Skip to main content

Free Gift With Any $39.50 Estée Lauder Purchase* - SHOP NOW

iPhone Updates & Can't Find Our Emails in Your Inbox? - CLICK HERE

Check For In-Store Availability On The Products You Love - LEARN MORE

EARN POINTS WHEN YOU USE YOUR DILLARD’S CREDIT CARD - LEARN MORE

  • Dillard's Logo
  • Back In Stock
  • Sale and Clearance
  • Shop By Brand
  • Limited Availability
  • Credit Card
  • Store LocatorFind a Store
Dillard's The Style of Your Life Homepage
When typing in this field, a list of search results will appear and be automatically updated as you type.
User Login IconLogin
  • Login
  • My Dillard's Account
  • Just For You
  • Order History
  • Returns
  • My Wish List
  • Find a Store
Shopping Bag(0) items in cart
  • Women
  • Juniors
  • Men
  • Kids
  • Shoes
  • Handbags
  • Accessories
  • Lingerie
  • Home
  • Beauty
  • Dillard's Exclusive
  • Just For You

Comfortable Heeled Boots

Related Pages

Comfortable Ankle BootsComfortable Leather HeelsComfortable Combat BootsComfortable Square Toe BootsComfortable Platform HeelsComfortable Strappy HeelsComfortable Platform Boots for WomenHeeled Ankle BootsComfortable Chunky BootsWomen's Heeled Winter BootsComfortable Women's Dress HeelsComfortable Red HeelsComfortable White HeelsLow Heel Riding BootsLow Heel Lace-Up BootsMid-Calf Slouch Boots with HeelRiding Boots With HeelLong Boots With HeelsHeeled Cowgirl BootsComfortable Wedding High HeelsComfortable Roper BootsLow Heel Mid Calf BootsComfortable Moto BootsMen's Comfortable Cowboy BootsComfort Lace-Up BootsVersatile Boots3 Inch Heel BootsSupportive Women's BootsLow Heel ShootiesPointed-Toe Block-Heel Boots
  • Sale

Brand

When typing in this field, a list of search results will appear and be automatically updated as you type. search
Brand
  • Alex Marie
  • Antonio Melani
  • Ariat
  • Bed Stu
  • Black Star
  • Blondo
  • Blundstone
  • Born
  • Cecelia New York
  • Cole Haan
  • Copper Key
  • Dan Post
  • Dansko
  • Diba True
  • Dingo
  • Dolce Vita
  • Donald Pliner
  • Dr. Martens
  • Dune London
  • Frye
  • Gb
  • Gentle Souls
  • Gianni Bini
  • Hunter
  • Jeffrey Campbell
  • Jessica Simpson
  • Josef Seibel
  • Justin Boots
  • Kate Spade New York
  • Kork-ease
  • L'artiste
  • L.l.bean
  • Loeffler Randall
  • Lucky Brand
  • Matisse
  • Michael Kors
  • Naturalizer
  • Pikolinos
  • Sam Edelman
  • Sas
  • Schutz
  • Sofft
  • Steve Madden
  • Taos Footwear
  • Timberland
  • To Boot New York
  • Tony Lama
  • Ugg
  • Vince Camuto
color
  • Barley
  • Bay Apache
  • Black
  • Blue
  • Bright
  • Brown
  • Cuero
  • Gold
  • Graham Cracker
  • Green
  • Grey
  • Husk
  • Incense
  • Luggage
  • Moonbeam
  • Moro
  • Multi
  • Neutral
  • Orange
  • Pink
  • Plantain
  • Purple
  • Red
  • Shiitake
  • Spiced Nutmeg
  • Stout
  • T-Moro
  • Toasted Graham
  • Tortilla
  • White
  • Yellow
  • 200 Items
  • 1
  • 2
  • 3
  • Next Page
  • Last
Women's Heeled Chelsea BootiesWomen's Heeled Chelsea Booties
Quick View

BlundstoneWomen's Heeled Chelsea Booties

$209.95
Full StarFull StarFull StarHalf StarEmpty Star(14)
Women's Block Heeled Water-Resistant Leather BootiesWomen's Block Heeled Water-Resistant Leather Booties
Quick View

