Men's Ankle Boots

JBU

Men's Kai Slip & Water-Resistant Chelsea Boot

Now $19.96 (75% off)

$80.00

BOSS by Hugo Boss

Men's Colby Leather Chelsea Slip On Boot

with code: FRIEND

$199.00

Bonus Offer With Purchase

New York & Company

Men's Harrison Chelsea Boots

with code: FRIEND

Sale $49.99 $65.00

Bonus Offer With Purchase

Clearance

Madden Men

Men's Maxxin Mid Height Chelsea Boot

with code: FRIEND

Sale $54.00 $90.00

Bonus Offer With Purchase

Alfani

Men's Gregory Chukka Boot, Created for Macy's

Now $24.93 (64% off)

$69.99

Clearance

Alfani

Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's

with code: FRIEND

Sale $41.99 $69.99

Bonus Offer With Purchase

Clearance

Madden Men

Men's Mdurnie Casual Chukka

with code: FRIEND

Sale $56.99 $94.99

Bonus Offer With Purchase

Madden Men

Men's Maxxin Mid Height Chelsea Boot

Now $35.93 (60% off)

$90.00

Tommy Hilfiger

Men's Bage Lace Up Chukka Boots

with code: FRIEND

$109.00

Bonus Offer With Purchase

Vintage Foundry Co

Men's Roberto Chelsea Boots

$200.00

Bonus Offer With Purchase

Limited-Time Special

Rockport

Men's Cb Chukka Shoes

$96.00 (40% off)

$160.00

Bonus Offer With Purchase

Ted Baker

Men's Remington Ankle Boots

with code: FRIEND

$220.00

Bonus Offer With Purchase

Reserved Footwear

Men's Neal Ankle Boots

with code: FRIEND

$90.00

Bonus Offer With Purchase

Vintage Foundry Co

Men's Orson Chelsea Boots

with code: FRIEND

$220.00

Bonus Offer With Purchase

Reserved Footwear

Men's Photon Chelsea Boots

with code: FRIEND

$109.00

Bonus Offer With Purchase

Clarks

Men's Bushacre 3 Boots

with code: FRIEND

$120.00

Bonus Offer With Purchase

Steve Madden

Men's Aben Leather Chelsea Boot

with code: FRIEND

$150.00

Bonus Offer With Purchase

Reserved Footwear

Men's Theo Chelsea Boots

with code: FRIEND

$145.00

Bonus Offer With Purchase

Reserved Footwear

Men's Glenn Ankle Boots

with code: FRIEND

Sale $59.99 $125.00

Bonus Offer With Purchase

Carlos by Carlos Santana

Men's Mantra Snake Print Chelsea Boots

with code: FRIEND

$148.99

Bonus Offer With Purchase

Clearance

Reserved Footwear

Men's Emmett Ankle Boots

with code: FRIEND

Sale $58.80 - $98.00 $98.00

Bonus Offer With Purchase

Territory

Men's Mack 2.0 Cap Moc Toe Ankle Boots

with code: FRIEND

$159.99

Bonus Offer With Purchase

Limited-Time Special

Johnston & Murphy

Men's Marlow Chukka Boot

$225.25 (15% off)

$265.00

Bonus Offer With Purchase

Reserved Footwear

Men's Vector Leather Work Boots

with code: FRIEND

$130.00

Bonus Offer With Purchase

GH Bass

G.H.BASS Men's Ranger Chelsea Slip-On Boots

with code: FRIEND

$225.00

Bonus Offer With Purchase

Clearance

Territory

Men's Drifter Ankle Boots

with code: FRIEND

Sale $89.99 $149.99

Bonus Offer With Purchase

Anthony Veer

Men's Rome Chelsea Boot

with code: FRIEND

$328.99

Bonus Offer With Purchase

Vance Co.

