Men's Casual Lace-Up Boots
Men's Casual Lace-Up Boots
Men's Casual Lace-Up Boots
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-48%
Johnston & Murphy
Mens Kipton Plain Toe Casual Lace-Up Boot Black
$79.99
$154.95
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-57%
TERRITORY
Mens Axel Ankle Boot Black
$64.99
$149.99
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Black
$69.99
$189.99
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Black
$54.99
$89.99
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$69.99
$95.00
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Black
$79.99
$109.99
ShopSimon
-29%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Black
$59.99
$85.00
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Black
$93.15
$121.10
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Brown
$55.00
$109.99
ShopSimon
-16%
Dr. Martens
Mens Dr. Martens Boots Black Leather Round Toe Ankle VER1167
$101.39
$120.00
ShopSimon
-43%
Ferragamo
Fede Combat Boots Black
$828.99
$1,450.00
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Gray
$69.99
$189.99
ShopSimon
-54%
Bostonian
Mens Walker Mid Ankle Boot In Black
$69.00
$150.00
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe
$79.99
$129.90
ShopSimon
-59%
TERRITORY
Dunes Water Resistant Lace-up Ankle Boot
$69.99
$169.99
ShopSimon
-56%
Infinity Leather
Mens Tan Premium Desert Style Suede Chukka Boots
$87.99
$200.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot
$69.99
$95.00
ShopSimon
-64%
Tod's
Tods W. G. Heritage Desert Boots in Leather Black
$300.00
$825.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot
$69.99
$95.00
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
-24%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Pink
$64.99
$84.99
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot
$55.00
$109.99
ShopSimon
-23%
Vince Camuto
Mens Vince Camuto Saveli Boots Green Round Toe Ankle Chukka JOBB1210
$114.95
$150.00
ShopSimon
-24%
Vince Camuto
Mens Vince Camuto Saveli Fatigue Round Toe Ankle Chukka Boots JOBB1297 Green
$167.95
$220.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Pink
$55.00
$109.99
ShopSimon
-1%
Dr. Martens
Boot 1460 Vintage Black
$336.78
$340.22
ShopSimon
-50%
Vance Co.
Vance Mens Jimmy Plain Toe Chukka Boot Gray
$55.00
$109.99
ShopSimon
-40%
UGG
Mens Neumel Boots In Navy Blue
$137.00
$228.00
ShopSimon
-11%
Panama Jack
Panama Jack 03 C27 Mens Boots Black Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-33%
Vance Co.
Jones Cap Toe Ankle Boot Beige
$59.99
$89.99
ShopSimon
-23%
New Rock
M-WALL005N-C6 Leather Wall Gothic Ankle Boots Black
$231.24
$300.61
ShopSimon
-23%
New Rock
M-NewMILI083-S21 Tower Combat Boots Leather Black
$256.24
$333.11
ShopSimon
-40%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-40%
Vance Co.
Vance Franco Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Brown
$54.99
$89.99
ShopSimon
-23%
TruClothing
Chukka Desert Lace Up Ankle Boots Brown
$74.99
$97.49
ShopSimon
-18%
Club Room
Clifton Boots Mens Brown Memory Foam Moc Toe Ankle Combat ZAP2370
$69.99
$85.00
ShopSimon
-23%
TruClothing
Chukka Desert Lace Up Ankle Boots Brown
$74.99
$97.49
ShopSimon
-60%
Vance Co.
Vance Mens Linus Plain Toe Lace-up Chukka Boot Brown
$52.00
$129.99
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe Brown
$79.99
$129.90
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Brown
$79.99
$109.99
ShopSimon
-1%
Dr. Martens
1460 Pascal Boots Gray
$348.01
$351.57
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Brown
$93.15
$121.10
ShopSimon
-47%
Cole Haan
Mens Pinch Rugged Chukka Fashion Boot In Black
$95.00
$180.00
ShopSimon
-69%
Thomas & Vine
Jarett Wide Width Wingtip Ankle Boot Brown
$49.99
$159.99
ShopSimon
-43%
Rockport
Mens Leader 2 Leather Chukka Boots In Black
$85.00
$150.00
ShopSimon
-23%
Panama Jack
Panama Jack Bota C3 - Mens Chukka Leather Ankle Boots Black
$192.50
$250.25
ShopSimon
-23%
Panama Jack
Panama Jack Panama 03 C27 - Mens Leather Ankle Boots Black
$205.00
$266.50
ShopSimon
-9%
Panama Jack
Panama Jack C3 Mens Black Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
-24%
Dr. Martens
Mens Dr. Martens 1460 Ambassador R31981001 Black Leather Ankle Boots ZOGG1345
$152.00
$200.00
ShopSimon
-40%
Valentino Garavani
Punx Calfskin Combat Boot Black
$870.00
$1,450.00
Valentino
-35%
TERRITORY
Dunes Water Resistant Lace-up Ankle Boot Gray
$109.99
$169.99
ShopSimon
House of Cavani
Mens Grey Suede Lace Up Chukka Boots Gray
$118.99
ShopSimon
-20%
Bruno Magli
Mens Bruno Magli Crosby Dress Boots Brown Leather Cap Toe Ankle ZOGG1498
$299.99
$375.00
ShopSimon
-47%
Cole Haan
Mens Pinch Rugged Chukka Fashion Boot In Camo Canvas
$95.00
$180.00
ShopSimon
-50%
Georgia Boot
Steel Toe Waterproof 400G Insulated Logger Work Boot In Brown
$172.00
$345.00
ShopSimon
-43%
Eddie Bauer
Mens Severson Moc Toe Lace-Up Boots In Black
$93.00
$163.00
ShopSimon
-23%
Panama Jack
Glasgow GTX C2 - Mens Brown Leather Lace Up Ankle Boots
$228.15
$296.60
ShopSimon
-45%
Red Wing Shoes
Mens Logger Max Mens 9 Insulated Waterproof Soft Toe Boot In Brown
$227.00
$414.00
ShopSimon
-11%
Panama Jack
Panama Jack 03 C52 Mens Brown Boots Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-11%
Panama Jack
Panama Jack 03 C8 Mens Brown Boots Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-25%
SeaVees
Maslon M122A23CMD Desert Boots Natural Round Toe Ankle GAL483 Beige
$120.00
$160.00
ShopSimon
House of Cavani
Mens Sand Suede Lace Up Chukka Boots Gray
$118.99
ShopSimon
-58%
Sorel
Mens Sorel Metro Ii Boot In Velvet Tan/black Brown
$83.00
$196.00
ShopSimon
-23%
Twisted X Boots
Mens Composite Toe Chukka Boot In Brown
$100.00
$130.00
ShopSimon
-71%
Martin Dingman
Mens Countryaire Chukka Boots Brown
$81.00
$276.00
ShopSimon
House of Cavani
Mens Tan Suede Lace Up Chukka Boots Brown
$118.99
ShopSimon
-47%
Lems Shoes
Mens Chukka Grip Leather Boot In Chestnut Pink
$87.00
$165.00
ShopSimon
-9%
Panama Jack
Panama Jack C2 Mens Brown Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
-23%
Panama Jack
Panama Jack Bota C2 - 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
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
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