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Regular Calf Women's Comfort Shoes

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Born Kerri Distressed Suede Ankle Block Heel Booties

BornKerri Distressed Suede Ankle Block Heel Booties

$125.00
Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(118)
Born Kerri Leather Ankle Block Heel Booties

BornKerri Leather Ankle Block Heel Booties

$125.00
Extended Sizes
Rated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 stars(37)
Born Katie Block Heel Two-Tone Leather Shooties

BornKatie Block Heel Two-Tone Leather Shooties

$135.00
Vionic Lani Leather Lace-Up Combat Booties

VionicLani Leather Lace-Up Combat Booties

$169.99
Extended Sizes
Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(53)
Sofft Aisley Unlined Leather Western Booties

SofftAisley Unlined Leather Western Booties

$165.00
Extended Sizes
Rated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 stars(113)
Born Tarkiln Distressed Wraparound Lace Detail Leather Booties

BornTarkiln Distressed Wraparound Lace Detail Leather Booties

$135.00
Extended Sizes
Rated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 stars(582)
Naturalizer Dario Leather Wedge Dress Booties

NaturalizerDario Leather Wedge Dress Booties

$180.00
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(1)
Naturalizer Kalina Leather Tall Shaft Boots

NaturalizerKalina Leather Tall Shaft Boots

$200.00
Internet Exclusive
Extended Sizes
Rated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 stars(52)
27 Edit Naturalizer Falencia Leather Dress Tall Boots

Naturalizer27 Edit Naturalizer Falencia Leather Dress Tall Boots

$260.00
Extended Sizes

PikolinosAldaya Side Zip Leather Block Heel Booties

$210.00
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(9)

NaturalizerJessie Tall Leather And Buckle Riding Boots

$180.00
Extended Sizes
Rated 4.05 out of 5 starsRated 4.05 out of 5 starsRated 4.05 out of 5 starsRated 4.05 out of 5 starsRated 4.05 out of 5 stars(77)

ComfortivaCordia Lace-Up Cap Toe Leather Booties

$146.00
Extended Sizes
Rated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 stars(36)

BornKati Block Heel Two-Tone Distressed Leather Shooties

$135.00

Naturalizer27 Edit Naturalizer Frida Suede Chain Hardware Dress Booties

$200.00
Extended Sizes

Josef SeibelMaren 06 Leather Wedge Booties

$175.00
Extended Sizes
Rated 4.63 out of 5 starsRated 4.63 out of 5 starsRated 4.63 out of 5 starsRated 4.63 out of 5 starsRated 4.63 out of 5 stars(131)

SofftLilia Leather Lace-Up Booties

$176.00
Internet Exclusive
Extended Sizes
Rated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 stars(20)

BornKenya Distressed Suede Tassel Strap Booties

$150.00
Rated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 stars(27)

VionicCecily Waterproof Zip Closure Booties

$169.99
Extended Sizes
Rated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 stars(8)

VionicLani Water Resistant Suede Combat Booties

$169.99
Extended Sizes
Rated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 stars(12)

Paul GreenCayanne Leather Peep Toe Open Back Shooties

$349.00
See all 7 colors >

BornCalyn Distressed Leather Ankle Tie Booties

$135.00
Extended Sizes
Rated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 stars(34)

VionicShantelle Nubuck Leather Booties

$169.99
Extended Sizes

ComfortivaCardee Leather Buckle Detail Booties

$140.00
Extended Sizes
Rated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 stars(12)

NaturalizerRonan Leather Buckle Detail Booties

$140.00
Internet Exclusive
Extended Sizes

Original Collection by Dr. Scholl'sAstir Ankle Booties

$90.00
Internet Exclusive
Extended Sizes

SoftWalkWomen's Indiana Studded Detail Tumbled Leather Booties

$129.99
Internet Exclusive
Extended Sizes

DanskoKarmel Waterproof Chelsea Rain Booties

$119.99
Internet Exclusive
Extended Sizes

SofftSharnell Suede Snake Print Tall Waterproof Block Heel Boots

$240.00
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Naturalizer27 Edit Naturalizer Florentine Leather And Suede Dress Booties

$180.00
Extended Sizes

BornQuinn Distressed Suede Tassel Strap Mid Boots

$225.00
Internet Exclusive
Extended Sizes

BornSaddler Leather Tall Riding Boots

$200.00
Extended Sizes
Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(13)

