Men's Ankle Boots

(269)

Chelsea Boots Dress Boots Chukka Boots Waterproof Boots Work Boots Casual Boots Lace-Up Boots Winter & Snow Boots Hiking & Outdoor Boots Comfort Boots Duck Boots Ankle Boots

Limited-Time Special
Tommy Hilfiger
Men's Bage Lace Up Chukka Boots
$65.40 (40% off)
$109.00
$10 Star Money for $100
(27)
Kenneth Cole Reaction
Men's Hulard Chelsea Boots
$129.00
$10 Star Money for $100
Limited-Time Special
Johnston & Murphy
Men's Boswell Chukka Boots
$99.00 - $105.00 (40% off)
$165.00 - $175.00
Bonus Offer With Purchase
(8)
Limited-Time Special
Stacy Adams
Men's Maury Cap Toe Chelsea Boots
$91.00 (30% off)
$130.00
Bonus Offer With Purchase
(35)
Limited-Time Special
Vintage Foundry Co
Men's Roberto Chelsea Boots
$150.00 (25% off)
$200.00
$10 Star Money for $100
(26)
Limited-Time Special
Reserved Footwear
Men's Milo Chukka Boots
$60.00 (25% off)
$80.00
$10 Star Money for $100
(3)
Limited-Time Special
Vintage Foundry Co
Men's Darwin Leather Chelsea Boots
$165.00 (25% off)
$220.00
$10 Star Money for $100
(61)
Limited-Time Special
Nunn Bush
Men's Ozark II Plain Toe Chukka
$89.99 (25% off)
$120.00
$10 Star Money for $100
(7)
Limited-Time Special
BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
$119.40 (40% off)
$199.00
Bonus Offer With Purchase
(17)
Reserved Footwear
Men's Gerard Ankle Boots
$125.00
$10 Star Money for $100
(9)
Limited-Time Special
Nunn Bush
Men's Otis II Plain Toe Chelsea
$89.99 (25% off)
$120.00
$10 Star Money for $100
(4)
Limited-Time Special
Johnston & Murphy
Men's Hodges Chukka Boots
$134.25 (25% off)
$179.00
Bonus Offer With Purchase
(10)
Limited-Time Special
Cole Haan
Men's Remix Lace-Up Chukka Boot
$110.00 (50% off)
$220.00
Bonus Offer With Purchase
Limited-Time Special
Clarks
Men's Bushacre 3 Boots
$72.00 - $78.00 (40% off)
$120.00 - $130.00
Bonus Offer With Purchase
(82)
Florsheim
NEW! Men's Anthem Plain Toe Chelsea Boots
$145.00
Bonus Offer With Purchase
Limited-Time Special
Stacy Adams
Men's Gabriel Plain Toe Chelsea Boots
$91.00 (30% off)
$130.00
Bonus Offer With Purchase
(3)
New York & Company
Men's Harrison Chelsea Boots
$65.00
$10 Star Money for $100
(41)
Limited-Time Special
Blake McKay
Men's Richmond Dress Chelsea Boots
$120.45 - $165.00
$165.00
$10 Star Money for $100
(2)
Reserved Footwear
Men's Devon Ankle Boots
$125.00
$10 Star Money for $100
(8)
Limited-Time Special
Blake McKay
Men's York Dress Casual Suede Chelsea Boots
$80.85 (51% off)
$165.00
$10 Star Money for $100
(3)
Clearance
New York & Company
Men's David Chelsea Boots
Now $39.00 (40% off)
$65.00
$10 Star Money for $100
(35)
Limited-Time Special
Reserved Footwear
Men's Neal Ankle Boots
$67.50 (25% off)
$90.00
$10 Star Money for $100
Carlos by Carlos Santana
Men's Spirit Jodhpur Boots
$148.99
Bonus Offer With Purchase
(28)
Anthony Veer
Men's Thomas Leather Pull Up Chelsea Boots
$179.99
Bonus Offer With Purchase
(2)
Clearance
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $54.00 (40% off)
$90.00
$10 Star Money for $100
(1,139)
Limited-Time Special
Rockport
Men's Classic Break Chukka Boots
$112.00 (30% off)
$160.00
$10 Star Money for $100
Clearance
Alfani
Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's
Now $41.99 (40% off)
$69.99
$10 Star Money for $100
(161)
Limited-Time Special
Vintage Foundry Co
Men's Charles Chelsea Boot
$138.75 (25% off)
$185.00
$10 Star Money for $100
(5)
Limited-Time Special
Johnston & Murphy
Men's Upton Chukka Boots
$140.25 - $152.15 (15% off)
$165.00 - $179.00
Bonus Offer With Purchase
(33)
