Our Top Ankle Boot Outfit Picks

If you’re still in need of a little extra guidance, we’ve found three outfits with jeans and ankle boots that demonstrate all of the “do’s” on this list.

Save these pictures to your phone and use them as a reference point next time you go shopping.

1. Casual

What we love about this outfit is that it looks super comfortable yet exceedingly trendy at the same time. Ankle boots are a footwear that can really be worn year-round, which is demonstrated by this outfit.

They can be worn with dresses and jean shorts in the summer and with leggings or jeans in the winter. Pair your ankle boots with some straight-legged jeans, toss on an oversized sweater, wool coat, and scarf and you’ll be looking very cold-weather chic.

2. Professional

Simply put, we love nothing more than the combination of a black top, blue jeans, and black boots. This look can be worn to the office and then out for happy hour drinks once the clock strikes 3 p.m.

If you’re wanting to elevate the look, add a belt with a detailed buckle and a pair of trendy statement earrings. While the model in this photo is wearing skinny, regular-length jeans that are rolled into a cuff, this outfit can also be recreated with mom jeans or flared denim.

3. For date night

Whoever said you have to show skin to look sexy was completely wrong and clearly never saw this outfit. The combination of the skin-tight, distressed black jeans and the brown leather jacket is extremely sassy and will capture the attention of your date and everyone else in the room.

This outfit is perfect for the fall and winter but if you’re wanting to create something similar in the warmer weather, wear a dainty tank top under the jacket.

4. For coffee with your friends

When you’re meeting your friends for a blueberry scone and vanilla oat milk latte at the local cafe, comfort is key. Wearing a pair of oversized, high-waisted jeans with a pair of ankle boots with a slight block heel will keep you feeling cozy while looking fashionable.