BlundstoneWomen's Block Heeled Water-Resistant Leather Booties

$229.95
Campus Low Heel Tall Riding BootsCampus Low Heel Tall Riding Boots
Quick View

FryeCampus Low Heel Tall Riding Boots

$478.00
Full StarFull StarFull StarFull StarHalf Star(6)
Hunny Block Heel Tall BootsHunny Block Heel Tall Boots
Quick View

Steve MaddenHunny Block Heel Tall Boots

$109.99
Full StarFull StarFull StarFull StarFull Star(5)
Basel Perforated Block Heel BootiesBasel Perforated Block Heel Booties
Quick View

Lucky BrandBasel Perforated Block Heel Booties

Permanently Reduced
Orig. $99.99
Now $66.99
Internet Exclusive
Tyrell Tumbled Leather Block Heel Tall Dress BootsTyrell Tumbled Leather Block Heel Tall Dress Boots
Quick View

Gianni BiniTyrell Tumbled Leather Block Heel Tall Dress Boots

Permanently Reduced
Orig. $209.99
Now $59.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Tyrell Leather Block Heel Tall Dress BootsTyrell Leather Block Heel Tall Dress Boots
Quick View

Gianni BiniTyrell Leather Block Heel Tall Dress Boots

Permanently Reduced
Orig. $209.99
Now $59.99
Dillard´s Exclusive
Only size 5 available
Full StarFull StarFull StarFull StarHalf Star(2)
Dantelle Suede Block Heel Tall BootsDantelle Suede Block Heel Tall Boots
Quick View

Steve MaddenDantelle Suede Block Heel Tall Boots

Permanently Reduced
Orig. $179.99
Now $49.99
Only size 6, 5.5 available
Full StarFull StarFull StarFull StarFull Star(2)
Travers Leather Block Heel Tall BootsTravers Leather Block Heel Tall Boots
Quick View

Gianni BiniTravers Leather Block Heel Tall Boots

Permanently Reduced
Orig. $229.99
Now $59.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Tyrell Suede Block Heel Tall Dress BootsTyrell Suede Block Heel Tall Dress Boots
Quick View

Gianni BiniTyrell Suede Block Heel Tall Dress Boots

Permanently Reduced
Orig. $209.99
Now $59.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Say-Less Stretch Block Heel BootiesSay-Less Stretch Block Heel Booties
Quick View

GBSay-Less Stretch Block Heel Booties

Permanently Reduced
Orig. $139.99
Now $39.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Graceful Suede Tall BootsGraceful Suede Tall Boots
Quick View

Copper KeyGraceful Suede Tall Boots

Permanently Reduced
Orig. $199.99
Now $49.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(2)
Women's Miana Leather Heeled Waterproof Chelsea BootsWomen's Miana Leather Heeled Waterproof Chelsea Boots
Quick View

HunterWomen's Miana Leather Heeled Waterproof Chelsea Boots

$198.00
Internet Exclusive
Taylin Suede Kitten Heel Tall Dress BootsTaylin Suede Kitten Heel Tall Dress Boots
Quick View

Sam EdelmanTaylin Suede Kitten Heel Tall Dress Boots

Permanently Reduced
Orig. $219.99
Now $59.99
Internet Exclusive
Full StarFull StarFull StarHalf StarEmpty Star(4)
Sergey Suede Stiletto BootiesSergey Suede Stiletto Booties
Quick View

Gianni BiniSergey Suede Stiletto Booties

Permanently Reduced
Orig. $159.99
Now $39.99
Dillard´s Exclusive
Only size 11 available
Irvin Stretch Block Heel BootiesIrvin Stretch Block Heel Booties
Quick View

Gianni BiniIrvin Stretch Block Heel Booties

$139.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(5)
Irvin Stretch Faux Leather Block Heel BootiesIrvin Stretch Faux Leather Block Heel Booties
Quick View

Gianni BiniIrvin Stretch Faux Leather Block Heel Booties

$139.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(6)
Anny Leather Block Heel Platform Tall BootsAnny Leather Block Heel Platform Tall Boots
Quick View

