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Men's Boots

All shoes

76 men's boots from Ariat, Clarks, Lugz and more. Most cost $55 to $275, and half cost less than $129.

Boots whose title says men's. The listing gives the shaft height and the sole.

We do not pick by hand: a pair of shoes is here because its listed specs pass the checks.

Top brands: Clarks (6)

All filtersFilters (1)×
Boot style: Ankle or chukka  ×Clear all
BrandCole Haan11Clarks6Xtratuf5Camper4Allen Edmonds3Lugz3Timberland3Bruno Marc2
Show all 40Dockers2Mephisto2Salvatore Ferragamo2Skechers2Steve Madden2Twisted X2Amali1Ariat1Arkbird1Cestfini1Deer Stags1Dockers by Gerli1Dr. Martens1Dr.Scholl's SHOES1Florsheim1Frye And CO.1GANT1Geox1Grundéns1Johnston & Murphy1Jousen1Justin Reece England1Jytdun1Kickers1Lee1LokoLucx1Nunn Bush1Pikolinos1Rockport1Sioux1Sorel1Sperry1
GenderMen76
TypeBoots76
Boot styleWestern137Work124Ankle or chukka76Rain or snow25Knee-high or mid-calf9
Leather or suedeLeather or suede23
Slip-onSlip-on1
PriceUnder $251Under $507Under $7518Under $10023Under $15043Under $20033Under $25010Under $3006
Show all 15Under $5002Under $6004Under $7001$50 & above62$100 & above46$150 & above19$250 & above9
Clear allShow 76 shoes
Boot style: Ankle or chukka  ×76 resultsSort byRecommendedSpec scorePrice: low to highPrice: high to low
Nunn Bush

Men, Boots, Ankle or chukka

+Wide fit available for a roomier dress boot
+Full leather upper for a refined look
+Wingtip detailing adds classic dress styling
−Leather upper needs more care than synthetic materials
$72.45-40%List: $120.00
as of 11/04/2026 00:29 PST - Details
Dockers

Men, Boots, Ankle or chukka

+Ankle-height chukka boot with a rugged look
+Boot style suits casual and workwear settings
+Men's size 9.5 M in dark brown
$56.53-40%List: $95.00
as of 11/03/2026 22:41 PST - Details
Dockers

Men, Boots, Ankle or chukka

+Ankle-height chukka boot with a rugged build
+Boot style suits casual and workwear settings
+Men's size 11 M in briar
$59.99-37%List: $95.00
as of 11/03/2026 22:41 PST - Details
Twisted X

Men, Boots, Ankle or chukka

+Chukka ankle boot style with a driving moc construction
+Available in medium width in size 11 for men
$139.99-7%List: $149.95
as of 11/04/2026 06:38 PST - Details
Xtratuf

Men, Boots, Ankle or chukka

+Ankle deck boot for work on wet decks
+Ankle-height shaft for easy on and off
+Chukka style with a classic boot profile
$115.00
as of 11/04/2026 08:39 PST - Details
Skechers

Men, Boots, Ankle or chukka

+Relaxed fit cut for a roomier feel
+Chukka boot style covers the ankle
+Designed for men in US size 13
$69.99
as of 11/04/2026 03:37 PST - Details
Grundéns

Men, Boots, Ankle or chukka

+Waterproof construction keeps feet dry in wet conditions
+Insulated for warmth in cold environments
+Ankle boot style for solid foot coverage
No current price. Check it at the store.
Cole Haan

Men, Boots, Ankle or chukka

+Waterproof construction for wet weather
+Chukka ankle boot style
+Men's boot in size 10 medium
$220.00
as of 11/03/2026 22:25 PST - Details
Dr.Scholl's SHOES

Men, Boots, Ankle or chukka

+Ankle boot style with a slip-resistant design
+Full-grain leather upper in black
+Wide width available in size 10.5
$54.98
as of 11/03/2026 22:42 PST - Details
Xtratuf

Men, Boots, Ankle or chukka

+Ankle deck boot built for wet work surfaces
+Ankle-height shaft for easy on and off
+Chukka style with a classic boot profile
$115.00
as of 11/04/2026 08:39 PST - Details
Xtratuf

Men, Boots, Ankle or chukka

+Ankle deck boot built for wet work surfaces
+Sport style with an ankle-height shaft
+Chukka style with a low-profile fit
$140.00
as of 11/04/2026 08:39 PST - Details
Xtratuf

Men, Boots, Ankle or chukka

+100% waterproof rubber construction
+Ankle-height deck boot design
+Lightweight for a rubber boot
$140.00
as of 11/04/2026 08:39 PST - Details
Kickers

