Men's Casual Lace-Up Boots
Men's Casual Lace-Up Boots
Men's Casual Lace-Up Boots
-56%
Infinity Leather
Mens Tan Premium Desert Style Suede Chukka Boots Brown
$87.99
$200.00
ShopSimon
-17%
Diba
Mens Corn Stalk Classic Chukka Boots In Tan Leather Brown
$74.00
$89.00
ShopSimon
-37%
Vince
Dann Lugged Chukka Boot in Dark Cinder Grey at Nordstrom Rack, Size 10 Gray
$99.99
$159.97
Nordstrom Rack
-50%
Lee
Rowan Boot Brown
$44.99
$90.00
ShopSimon
-15%
Nunn Bush
Ozark Boots Brown Leather Plain Toe Ankle Chukka HAWK550
$84.95
$100.00
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe Brown
$79.99
$129.90
ShopSimon
-11%
Vince Camuto
Mens Vince Camuto Saveli Boots Green Round Toe Ankle Chukka JOBB1210
$150.00
$169.00
ShopSimon
-23%
Vince Camuto
Mens Vince Camuto Saveli Fatigue Round Toe Ankle Chukka Boots JOBB1297 Green
$169.00
$220.00
ShopSimon
-23%
Panama Jack
Panama Jack Bota C2 - Mens Chukka Leather Ankle Boots Brown
$192.50
$250.25
ShopSimon
-9%
Panama Jack
Panama Jack C2 Mens Brown Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
-35%
TERRITORY
Dunes Water Resistant Lace-up Ankle Boot Gray
$109.99
$169.99
ShopSimon
-50%
Vance Co.
Vance Mens Jimmy Plain Toe Chukka Boot Gray
$55.00
$109.99
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Gray
$69.99
$189.99
ShopSimon
-21%
UGG
Mens Neumel Chukka Boot In Chestnut Pink
$182.00
$230.00
ShopSimon
-24%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Pink
$64.99
$84.99
ShopSimon
-26%
Dockers
Mens Davis Rugged Casual Chukka Boot Black
$69.99
$95.00
ShopSimon
-60%
Vance Co.
Vance Mens Linus Plain Toe Lace-up Chukka Boot Black
$52.00
$129.99
ShopSimon
-48%
Johnston & Murphy
Mens Kipton Plain Toe Casual Lace-Up Boot Black
$79.99
$154.95
ShopSimon
-20%
Sorel
Mens Carson Chukka Boot In Wet Sand Beige
$165.00
$207.00
ShopSimon
-7%
London Rag
willow cushion collared lace-up high ankle combat boots Black
$84.99
$90.99
ShopSimon
-27%
Premiata
Lux Ankle Boots In Black Horse Leather
$470.00
$647.00
Italist
-24%
Vance Co.
Vance Franco Plain Toe Chukka Boot Pink
$64.99
$84.99
ShopSimon
House of Cavani
Mens Navy Suede Lace Up Chukka Boots Blue
$118.99
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Black
$69.99
$189.99
ShopSimon
-25%
Marc Joseph New York
Mens Marc Joseph New York Lenox Ave Boots Navy Leather Cap Toe Chukka JOBB1212 Blue
$195.00
$260.00
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Black
$79.99
$109.99
ShopSimon
-51%
Antonio Maurizi
Lace-Up Suede Boot Green
$260.99
$535.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Black
$55.00
$109.99
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Pink
$55.00
$109.99
ShopSimon
-50%
Lee
Rowan Boot Black
$44.99
$90.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Black
$93.15
$121.10
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Black
$54.99
$89.99
ShopSimon
-21%
UGG
Mens Neumel Boots In Navy Blue
$180.00
$228.00
ShopSimon
-57%
TERRITORY
Mens Axel Ankle Boot Black
$64.99
$149.99
ShopSimon
-68%
Thomas & Vine
Darko Cap Toe Ankle Boot Black
$54.99
$169.99
ShopSimon
-25%
SeaVees
Maslon M122A23CMD Desert Boots Natural Round Toe Ankle GAL483 Beige
$120.00
$160.00
ShopSimon
Santoni
Suede boots Brown
$655.00
THEBS
-40%
Vince
Lafayette Chukka Boot in Eden at Nordstrom Rack, Size 10.5
$89.99
$149.97
Nordstrom Rack
-11%
Trickers
Burford Ankle Boots Black
$624.00
$701.00
THEBS
-22%
Diba
Mens Delta Sierra Lace-Up Chukka Boots In Tan Brown
$116.00
$149.00
ShopSimon
-26%
Rocky
Mens Original Ride Flx Composite Waterproof Lace Up Western Boot - Wide Width In Brown
$196.00
$265.00
ShopSimon
-4%
UGG
The UGG Lug Chukka Sand 1158214-SAN Mens Brown
$130.00
$135.00
ShopSimon
-24%
Martin Dingman
Mens Countryaire Chukka Boots Brown
$211.00
$276.00