Kork-EaseAnny Leather Block Heel Platform Tall Boots

Permanently Reduced
Orig. $340.00
Now $79.99
Only size 9.5 available
Sole-Sister Glossy Leather Square Toe Block Heel Tall BootsSole-Sister Glossy Leather Square Toe Block Heel Tall Boots
Quick View

GBSole-Sister Glossy Leather Square Toe Block Heel Tall Boots

$199.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(17)
Women's Kasey Virginia Leather Heeled Tall BootsWomen's Kasey Virginia Leather Heeled Tall Boots
Quick View

Dr. MartensWomen's Kasey Virginia Leather Heeled Tall Boots

$250.00
Full StarFull StarFull StarFull StarFull Star(6)
Holy-Grail Suede Zipper Block Heel BootiesHoly-Grail Suede Zipper Block Heel Booties
Quick View

GBHoly-Grail Suede Zipper Block Heel Booties

$139.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(4)
Brent Weatherproof Leather Block Heel Tall BootsBrent Weatherproof Leather Block Heel Tall Boots
Quick View

NaturalizerBrent Weatherproof Leather Block Heel Tall Boots

Permanently Reduced
Orig. $250.00
Now $59.99
Internet Exclusive
Only size 6.5 available
Full StarFull StarFull StarFull StarEmpty Star(57)
Summit Suede Buckle Hardware Platform Block Heel BootiesSummit Suede Buckle Hardware Platform Block Heel Booties
Quick View

Steve MaddenSummit Suede Buckle Hardware Platform Block Heel Booties

Permanently Reduced
Orig. $179.99
Now $49.99
Internet Exclusive
Only size 11 available
Women's Miana Suede Heeled Waterproof Chelsea BootsWomen's Miana Suede Heeled Waterproof Chelsea Boots
Quick View

HunterWomen's Miana Suede Heeled Waterproof Chelsea Boots

$198.00
Elise Leather Stretch BootiesElise Leather Stretch Booties
Quick View

Loeffler RandallElise Leather Stretch Booties

$450.00
Irvin Stretch Ruched Velvet Block Heel BootiesIrvin Stretch Ruched Velvet Block Heel Booties
Quick View

Gianni BiniIrvin Stretch Ruched Velvet Block Heel Booties

Permanently Reduced
Orig. $139.99
Now $39.99
Dillard´s Exclusive
Only size 7 available
Full StarFull StarFull StarFull StarFull Star(1)
Laredo Stretch Fabric Over-the-Knee Block Heel BootsLaredo Stretch Fabric Over-the-Knee Block Heel Boots
Quick View

Gianni BiniLaredo Stretch Fabric Over-the-Knee Block Heel Boots

Permanently Reduced
Orig. $139.99
Now $39.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarEmpty Star(42)
Stellah Waterproof Suede Tall BootsStellah Waterproof Suede Tall Boots
Quick View

BlondoStellah Waterproof Suede Tall Boots

Permanently Reduced
Orig. $239.99
Now $59.99
Full StarFull StarFull StarEmpty StarEmpty Star(2)
Sonya Leopard Suede Waterproof Kitten Heel BootsSonya Leopard Suede Waterproof Kitten Heel Boots
Quick View

SofftSonya Leopard Suede Waterproof Kitten Heel Boots

Permanently Reduced
Orig. $250.00
Now $59.99
Full StarFull StarFull StarFull StarFull Star(2)
Foxi Stretch Shaft Kitten Heel Tall BootsFoxi Stretch Shaft Kitten Heel Tall Boots
Quick View

Donald PlinerFoxi Stretch Shaft Kitten Heel Tall Boots

$268.00
Full StarFull StarFull StarFull StarFull Star(2)
Emily Stretch Suede Tall BootsEmily Stretch Suede Tall Boots
Quick View

Gentle SoulsEmily Stretch Suede Tall Boots

$239.00
Moxy Leather Platform Block Heel Chelsea BootiesMoxy Leather Platform Block Heel Chelsea Booties
Quick View

UGGMoxy Leather Platform Block Heel Chelsea Booties

$180.00
Full StarFull StarFull StarFull StarFull Star(1)
Travers Suede Block Heel Over The Knee BootsTravers Suede Block Heel Over The Knee Boots
Quick View

