Men's Casual Boots
Men's Casual Boots
Men's Casual Boots
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Blue
$54.99
$89.99
ShopSimon
-20%
Roper
Mens Pierce Cc Waxy Square Toe Boot In Brown
$199.00
$250.00
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Black
$79.99
$109.99
ShopSimon
-13%
Cloud Nine
Mens Jo-Jo Sheepskin Boot In Black
$125.00
$144.00
ShopSimon
-4%
Florsheim
Mens Renegade Plain Toe Gore Boot In Cognac Brown
$149.00
$155.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Black
$55.00
$109.99
ShopSimon
-26%
Vionic
Mens Chase Lace Up Chukka Boot In Black
$121.00
$164.00
ShopSimon
-36%
Ariat
Mens Krlmarsh Mid Rubber Waterproof Boot In Black
$111.00
$173.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Casual Chukka Boot Black
$69.99
$95.00
ShopSimon
-53%
TERRITORY
Elevate Water Resistant Plain Toe Lace-up Boot Pink
$69.99
$149.99
ShopSimon
-26%
Dockers
Mens Thomas Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-13%
Hi-Tec
Mens Excavator Waterproof Work Boots In Black
$68.00
$78.00
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Black
$54.99
$89.99
ShopSimon
-15%
Vance Co.
Vance Mens Yukkon Medium and Wide Width Cap Toe Boot Black
$109.99
$129.99
ShopSimon
-18%
Vance Co.
Vance Mens Zeus Medium and Wide Width Moc Toe Boot Black
$89.99
$109.99
ShopSimon
-17%
Doucal's
Chukka Ankle Boots Blue
$347.00
$419.00
Balardi
-45%
Saint Morta
Mens Saint Morta Chunky Boot Black SMCHUNKYBTSD-BLK
$71.00
$128.00
ShopSimon
-26%
Dockers
Mens Weston Lightweight Lugged Casual Boot Black
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Telford Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-21%
Bogs
Mens Shale Mid Composite Toe Esd Boots In Black
$146.00
$184.00
ShopSimon
-22%
Fluchos
Mens Terry Tie Boot In Black
$190.00
$245.00
ShopSimon
-40%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-11%
Diba
Mens Corn Stalk Classic Chukka Boots In Camel Brown
$79.00
$89.00
ShopSimon
-45%
Saint Morta
Mens Saint Morta Legion Boot Forest Green / Gum SMLEGIONBT-GREEN
$71.00
$128.00
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Black
$93.15
$121.10
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Black
$69.99
$189.99
ShopSimon
-21%
Hi-Tec
Mens Excavator Waterproof Work Boots In Brown
$73.00
$92.00
ShopSimon
-57%
TERRITORY
Mens Axel Ankle Boot Black
$64.99
$149.99
ShopSimon
-8%
Sperry Top-Sider
Mens Avenue Duck Synth Boot In Black
$110.00
$120.00
ShopSimon
-23%
TruClothing
Chukka Desert Lace Up Ankle Boots Brown
$74.99
$97.49
ShopSimon
-23%
TruClothing
Leather Ankle Boots With Buckle Brown
$81.24
$105.61
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Brown
$79.99
$109.99
ShopSimon
-39%
Wolverine
Mens Floorhand Work Romeo Boot In Dark Brown
$87.00
$143.00
ShopSimon
-7%
Diba
Mens Moon Dog Lace Up Boots In Brown
$139.00
$149.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Brown
$69.99
$95.00
ShopSimon
-23%
TruClothing
Lace Up Ankle Boots Brown
$75.00
$97.50
ShopSimon
-60%
Bearpaw
Mens Bearpaw Cheryl Boots Brown Suede Sheepskin Lined Winter Boot JOBB1709
$60.00
$150.00
ShopSimon
-7%
London Rag
willow cushion collared lace-up high ankle combat boots Black
$84.99
$90.99
ShopSimon
-26%
Dockers
Mens Davis Rugged Casual Chukka Boot Brown
$69.99
$95.00
ShopSimon
-15%
Vance Co.
Vance Mens Yukkon Medium and Wide Width Cap Toe Boot Brown
$109.99
$129.99
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Brown
$54.99
$89.99
ShopSimon
-35%
Shoe The Bear
Mens Kip Apron Boots In Tan Brown
$126.00
$194.00
ShopSimon
-40%
Vance Co.
