Men's Casual Boots
Men's Casual Boots
Men's Casual Boots
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot Green
$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
-29%
Andrea
Mens Genuine Leather Upper Boots In Dark Brown Black
$69.00
$97.00
ShopSimon
-18%
Vance Co.
Vance Mens Zeus Medium and Wide Width Moc Toe Boot Black
$89.99
$109.99
ShopSimon
-28%
Andrea
Mens Reliable Leather Boots In Black
$65.00
$90.00
ShopSimon
-58%
Toe Warmers
Mens Waterproof Karl Lace Up Boot In Black
$71.00
$170.00
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
-63%
TERRITORY
Zion Water Resistant Lace-Up Boot Black
$69.99
$189.99
ShopSimon
-35%
Carolina
Mens 7 Mud Jumper Slip On Rubber Boots In Black
$72.00
$110.00
ShopSimon
-34%
Roper
Mens Parker Square Toe Boot In Grey Gray
$132.00
$199.00
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
-43%
Rhino
Mens Tactical Safety Leather Work Boots In Black
$70.00
$122.00
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
-18%
Vance Co.
Vance Mens Zeus Medium and Wide Width Moc Toe Boot Brown
$89.99
$109.99
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Black
$93.15
$121.10
ShopSimon
-13%
SWISSBRAND
Mens Urban Boot Zug 361 Brown
$103.95
$120.00
ShopSimon
-63%
Hereu
Mens Barga Sport Boots In Olive Green
$198.00
$530.00
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
-25%
Saint Morta
Chunky Boot Black SMCHUNKYBTSD-BLK Mens
$96.00
$128.00
ShopSimon
-35%
Lamofootwear
Mens Trent Boot In Chocolate Brown
$45.00
$69.00
ShopSimon
-51%
Skechers
Mens Elton Steel Toe Leather Work Boot In Black
$49.00
$100.00
ShopSimon
Ferragamo
Salvatore Ferragamo Black
$1,273.00
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
-27%
Andrea
Mens Pull-On Leather Boots In Dark Brown
$66.00
$91.00
ShopSimon
-54%
Bostonian
Mens Walker Mid Ankle Boot In Black
$69.00
$150.00
ShopSimon
-60%
Black Diamond
Mens 6 Waterproof Tactical Boot In Black Gray
$65.00
$161.00
ShopSimon
-25%
Saint Morta
Legion Boot Black / Camo SMLEGIONBT-BLK Mens
$96.00
$128.00
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe
$79.99
$129.90
ShopSimon
Old West Boots
Mens Western Boots In Brown & Black
$101.00
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
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot
$69.99
$95.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-12%
SWISSBRAND
Mens Urban Biker Boot Zug 365 Brown
$103.95
$118.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-47%
SWISSBRAND
Urban Biker Boot In Black
$63.00
$118.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$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
-47%
Dockers
Mens Weston Lightweight Lugged Casual Boot Pink
$49.99
$95.00
ShopSimon
-24%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Pink
$64.99
$84.99
ShopSimon
-37%
Johnston & Murphy
Bryson In Black Dip-Dyed Italian Calfskin
$180.00
$285.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot
$69.99
$95.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot
$55.00
$109.99
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot
$69.99
$95.00
ShopSimon
-49%
Pikolinos
Mens York M2M Lace-Up Boots In Seamoss Black
$188.00
$370.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot
$69.99
$95.00
ShopSimon
-36%
Ecco
Mens Grainer Lace Boots In Black
$178.00
$280.00
ShopSimon
-33%
Ariat
Mens Baxter Leather Cowboy Boots In Dark Tan Black
$168.00
$250.00
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
-30%
Ariat
Mens Walker Leather Cowboy Boot In Espresso - Scuba Blue
$168.00
$240.00
ShopSimon
-45%
Bally
Guard II 6228420 Mens Black Calf Leather Suede Boots
$374.00
$680.00
ShopSimon
-33%
Twisted X Boots
Mens Tech X Boot In Black
$168.00
$250.00
ShopSimon
-39%
Roper
Mens Big Pirarucu Fish Embossed Leather Boot In Vintage Blue
$158.00
$260.00
ShopSimon
-31%
Ariat
Mens Downtown Western Boot In Medium Brown
$165.00
$240.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot Pink
$55.00
$109.99
ShopSimon
-45%
UGG
Mens Classic Mini Lace Up Boots In Black
$180.00
$327.00
ShopSimon
-31%
Florsheim
Mens Midtown Zip Boot In Cognac Green
$86.00
$125.00
ShopSimon
-70%
Giuseppe Zanotti
Apocalypse Trek Black
$329.00
$1,095.00
ShopSimon
-43%
Dr. Martens
Mens Vintage 1460 Boot In Black
$160.00
$280.00
ShopSimon
-45%
Ferrini
Mens Caiman Crocodile-Print Western Boots In Black
$193.00
$350.00
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
-4%
Panama Jack
Panama Jack 03 C3 Mens Black Leather Waterproof Ankle Boots
$239.99
$250.00
ShopSimon
-12%
SWISSBRAND
Mens Urban Biker Boot Zug 365 Black
$103.95
$118.00
ShopSimon
-2%
Panama Jack
Panama Jacks Mens Black P03 Aviator Leather Boots
$244.99
$249.99
ShopSimon
-23%
Panama Jack
P03 Aviator - Mens Black Leather Ankle Boots
$255.15
$331.70
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
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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