6 Pairs of Ankle Boots for Stepping into November in Style

Fall is my favorite style season for a number of reasons (hello comfy, oversized sweaters!), but if my closet is any indication, my absolute favorite feature of fall fashion is the ankle boot. Not only are ankle boots stylish and comfortable, but they’re also a great pick for the ever-unpredictable fall weather in Chicago.

Basel Bootie
Lucky Brand Basel Booties | Macy’s – $129.00

These boots have received rave reviews around the web and I can confirm that they are the best. I’ve owned a pair in this pretty Toffee color for over a year, and worn the heck out of them (they were a staple during our trip to Scotland last year). Worth every penny!

Layla Boot,                        Main,
                        color, BLACK LEATHER
Halogen® Layla Boot | Nordstrom – $139.95

Pairing a feminine dress with tights and a lace-up, combat-style boot is one of my favorite ways to add some edge to an outfit and I especially love the stud detail around the sole on this pair. These would also look great with a mini-skirt and chunky sweater.

MORTY Suede Ankle Boots | Topshop – $130.00

Listen, the rational part of me knows that buying this pair of emerald green booties is completely impractical, but I am just so obsessed with this color. So, if you need me, I’ll be planning entire outfits around these boots.

sadie ankle boots in tortoise : women boots
Sadie Ankle Boots in Tortoise | J. Crew – $188.00

In contrast to the emerald green pair up above, these tortoise-shell beauties are trendy in a wearable way.

Cadee Boot
American Rag Cadee Ankle Boots | Macy’s – $59.50 $49.99

I just scooped this pair up! I’m excited to have flat black ankle boots in my wardrobe rotation and you can’t beat the price point. I ended up getting them for an additional 15% off with code ‘TREAT’ (thanks, Honey!).

Afessa Bootie
Crown Vintage Afessa Bootie in Black/Brown Cheetah Suede | DSW – $59.99

I am a firm supporter of the leopard-as-a-neutral movement and I’m a little obsessed with these adorable leopard (okay, technically they’re cheetah) print booties. The small-scale of the print makes the boot feel unique and fresh while the low heel is perfect for everyday wear.

What ankle boots do you love for this season? Are you into the staples you can wear year after year, or do you tend toward the of-the-moment styles? Let us know below!

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s