Be bold and chic with your booties this season by taking on these fun and fabulous trends. It’s time to kick your shoe game up a notch and make your presence known with a bold and empowering bootie. Forget your old beat up boots and take on one of these fun and fierce styles. Whether your heading to the office or out to lunch with friends, these chic booties will you step your most fashionable foot forward! Check out affordable picks all under $100! Happy Shopping!

STEVE MADDEN Darma Block Heel Bootie, Main, color, TAN CROCO

Fierce embossing textures a block-heel boot with an exposed zipper at the side. These statement making shoes will upscale any outfit this season!

Steve Madden $99.95

STEVE MADDEN Taryn Block Heel Bootie, Main, color, PINK PATENT

Make your look shine in this slick patent bootie propped up on an angled block heel and polished off with a retro square toe. Show these off when out and about with friends this season!

Steve Madden $99.95


Dainty studs dotting the sole add subtle edge to this minimalist ankle boot finished with a clean-cut topline. These boots will add a touch of chic edge to any daily look.

Treasure & Bond $99.95

TOPSHOP Buster Lace-Up Boot, Main, color, BLACK

Grunge or classic, these lace-up boots are just what your closet needs this season. They are so versatile and go perfectly with any casual fall outfit!

Topshop $75

STEVE MADDEN Darma Sock Bootie, Main, color, BLACK KNIT

A sculpted block heel lends retro appeal to a staple bootie designed with a ribbed, socklike fit.

Steve Madden $99.95

STEVE MADDEN Howler Bootie, Main, color, SAND SUEDE

Downtown and uptown sensibilities collide in this bold bootie with a Chelsea silhouette and an exploded lug sole with grunge attitude.

Steve Madden $99.95

TREASURE & BOND Freda Bootie, Main, color, BURGUNDY CROC

Whether you’re headed to the office or cocktail hour, this block-heel bootie completes your look with panache.

Treasure & Bond $99.95

CHINESE LAUNDRY Krafty Knee High Boot, Main, color, MARS TAUPE SUEDE

A covered half-moon heel adds elegant height to a knee-high boot in plush suede. These statement making boots are feminine, fierce and make for a fashion goddess look!

Chinese Laundry $99

DR. SCHOLL'S Lunar Faux Shearling Bootie, Main, color, WOOD BROWN FABRIC

This bootie with faux-shearling trim and a sleek platform keeps you cushioned and comfortable with a Memory Fit Foam insole.

Dr. Scholls $79.95

SOLE SOCIETY Maeryn Pointed Toe Bootie, Main, color, MINK SUEDE

Sculpted slouch at the back of the shaft eases the otherwise sharply drawn silhouette of this pointy-toe boot on a stacked heel.

Sole Society $99.95


Clean, sleek styling with a pointy toe and wrapped block heel puts an uptown spin on this season’s essential bootie.

Marc Fisher $98

MIA Colten Chelsea Boot, Main, color, WHITE

Shake it up with these fun trendy booties! A heavily lugged sole ampllfies the utilitarian appeal of this bold, street-chic Chelsea boot.

MIA $55

12 Fun & Trendy Must-Have Booties Under $100 was last modified: by

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