Gianni BiniTravers Suede Block Heel Over The Knee Boots

Permanently Reduced
Orig. $229.99
Now $59.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(4)
Judgement Leather Block Heel Combat BootiesJudgement Leather Block Heel Combat Booties
Quick View

Bed StuJudgement Leather Block Heel Combat Booties

$299.00
Virona H2O Suede Tall Block Heel BootsVirona H2O Suede Tall Block Heel Boots
Quick View

Dolce VitaVirona H2O Suede Tall Block Heel Boots

Permanently Reduced
Orig. $220.00
Now $69.99
Only size 6, 6.5 available
Full StarFull StarFull StarFull StarEmpty Star(12)
Moxy Suede Platform Block Heel Chelsea BootiesMoxy Suede Platform Block Heel Chelsea Booties
Quick View

UGGMoxy Suede Platform Block Heel Chelsea Booties

$170.00
Full StarFull StarFull StarFull StarFull Star(2)
Yule Suede Bow Block Heel BootiesYule Suede Bow Block Heel Booties
Quick View

Copper KeyYule Suede Bow Block Heel Booties

Save on Select Items
Orig. $149.99
Now $52.49 - $149.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(14)
Hybiscus Suede Tall Riding BootsHybiscus Suede Tall Riding Boots
Quick View

Lucky BrandHybiscus Suede Tall Riding Boots

Permanently Reduced
Orig. $189.00
Now $49.99
Internet Exclusive
Only size 7, 7.5 available
Full StarFull StarFull StarEmpty StarEmpty Star(2)
Hybiscus Suede Tall Riding BootsHybiscus Suede Tall Riding Boots
Quick View

Lucky BrandHybiscus Suede Tall Riding Boots

Permanently Reduced
Orig. $229.00
Now $49.99
Internet Exclusive
Full StarFull StarFull StarFull StarEmpty Star(20)
Deion Suede Square Toe Block Heel Tall BootsDeion Suede Square Toe Block Heel Tall Boots
Quick View

Gianni BiniDeion Suede Square Toe Block Heel Tall Boots

Permanently Reduced
Orig. $209.99
Now $59.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarEmpty Star(13)
Naevy Suede Slouchy Tall BootsNaevy Suede Slouchy Tall Boots
Quick View

Jessica SimpsonNaevy Suede Slouchy Tall Boots

Permanently Reduced
Orig. $129.99
Now $39.99
Only size 5, 6 available
Full StarFull StarFull StarFull StarHalf Star(11)
Shilo Leather Artisan Whipstitch Detail Block Heel BootiesShilo Leather Artisan Whipstitch Detail Block Heel Booties
Quick View

Kork-EaseShilo Leather Artisan Whipstitch Detail Block Heel Booties

Permanently Reduced
Orig. $230.00
Now $59.99
Only size 9.5 available
Caro Leather Split Toe BootiesCaro Leather Split Toe Booties
Quick View

Steve MaddenCaro Leather Split Toe Booties

$169.99
Full StarFull StarFull StarFull StarEmpty Star(42)
Embrace Stretch Leather BootiesEmbrace Stretch Leather Booties
Quick View

Cecelia New YorkEmbrace Stretch Leather Booties

Permanently Reduced
Orig. $200.00
Now $49.99
Vagabond Leather Tall BootsVagabond Leather Tall Boots
Quick View

DingoVagabond Leather Tall Boots

$169.99
Internet Exclusive
Weslye Suede Snip Toe Kitten Block Heel BootsWeslye Suede Snip Toe Kitten Block Heel Boots
Quick View

Gianni BiniWeslye Suede Snip Toe Kitten Block Heel Boots

Permanently Reduced
Orig. $199.99
Now $49.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(10)
Siena Leather Knee High Wedge BootsSiena Leather Knee High Wedge Boots
Quick View

SchutzSiena Leather Knee High Wedge Boots

$298.00
Sherpal Leather Square Toe Block Heel BootiesSherpal Leather Square Toe Block Heel Booties
Quick View

Jeffrey CampbellSherpal Leather Square Toe Block Heel Booties

$210.00
Internet Exclusive
Optimus Studded Suede Hardware Ankle BootiesOptimus Studded Suede Hardware Ankle Booties
Quick View

