Men's Ankle Boots

(294)

Limited-Time Special
Tommy Hilfiger
Men's Sesame Chelsea Dress Boots
Current price $71.40; 40% off;
Previous price $119.00
$10 Star Money for $100
(355)
Limited-Time Special
Alfani
Men's Thommas Chelsea Round Toe Boots, Macy's Exclusive
Current price $47.99; 40% off;
Previous price $79.99
Bonus Offer With Purchase
(22)
Limited-Time Special
BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
Current price $119.40; 40% off;
Previous price $199.00
Bonus Offer With Purchase
(19)
Limited-Time Special
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Current price $44.99; 50% off;
Previous price $90.00
Bonus Offer With Purchase
(1,158)
Limited-Time Special
Reserved Footwear
Men's Devon Ankle Boots
Current price $59.99; 52% off;
Previous price $125.00
Bonus Offer With Purchase
(11)
Limited-Time Special
Club Room
Men's Westin Lace-Up Boots, Created for Macy's
Current price $29.99; 63% off;
Previous price $79.99
Bonus Offer With Purchase
(745)
Limited-Time Special
Cole Haan
Men's Chamberlin Grand Chukka Lug Sole Boots
Current price $150.00; 25% off;
Previous price $200.00
Bonus Offer With Purchase
(7)
Limited-Time Special
Florsheim
Men's Anthem Plain Toe Chelsea Boots
Current price $108.75; 25% off;
Previous price $145.00
Bonus Offer With Purchase
(1)
Limited-Time Special
Johnston & Murphy
Men's Boswell Chukka Boots
Current price From $99.00 to $105.00; From 40% to undefined% off;
Previous price range from $165.00 to $175.00
Bonus Offer With Purchase
(9)
Limited-Time Special
Florsheim
Men's Anthem Plain Toe Chukka Boot
Current price $108.75; 25% off;
Previous price $145.00
Bonus Offer With Purchase
Limited-Time Special
Eastland Shoe
Men's Hoyt Leather Lace-Up Ankle Boots
Current price $168.00; 30% off;
Previous price $240.00
Bonus Offer With Purchase
(1)
Limited-Time Special
Nunn Bush
Men's Ozark II Plain Toe Chukka
Current price $89.99; 25% off;
Previous price $120.00
Bonus Offer With Purchase
(8)
Limited-Time Special
Kenneth Cole Reaction
Men's Hulard Chelsea Boots
Current price $90.30; 30% off;
Previous price $129.00
Bonus Offer With Purchase
(2)
Vance Co.
Men's Rogue Round Toe Work Ankle Boots
Current price $109.99; ;
Bonus Offer With Purchase
(2)
Limited-Time Special
Cole Haan
NEW! Men's Newmark Grand Chelsea Boots
Current price $157.50; 25% off;
Previous price $210.00
Bonus Offer With Purchase
Limited-Time Special
Vance Co.
Men's Fegan Tru Comfort Foam Cap Toe Lace-Up Ankle Boots
Current price $82.49; 25% off;
Previous price $109.99
Bonus Offer With Purchase
(1)
Limited-Time Special
Vintage Foundry Co
Men's Roberto Chelsea Boots
Current price $150.00; 25% off;
Previous price $200.00
Bonus Offer With Purchase
(32)
Cole Haan
Men's Roundhill Grand Chukka Round Toe Boots
Current price $260.00; ;
Bonus Offer With Purchase
(2)
Johnston & Murphy
NEW! Men's Durham Lace-Up Boots
Current price $219.00; ;
Bonus Offer With Purchase
(1)
Limited-Time Special
Johnston & Murphy
Men's Hodges Chukka Boots
Current price $134.25; 25% off;
Previous price $179.00
Bonus Offer With Purchase
(10)
Taft
Men's The Jude Chelsea Boot
Current price $349.00; ;
Bonus Offer With Purchase
(4)
Limited-Time Special
Nunn Bush
Men's Delton Plain Toe Boots
Current price $64.99; 32% off;
Previous price $95.00
Bonus Offer With Purchase
(1)
Limited-Time Special
Florsheim
Men's Forge Plain Toe Chukka Boots
Current price $101.25; 25% off;
Previous price $135.00
Bonus Offer With Purchase
(1)
Steve Madden
NEW! Men's Chelsea Round-Toe Boots
Current price $160.00; ;
Bonus Offer With Purchase
Limited-Time Special
Florsheim
Men's Lodge 3-Eye Chukka Boots
Current price $105.00; 25% off;
Previous price $140.00
Bonus Offer With Purchase
(2)
Limited-Time Special
Vince Camuto
Men's Presely Chukka Boots
Current price $90.30; 30% off;
Previous price $129.00
Bonus Offer With Purchase
Vance Co.
Men's Darnell Casual Ankle Boots
Current price $109.99; ;
Bonus Offer With Purchase
Limited-Time Special
Florsheim
Men's Forge Plain Toe Chelsea Boots
Current price $97.50; 25% off;
Previous price $130.00
Bonus Offer With Purchase
(1)
Florsheim
Men's Forge Plain Toe Chukka Boot
Current price $130.00; ;
Bonus Offer With Purchase
(4)
Limited-Time Special
Sorel
Men's Carson Waterproof Suede Chelsea Boot
