Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 8.5 Comfort Gray Boots

69 items found

Sort By

Your Selections

Search Results

. Rockport Works - Total Motion Work Sport EH Steel. Color Grey. On sale for $109.95. MSRP $132.00.. 4.0 out of 5 stars

Gray Rockport Works Total Motion Work Sport EH Steel

Gray Rockport Works Total Motion Work Sport EH Steel

Brand Name: Rockport Works
Product Name: Total Motion Work Sport EH Steel
Color: Grey
Price: $109.95MSRP: $132.00
Rating: 4Rated 4 stars out of 5(4)

Born - Tarkiln. Color Grey Distressed. $135.00. 4.1 out of 5 stars

Gray Born Tarkiln

Gray Born Tarkiln

+4

Brand Name: Born
Product Name: Tarkiln
Color: Grey Distressed
Price: $135.00
Rating: 4Rated 4 stars out of 5(805)

VIONIC - Lani. Color Greige Vintage Leather. On sale for $92.92. MSRP $169.95.. 4.4 out of 5 stars

Gray VIONIC Lani

Gray VIONIC Lani

+3

Brand Name: VIONIC
Product Name: Lani
Color: Greige Vintage Leather
Price: $92.92MSRP: $169.95
Rating: 4Rated 4 stars out of 5(534)

Birkenstock - Stalon - Nubuck Leather. Color Graphite Nubuck. $200.00. 4.5 out of 5 stars

Gray Birkenstock Stalon - Nubuck Leather

Gray Birkenstock Stalon - Nubuck Leather

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather
Color: Graphite Nubuck
Price: $200.00
Rating: 5Rated 5 stars out of 5(48)

LifeStride - Adriana. Color Mushroom. On sale for $58.81. MSRP $89.99.. 4.2 out of 5 stars

Gray LifeStride Adriana

Gray LifeStride Adriana

+3

Brand Name: LifeStride
Product Name: Adriana
Color: Mushroom
Price: $58.81MSRP: $89.99
Rating: 4Rated 4 stars out of 5(184)

David Tate - Cutey. Color Gray Suede. On sale for $130.20. MSRP $154.95.. 4.6 out of 5 stars

Gray David Tate Cutey

Gray David Tate Cutey

+3

Brand Name: David Tate
Product Name: Cutey
Color: Gray Suede
Price: $130.20MSRP: $154.95
Rating: 5Rated 5 stars out of 5(9)

Clarks - Charlten Ave. Color Slate Nubuck. On sale for $95.34. MSRP $130.00.. 3.0 out of 5 stars

Gray Clarks Charlten Ave

Gray Clarks Charlten Ave

+2

Brand Name: Clarks
Product Name: Charlten Ave
Color: Slate Nubuck
Price: $95.34MSRP: $130.00
Rating: 3Rated 3 stars out of 5(6)

LifeStride - Prairie. Color Ash. On sale for $53.99. MSRP $89.99.. 4.1 out of 5 stars

Gray LifeStride Prairie

Gray LifeStride Prairie

+3

Brand Name: LifeStride
Product Name: Prairie
Color: Ash
Price: $53.99MSRP: $89.99
Rating: 4Rated 4 stars out of 5(121)

David Tate - Bellview. Color Gray Antique Suede. $169.95. 5.0 out of 5 stars

Gray David Tate Bellview

Gray David Tate Bellview

+2

Brand Name: David Tate
Product Name: Bellview
Color: Gray Antique Suede
Price: $169.95
Rating: 5Rated 5 stars out of 5(10)

Vaneli - Mixer. Color Grey Suede. On sale for $157.47. MSRP $250.00.. 3.6 out of 5 stars

Gray Vaneli Mixer

Gray Vaneli Mixer

+2

Brand Name: Vaneli
Product Name: Mixer
Color: Grey Suede
Price: $157.47MSRP: $250.00
Rating: 4Rated 4 stars out of 5(5)

LifeStride - Alexander. Color Grey. On sale for $47.99. MSRP $79.99.. 4.0 out of 5 stars

Gray LifeStride Alexander

Gray LifeStride Alexander

+3

Brand Name: LifeStride
Product Name: Alexander
Color: Grey
Price: $47.99MSRP: $79.99
Rating: 4Rated 4 stars out of 5(8)