Men's Thorpe Tru Comfort Foam Wingtip Slip-On Chelsea Boots

with code: FRIEND

$109.99

Bonus Offer With Purchase

Carlos by Carlos Santana

Men's Mantra Chelsea Boots

with code: FRIEND

$138.99

Bonus Offer With Purchase

Clearance

Territory

Men's Bridger Ankle Boot

with code: FRIEND

Sale $60.00 - $100.00 $100.00

Bonus Offer With Purchase

ALDO

Men's Carys Leather Ankle Boots

with code: FRIEND

$175.00

Bonus Offer With Purchase

Clearance

New York & Company

Men's Parker Chelsea Boots

with code: FRIEND

Sale $48.00 $80.00

Bonus Offer With Purchase

Reserved Footwear

Men's Gerard Ankle Boots

with code: FRIEND

Sale $59.99 $125.00

Bonus Offer With Purchase

Blake McKay

Men's Richmond Dress Chelsea Boots

$120.45 (27% off)

$165.00

Call It Spring

Men's Donovann Synthetic Ankle Boots

with code: FRIEND

$79.99

Bonus Offer With Purchase

Clearance

Club Room

Men's Nathan Faux-Leather Lace-Up Chukka Boots, Created for Macy's

with code: FRIEND

Sale $41.99 $69.99

Bonus Offer With Purchase

Territory

Men's Yellowstone Tru Comfort Foam Pull-On Water Resistant Chelsea Boots

with code: FRIEND

$169.99

Bonus Offer With Purchase

Vintage Foundry Co

Men's Treyton Chukka Boots

with code: FRIEND

$200.00

Bonus Offer With Purchase

Eastland Shoe

Men's Hoyt Leather Lace-Up Ankle Boots

with code: FRIEND

$240.00

Bonus Offer With Purchase

Vance Co.

Men's Fegan Tru Comfort Foam Cap Toe Lace-Up Ankle Boots

with code: FRIEND

$109.99

Bonus Offer With Purchase

Vance Co.

Men's Langford Ankle Boots

with code: FRIEND

$74.99

Bonus Offer With Purchase

Limited-Time Special

Johnston & Murphy

Men's Upton Chukka Boots

$140.25 (15% off)

$165.00

Bonus Offer With Purchase

Limited-Time Special

Nunn Bush

Men's Ozark II Plain Toe Chukka

$79.99 (27% off)

$110.00

Bonus Offer With Purchase

Thomas & Vine

Men's Edison Tru Comfort Foam Wingtip Ankle Boots

with code: FRIEND

$74.99

Bonus Offer With Purchase

Reserved Footwear

Men's Quaid Chelsea Boots

with code: FRIEND

$145.00

Bonus Offer With Purchase

Berrendo

Men's 6” Steel Toe Work Boots for Men – Pull-On Chelsea – Electrical Hazard – Oil and Slip Resistant

with code: FRIEND

$159.50

Limited-Time Special

Nunn Bush

Men's Excavate Moc Toe Chelsea Boot

$59.99 (33% off)

$90.00

Bonus Offer With Purchase

Clearance

Reserved Footwear

Men's Ryder Chelsea Boots

with code: FRIEND

Sale $58.80 $98.00

Bonus Offer With Purchase

New York & Company

Men's Ankle Norman Boots

with code: FRIEND

$75.00

Bonus Offer With Purchase

Vance Co.

Men's Derrick Ankle Boots

with code: FRIEND

$109.99

Bonus Offer With Purchase

GEORGIA BOOT

Men's AMP LT Wedge Chelsea Work Boot

$160.00

Limited-Time Special

Johnston & Murphy

Men's Gregory Chukka Boot

$208.25 (15% off)

$245.00

Bonus Offer With Purchase

Alpine Swiss

Men's Ankle Boots Dressy Casual Leather Lined Dress Shoes Lace up

$34.99

Clearance

Territory

Men's Axel Ankle Boot

with code: FRIEND

Sale $83.41 $139.01

Bonus Offer With Purchase

Taft

Men's Legion Slip-on Rugged Chelsea Stitchdown Boot

$495.00

Bonus Offer With Purchase

PAZSTOR

Men's Premium Comfort Leather Low Ankle Boots

with code: FRIEND

$94.00 - $109.00

XTRATUF

Men's 6 IN Ankle Deck Boot Sport

$140.00

XTRATUF

Men's 6 IN Ankle Deck Boot Sport

$140.00

Vance Co.

Men's Waylon Tru Comfort Foam Pull-On Cap Toe Chelsea Boot

with code: FRIEND

$119.99

Bonus Offer With Purchase

Rodd & Gunn

Men's Freyberg Chelsea Boot

$228.00