Nunn Bush
Boots, Ankle or chukka
+Plain toe chukka style suits business casual outfits
+Ankle height chukka cut for a versatile boot profile
+Classic boot design for everyday wear
$49.50-45%List: $90.00
as of 11/04/2026 00:29 PST - DetailsProduct details
About this product
Lugz
Men, Boots
+Designed for men as a versatile dress-casual boot
$39.99-43%List: $70.00
as of 11/04/2026 00:03 PST - DetailsProduct details
About this product
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 - DetailsProduct details
Pros+Wide fit available for a roomier dress boot
+Full leather upper for a refined look
+Wingtip detailing adds classic dress styling
+Chukka ankle height suits dress and casual wear
Cons−Leather upper needs more care than synthetic materials
How pros and cons are picked (About: Disclaimer) About this product
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 - DetailsProduct details
About this product
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 - DetailsProduct details
About this product
Frogg Toggs
Women, Boots
+Waterproof construction for wet fishing conditions
+Wading boot design built for fishing use
+Available in size 8 women's sizing
−Heavier than a standard casual boot for everyday wear
$62.45-34%List: $95.00
as of 11/03/2026 23:02 PST - DetailsProduct details
Pros+Waterproof construction for wet fishing conditions
+Wading boot design built for fishing use
+Available in size 8 women's sizing
Cons−Heavier than a standard casual boot for everyday wear
Compared with the 274 shoes on this page+Waterproof: only 97 of 1223 here have one
How pros and cons are picked (About: Disclaimer) About this product
Dream Pairs
Women, Boots, Ankle or chukka
+Platform sole adds height and stability
+Ankle height for everyday coverage
+Classic round toe design
$33.99-33%List: $50.99
as of 11/03/2026 22:43 PST - DetailsProduct details
About this product
Dearfoams
Women, Boots
+Felted and plaid boot design for warmth
+Boot style offers more ankle coverage than slippers
+Available in small size
$34.00-29%List: $48.00
as of 11/03/2026 22:34 PST - DetailsProduct details
About this product
Lugz
Men, Boots, Work
+Steel toe protects toes in work settings
+Designed as a work boot for job site use
+Size 11.5 M listed for a standard medium width fit
−Steel toe adds weight compared with non-safety boots
$62.99-26%List: $84.99
as of 11/04/2026 00:03 PST - DetailsProduct details
Pros+Steel toe protects toes in work settings
+Designed as a work boot for job site use
+Size 11.5 M listed for a standard medium width fit
+Men's cut sized for everyday work wear
Cons−Steel toe adds weight compared with non-safety boots
How pros and cons are picked (About: Disclaimer) About this product
Dream Pairs
Women, Boots, Rain or snow
+Waterproof construction for wet conditions
+Water and wind-resistant for winter weather
+Cushioned footbed for added comfort
$42.99-25%List: $56.99
as of 11/03/2026 22:44 PST - DetailsProduct details
Pros+Waterproof construction for wet conditions
+Water and wind-resistant for winter weather
+Cushioned footbed for added comfort
Compared with the 274 shoes on this page+Waterproof: only 97 of 1223 here have one
How pros and cons are picked (About: Disclaimer) About this product
Skechers
Women, Boots
+Boot style for cooler weather or added ankle coverage
+Slip-on design for quick on and off
+Hands-free slip-in entry without bending down
$74.99-25%List: $100.00
as of 11/04/2026 03:38 PST - DetailsProduct details
About this product
LifeStride
Women, Boots
+Fashion boot style for dressier outfits
+Designed for women as a versatile boot
$68.60-24%List: $89.99
as of 11/03/2026 23:59 PST - DetailsProduct details
About this product
Skechers
Men, Boots
+Boot style that covers the ankle for more support
+Available in men's sizing in size 10.5
$68.35-23%List: $89.00
as of 11/04/2026 03:37 PST - DetailsProduct details
About this product
Skechers
Women, Boots, Ankle or chukka
+Available in an ankle or chukka boot height
+Slip-on design with hands-free entry
+Perform Tex feature named for water-resistant wear
$68.00-20%List: $85.00
as of 11/04/2026 03:38 PST - DetailsProduct details
About this product
Dream Pairs
Women, Boots, Knee-high or mid-calf
+Mid-calf height for added leg coverage
+Built-in wallet pocket for storage
+Lace-up military style
−Mid-calf shaft limits fit with some pant styles
$39.99-18%List: $48.99
as of 11/03/2026 22:43 PST - DetailsProduct details
About this product
Dream Pairs
Women, Boots, Knee-high or mid-calf
+Wide calf fit for a fuller leg
+Knee-high wedge boots in black suede
+Leather construction in size 11
−Wedge heel limits some outdoor terrain use
$48.99-18%List: $59.99
as of 11/03/2026 22:44 PST - DetailsProduct details
About this product
Dream Pairs
Women, Boots, Knee-high or mid-calf
+Knee-high shaft for a tall boot profile
+Warm faux fur lining for cold weather