Born - Cove. Color Dark Grey Suede. $165.00. 4.3 out of 5 stars

Gray Born Cove

Gray Born Cove

+6

Brand Name: Born
Product Name: Cove
Color: Dark Grey Suede
Price: $165.00
Rating: 4Rated 4 stars out of 5(338)

Propet - Lumi Ankle Zip. Color Grey. $104.95. 3.9 out of 5 stars

Gray Propet Lumi Ankle Zip

Gray Propet Lumi Ankle Zip

+4

Brand Name: Propet
Product Name: Lumi Ankle Zip
Color: Grey
Price: $104.95
Rating: 4Rated 4 stars out of 5(268)

VIONIC - Evergreen. Color Charcoal Nubuck. On sale for $117.84. MSRP $159.95.. 4.5 out of 5 stars

Gray VIONIC Evergreen

Gray VIONIC Evergreen

+4

Brand Name: VIONIC
Product Name: Evergreen
Color: Charcoal Nubuck
Price: $117.84MSRP: $159.95
Rating: 5Rated 5 stars out of 5(295)

Comfortiva - Ledelle. Color Smoke. $139.95. 3.2 out of 5 stars

Gray Comfortiva Ledelle

Gray Comfortiva Ledelle

+3

Brand Name: Comfortiva
Product Name: Ledelle
Color: Smoke
Price: $139.95
Rating: 3Rated 3 stars out of 5(5)

PIKOLINOS - San Sebastia W1T-9624. Color Lead. Low Stock. $299.95. 4.8 out of 5 stars

1 left in stock

Gray PIKOLINOS San Sebastia W1T-9624

Gray PIKOLINOS San Sebastia W1T-9624

+2

Brand Name: PIKOLINOS
Product Name: San Sebastia W1T-9624
Color: Lead
Price: $299.95
Rating: 5Rated 5 stars out of 5(14)

Dr. Scholl's - Chloe. Color Grey Fabric. On sale for $73.60. MSRP $120.00.. 3.8 out of 5 stars

Gray Dr. Scholl's Chloe

Gray Dr. Scholl's Chloe

Brand Name: Dr. Scholl's
Product Name: Chloe
Color: Grey Fabric
Price: $73.60MSRP: $120.00
Rating: 4Rated 4 stars out of 5(15)

Born - Kerri. Color Dark Grey Distressed. $130.00. 4.4 out of 5 stars

Gray Born Kerri

Gray Born Kerri

+8

Brand Name: Born
Product Name: Kerri
Color: Dark Grey Distressed
Price: $130.00
Rating: 4Rated 4 stars out of 5(649)

Propet - Waverly. Color Grey Suede. $119.95. 4.0 out of 5 stars

Gray Propet Waverly

Gray Propet Waverly

+4

Brand Name: Propet
Product Name: Waverly
Color: Grey Suede
Price: $119.95
Rating: 4Rated 4 stars out of 5(185)

SoftWalk - Roselle. Color Dark Grey. $149.94. 3.8 out of 5 stars

Gray SoftWalk Roselle

Gray SoftWalk Roselle

+2

Brand Name: SoftWalk
Product Name: Roselle
Color: Dark Grey
Price: $149.94
Rating: 4Rated 4 stars out of 5(24)

Comfortiva - Bailey. Color Light Grey. On sale for $64.38. MSRP $139.95.. 4.4 out of 5 stars

Gray Comfortiva Bailey

Gray Comfortiva Bailey

+3

Brand Name: Comfortiva
Product Name: Bailey
Color: Light Grey
Price: $64.38MSRP: $139.95
Rating: 4Rated 4 stars out of 5(20)

VIONIC - Hazal. Color Stone Suede. $179.95. 4.5 out of 5 stars

Gray VIONIC Hazal

Gray VIONIC Hazal

+3

Brand Name: VIONIC
Product Name: Hazal
Color: Stone Suede
Price: $179.95
Rating: 4Rated 4 stars out of 5(159)

Kork-Ease - Chandra II. Color Grey. $210.00. 4.0 out of 5 stars

Gray Kork-Ease Chandra II

Gray Kork-Ease Chandra II

+2

Brand Name: Kork-Ease
Product Name: Chandra II
Color: Grey
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