Current price From $93.00 to $116.25; From 25% to 40% off;
Previous price $155.00
Bonus Offer With Purchase
(41)
Limited-Time Special
Nunn Bush
Men's Delton Plain Toe Chelsea Boots
Current price $64.99; 32% off;
Previous price $95.00
Bonus Offer With Purchase
(2)
Limited-Time Special
Dockers
Men's Esmond Dress Casual Chukka Boot
Current price $69.99; 26% off;
Previous price $95.00
Bonus Offer With Purchase
(19)
Nike
Men's Manoa Leather Boots from Finish Line
Current price $115.00; ;
(10)
Limited-Time Special
Club Room
Men's Henrry Chelsea Boots, Macy's Exclusive
Current price $29.99; 63% off;
Previous price $79.99
Bonus Offer With Purchase
(10)
Limited-Time Special
Stacy Adams
Men's Gabriel Plain Toe Chelsea Boots
Current price $97.50; 25% off;
Previous price $130.00
Bonus Offer With Purchase
(6)
Steve Madden
NEW! Men's Hamden Chelsea Slip-On Boots
Current price $200.00; ;
Bonus Offer With Purchase
Limited-Time Special
Vance Co.
Men's Dalvin Tru Comfort Foam Lace-Up Moc Toe Ankle Boot
Current price $89.99; 25% off;
Previous price $119.99
Bonus Offer With Purchase
(2)
Anthony Veer
Men's Ashford Chelsea Slip On Boots
Current price $329.00; ;
Bonus Offer With Purchase
Limited-Time Special
Tommy Hilfiger
Men's Bage Lace Up Chukka Boots
Current price $71.40; 40% off;
Previous price $119.00
$10 Star Money for $100
(28)
Limited-Time Special
Florsheim
Men's Forge Plain Toe Chukka Boots
Current price $97.50; 25% off;
Previous price $130.00
Bonus Offer With Purchase
Limited-Time Special
Kenneth Cole New York
Men's Frank Chelsea Boots
Current price $129.50; 30% off;
Previous price $185.00
Bonus Offer With Purchase
(1)
Steve Madden
NEW! Men's Kearney Lace-Up Boots
Current price $220.00; ;
Bonus Offer With Purchase
Limited-Time Special
Vintage Foundry Co
Men's Johah Chelsea Boots
Current price $150.00; 25% off;
Previous price $200.00
Bonus Offer With Purchase
(4)
Clearance
Skechers
Men's Slip-Ins Relaxed Fit: Respected 2.0 - Hagler Moccasin Toe Casual Boots from Finish Line
Now $75.00; 21% off;
Previous price $95.00
(98)
Limited-Time Special
Vance Co.
Men's Denver Tru Comfort Foam Plain Toe Lace-Up Ankle Boots
Current price $82.49; 25% off;
Previous price $109.99
Bonus Offer With Purchase
(1)
Limited-Time Special
Vintage Foundry Co
Men's Charles Chelsea Boot
Current price $138.75; 25% off;
Previous price $185.00
Bonus Offer With Purchase
(6)
Vance Co.
Men's Osmond Comfort Round Toe Chelsea Boots
Current price $109.99; ;
Bonus Offer With Purchase
Dockers
NEW! Men's Camden Rugged Pull-On Chelsea Boots
Current price $85.00; ;
Bonus Offer With Purchase
Frye
NEW! Men's Paul Zippered Round Toe Ankle Boots
Current price $228.00; ;
Bonus Offer With Purchase
Limited-Time Special
Nunn Bush
Men's Karnak Plain Toe Chelsea Boots
Current price $89.99; 25% off;
Previous price $120.00
Bonus Offer With Purchase
Limited-Time Special
Nunn Bush
Men's Otis II Plain Toe Chelsea
Current price $89.99; 25% off;
Previous price $120.00
Bonus Offer With Purchase
(5)
Limited-Time Special
Sorel
NEW! Men's Slabtown 62 Chelsea Round Toe Shoes
Current price $127.50; 25% off;
Previous price $170.00
Bonus Offer With Purchase
(6)
Born
Men's Brock Chukka Boots
Current price $150.00; ;
Bonus Offer With Purchase
Limited-Time Special
Reserved Footwear
Men's Photon Chelsea Boots
Current price $81.75; 25% off;
Previous price $109.00
Bonus Offer With Purchase
(7)
Limited-Time Special
Vintage Foundry Co
Men's Darwin Leather Chelsea Boots
Current price $165.00; 25% off;
Previous price $220.00
Bonus Offer With Purchase
(62)
Frye
NEW! Men's Paul Inside Zipper Round Toe Ankle Boots
Current price $228.00; ;
Bonus Offer With Purchase
Vance Co.
Men's Stratton Comfort Chukka Boot
Current price $79.99; ;
Bonus Offer With Purchase
(1)
Limited-Time Special
Reserved Footwear
Men's Ryder Chelsea Boots
Current price $73.50; 25% off;
Previous price $98.00
Bonus Offer With Purchase
(5)
Limited-Time Special
Stacy Adams
Men's Maury Cap Toe Chelsea Boots
Current price $97.50; 25% off;
Previous price $130.00
Bonus Offer With Purchase
(38)
Limited-Time Special
Steve Madden
NEW! Men's Kemp Round Toe Boots
Current price $184.00; 20% off;
Previous price $230.00
Bonus Offer With Purchase

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