Let’s face it: “Boot Season” just isn’t as much fun when you’re on a strict budget. Luckily, there are more than a few pairs out there that will keep you—and your bank account—happy. Check out these cheap(er) picks that look anything but. –Chelsea Karnash


Fitzwell Cadence Boot

Love these. The suede adds a touch of luxury, and even though the leather is faux, it doesn’t look it. Both colors (black and brown) are rich and wearable. And—score!—the footbed includes a gel heel pad.

Zippy Riding Boot
Payless Shoes
Now $39.99 (regularly $59.99)

I used to think Payless shoes looked disposable, but the company has seriously redeemed itself in the last five years or so. These cute boots are evidence of that—they’re classic without being boring, and at just 40-bucks, practically impossible to pass up.


Zara Flat Ankle Boot

Menswear-inspired and a bit rocker-chick, these are the perfect ankle boots to pair with a flouncy skirt or dress. They also work well with skinny jeans, or with leggings and a tunic.

Madden Girl Lewiz Boots
Steve Madden
www.macys.com or www.stevemadden.com
$69 (on macys.com)

See above description, only replace “rocker” with “biker.” Perfect for weekends or a casual night out. And they come in black, too.


N.Y.L.A. Kirra Bootie

Booties are one of the hottest trends this year (again), and this pair is adorable and goes with anything. Plus, the platform heel adds height without the danger of broken bones, and the small buckle on the back is fun but understated. Great for the transition from fall to winter, and even into mid-spring.

Gianni Bini “Elliot” Booties

Nothing casual about these booties—they’re for dressing up! Think girls night out or holiday party. And while the super-high heel might not be made for comfort, it sure looks good—pair with tights in a matching hue, and your legs will look super-long.


[Disclaimer: Yes, I know that part of the fun of rain boots is that they come in bright colors and pretty patterns that cheer you up on an otherwise dreary day. HOWEVER, since you might not feel so cheerful after you’ve spent real money on 5 mm of thin rubber that manages to clash with every single outfit you own and then literally comes apart in the middle of a rainstorm (not speaking from experience here or anything), the following rain boots were chosen for durability and wear-ability, as well as style.]

Storm by Cougar Sienna Rain Boot
DSW Shoe Warehouse

A quilted, waterproof rain boot in a neutral color combo. You could wear these around the office and (practically) no one would know they were designed for puddles, not pencil skirts.

Sperry Topsider Kingbird Rain Boots

These wellies are substantial, they go with everything and—let’s be honest—they just look expensive. Plus, they have a cozy fleece lining for those really miserable, frigid days when you’re not what the weather is doing. Style and function? No longer unattainable.


Oriana Ballet Boot
$39.99 (Reg. $49.99)

Full disclosure: I came upon these leopard print booties and actually gave a small yelp of excitement…before immediately whipping out my credit card and making a(nother) completely unnecessary purchase. Sigh.

But seriously, at $39.99, how could I not? These boots are so fun…I picture them with jeans and a t-shirt (casual), or black tights and a black dress (dressy-ish). And FYI: they also come in a muted floral print, as well as the more classic tan and black.

Alfani Blyss Shooties
$41.47 (Reg. $79)

If you’re a “glitter girl” like me, these fab “shooties” are a must-have. They’re understated enough for work, but fun enough for a night out, and—again—cheap, cheap, cheap!

One warning: They’re on sale for the second time and thus, sure to sell out fast. So get on it if you want ‘em!