Comfortiva - Renata. Color Smoke. On sale for $125.76. MSRP $169.95.. 4.2 out of 5 stars

Gray Comfortiva Renata

Gray Comfortiva Renata

+2

Brand Name: Comfortiva
Product Name: Renata
Color: Smoke
Price: $125.76MSRP: $169.95
Rating: 4Rated 4 stars out of 5(4)

SoftWalk - Helena. Color Stone Suede. $124.95. 4.2 out of 5 stars

Gray SoftWalk Helena

Gray SoftWalk Helena

+2

Brand Name: SoftWalk
Product Name: Helena
Color: Stone Suede
Price: $124.95
Rating: 4Rated 4 stars out of 5(179)

Propet - Demi. Color Grey. $109.95. 4.0 out of 5 stars

Gray Propet Demi

Gray Propet Demi

+4

Brand Name: Propet
Product Name: Demi
Color: Grey
Price: $109.95
Rating: 4Rated 4 stars out of 5(4)

David Tate - Skip. Color Grey. $159.95. 3.7 out of 5 stars

Gray David Tate Skip

Gray David Tate Skip

+2

Brand Name: David Tate
Product Name: Skip
Color: Grey
Price: $159.95
Rating: 4Rated 4 stars out of 5(13)

Sofft - Emeree. Color Steel Grey. $139.95. 4.1 out of 5 stars

Gray Sofft Emeree

Gray Sofft Emeree

+5

Brand Name: Sofft
Product Name: Emeree
Color: Steel Grey
Price: $139.95
Rating: 4Rated 4 stars out of 5(26)

Propet - Delaney. Color Grey. $99.95. 4.1 out of 5 stars

Gray Propet Delaney

Gray Propet Delaney

+7

Brand Name: Propet
Product Name: Delaney
Color: Grey
Price: $99.95
Rating: 4Rated 4 stars out of 5(822)

LifeStride - Jersey. Color Iron Grey. On sale for $62.67. MSRP $109.99.. 4.3 out of 5 stars

Gray LifeStride Jersey

Gray LifeStride Jersey

Brand Name: LifeStride
Product Name: Jersey
Color: Iron Grey
Price: $62.67MSRP: $109.99
Rating: 4Rated 4 stars out of 5(28)

FLY LONDON - BAGU233FLY. Color Graphite. Low Stock. $298.95. 3.9 out of 5 stars

4 left in stock

Gray FLY LONDON BAGU233FLY

Gray FLY LONDON BAGU233FLY

+3

Brand Name: FLY LONDON
Product Name: BAGU233FLY
Color: Graphite
Price: $298.95
Rating: 4Rated 4 stars out of 5(13)

Dr. Scholl's - Rate. Color Dark Shadow Grey Microfiber Perf. On sale for $67.50. MSRP $90.00.. 4.4 out of 5 stars

Gray Dr. Scholl's Rate

Gray Dr. Scholl's Rate

+3

Brand Name: Dr. Scholl's
Product Name: Rate
Color: Dark Shadow Grey Microfiber Perf
Price: $67.50MSRP: $90.00
Rating: 4Rated 4 stars out of 5(373)

Arcopedico - L19. Color Grey Suede. $144.95. 4.4 out of 5 stars

Gray Arcopedico L19

Gray Arcopedico L19

+10

Brand Name: Arcopedico
Product Name: L19
Color: Grey Suede
Price: $144.95
Rating: 4Rated 4 stars out of 5(595)

La Canadienne - Cecile. Color Stone Oiled Suede. $598.00. 4.5 out of 5 stars

Gray La Canadienne Cecile

Gray La Canadienne Cecile

+3

Brand Name: La Canadienne
Product Name: Cecile
Color: Stone Oiled Suede
Price: $598.00
Rating: 4Rated 4 stars out of 5(62)

Spring Step - Kaze. Color Grey. On sale for $92.26. MSRP $129.95.. 3.9 out of 5 stars

Gray Spring Step Kaze

Gray Spring Step Kaze

+4

Brand Name: Spring Step
Product Name: Kaze
Color: Grey
Price: $92.26MSRP: $129.95
Rating: 4Rated 4 stars out of 5(7)