Vance Franco Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-14%
Sperry Top-Sider
Mens Avenue Duck Boot In Tan/brown
$87.00
$101.00
ShopSimon
-7%
London Rag
willow cushion collared lace-up high ankle combat boots
$84.99
$90.99
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Brown
$93.15
$121.10
ShopSimon
-6%
Ecco
Mens Jamestown High Boot In Brown
$130.00
$138.00
ShopSimon
-18%
Dockers
Mens Derrick Rugged Casual Chukka Boot Brown
$69.99
$85.00
ShopSimon
-56%
Valentino Garavani
Boots Black
$548.00
$1,250.00
Baltini
-9%
Vance Co.
Denver Plain Toe Boot Brown
$99.99
$109.99
ShopSimon
-26%
Rocky
Mens Outback Gore-Tex Waterproof Steel Toe Work Boot - Medium Width In Brown
$162.00
$219.00
ShopSimon
-26%
Dockers
Mens Telford Stain Defender Rugged Boot Brown
$69.99
$95.00
ShopSimon
-31%
Dunham
Mens 8000 Works Ubal Side-Zip 400G Insulated Boots In Black
$138.00
$200.00
ShopSimon
-69%
Thomas & Vine
Jarett Wide Width Wingtip Ankle Boot Brown
$49.99
$159.99
ShopSimon
-25%
Carolina
Mens Steel Toe Boot In Brown
$120.00
$160.00
ShopSimon
-56%
Infinity Leather
Mens Brown Biker Lace-Up Ankle Boots
$87.99
$200.00
ShopSimon
-2%
Ariat
Mens Ridin High Western Wide Square Toe Boots In Desert Sand Beige
$225.00
$230.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot Brown
$69.99
$95.00
ShopSimon
Vance Co.
Fegan Cap Toe Boot Brown
$109.99
ShopSimon
-26%
Dockers
Mens Camden Rugged Chelsea Boot Brown
$69.99
$95.00
ShopSimon
-9%
Vance Co.
Garrett Cap Toe Chelsea Boot Brown
$99.99
$109.99
ShopSimon
House of Cavani
Mens Navy Suede Lace Up Chukka Boots Blue
$118.99
ShopSimon
-17%
Ariat
Womens Rockdale Western Boot In Almond Pink
$192.00
$230.00
ShopSimon
Dr. Martens
Boots Black
$262.00
Balardi
-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
-45%
Donald J Pliner
Kingston Tumbled Leather Boot Brown
$179.98
$325.00
ShopSimon
-11%
Caval
Mens Buck Marino Injerto Boot In Dark Blue
$185.00
$207.00
ShopSimon
-58%
SWISSBRAND
Mens Urban Boot Grisones 337 Brown
$46.00
$110.00
ShopSimon
-10%
Drew
Mens Big Easy Boot In Black Tumbled Leather
$202.00
$225.00
ShopSimon
Grinders
Black Leather Western Cowboy Boots - Carolina
$205.99
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Pink
$55.00
$109.99
ShopSimon
Windsor Smith
Black Leather Casual Chelsea Boots - Beau
$180.99
ShopSimon
Grinders
Black Leather Western Cowboy Boots-Buffalo
$205.99
ShopSimon
Carlos By Carlos Santana
Corazon Chukka Boots Black
$179.00
ShopSimon
Grinders
Mens Black Leather Cowboy Boots-Bald Eagle
$205.99
ShopSimon
-24%
Carlos By Carlos Santana
Mens Carlos By Carlos Santana Corazon Boots Black Leather Chukka JOBB1097
$159.00
$210.00
ShopSimon
-24%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Pink
$64.99
$84.99
ShopSimon
-9%
Naot
Mens Business Roast Saddle Seal Suede Boot In Brown
$240.00
$264.00
ShopSimon
Grinders
Mens Black Steel Toe Cap Safety Boots - Bulldog ACS
$180.99
ShopSimon
-15%
Florsheim
Mens Field Plain Toe Gore Boot - Medium Width In Black
$147.00
$173.00
ShopSimon
-11%
Caval
Mens Caisson Injerto Boot In Black
$185.00
$207.00
ShopSimon
Grinders
Mens Black Leather Cowboy Boots-Route 66
$225.99
ShopSimon
-8%
Diba
Mens Hawk Eyes Lace Up Leather Boots In Olive Green
$156.00
$169.00
ShopSimon
-8%
Diba
Mens Ball Of Fire Leather Boots In Cognac Green
$156.00
$169.00
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
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