SofftSharnell II Waterproof Suede Lace-Up Back Block Heel Tall Boots

$240.00
Internet Exclusive
Extended Sizes
Rated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 stars(26)

TrottersMisty Leather Block Heel Tall Boots

$199.99
Internet Exclusive
Extended Sizes
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(1)

NaturalizerVerney Waterproof Leather Block Heel Chunky Lug Sole Chelsea Booties

$160.00
Internet Exclusive
Extended Sizes
Rated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 stars(47)

NaturalizerTai Tall Leather Boots

$200.00
Internet Exclusive
Extended Sizes
Rated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 stars(9)

VionicSienna Side Zip Buckle Detail Waterproof Leather Booties

$179.99
Extended Sizes
Rated 4.56 out of 5 starsRated 4.56 out of 5 starsRated 4.56 out of 5 starsRated 4.56 out of 5 starsRated 4.56 out of 5 stars(16)

SASGretchen Water Resistant Leather Lace-Up Booties

$194.99
Extended Sizes
Rated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 stars(84)

BornTora Distressed Leather Booties

$135.00
Extended Sizes
Rated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 stars(62)

Original Collection by Dr. Scholl'sHey Ya Microfiber Chelsea Booties

$99.90
Internet Exclusive
Extended Sizes

SofftSharnell Low Waterproof Leather Block Heel Boots

$190.00
Extended Sizes
Rated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 stars(22)

NaturalizerTalon Leather Lug Sole Moto Boots

$170.00
Internet Exclusive
Extended Sizes

NaturalizerLyra Suede Water Repellent Lug Sole Hiker Boots

$170.00
Internet Exclusive

DanskoCharlene Nubuck Wedge Booties

$165.00
Internet Exclusive
Extended Sizes

Josef SeibelNaly 23 Tall Scrunched Slouch Leather Boots

$194.99
Extended Sizes
Rated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 stars(29)

NaturalizerGenn-Reach Leather Block Heel Dress Booties

$160.00
Internet Exclusive

NaturalizerDomino Suede Water Resistant Chelsea Boots

$160.00
Internet Exclusive
Extended Sizes

NaturalizerDover Water Resistant Suede Faux Fur Trimmed Block Heel Booties

$160.00
Internet Exclusive
Extended Sizes

NaturalizerRobyn Leather Zipper Detail Ankle Booties

$140.00
Internet Exclusive
Extended Sizes

SofftBellis III Waterproof Leather Chelsea Booties

$150.00
Internet Exclusive
Extended Sizes
Only size 6M, 6.5M available

NaturalizerTatum Leather Buckle Detail Dress Booties

$150.00
Internet Exclusive
Extended Sizes
Rated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 stars(18)

SoftWalkRubi Croco Print Accented Leather Ankle Booties

$149.99
Internet Exclusive
Extended Sizes

NaturalizerBay Waterproof Suede Block Heel Booties

$150.00
Internet Exclusive

Josef SeibelNaly 24 Leather Booties

$180.00
Extended Sizes
Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(41)

ComfortivaRenny Suede Floral Print Leather Booties

$146.00
Internet Exclusive
Extended Sizes

ComfortivaRenny Siena Snake Booties

$146.00
Internet Exclusive
Extended Sizes

NaturalizerRobyn Suede Zipper Detail Ankle Booties

$140.00
Internet Exclusive
Extended Sizes

Original Collection by Dr. Scholl'sLayla Western Mid Boots

$104.99
Extended Sizes

NaturalizerCallie Leather Lug Sole Boots

$160.00
Extended Sizes
Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(91)

Original Collection by Dr. Scholl'sLawless Microfiber Booties

$89.99
Extended Sizes

Original Collection by Dr. Scholl'sHappiness Hi Lace-Up Sneaker Booties

$89.99
Internet Exclusive
Extended Sizes

Original Collection by Dr. Scholl'sRollin Slip-On Booties

$64.99
Internet Exclusive
Extended Sizes

Original Collection by Dr. Scholl'sReal Cute Chelsea Ankle Booties

$59.99
Extended Sizes

VionicWomen's Whitley Leather Booties

$159.99
Extended Sizes

BirkenstockWomen's Upsalla Suede Shearling Lined Boots

$195.00
Extended Sizes
Rated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 starsRated 4.38 out of 5 stars(13)

PikolinosSan Sebastian W1T Leather Block Heel Booties

$210.00
Extended Sizes
Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(12)