Spring Step - Mangie. Color Grey. Low Stock. On sale for $109.95. MSRP $129.95.. 4.0 out of 5 stars

2 left in stock

Gray Spring Step Mangie

Gray Spring Step Mangie

+3

Brand Name: Spring Step
Product Name: Mangie
Color: Grey
Price: $109.95MSRP: $129.95
Rating: 4Rated 4 stars out of 5(6)

Propet - Dani Ankle Lace. Color Dark Grey. On sale for $89.95. MSRP $94.95.. 4.1 out of 5 stars

Gray Propet Dani Ankle Lace

Gray Propet Dani Ankle Lace

+2

Brand Name: Propet
Product Name: Dani Ankle Lace
Color: Dark Grey
Price: $89.95MSRP: $94.95
Rating: 4Rated 4 stars out of 5(27)

Aetrex - Scarlett. Color Mushroom. On sale for $169.92. MSRP $199.95.. 4.0 out of 5 stars

Gray Aetrex Scarlett

Gray Aetrex Scarlett

+3

Brand Name: Aetrex
Product Name: Scarlett
Color: Mushroom
Price: $169.92MSRP: $199.95
Rating: 4Rated 4 stars out of 5(2)

Born - Channing. Color Grey. On sale for $123.71. MSRP $165.00.. 4.3 out of 5 stars

Gray Born Channing

Gray Born Channing

+1

Brand Name: Born
Product Name: Channing
Color: Grey
Price: $123.71MSRP: $165.00
Rating: 4Rated 4 stars out of 5(6)

Clarks - Bayla Rose. Color Slate Suede. On sale for $81.23. MSRP $130.00.. 3.0 out of 5 stars

Gray Clarks Bayla Rose

Gray Clarks Bayla Rose

+3

Brand Name: Clarks
Product Name: Bayla Rose
Color: Slate Suede
Price: $81.23MSRP: $130.00
Rating: 3Rated 3 stars out of 5(4)

Spring Step - Mambo. Color Dark Grey Multi. Low Stock. $149.95. 3.7 out of 5 stars

2 left in stock

Gray Spring Step Mambo

Gray Spring Step Mambo

Brand Name: Spring Step
Product Name: Mambo
Color: Dark Grey Multi
Price: $149.95
Rating: 4Rated 4 stars out of 5(10)

Sofft - Sharnell Heel Waterproof. Color Smoke Oiled Cow Suede. $239.95. 4.5 out of 5 stars

Gray Sofft Sharnell Heel Waterproof

Gray Sofft Sharnell Heel Waterproof

+7

Brand Name: Sofft
Product Name: Sharnell Heel Waterproof
Color: Smoke Oiled Cow Suede
Price: $239.95
Rating: 4Rated 4 stars out of 5(162)

PIKOLINOS - Aldaya W8J-8966C1. Color Lead. Low Stock. $229.95. 3.9 out of 5 stars

5 left in stock

Gray PIKOLINOS Aldaya W8J-8966C1

Gray PIKOLINOS Aldaya W8J-8966C1

+2

Brand Name: PIKOLINOS
Product Name: Aldaya W8J-8966C1
Color: Lead
Price: $229.95
Rating: 4Rated 4 stars out of 5(27)

Dansko - Mitzy. Color Stone Burnished Suede. On sale for $124.26. MSRP $189.95.. 4.0 out of 5 stars

Gray Dansko Mitzy

Gray Dansko Mitzy

+2

Brand Name: Dansko
Product Name: Mitzy
Color: Stone Burnished Suede
Price: $124.26MSRP: $189.95
Rating: 4Rated 4 stars out of 5(5)

Aetrex - Kara. Color Charcoal. On sale for $122.33. MSRP $179.95.. 4.0 out of 5 stars

Gray Aetrex Kara

Gray Aetrex Kara

Brand Name: Aetrex
Product Name: Kara
Color: Charcoal
Price: $122.33MSRP: $179.95
Rating: 4Rated 4 stars out of 5(2)

Eric Michael - London. Color Grey. Low Stock. $194.95. 4.2 out of 5 stars

8 left in stock

Gray Eric Michael London

Gray Eric Michael London

+2

Brand Name: Eric Michael
Product Name: London
Color: Grey
Price: $194.95
Rating: 4Rated 4 stars out of 5(238)