NaturalizerOptimus Studded Suede Hardware Ankle Booties

Permanently Reduced
Orig. $175.00
Now $49.99
Internet Exclusive
Full StarFull StarFull StarHalf StarEmpty Star(4)
Cathy Leather and Suede Wood Heel BootiesCathy Leather and Suede Wood Heel Booties
Quick View

Cecelia New YorkCathy Leather and Suede Wood Heel Booties

$245.00
Internet Exclusive
Weslye Leather Snip Toe Kitten Block Heel BootsWeslye Leather Snip Toe Kitten Block Heel Boots
Quick View

Gianni BiniWeslye Leather Snip Toe Kitten Block Heel Boots

Permanently Reduced
Orig. $199.99
Now $49.99
Dillard´s Exclusive Internet Exclusive
Only size 6, 5 available
Full StarFull StarFull StarFull StarFull Star(9)
Faithe Leather Buckle Hardware Block Heel Ankle BootiesFaithe Leather Buckle Hardware Block Heel Ankle Booties
Quick View

DanskoFaithe Leather Buckle Hardware Block Heel Ankle Booties

$190.00
Full StarFull StarFull StarFull StarHalf Star(70)
Hybiscus Leather Tall Riding BootsHybiscus Leather Tall Riding Boots
Quick View

Lucky BrandHybiscus Leather Tall Riding Boots

Permanently Reduced
Orig. $229.00
Now $49.99
Internet Exclusive
Full StarFull StarFull StarFull StarEmpty Star(26)
Valerie Suede Tall Shaft Dress BootsValerie Suede Tall Shaft Dress Boots
Quick View

Antonio MelaniValerie Suede Tall Shaft Dress Boots

$249.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarEmpty Star(44)
Lydyi Leather Platform BootiesLydyi Leather Platform Booties
Quick View

Bed StuLydyi Leather Platform Booties

$309.00
Raise Studded Leather Western Inspired BootiesRaise Studded Leather Western Inspired Booties
Quick View

Bed StuRaise Studded Leather Western Inspired Booties

$379.00
Internet Exclusive
Kerri Leather Ankle Block Heel BootiesKerri Leather Ankle Block Heel Booties
Quick View

BornKerri Leather Ankle Block Heel Booties

$140.00
Full StarFull StarFull StarEmpty StarEmpty Star(2)
Valerie Leather Tall Shaft Dress BootsValerie Leather Tall Shaft Dress Boots
Quick View

Antonio MelaniValerie Leather Tall Shaft Dress Boots

$249.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(35)
Lex Stretch Suede Knee High BootsLex Stretch Suede Knee High Boots
Quick View

Michael KorsLex Stretch Suede Knee High Boots

$179.50
Full StarFull StarEmpty StarEmpty StarEmpty Star(1)
Jaydennn Suede Block Heel BootiesJaydennn Suede Block Heel Booties
Quick View

Gianni BiniJaydennn Suede Block Heel Booties

Save on Select Items
Orig. $139.99
Now $48.99 - $139.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(142)
Women's 2976 Quad Leather Platform Chelsea BootsWomen's 2976 Quad Leather Platform Chelsea Boots
Quick View

Dr. MartensWomen's 2976 Quad Leather Platform Chelsea Boots

$210.00
Internet Exclusive
Full StarFull StarFull StarFull StarEmpty Star(29)
Waltar Suede Snip Toe Kitten Block Heel BootiesWaltar Suede Snip Toe Kitten Block Heel Booties
Quick View

Gianni BiniWaltar Suede Snip Toe Kitten Block Heel Booties

$159.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(5)
Weslye Leopard Print Haircalf Snip Toe Kitten Block Heel BootsWeslye Leopard Print Haircalf Snip Toe Kitten Block Heel Boots
Quick View

Gianni BiniWeslye Leopard Print Haircalf Snip Toe Kitten Block Heel Boots

Permanently Reduced
Orig. $199.99
Now $49.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(11)
Darnold Leather Block Heel BootiesDarnold Leather Block Heel Booties
Quick View

