10 Booties Under $100 to Kickstart Your Winter

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Disclosure: The booties under $100 below contain affiliate links, which means we’ll receive a commission if you click on a link. We hope you like our picks – click or tap the titles to shop!

The temperatures are dropping fast — do you have your fall/winter footwear selection squared away yet? If not, you’re in luck. We’ve rounded up our favorite boots and booties under $100 that you’ll want to wear until spring arrives! Keep scrolling to shop our very favorites of the season (so far.)

1. Macy’s, Franco Sarto Stevie Mid Shaft Boot, $190 $121.13

Instantly elevate your winter ensemble with these gorgeous white boots! We love the chunkier heel and goes-with-everything silhouette.

2. Macy’s, Journee Collection Sadiya Bootie, $84.99 $50.99

Take a break from the classic black and brown winter boots and opt for something blush! These lower boots would look great with cropped denim and allll the winter layers.

3. Macy’s, Triumph Lug-Sole Chelsea Bootie, $89 $53.40

Give yourself a little lift *and* remain comfortable all day! These lug-sole boots are just right.

4. Macy’s, Sun + Stone Burklee Bootie, $89.50 $53.70

Channel comfy camping vibes with this adventure-ready profile. They also come in a classic black, so you can totally snag both.

5. Macy’s, Franco Sarto Linc Boot, $160 $80

Available in four colors, these pull-tab boots only *look* like they cost hundreds of dollars.

6. Macy’s, Journee Collection Nigella Bootie, $84.99 $50.99

With five perfect shades, it’s safe to assume we’ll be rocking this style all week. We also love the retro-inspired O ring on the back!

7. Macy’s, Marc Fisher Pietro Lug Sole Slip-on Chelsea Bootie, $99 $59.40

Shopping for booties under $100 that you can wear with anything and everything? Peep these everyday black lug-sole boots!

8. Macy’s, Lucky Brand Basel Leather Bootie, $139 $83.40

This ankle boot comes in a ton of color options, but this fun leopard neutral has definitely caught our eye!

9. Macy’s, Journee Collection Sharlie Two-Tone Bootie, $89.99 $53.99

Can’t decide on a color? Opt for a two-tone silhouette instead, like these chic booties!

10. Macy’s, Lifestride Mesa Bootie, $89.99 $53.99

With a stacked heel and super cushioned insole, you’ll want to wear these earthy booties all day!

Searching for more fall and winter shoe inspiration? Check out what we’ve been hearting on Instagram!

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