Easy Street - Fernanda. Color Grey. Low Stock. $59.99. 2.7 out of 5 stars

2 left in stock

Gray Easy Street Fernanda

Gray Easy Street Fernanda

+3

Brand Name: Easy Street
Product Name: Fernanda
Color: Grey
Price: $59.99
Rating: 3Rated 3 stars out of 5(3)

Bzees - Brandy. Color Chicory. On sale for $89.99. MSRP $125.00.. 4.0 out of 5 stars

Gray Bzees Brandy

Gray Bzees Brandy

+2

Brand Name: Bzees
Product Name: Brandy
Color: Chicory
Price: $89.99MSRP: $125.00
Rating: 4Rated 4 stars out of 5(34)

Eric Michael - Napoli. Color Grey. Low Stock. $165.00. 5.0 out of 5 stars

6 left in stock

Gray Eric Michael Napoli

Gray Eric Michael Napoli

Brand Name: Eric Michael
Product Name: Napoli
Color: Grey
Price: $165.00
Rating: 5Rated 5 stars out of 5(1)

LifeStride - Bonus. Color Mushroom. On sale for $62.99. MSRP $104.99.. 3.0 out of 5 stars

Gray LifeStride Bonus

Gray LifeStride Bonus

+3

Brand Name: LifeStride
Product Name: Bonus
Color: Mushroom
Price: $62.99MSRP: $104.99
Rating: 3Rated 3 stars out of 5(2)

Eric Michael - Noelle. Color Grey. Low Stock. $198.95. 3.8 out of 5 stars

10 left in stock

Gray Eric Michael Noelle

Gray Eric Michael Noelle

+1

Brand Name: Eric Michael
Product Name: Noelle
Color: Grey
Price: $198.95
Rating: 4Rated 4 stars out of 5(66)

Taos Footwear - Cove. Color Charcoal Suede. On sale for $197.80. MSRP $230.00.. 3.0 out of 5 stars

Gray Taos Footwear Cove

Gray Taos Footwear Cove

+2

Brand Name: Taos Footwear
Product Name: Cove
Color: Charcoal Suede
Price: $197.80MSRP: $230.00
Rating: 3Rated 3 stars out of 5(1)

Bzees - Glacier. Color Grey Fabric. On sale for $75.00. MSRP $95.00.. 4.2 out of 5 stars

Gray Bzees Glacier

Gray Bzees Glacier

+3

Brand Name: Bzees
Product Name: Glacier
Color: Grey Fabric
Price: $75.00MSRP: $95.00
Rating: 4Rated 4 stars out of 5(5)

LifeStride - Daring. Color Stone Grey. On sale for $77.99. MSRP $129.99.. 4.3 out of 5 stars

Gray LifeStride Daring

Gray LifeStride Daring

Brand Name: LifeStride
Product Name: Daring
Color: Stone Grey
Price: $77.99MSRP: $129.99
Rating: 4Rated 4 stars out of 5(9)

Josef Seibel - Fergey 94. Color Titan Bear. Low Stock. $145.00. 4.0 out of 5 stars

6 left in stock

Gray Josef Seibel Fergey 94

Gray Josef Seibel Fergey 94

+2

Brand Name: Josef Seibel
Product Name: Fergey 94
Color: Titan Bear
Price: $145.00
Rating: 4Rated 4 stars out of 5(6)

Vaneli - Zabou. Color Dark Taupe Waterproof Suede. On sale for $195.19. MSRP $275.00..

Gray Vaneli Zabou

Gray Vaneli Zabou

+2

Brand Name: Vaneli
Product Name: Zabou
Color: Dark Taupe Waterproof Suede
Price: $195.19MSRP: $275.00
Rating

ECCO Sport - Solice Arctic. Color Magnet. On sale for $179.99. MSRP $220.00..

