Men's Ankle Boots

(230)

Reserved Footwear
Men's Vector Leather Work Boots
$130.00
30% off use: FRIEND
With offer $91.00
(3)
Clearance
Tommy Hilfiger
NEW! Men's Berton Low Shaft Chelsea Boots
$109.00
Now $65.40
30% off use: FRIEND
With offer $45.78
(3)
Blake McKay
Men's Richmond Dress Chelsea Boots
$165.00
Sale $120.45
(2)
Clearance
Territory
Men's Yellowstone Tru Comfort Foam Pull-On Water Resistant Chelsea Boots
$169.99
Now $101.99
30% off use: FRIEND
With offer $71.39
(4)
UGG®
Men's Neumel Suede Chelsea Boots
$140.00
$20 Star Money per $100
(57)
Dockers
Men's Dee Casual Chukka Boot
$85.00
MUCK
NEW! Men's Mossy Oak Breakup Country Apex Mid Zip Ankle Boot
$160.00
(70)
Palladium
Men's Pampa Travel Lite Rs Unisex Boots
$90.00
Limited-Time Special
Johnston & Murphy
Men's Hodges Chukka Boots
$129.90
Sale $103.92
(7)
Limited-Time Special
Johnston & Murphy
Men's Gregory Chukka Boot
$245.00
Sale $208.25
Clearance
Taft
Men's Jude Floral Embossed Leather Chelsea Boots
$295.00
Now $204.99
(73)
Rockport
Men's Cb Chukka Shoes
$140.00
30% off use: FRIEND
With offer $98.00
BOGS
Men's Kicker Rain Chelsea II Boot
$85.00
(33)
Clearance
Sperry
Men's Cold Bay Chukka Waxed Synthetic Boot
$110.00
Now $66.00
(1)
ALDO
Men's Toney Leather Ankle Boots
$175.00
30% off use: FRIEND
With offer $122.50
Territory
Men's Timber Tru Comfort Foam Moc Toe Lace-up Ankle Boots
$169.99
30% off use: FRIEND
With offer $118.99
(5)
A. Veer
Men's Dwayne Leather Chelsea Boots
$199.99
30% off use: FRIEND
With offer $139.99
(1)
Alpine Swiss
Men's Owen Chelsea Boots Pull Up Ankle Boot Genuine Leather Lined
$39.99
AdTec
RideTecs Men's 13" Waterproof Harness Boot
$167.99
Reserved Footwear
Men's Keon Chukka Boots
$130.00
30% off use: FRIEND
With offer $91.00
XTI
Men's Casual Ankle Boots By XTI
$80.00
(1)
Nisolo
Men's Go-To Chelsea Boot 2.0
$250.00
(8)
New York & Company
Men's Ankle Norman Boots
$75.00
30% off use: FRIEND
With offer $52.50
(5)
Berrendo
Men's 6” Steel Toe Work Boots for Men – Pull-On Chelsea – Electrical Hazard – Oil and Slip Resistant
$159.50
30% off use: FRIEND
With offer $111.65
(1)
Blake McKay
Men's York Dress Casual Suede Chelsea Boots
$165.00
Sale $80.85
(3)
AdTec
RideTecs Men's 16" Engineer Biker Boot Black
$161.99
(3)
Vance Co.
Men's Lancaster Wide Tru Comfort Foam Pull-On Cap Toe Chelsea Boot
$79.99
Now $39.93
(1)
Taft
Men's The Jude Chelsea Boot
$295.00
(3)
Anthony Veer
Men's Bedford Chukka Boots
$349.00
30% off use: FRIEND
With offer $244.30
Limited-Time Special
Dr. Scholl's
Men's Madison Chukka Boots
$90.00
Sale $63.00
(2)
MUCK
NEW! Men's Edgewater Classic Ankle Boot
$105.00
(20)
Tommy Hilfiger
Men's Harbin Elevated Chukka Boots
$109.00
30% off use: FRIEND
With offer $76.30
(1)
XTRATUF
NEW! Men's Mossy Oak Elements 6 in Ankle Deck Boot
$115.00
(9)
Territory
Men's Redline Tru Comfort Foam Plain Toe Lace-up Ankle Boots
$74.99
30% off use: FRIEND
With offer $52.49
(2)
Frye
Men's Tyler Flex Chelsea Leather Boots
$258.00
(3)
Territory
Men's Bridger Ankle Boots
$65.00
Now $32.43
(23)
Johnston & Murphy
Men's Brody Chelsea Boots
$115.00
(1)
Element
Men's Donnelly Ankle Boots
$130.00
XTRATUF
NEW! Men's Tailgate 6 in Ankle Deck Boot Sport
$135.00
(2)
MUCK
NEW! Men's Arctic Excursion Ankle Boot
$120.00
(118)
Barbour
Men's Patton Chelsea Boot
$240.00
BOGS
Men's Arcata Urban Leather Slip-Resistant Chelsea Boots
$160.00
(20)
Clearance
Nine West
Men's Hardey 2 Chukka Boots
$75.00
Now $45.00
(6)
Gordon Rush
Men's Austin Dress Three-Eye Chukka Boots
$265.00
Sale $129.85 - $265.00
(2)
Clearance
Taft 365
Men's Model 004 Wedge Sole Lace-Up Ankle Boots
$199.99
Now $119.99
(25)
BOGS
Men's Kicker Rain Chelsea Neo Boot
$100.00
(33)
Clearance
MANGO
Men's Zipped Leather Ankle Boots
$159.99
Now $119.99
Taft
Men's Legion Slip-on Rugged Chelsea Stitchdown Boot
$495.00
(4)
Rodd & Gunn
Men's Freyberg Chelsea Boot
$228.00
Sale $129.00
(2)
GEORGIA BOOT
NEW! Men's Romeo SuperLyte Chelsea
$104.00
AdTec
RideTecs Men's 11" Engineer Boot Black
$146.99
(1)
GEORGIA BOOT
NEW! Men's AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot
$165.00
Territory
Men's Titan 2.0 Cap Toe Ankle Boots
$159.99
Now $49.93
(18)
Clearance
Territory
Men's Drifter Ankle Boots
$149.99
Now $89.99
30% off use: FRIEND
With offer $62.99
(6)
Vance Co.
Men's Bowman Tru Comfort Foam Wingtip Lace-Up Ankle Boots
$129.99
Now $39.93
Clearance
Ecco
Men's Helsinki 2.0 Chelsea Boots
$190.00
Now $114.00
(1)
Clearance
Barbour
Men's Readhead Chukka Boot
$220.00
Now $132.00
Johnston & Murphy
Men's Brody Chukka Boots
$115.00
GEORGIA BOOT
NEW! Men's Athens 360 Steel Toe Waterproof Chelsea
$174.00
Frye
Men's Tyler Leather Chelsea Boots
$258.00
(20)