Gino Vitale
Men's Slip On Wing Tip Chelsea Boots
$89.99
$10 Star Money for $100
(14)
Limited-Time Special
Vintage Foundry Co
Men's Blaise Chelsea Boot
$201.75 (25% off)
$269.00
$10 Star Money for $100
Limited-Time Special
Aston Marc
Men’s Morket Chukka Boot
$37.49 (25% off)
$49.99
$10 Star Money for $100
(16)
Limited-Time Special
PAZSTOR
Men's Premium Comfort Lambskin Leather Low Ankle Boots
$70.85 (35% off)
$109.00
$10 Star Money for $100
(3)
Clearance
New York & Company
Men's Matt Ankle Boots
Now $29.99 (60% off)
$75.00
$10 Star Money for $100
(20)
Limited-Time Special
New York & Company
Men's Maximo Chelsea Boots
$52.50 (25% off)
$70.00
$10 Star Money for $100
(9)
Limited-Time Special
New York & Company
Men's Kevin Ankle Boots
$63.75 (25% off)
$85.00
$10 Star Money for $100
(14)
Limited-Time Special
Alpine Swiss
Men's Ankle Boots Dressy Casual Leather Lined Dress Shoes Lace up
$24.49 (30% off)
$34.99
$10 Star Money for $100
(12)
Limited-Time Special
XRAY
Footwear Men's Kenneth Chukka Boots
$48.75 (25% off)
$65.00
$10 Star Money for $100
(3)
Limited-Time Special
PAZSTOR
Men's Premium Comfort Leather Low Ankle Boots
$77.35 (35% off)
$119.00
$10 Star Money for $100
Florsheim
NEW! Men's Forge Plain Toe Chelsea Boots
$130.00
Bonus Offer With Purchase
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $35.93 (60% off)
$90.00
$10 Star Money for $100
(6)
Limited-Time Special
Vance Co.
Men's Fegan Tru Comfort Foam Cap Toe Lace-Up Ankle Boots
$82.49 (25% off)
$109.99
$10 Star Money for $100
(1)
Florsheim
NEW! Men's Anthem Plain Toe Chukka Boot
$145.00
Bonus Offer With Purchase
Anthony Veer
NEW! Men's Ashford Chelsea Slip On Boots
$299.00
Bonus Offer With Purchase
Florsheim
NEW! Men's Lodge 3-Eye Chukka Boots
$140.00
Bonus Offer With Purchase
Carlos by Carlos Santana
Men's Durango Chelsea Boots
$158.99
Bonus Offer With Purchase
(2)
Limited-Time Special
Vance Co.
Men's Franco Tru Comfort Foam Lace-Up Round Toe Chukka Boots
$48.74 (25% off)
$64.99
$10 Star Money for $100
(6)
Limited-Time Special
Reserved Footwear
Men's Vector Leather Work Boots
$97.50 (25% off)
$130.00
$10 Star Money for $100
(3)
Limited-Time Special
Reserved Footwear
Men's Lloyd Ankle Boots
$67.50 (25% off)
$90.00
$10 Star Money for $100
Limited-Time Special
Florsheim
Men's Vibe Plain Toe Chukka Boot
$87.50 (30% off)
$125.00
Bonus Offer With Purchase
(4)
Limited-Time Special
Reserved Footwear
Men's Emmett Ankle Boots
$73.50 (25% off)
$98.00
$10 Star Money for $100
(9)
Vance Co.
Men's Stratton Comfort Chukka Boot
$79.99
$10 Star Money for $100
Florsheim
NEW! Men's Forge Plain Toe Chukka Boots
$135.00
Bonus Offer With Purchase
Limited-Time Special
Thomas & Vine
Men's Simeon Tru Comfort Foam Ankle Boots
$56.24 (25% off)
$74.99
$10 Star Money for $100
(3)
Limited-Time Special
XRAY
Footwear Men's Simon Chelsea Boots
$48.75 (25% off)
$65.00
$10 Star Money for $100
(4)
COACH
Men's Dalton Chelsea Boot
$295.00
Bonus Offer With Purchase
(2)
Limited-Time Special
RUSH Gordon Rush
Men's Logan Dress Casual Chelsea Boot
$49.95 (63% off)
$135.00
$10 Star Money for $100
(1)
Limited-Time Special
Alpine Swiss
Mens Nash Chelsea Boots Snakeskin Ankle Boot Genuine Leather Lined
$48.99 (30% off)
$69.99
$10 Star Money for $100
(2)
Carlos by Carlos Santana
Men's Mantra Chelsea Boots
$138.99 - $158.99
Bonus Offer With Purchase
(11)
Limited-Time Special
Nunn Bush
Men's Excavate Moc Toe Chelsea Boot
$64.99 (32% off)
$95.00
$10 Star Money for $100
(12)

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