Y’all, never did I ever see myself as a combat boot kinda girl. My style tends to lean more classic, so I’m never the first to jump on a new trend. But after seeing them rise in popularity over the past several years, I finally decided to try a pair. And I couldn’t believe how easily I came up with these seven combat boot outfits! Apparently I am a combat boot kinda girl after all. They are truly going to be a wardrobe staple for fall and winter!

Seven Combat Boot Outfits

I tried two different styles of combat boots prior to committing. I ended up favoring a sleeker, more slimmer style. The Doc Martens felt a little too clunky on my foot. But these leather boots are almost like a cross between a hiker and combat boot, and that felt just classic enough for my style!

For today’s style session, I’m sharing a week’s worth of casual combat boot outfits! Ranging from slightly dressier options to leggings outfits, there is a little something for everyone! Let’s get started!

Black Jeans + Blazer Outfit

What I love about black combat boots is that they work perfectly with a chic all-black look! I started with my black skinny jeans, a black turtleneck tee, and added my favorite plaid blazer! There is something so classic about this pairing, but the boots keep it on trend.

If you don’t have a blazer in your wardrobe, swap it for another layer! A structured jacket like a cargo jacket, denim jacket, or leather jacket would be my go-to’s. But you could also opt for a cozier look with a cardigan!

Midi Dress Combat Boot Outfit

One of the biggest reasons I wanted to try combat boots was because of all the cute combat boot dress outfits I’ve seen! I love the edge they bring to an otherwise more feminine piece. I went with this floral dress from Aerie, but when I first tried it on with the boots I was getting Little House on the Prairie vibes. Not exactly what I was looking for, y’all. 😂 But by adding the leather jacket layer, there is just enough edge to balance it all out!

Mini Dress and Combat Boots Outfit

Another look I couldn’t wait to try was combat boots with a mini dress! I know it may be getting cooler where you live, but we still have a few warm-enough days left to pull this off! To make the outfit feel even more fall-appropriate I added a felt hat! Mixing in cool-weather textures like felt, suede, or leather are an easy way to move an outfit into fall! My sister told me I was giving off witchy vibes with this look, but I’m here for it. It is October after all. 😉

To achieve this look for winter, I’d swap the dress for a swingy tunic top! Then add leggings, and you’ll get a very similar proportion for cold weather!

Spanx Leggings with a Graphic Tee and Cargo Jacket

Of course, I could not wait to pair my boots with my Spanx leather leggings. It’s mainly because I wanted to wear leggings with everything, but thankfully they also look cute with combat boots! The tight fit of the leggings works perfectly with the black boots! It creates a super-long line that lengthens the leg!

For a more casual everyday look, I paired my leggings with one of my favorite graphic tees. When I’m wearing a tee and leggings, I always add a third piece to bring it all together! For this look I went with my cargo jacket, but there are so many other options you could swap for! Try a long cardigan, blazer, denim jacket, or leather jacket! By adding a third piece, the outfit has a more complete look and doesn’t come off as too lounge-y!

Tunic Sweater and Leather Leggings Outfit

For a cozier option, I love a good tunic sweater! I have had this one for so many years now. (And in fact I have three different color ways because I love it so much!) It’s super long, oversized and everything I want in a winter sweater because… leggings. 😂

What I love about this outfit is the mix of texture. The faux leather paired with the knit sweater and heavier leather boots keep the outfit interesting even though it’s a basic one! You could always add a third piece to this look too! A long jacket or coat (one at the length of the tunic or longer) would be a great option!

Sweater and Slouchy Socks

If you lean ultra-classic, then this outfit is for you! I styled the boots for more of a hiker option. I started with skinny jeans, and a pair of my favorite boot socks. On top I went with a cozy sweater! To complete the outfit you can’t go wrong with a timeless camel coat! The mix of neutrals here with camel, gray, and black is one of my favorite combinations!

Open Flannel and Straight Leg Jeans

Over the past few years, wearing button downs open over shirts has become one of my go-to’s. I love that it’s another way to wear these classic shirts while creating a completely new look! This long oversized flannel from Madewell is a recent find of mine, and I just love how it’s a solid color rather than plaid. The more neutral option makes it more timeless, which is always a bonus in my book! But if you don’t have a solid, go with a plaid flannel! You could also wear a white button down or chambray as well!

Instead of opting for a skinny jean, which is more in my comfort zone for combat boot outfits, I went with a straight leg instead. You could definitely opt for a skinny in its place, but these work well too! To make it look more polished, I cuffed the leg. This allows for a little more boot to show and prevents the bottom of the jean from getting scrunched up and sloppy looking!

Which of my seven combat boot outfits feels most like your style?

See more style sessions here!