Gray ECCO Sport Solice Arctic

Gray ECCO Sport Solice Arctic

+2

Brand Name: ECCO Sport
Product Name: Solice Arctic
Color: Magnet
Price: $179.99MSRP: $220.00
Rating

Dr. Scholl's - Create. Color Mid Grey. On sale for $70.89. MSRP $100.00.. 3.8 out of 5 stars

Gray Dr. Scholl's Create

Gray Dr. Scholl's Create

+2

Brand Name: Dr. Scholl's
Product Name: Create
Color: Mid Grey
Price: $70.89MSRP: $100.00
Rating: 4Rated 4 stars out of 5(108)

La Canadienne - Aaron. Color Stone Oiled Suede. Low Stock. On sale for $250.00. MSRP $625.00.. 4.0 out of 5 stars

7 left in stock

Gray La Canadienne Aaron

Gray La Canadienne Aaron

+2

Brand Name: La Canadienne
Product Name: Aaron
Color: Stone Oiled Suede
Price: $250.00MSRP: $625.00
Rating: 4Rated 4 stars out of 5(4)

Eric Michael - Dana. Color Grey. Low Stock. $189.00. 3.7 out of 5 stars

9 left in stock

Gray Eric Michael Dana

Gray Eric Michael Dana

+3

Brand Name: Eric Michael
Product Name: Dana
Color: Grey
Price: $189.00
Rating: 4Rated 4 stars out of 5(6)

Eric Michael - Olivia. Color Grey. Low Stock. On sale for $156.75. MSRP $209.00.. 3.0 out of 5 stars

5 left in stock

Gray Eric Michael Olivia

Gray Eric Michael Olivia

+3

Brand Name: Eric Michael
Product Name: Olivia
Color: Grey
Price: $156.75MSRP: $209.00
Rating: 3Rated 3 stars out of 5(1)

Arcopedico - Luana. Color Grey Suede. $134.95. 4.1 out of 5 stars

Gray Arcopedico Luana

Gray Arcopedico Luana

+3

Brand Name: Arcopedico
Product Name: Luana
Color: Grey Suede
Price: $134.95
Rating: 4Rated 4 stars out of 5(64)

Kork-Ease - Raleigh. Color Dark Grey (Cenere). On sale for $218.36. MSRP $260.00.. 2.7 out of 5 stars

Gray Kork-Ease Raleigh

Gray Kork-Ease Raleigh

+2

Brand Name: Kork-Ease
Product Name: Raleigh
Color: Dark Grey (Cenere)
Price: $218.36MSRP: $260.00
Rating: 3Rated 3 stars out of 5(3)

Eric Michael - Phyllis. Color Grey. $208.95. 4.2 out of 5 stars

Gray Eric Michael Phyllis

Gray Eric Michael Phyllis

+3

Brand Name: Eric Michael
Product Name: Phyllis
Color: Grey
Price: $208.95
Rating: 4Rated 4 stars out of 5(4)

Eric Michael - Bethany. Color Grey. Low Stock. $168.95. 4.1 out of 5 stars

10 left in stock

Gray Eric Michael Bethany

Gray Eric Michael Bethany

+2

Brand Name: Eric Michael
Product Name: Bethany
Color: Grey
Price: $168.95
Rating: 4Rated 4 stars out of 5(7)

LifeStride - Rhodes. Color Mushroom. On sale for $59.99. MSRP $99.99..

Gray LifeStride Rhodes

Gray LifeStride Rhodes

+2

Brand Name: LifeStride
Product Name: Rhodes
Color: Mushroom
Price: $59.99MSRP: $99.99
Rating

Mephisto - Rezia. Color Fog Distressed Nubuck. $318.95. 4.6 out of 5 stars

Gray Mephisto Rezia

Gray Mephisto Rezia

+3

Brand Name: Mephisto
Product Name: Rezia
Color: Fog Distressed Nubuck
Price: $318.95
Rating: 5Rated 5 stars out of 5(12)

Anodyne - No. 91 Casual Boot. Color Grey. $159.00. 3.0 out of 5 stars

Gray Anodyne No. 91 Casual Boot

Gray Anodyne No. 91 Casual Boot

+2

Brand Name: Anodyne
Product Name: No. 91 Casual Boot
Color: Grey
Price: $159.00
Rating: 3Rated 3 stars out of 5(29)

Bzees - Gloria. Color Dark Grey Fabric. $110.00. 4.6 out of 5 stars

Gray Bzees Gloria

Gray Bzees Gloria

+2

Brand Name: Bzees
Product Name: Gloria
Color: Dark Grey Fabric
Price: $110.00
Rating: 5Rated 5 stars out of 5(41)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.