BornPeyton Leather Wraparound Strap Booties

$155.00
Extended Sizes
Rated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 stars(8)

SofftSharnell Low Waterproof Leather Block Heel Boots

$190.00
Extended Sizes
Rated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 starsRated 4.58 out of 5 stars(74)

Naturalizer27 Edit Naturalizer Florentine Leather Dress Booties

$180.00
Extended Sizes

NaturalizerGina Western Block Heel Booties

$130.00
Internet Exclusive
Extended Sizes

SofftSharnell Waterproof Leather Tall Boots

$220.00
Extended Sizes

PikolinosLlanes Leather Block Heel Chelsea Boots

$210.00
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

SofftBellis III Pine Waterproof Chelsea Booties

$150.00
Extended Sizes

PikolinosWomen's Aldaya W8J Leather Lace-Up Booties

$210.00
Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

NaturalizerReid Leather Tall Buckle Strap Detail Block Heel Boots

$200.00
Extended Sizes
Only size 7.5M available
Rated 4.31 out of 5 starsRated 4.31 out of 5 starsRated 4.31 out of 5 starsRated 4.31 out of 5 starsRated 4.31 out of 5 stars(48)

RykaVera Sporty Hidden Wedge Sneaker Booties

$89.99
Internet Exclusive
Extended Sizes

VionicCarnelia Leather Tooled Detail Booties

$179.99
Internet Exclusive
Extended Sizes

PikolinosRotterdam 902 Leather Side Zip Block Heel Booties

$199.99
Extended Sizes
Rated 3.2 out of 5 starsRated 3.2 out of 5 starsRated 3.2 out of 5 starsRated 3.2 out of 5 starsRated 3.2 out of 5 stars(5)

Original Collection by Dr. Scholl'sKall Me Western Slouch Booties

$104.99
Internet Exclusive
Extended Sizes

BirkenstockWomen's Ebba Leather Wedge Booties

$200.00
Extended Sizes
Rated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 stars(5)

ComfortivaRenny Siena Booties

$146.00
Extended Sizes

NaturalizerDomino Leather Water Resistant Chelsea Boots

$160.00
Internet Exclusive
Extended Sizes

NaturalizerRena Leather Tall Boots

$200.00
Internet Exclusive
Extended Sizes

PikolinosRotterdam 902 Leather Side Zip Booties

$210.00
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

BornSaddler Distressed Suede Tall Riding Boots

$200.00
Extended Sizes
Rated 3.86 out of 5 starsRated 3.86 out of 5 starsRated 3.86 out of 5 starsRated 3.86 out of 5 starsRated 3.86 out of 5 stars(7)

Naturalizer27 Edit Naturalizer Frida Leather Chain Hardware Dress Booties

$200.00
Extended Sizes

SASKich Nubuck Lace-Up Ankle Wedge Booties

$218.99
Internet Exclusive
Extended Sizes
Rated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 stars(11)

NaturalizerBay Waterproof Leather Block Heel Booties

$150.00
Internet Exclusive
Extended Sizes

NaturalizerGenn-Reach Suede Block Heel Dress Booties

$160.00
Internet Exclusive
Extended Sizes

BornFaline Distressed Leather Booties

$135.00
Internet Exclusive
Extended Sizes
Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(3)

BornHayden Distressed Suede Leather Side Zip Tall Boots

$220.00
Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(5)

TrottersKeegan Leather Block Heel Shooties

$89.99
Extended Sizes

PikolinosSan Sebastian W1T Leather Lace-Up Booties

$230.00
Internet Exclusive
Extended Sizes
Only size 39(8.5/9M) available
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(4)

DanskoFaithe Leather Buckle Detail Block Heel Ankle Booties

$175.00
Extended Sizes
Rated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 starsRated 4.54 out of 5 stars(13)

SASBethany Side Zip Ankle Booties

$238.99
Extended Sizes
Rated 3.92 out of 5 starsRated 3.92 out of 5 starsRated 3.92 out of 5 starsRated 3.92 out of 5 starsRated 3.92 out of 5 stars(12)

VionicBrionie Suede Ankle Booties

$149.99
Internet Exclusive
Extended Sizes
Vionic Lyssa Distressed Leather Square Toe Block Heel Booties

VionicLyssa Distressed Leather Square Toe Block Heel Booties

$169.99
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)
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