Men, Boots, Ankle or chukka

+High ankle boot height for added coverage
+Designed for men's sizing in size 10
+Classic boot style for everyday casual wear
$119.99
as of 11/03/2026 23:45 PST - Details
Allen Edmonds

Men, Boots, Ankle or chukka

+Chukka boot style with an ankle-high cut
+Made of leather for a classic boot material
+Men's boot in size 14 D width
$525.00
as of 11/04/2026 11:36 PST - Details
Skechers

Men, Boots, Ankle or chukka

+Ankle or chukka boot style for everyday wear
+Extra wide width in size 10 for broader feet
+Men's sizing in US size 10
No current price. Check it at the store.
Allen Edmonds

Men, Boots, Ankle or chukka

+Chukka ankle boot style for everyday wear
+Men's sizing in size 14 D, including larger sizes
$525.00
as of 11/04/2026 11:36 PST - Details
Xtratuf

Men, Boots, Ankle or chukka

+Waterproof: only 111 of 489 here have one
$140.00
as of 11/04/2026 08:39 PST - Details
Sperry

Men, Boots, Ankle or chukka

+Double sole construction adds sole thickness
+Chukka ankle height for added support
+Designed for men
$65.00-50%List: $130.00
as of 11/04/2026 04:38 PST - Details
Amali

Men, Boots, Ankle or chukka

+Suede upper with a crepe sole
+Ankle-height chukka boot with lace-up closure
+Made with leather for a natural material upper
$49.99-38%List: $79.99
as of 11/04/2026 11:37 PST - Details
Clarks

Men, Boots, Ankle or chukka

+Ankle-height boot cut for a streamlined profile
+Beeswax leather upper for a durable build
+Men's boot in size 9 width
$77.42-35%List: $120.00
as of 11/03/2026 22:23 PST - Details
Lugz

Men, Boots, Ankle or chukka

+Waterproof: only 111 of 489 here have one
$59.99-25%List: $79.99
as of 11/04/2026 00:03 PST - Details
Cole Haan

Men, Boots, Ankle or chukka

+Waterproof construction for wet weather
+Chukka ankle boot style
+Flexcraft design for added flexibility
$150.14-17%List: $180.00
as of 11/03/2026 22:25 PST - Details
Sorel

Men, Boots, Ankle or chukka

+Waterproof construction for wet conditions
+Ankle or chukka boot style
+Men's fit for everyday wear
$161.50-15%List: $190.00
as of 11/04/2026 04:38 PST - Details
Jytdun

Men, Boots, Ankle or chukka

+Full leather upper
+Lace-up closure for a secure fit
+Dress style ankle boot
$59.50-15%List: $69.99
as of 11/03/2026 23:42 PST - Details
Lugz

Men, Boots, Ankle or chukka

+Chukka ankle height for a classic casual style
+Designed for men as a fashion boot for everyday wear
$39.99-11%List: $44.99
as of 11/04/2026 00:03 PST - Details

Compare specs

pair of shoesGenderTypeBoot styleSpec scorePrice
MenBootsAnkle or chukkan/a$72.45
as of 11/04/2026 00:29 PST - Details
MenBootsAnkle or chukkan/a$56.53
as of 11/03/2026 22:41 PST - Details
MenBootsAnkle or chukkan/a$59.99
as of 11/03/2026 22:41 PST - Details
MenBootsAnkle or chukkan/a$139.99
as of 11/04/2026 06:38 PST - Details
MenBootsAnkle or chukkan/a$115.00
as of 11/04/2026 08:39 PST - Details
MenBootsAnkle or chukkan/a$69.99
as of 11/04/2026 03:37 PST - Details
MenBootsAnkle or chukkan/aNo current price
MenBootsAnkle or chukkan/a$220.00
as of 11/03/2026 22:25 PST - Details
MenBootsAnkle or chukkan/a$54.98
as of 11/03/2026 22:42 PST - Details
MenBootsAnkle or chukkan/a$115.00
as of 11/04/2026 08:39 PST - Details

Before you buy

Other uses

Sneakers3,380Dresses2,052Jeans1,229Handbags & Shoulder Bags98Boys' Jewelry52Briefcases53Gym Bags63Laptop Bags75Suitcases64Messenger Bags59Travel Duffels52Travel Totes36

Popular filters

Women's Shoes1,509Shoes under $1001,421Shoes under $751,223Men's Shoes927Shoes under $150912Boots876Shoes under $50848Leather and Suede Shoes646

Shoes by use

Women's Boots284Men's Dress Shoes99Women's Sandals347Waterproof Shoes204Wide Shoes186Steel Toe Shoes65

Spec scores, pros and cons, and prices are explained in the How it works section of the About page.