toe Ankle ZPO3751
$224.93
ShopSimon
-6%
Red Wing Shoes
Classic Suede Moc Boot Brown
$511.96
$546.84
ShopSimon
-10%
Red Wing Shoes
Classic Moc Ankle-High Toe Leather Boots Brown
$458.78
$511.23
ShopSimon
Red Wing Shoes
Moc Toe 8849 High Ankle Leather Boots Black
$531.85
ShopSimon
Red Wing Shoes
Lace-Up Moc Toe Leather Ankle Boots Brown
$531.85
ShopSimon
-56%
Ferragamo
Mens Geffer 2 Gancini Ankle Boots In Black
$555.00
$1,250.00
ShopSimon
-16%
Doucal's
Black Minimalist Chukka Suede Ankle Boots
$557.38
$660.06
ShopSimon
Red Wing Shoes
Moctoe High Ankle Boots Gray
$580.32
ShopSimon
-22%
Red Wing Shoes
Black Classic Moc Prairie Leather Ankle Boots
$585.89
$749.49
ShopSimon
-22%
Red Wing Shoes
Chocolate Classic Moc Muleskinner Suede Ankle Boots Brown
$585.89
$749.49
ShopSimon
-22%
Red Wing Shoes
Olive Mohave Classic Moc Leather Ankle Boots Brown
$585.89
$749.49
ShopSimon
-22%
Red Wing Shoes
Brown Classic Moc Leather Ankle Boots
$585.89
$749.49
ShopSimon
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
about products and deals