Men's Leather Ankle Boots

(53)

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
Vintage Foundry Co
Men's Roberto Chelsea Boots
$150.00 (25% off)
$200.00
$10 Star Money for $100
(26)
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)
Limited-Time Special
Johnston & Murphy
Men's Hodges Chukka Boots
$134.25 (25% off)
$179.00
Bonus Offer With Purchase
(10)
Florsheim
NEW! Men's Anthem Plain Toe Chelsea Boots
$145.00
Bonus Offer With Purchase
Limited-Time Special
Blake McKay
Men's Richmond Dress Chelsea Boots
$120.45 - $165.00
$165.00
$10 Star Money for $100
(2)
Carlos by Carlos Santana
Men's Spirit Jodhpur Boots
$148.99
Bonus Offer With Purchase
(28)
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)
Florsheim
NEW! Men's Forge Plain Toe Chelsea Boots
$130.00
Bonus Offer With Purchase
Limited-Time Special
Vintage Foundry Co
Men's Charles Chelsea Boot
$138.75 (25% off)
$185.00
$10 Star Money for $100
(5)
Carlos by Carlos Santana
Men's Durango Chelsea Boots
$158.99
Bonus Offer With Purchase
(2)
Limited-Time Special
Vintage Foundry Co
Men's Blaise Chelsea Boot
$201.75 (25% off)
$269.00
$10 Star Money for $100
Florsheim
NEW! Men's Lodge 3-Eye Chukka Boots
$140.00
Bonus Offer With Purchase
Florsheim
NEW! Men's Anthem Plain Toe Chukka Boot
$145.00
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)
Florsheim
NEW! Men's Forge Plain Toe Chukka Boots
$130.00
Bonus Offer With Purchase
Florsheim
NEW! Men's Forge Plain Toe Chukka Boots
$135.00
Bonus Offer With Purchase
Carlos by Carlos Santana
Men's Mantra Chelsea Boots
$138.99 - $158.99
Bonus Offer With Purchase
(11)
COACH
Men's Dalton Chelsea Boot
$295.00
Bonus Offer With Purchase
(2)
Limited-Time Special
Reserved Footwear
Men's Vector Leather Work Boots
$97.50 (25% off)
$130.00
$10 Star Money for $100
(3)
Anthony Veer
NEW! Men's Ashford Chelsea Slip On Boots
$299.00
Bonus Offer With Purchase
Limited-Time Special
PAZSTOR
Men's Chelsea Leather Boots Mauri By Pazstor
$90.35 (35% off)
$139.00
$10 Star Money for $100
(2)
A. Veer
Men's Dwayne Leather Chelsea Boots
$139.99
$10 Star Money for $100
(1)
Skechers
Men's Slip-Ins Relaxed Fit: Respected 2.0 - Hagler Moccasin Toe Casual Boots from Finish Line
$95.00
(91)
ALDO
NEW! Men's Jefrey Ankle Boots
$140.00
Bonus Offer With Purchase
Clearance
Ecco
Men's Helsinki 2.0 Chelsea Boots
Now $114.00 (40% off)
$190.00
Bonus Offer With Purchase
(1)
ALDO
Men's Carys Leather Ankle Boots
$175.00
Bonus Offer With Purchase
Limited-Time Special
PAZSTOR
Men's Premium Comfort Leather Low Ankle Boots Rock
$61.10 (35% off)
$94.00
$10 Star Money for $100
(1)
Limited-Time Special
Vintage Foundry Co
Men's Hayden Chukka Boot
$201.75 (25% off)
$269.00
$10 Star Money for $100
Limited-Time Special
Reserved Footwear
Men's Photon Chelsea Boots
$81.75 (25% off)
$109.00
$10 Star Money for $100
(7)
Taft
Men's Jude Handcrafted Suede Chelsea Slip-on Boots
$349.00
Bonus Offer With Purchase
(206)
Limited-Time Special
SAINT MORTA
Mens Chunky Chelsea Boot
$89.60 (30% off)
$128.00
$10 Star Money for $100
(3)
Taft
Men's Legion Slip-on Rugged Chelsea Stitchdown Boot
$495.00
Bonus Offer With Purchase
(4)
Anthony Veer
Men's Rome Chelsea Boot
$328.99
Bonus Offer With Purchase
(2)
Limited-Time Special
Territory
Men's Mack 2.0 Cap Moc Toe Ankle Boots
$119.99 (25% off)
$159.99
$10 Star Money for $100
Clearance
Territory
Men's Axel Ankle Boot
Now $83.41 (40% off)
$139.01
$10 Star Money for $100
(7)
Johnston & Murphy
Men's Brody Chukka Boots
$115.00
Bonus Offer With Purchase
(6)
Limited-Time Special
Territory
Men's Bridger Ankle Boot
$60.00 - $75.00 (25-40% off)
$100.00
$10 Star Money for $100
(4)
Clearance
Taft 365
Men's Model 004 Wedge Sole Lace-Up Ankle Boots
Now $119.99 (40% off)
$199.99
Bonus Offer With Purchase
(25)
Limited-Time Special
Eastland Shoe
Men's Daily Double Chelsea Slip On Boots
$93.75 (25% off)
$125.00
$10 Star Money for $100
(1)
Gino Vitale
Men's Handcrafted Genuine Leather Pull-On Chelsea Gore Dress Boot
$207.99
$10 Star Money for $100
(1)
Gino Vitale
Men's Handcrafted Genuine Leather Chelsea Brogue Dress Boot
$207.99
$10 Star Money for $100
Clearance
Territory
Men's Drifter Ankle Boots
Now $89.99 (40% off)
$149.99
$10 Star Money for $100
(1)
GH Bass
G.H.BASS Men's Ranger Chelsea Slip-On Boots
$225.00
Bonus Offer With Purchase
Blake McKay
Men's Davidson Fashion Dress Casual Chelsea Boots
$175.00
$10 Star Money for $100
(1)
Limited-Time Special
Berrendo
Men's 6” Steel Toe Work Boots for Men – Pull-On Chelsea – Electrical Hazard – Oil and Slip Resistant
$103.68 (35% off)
$159.50
$10 Star Money for $100
(1)
Frye
Men's Tyler Leather Chelsea Boots
$258.00
Bonus Offer With Purchase
(20)
AdTec
RideTecs Men's 11" Engineer Boot Black
$146.99
$10 Star Money for $100
(1)
Taft
Men's Glen Chelsea Boots
$349.00
Bonus Offer With Purchase
Limited-Time Special
Territory
Men's Titan 2.0 Cap Toe Ankle Boots
$52.49 (25% off)
$69.99
$10 Star Money for $100
Element
Men's Donnelly Ankle Boots
$130.00
Bonus Offer With Purchase
Eastland Shoe
Men's Hoyt Leather Lace-Up Ankle Boots
$240.00
$10 Star Money for $100
(1)
AdTec
RideTecs Men's 13" Harness Boot
$155.99
$10 Star Money for $100
(1)

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