+Pull-on style with no zipper or laces
−Faux fur lining adds bulk inside the shaft
$48.99-17%List: $58.99
as of 11/03/2026 22:43 PST - DetailsProduct details
About this product
Dream Pairs
Women, Boots, Knee-high or mid-calf
+Knee-high shaft for full leg coverage
+Round toe design
+Side zipper for easy on and off
−Tall shaft limits fit with some pant styles
$46.99-16%List: $55.99
as of 11/03/2026 22:43 PST - DetailsProduct details
Pros+Knee-high shaft for full leg coverage
+Round toe design
+Side zipper for easy on and off
+Faux fur lining for added warmth
+Chunky heel for stable walking
Cons−Tall shaft limits fit with some pant styles
How pros and cons are picked (About: Disclaimer) About this product
Tingley
Unisex, Boots, Work
+Knee-high work boot for extra leg coverage
+Plain toe design for a simple profile
+Unisex sizing in men's 6 and women's 8
$32.85-14%List: $38.03
as of 11/04/2026 05:41 PST - DetailsProduct details
About this product
Tingley
Boots, Work
+100% waterproof for wet and muddy conditions
+Cleated outsoles for traction
+Reinforced heel and toe for added wear resistance
−Rubber overshoe is not a standalone everyday boot
$22.59-8%List: $24.64
as of 11/04/2026 05:41 PST - DetailsProduct details
Pros+100% waterproof for wet and muddy conditions
+Cleated outsoles for traction
+Reinforced heel and toe for added wear resistance
+Stretches over other footwear as an overshoe
Cons−Rubber overshoe is not a standalone everyday boot
Compared with the 274 shoes on this page+Waterproof: only 97 of 1223 here have one
How pros and cons are picked (About: Disclaimer) About this product
Maelstrom
Men, Boots
+Full grain leather construction for durability
+Side zipper for easier on and off
+8 inch height for ankle coverage
−Heavy-duty build may need a break-in period
$45.11-5%Was: $47.49
as of 11/04/2026 00:04 PST - DetailsProduct details
Pros+Full grain leather construction for durability
+Side zipper for easier on and off
+8 inch height for ankle coverage
+Lightweight for a combat boot
Cons−Heavy-duty build may need a break-in period
How pros and cons are picked (About: Disclaimer) About this product
Dream Pairs
Women, Boots, Ankle or chukka
+Lace-up front with side zipper
+Chunky heel for stable walking
+Ankle-height boot for everyday wear
−Lace-up front takes longer to put on
$42.99
as of 11/03/2026 22:43 PST - DetailsProduct details
About this product
Lugz
Men, Boots
+Faux nubuck upper for a suede-like look
+Two-eyelet lace-up closure for a simple fit
+Cushioned footbed for added comfort underfoot
−Faux nubuck upper is not genuine leather
$54.99
as of 11/04/2026 00:03 PST - DetailsProduct details
Pros+Faux nubuck upper for a suede-like look
+Two-eyelet lace-up closure for a simple fit
+Cushioned footbed for added comfort underfoot
+Classic moc-toe design for casual everyday wear
Cons−Faux nubuck upper is not genuine leather
How pros and cons are picked (About: Disclaimer) About this product
Dream Pairs
Women, Boots, Knee-high or mid-calf
+Side zipper makes the boots easy to pull on
+Knee-high or mid-calf shaft height
+Designed for riding and walking
−Side zipper is a point of wear over time
$49.99
as of 11/03/2026 22:44 PST - DetailsProduct details
About this product
Rothco
Men, Boots
+Wide and extra wide fit option for broader feet
+8 inch shaft offers ankle coverage
+Lightweight build for all terrain hiking use
−Lace-up boot takes more time to put on
$53.99
as of 11/04/2026 01:36 PST - DetailsProduct details
About this product
Ferro Aldo
Men, Boots, Western
+Western style with a snipe toe for a distinctive look
+Buckle strap and side zipper for easy on and off
+Snake-print detail adds a bold visual accent
−Snipe toe shape has less room in the front than rounded toes
$74.99
as of 11/03/2026 22:57 PST - DetailsProduct details
Pros+Western style with a snipe toe for a distinctive look
+Buckle strap and side zipper for easy on and off
+Snake-print detail adds a bold visual accent
Cons−Snipe toe shape has less room in the front than rounded toes
How pros and cons are picked (About: Disclaimer) About this product
Western Chief
Boots, Western
+Waterproof construction for rainy conditions
+Wide or extra wide fit option
+Wide calf design for fuller lower legs
−Rubber rain boot is not a dressy option
$38.50
as of 11/04/2026 07:42 PST - DetailsProduct details
Pros+Waterproof construction for rainy conditions
+Wide or extra wide fit option
+Wide calf design for fuller lower legs
Cons−Rubber rain boot is not a dressy option
Compared with the 274 shoes on this page+Waterproof: only 97 of 1223 here have one
How pros and cons are picked (About: Disclaimer) About this product
Skechers
Men, Boots
+Boot style for a more structured look
+Medium width in size 10.5
+Men's sizing in size 10.5
$69.00
as of 11/04/2026 03:37 PST - DetailsProduct details
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