Gianni BiniDarnold Leather Block Heel Booties

Permanently Reduced
Orig. $159.99
Now $39.99
Dillard´s Exclusive
Only size 9.5, 11 available
Full StarFull StarFull StarFull StarFull Star(2)
Emetta Over-the-Knee BootsEmetta Over-the-Knee Boots
Quick View

Jessica SimpsonEmetta Over-the-Knee Boots

Permanently Reduced
Orig. $199.99
Now $49.99
Darnold Suede Block Heel BootiesDarnold Suede Block Heel Booties
Quick View

Gianni BiniDarnold Suede Block Heel Booties

$159.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(3)
Fairly Suede Buckle Hardware BootiesFairly Suede Buckle Hardware Booties
Quick View

Copper KeyFairly Suede Buckle Hardware Booties

Permanently Reduced
Orig. $159.99
Now $39.99
Dillard´s Exclusive
Only size 6.5, 9.5 available
Salah Suede Tall Stiletto Dress BootsSalah Suede Tall Stiletto Dress Boots
Quick View

Gianni BiniSalah Suede Tall Stiletto Dress Boots

Save on Select Items
Orig. $209.99
Now $59.99 - $209.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(6)
Emmi Leather Tall Dress BootsEmmi Leather Tall Dress Boots
Quick View

Dolce VitaEmmi Leather Tall Dress Boots

Permanently Reduced
Orig. $275.00
Now $69.99
Full StarFull StarFull StarFull StarEmpty Star(13)
Hudsin Suede Tall BootsHudsin Suede Tall Boots
Quick View

Dolce VitaHudsin Suede Tall Boots

Permanently Reduced
Orig. $275.00
Now $69.99
Only size 10 available
Full StarFull StarFull StarFull StarEmpty Star(2)
Emily Suede Tall BootsEmily Suede Tall Boots
Quick View

NaturalizerEmily Suede Tall Boots

Permanently Reduced
Orig. $240.00
Now $69.99
Full StarFull StarFull StarFull StarEmpty Star(20)
Adele Suede Tall BootsAdele Suede Tall Boots
Quick View

kate spade new yorkAdele Suede Tall Boots

Permanently Reduced
Orig. $398.00
Now $89.99
Internet Exclusive
Milla Leather Tall Riding BootsMilla Leather Tall Riding Boots
Quick View

Sam EdelmanMilla Leather Tall Riding Boots

$219.99
Internet Exclusive
Only size 6.5, 6 available
Full StarFull StarFull StarHalf StarEmpty Star(21)
Women's Keswick Waterproof Chelsea Leather BootiesWomen's Keswick Waterproof Chelsea Leather Booties
Quick View

AriatWomen's Keswick Waterproof Chelsea Leather Booties

Permanently Reduced
Orig. $179.95
Now $120.56
Internet Exclusive
Only size 5.5 available
Full StarFull StarFull StarFull StarEmpty Star(150)
Daney Suede Block Heel Ankle BootiesDaney Suede Block Heel Ankle Booties
Quick View

Steve MaddenDaney Suede Block Heel Ankle Booties

Permanently Reduced
Orig. $159.99
Now $44.99
Only size 6, 6.5 available
Full StarFull StarFull StarFull StarHalf Star(2)
Riggs Leather Block Heel Tall BootsRiggs Leather Block Heel Tall Boots
Quick View

Steve MaddenRiggs Leather Block Heel Tall Boots

$199.99
Full StarFull StarFull StarHalf StarEmpty Star(280)
Emily Leather Dress BootsEmily Leather Dress Boots
Quick View

NaturalizerEmily Leather Dress Boots

Permanently Reduced
Orig. $240.00
Now $59.99
Full StarFull StarFull StarFull StarEmpty Star(22)
Tatter Leather Double Buckle Tall BootsTatter Leather Double Buckle Tall Boots
Quick View

Dune LondonTatter Leather Double Buckle Tall Boots

$245.00
Full StarFull StarFull StarFull StarFull Star(1)
Kich Nubuck Lace Up Ankle Wedge BootiesKich Nubuck Lace Up Ankle Wedge Booties
Quick View