ShopSimon
-23%
Panama Jack
Panama Jack Bota C10 - Mens Chukka Leather Ankle Boots Brown
$192.50
$250.25
ShopSimon
-23%
Panama Jack
Panama Jack Bota C1 - Mens Chukka Leather Ankle Boots Brown
$192.50
$250.25
ShopSimon
-9%
Panama Jack
Panama Jack C1 Mens Tan Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots Brown
$199.99
$219.99
ShopSimon
-11%
Panama Jack
Panama Jack 03 C8 Mens Brown Boots Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
House of Cavani
Mens Tan Suede Lace Up Chukka Boots Brown
$118.99
ShopSimon
-29%
Danner
Mens Pronghorn 400G Boot In Realtree Xtra Brown
$200.00
$280.00
ShopSimon
-47%
Georgia Boot
Steel Toe Waterproof 400G Insulated Logger Work Boot In Brown
$183.00
$345.00
ShopSimon
-20%
Sperry Top-Sider
Mens Brewster Plaid Collar Waterproof Duck Ankle Rubber Boots In Multicolor Brown
$163.00
$205.00
ShopSimon
-9%
Panama Jack
Panama Jack C10 Mens Brown Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
-23%
Panama Jack
Glasgow GTX C2 - Mens Brown Leather Lace Up Ankle Boots
$228.15
$296.60
ShopSimon
-14%
Panama Jack
Panama Jack 03 C1 Mens Boots Tan Waterproof Leather Lace Up Hiking Ankle Chukka Brown
$205.99
$239.99
ShopSimon
-23%
Red Wing Shoes
Mens Logger Max Mens 9 Insulated Waterproof Soft Toe Boot In Brown
$317.00
$414.00
ShopSimon
-29%
Johnston & Murphy
Mens Kipton Plain Toe Casual Lace-Up Boot
$109.99
$154.95
ShopSimon
-23%
Nunn Bush
Mens Nunn Bush 1912 Boot Brown Leather Plain Toe Ankle Combat Boot GAL1978
$114.99
$150.00
ShopSimon
-29%
Wolverine
Mens Raider Durashocks Heavy Duty Carbonmax 6 Boot In Brown
$185.00
$260.00
ShopSimon
-8%
UGG
Adirondack Boot XXV Chestnut 1170770-CHE Mens Brown
$250.00
$272.00
ShopSimon
-56%
Infinity Leather
Mens Tan Premium Desert Style Suede Chukka Boots
$87.99
$200.00
ShopSimon
-59%
TERRITORY
Dunes Water Resistant Lace-up Ankle Boot
$69.99
$169.99
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe
$79.99
$129.90
ShopSimon
-8%
Timberland
Mens Attleboro Mid Lace-Up Chukka Boot Brown
$119.99
$130.00
ShopSimon
-21%
Pajar
Mens Edmund Corsica Lace Up Insulated Boots In Dark Brown
$127.00
$160.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot
$55.00
$109.99
ShopSimon
-25%
Ferragamo
Ankle boots Black
$985.00
$1,313.00
Yoox.com
-7%
Timberland
Mens Attleboro Mid Lace-Up Chukka Boot Brown
$129.99
$140.00
ShopSimon
House of Cavani
Mens Grey Suede Lace Up Chukka Boots Gray
$118.99
ShopSimon
-24%
Carlos By Carlos Santana
Mens Carlos By Carlos Santana Corazon Boots Black Leather Chukka JOBB1097
$159.00
$210.00
ShopSimon
-24%
Dr. Martens
Mens Dr. Martens 1460 Ambassador R31981001 Black Leather Ankle Boots ZOGG1345
$152.00
$200.00
ShopSimon
-11%
Panama Jack
Panama Jack 03 C27 Mens Boots Black Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-9%
Panama Jack
Panama Jack C3 Mens Black Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
Carlos By Carlos Santana
Corazon Chukka Boots Black
$179.00
ShopSimon
-23%
Panama Jack
Panama Jack Panama 03 C27 - Mens Leather Ankle Boots Black
$205.00
$266.50
ShopSimon
-23%
Panama Jack
Panama Jack Bota C3 - Mens Chukka Leather Ankle Boots Black
$192.50
$250.25
ShopSimon
-23%
New Rock
M-NewMILI083-S21 Tower Combat Boots Leather Black
$256.24
$333.11
ShopSimon
-23%
New Rock
M-WALL026N-C5 Boots Leather Wall Ankle Tower Black
$237.49
$308.74
ShopSimon
-21%
Oakley
Mens Field Assault Boot In Black
$180.00
$228.00
ShopSimon
Carlos By Carlos Santana
Corazon Chukka Boots
$179.00
ShopSimon
Timberland
Mens Redwood Edge Mid Lace-Up Boot
$160.00
ShopSimon
-22%
Sorel
Mens Madson Ii Chukka Waterproof Boot In Velvet Tan, Gum
$205.00
$264.00
ShopSimon
Timberland
Mens Redwood Edge Mid Lace-Up Boot
$160.00
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