12 Chic and Shoppable Women’s Outfits to Wear With Brown Boots

Watch out black boots, brown boots are coming for you!

That’s right, after years of taking a back seat to black shoes, brown shoes are trendy again. Well, they’re at least more popular than they’ve been in recent years.

And with all the different shades and different styles of brown boots available this winter season, the outfit ideas are virtually endless.

So to help you put together a stylish look without investing much effort, I’ve created some collages featuring outfits to wear with brown boots to inspire your style!

Scroll down for 12 chic brown boots outfits that you can shop with just a few clicks.

PS: Every piece featured is capsule wardrobe approved! AKA they’re all pieces you could style a ton of ways and ultimately get a ton of use out of.

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A black jeans outfit featuring tan suede brown boots, a brown wool blazer, and a mixed media Coach crossbody bag.

Click the pics below to shop this look!

Black Jeans Outfit

Black pants, even black jeans, really elevate those basic wardrobe essentials in your closet. And when you style them with a pair of brown ankle boots it really gives them a unique twist!

The stylish outfit above is one that could be worn on a daily basis, whether you’re hitting happy hour or heading to the office (if of course your dress code is business casual). And the pair of brown boots featured are super versatile! I have a pair of tan suede boots just like them, and they’re easily the most worn boots in my closet!

A black leggings outfit featuring affordable faux leather leggings, brown knee-high boots, a black Tory Burch crossbody bag.

Click the pics below to shop this look!

Black Leggings Outfit

Faux leather leggings have quickly become a capsule wardrobe staple, so naturally I had to show you how to create a brown boot outfit with them.

I love the classy and casual vibe of this look, and the pair of brown knee-length boots included are absolutely stunning. The toasted pecan brown suede looks so luxe and really makes this simple look stand out.

A white sweater dress outfit feating cognac brown boots, a velvet headband, and a white Gucci crossbody bag.

Click the pics below to shop this look!

Sweater Dress Outfit

I love wearing sweater dresses during the colder months as they can be styled so many different ways and for a variety of occasions.

For this look I styled a white sweater dress with cognac dress boots to create a refreshing and perfect look for fall, winter, and even spring.

BTW, I love this style of brown boots because they can work with dresses as well as denim jeans. They look especially great with straight leg jeans and flared jeans since the shaft goes well above the ankle. They just help to create a more seamless look from head to toe.

A dark blue skinny jeans outfit featuring a long sleeve white shirt, gray poncho sweater, and brown knee high boots.

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Dark Blue Skinny Jeans Outfit

Another way to style brown knee-high boots is to pair them with dark blue jeans. This is a great option if you have a more casual style but want to feel a little dressed up.

I love this outfit idea because you don’t often see a dark brown pair of boots paired with a gray top. But it’s a good look – don’t you think?!

A light blue straight leg jeans outfit featuring a brown plaid women's blazer and dark brown women's boots.

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Light Blue Straight Leg Jeans Outfit

Dark brown boots are one of the latest trends, although I don’t think they’ve ever technically gone out of style.

These dark brown leather boots are highly rated and create a super chic look when paired with light blue straight leg jeans and a brown plaid blazer. The overall looks is timeless and 100% guaranteed to turn heads. And, personally, it’s one of my favorite outfits to wear with brown boots on this list!

A black midi dress outfit featuring brown cognac boots for women, a cognac backpack purse, and a gray wrap coat for women.

Click the pics below to shop this look!

Little Black Dress Outfit

Every women should have a little black sweater dress in their closet! They work for holidays, date nights, and even special occasions like winter weddings.

This little black dress outfit features cognac details creating the perfect combination of black and brown tones.

A white shirt outfit for winter featuring a winter white oversized sweater, women's brown suede combat boots, and a Gucci crossbody bag.

Click the pics below to shop this look!

White Shirt Outfit

Oversized sweaters are my go-to when I want to create a cozy and casual look. And I love winter whites. So, naturally, my eyes lit up when I spotted this oversized white sweater! To keep things cute and comfy, I paired it with pretty brown suede combat boots.

A black shirt outfit featuring a black bodysuit, cognac booties, and a gray duster cardigan.

Click the pics below to shop this look!

Black Shirt Outfit

Everyone has a plain black long sleeve shirt in their closet, and if you’re looking for a better way to style yours here it is!

Once again I’ve pulled in the cognac brown leather shoes by Steve Madden to show you just how many different outfits they can be worked into. I just think they’re such a gorgeous, classic style. Plus, they make this entire look appear more expensive than it actually is.

A cute brown boots outfit featuring an ivory wool fedora, a Rebecca Minkoff backpack purse, and cognac booties.

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Color Top Outfit

I know I’ve featured a lot of neutrals in this post, but as a capsule wardrobe creator I just naturally gravitate towards them. 😉

However, brown boots can work with a variety of different colors, too. Like you can see in this casual outfit example, brown looks great with sage green! It also works well with burgundy, mustard yellow, and olive green.

A tan booties outfit featuring a buffalo plaid sweater and light blue straight leg jeans.

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Printed Top Outfit

Like I said at the beginning of this post, I have tan shoes just like the ones featured in this collage and they are so versatile. The lighter shade pairs well with so many colors and prints. And the ankle style works with a variety of pieces – from skinny jeans to midi dresses.

That said, if you can only invest in one pair of brown boots, it’s a great idea to start with a tan suede pair like these! You truly will get a ton of use out of them.

A faux leather puffer jacket styled with black jeans, a black bodysuit, brown suede combat boots, and a Tory Buch crossbody bag.

Click the pics below to shop this look!

Faux Brown Leather Jacket Outfit

Whether you choose a faux leather puffer jacket or faux leather bomber jacket, you can’t go wrong wearing all black underneath it. The overall look is flattering on all body types. Plus, simple yet casual outfits like this never feel boring!

A winter white sweater coat styled with a white turtleneck bodysuit, dark brown booties for women, and light blue straight leg jeans.

Click the pics below to shop this look!

Long Coat Outfit

Last, but not least, we have this long coat outfit featuring a merino wool sweater coat in a luxe winter white shade. IMO, this is the best look on this list. The color palette is simple, yet eye catching. And, like everything else featured here, all of the pieces can be worn a ton of different ways.


I truly hope these outfits to wear with brown boots helped you to quickly pull together a brown boot outfit that’s uniquely your own.If so, I’d love for you to share it with me by posting and tagging me on social. I’m on Instagram, Pinterest, and Facebook. So let’s be friends!

Thank you from the bottom of my heart for reading. Come back soon!

Xo,