SASKich Nubuck Lace Up Ankle Wedge Booties

$234.99
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Women's Medina Leather Tall BootsWomen's Medina Leather Tall Boots
Quick View

PikolinosWomen's Medina Leather Tall Boots

Permanently Reduced
Orig. $320.00
Now $119.99
Internet Exclusive
Only size 35(4, 5) available
Mara Leather Platform BootiesMara Leather Platform Booties
Quick View

Cecelia New YorkMara Leather Platform Booties

Permanently Reduced
Orig. $225.00
Now $59.99
Internet Exclusive
Only size 8 available
Pyper Leather Tall Dress BootsPyper Leather Tall Dress Boots
Quick View

Alex MariePyper Leather Tall Dress Boots

$159.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(6)
Prizelle Suede Tall BootsPrizelle Suede Tall Boots
Quick View

Alex MariePrizelle Suede Tall Boots

$159.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarEmpty Star(256)
Mae Stretch Leather Dress BootiesMae Stretch Leather Dress Booties
Quick View

Antonio MelaniMae Stretch Leather Dress Booties

$199.99
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(30)
Ella Stretch Suede Tall BootsElla Stretch Suede Tall Boots
Quick View

Gentle SoulsElla Stretch Suede Tall Boots

Permanently Reduced
Orig. $249.00
Now $89.99
Internet Exclusive
Only size 7, 6.5 available
Full StarFull StarFull StarHalf StarEmpty Star(3)
San Sebastian Leather Lace Up BootiesSan Sebastian Leather Lace Up Booties
Quick View

PikolinosSan Sebastian Leather Lace Up Booties

$240.00
Full StarFull StarFull StarFull StarHalf Star(6)
Merryli Leather BootiesMerryli Leather Booties
Quick View

Bed StuMerryli Leather Booties

$339.00
Georgette Suede Over The Knee BootsGeorgette Suede Over The Knee Boots
Quick View

Cole HaanGeorgette Suede Over The Knee Boots

Permanently Reduced
Orig. $310.00
Now $79.99
Full StarFull StarFull StarFull StarFull Star(1)
Bonnay Knee-High Suede BootsBonnay Knee-High Suede Boots
Quick View

Lucky BrandBonnay Knee-High Suede Boots

Permanently Reduced
Orig. $189.00
Now $49.99
Internet Exclusive
Only size 6.5, 5.5 available
Full StarFull StarFull StarHalf StarEmpty Star(3)
Maeve Suede Jetset-Tech Collection Tall Dress BootsMaeve Suede Jetset-Tech Collection Tall Dress Boots
Quick View

Alex MarieMaeve Suede Jetset-Tech Collection Tall Dress Boots

Permanently Reduced
Orig. $159.99
Now $39.99
Dillard´s Exclusive
Darnold Nubuck Block Heel BootiesDarnold Nubuck Block Heel Booties
Quick View

Gianni BiniDarnold Nubuck Block Heel Booties

Permanently Reduced
Orig. $159.99
Now $39.99
Dillard´s Exclusive
Only size 9.5, 12 available
Full StarFull StarFull StarFull StarHalf Star(12)
Women's Casanova Americana Star Leather Tall BootsWomen's Casanova Americana Star Leather Tall Boots
Quick View

AriatWomen's Casanova Americana Star Leather Tall Boots

$349.95
Full StarFull StarFull StarFull StarEmpty Star(20)
Kate Leather Riding BootsKate Leather Riding Boots
Quick View

FryeKate Leather Riding Boots

$368.00
Internet Exclusive
Full StarFull StarFull StarFull StarEmpty Star(112)
Fantastic Embroidered Floral Combat BootiesFantastic Embroidered Floral Combat Booties
Quick View

L'ARTISTEFantastic Embroidered Floral Combat Booties

$159.95
Full StarFull StarFull StarFull StarFull Star(2)
Tarkiln Leather Wrap BootiesTarkiln Leather Wrap Booties
Quick View

BornTarkiln Leather Wrap Booties

$140.00
Full StarFull StarFull StarFull StarEmpty Star(4)
Sangeti Croco Leather Square Toe Block Heel Tall BootsSangeti Croco Leather Square Toe Block Heel Tall Boots
Quick View

Vince CamutoSangeti Croco Leather Square Toe Block Heel Tall Boots

Permanently Reduced
Orig. $239.00
Now $49.99
Internet Exclusive
Only size 5.5 available
Full StarFull StarFull StarFull StarFull Star(1)
  • 200 Items
  • 1
  • 2
  • 3
  • Next Page
  • Last

About Comfortable Heeled Boots

Discover the perfect blend of style and comfort with our collection of comfortable heeled boots. Designed for all-day wear, these boots feature cushioned insoles and supportive structures that ensure your feet feel great, whether you're at work or enjoying a night out. With a variety of styles, including ankle booties, tall boots, and block heels, you can find the ideal pair to match any outfit.

Crafted from high-quality materials, our comfortable heeled boots offer durability and elegance, making them a staple in your wardrobe. From chic suede to sleek leather finishes, these boots elevate your look while providing the comfort you need for everyday activities.

What are comfortable heeled boots?

  • Comfortable heeled boots are footwear designed with features that prioritize comfort without compromising on style. They often include cushioned insoles, supportive heels, and ergonomic designs to ensure ease of wear throughout the day.

Are block heels more comfortable than stilettos?

  • Yes, block heels are generally considered more comfortable than stilettos due to their wider base, which provides better stability and support. This design helps distribute weight more evenly, reducing pressure on the feet.

Can I wear comfortable heeled boots for long periods?

  • Absolutely! Comfortable heeled boots are specifically designed for extended wear, featuring elements like cushioned footbeds and supportive arches. This makes them suitable for long days at work or social events.

What occasions are suitable for wearing comfortable heeled boots?

  • Comfortable heeled boots are versatile and can be worn for various occasions, including casual outings, office settings, and even formal events. Their stylish designs allow them to complement a wide range of outfits.

How do I choose the right size for comfortable heeled boots?

  • To choose the right size for comfortable heeled boots, it's important to measure your foot and refer to the sizing chart provided by the retailer. Additionally, consider the type of socks you plan to wear and any specific fit preferences you may have.

What materials are commonly used in comfortable heeled boots?

  • Comfortable heeled boots are often made from materials such as leather, suede, and synthetic fabrics. Each material offers different benefits, including durability, flexibility, and ease of maintenance, allowing you to select the best option for your needs.

Customer Service

  • Contact Us
  • FAQ, Notices & Policies
  • Product Recalls
  • Returns
  • FAQ, Notices & Policies
  • Product Recalls

Dillard's Credit Card

  • Apply for a Dillard's Card Apply for a Dillard's Card
  • Pay Bill / View Credit Account Opens a simulated dialog
  • Dillard's Cardholder Benefits Dillard's Cardholder Benefits

Contact Us

  • Call 1-817-831-5482
  • Monday-Friday: 7AM-9PM GMT-6
  • Saturday-Sunday: 9AM-7PM GMT-6
  • Contact Us Via Email

More Ways To Shop

  • Registry - Wedding, Baby, and Gift
  • Gift Cards
  • Store Locations
  • Change Country
Stay in Touch.

Sign up for emails and get updates about
new products and the latest trends!

We Are Hiring!
Join our team
Click HERE to learn more
Be a Mobile VIP!

Sign up for texts and be the first to know
about upcoming sales and great offers.

We use certain tools to capture data related to when you open our messages, click on any links or banners it contains, or make purchases.

  • InstagramOpens Dillard's Instagram in a new window
  • FacebookOpens Dillard's Facebook in a new window
  • PintrestOpens Dillard's Pinterest in a new window
  • Twitter/XOpens Dillard's Twitter/X in a new window
  • YouTubeOpens Dillard's YouTube in a new window
  • TikTokOpens Dillard's TikTok in a new window
  • SnapchatOpens Dillard's Snapchat in a new window
  • Site Map
  • Terms Of Use
  • Terms Of Use
  • Dillard's Privacy Policy
  • Dillard's Privacy Policy
  • California Transparency in Supply Chains Act
  • California Transparency in Supply Chains Act
  • Careers
  • Investor Relations
  • About Us

Prices and sale offers may vary by store location, including Dillards.com, and are subject to change. © 2026 Dillard's

***