15. Sweater with Jean Skirt

A knee-length or shorter jean skirt can be paired with black boots and a chunky sweater for a classy fall outfit. Choose a turtleneck sweater to best flatter your short hair.

16. Chin-length Bob and Overalls

Overalls or dungarees, call them any way you want, but it’s impossible to deny their sheer awesomeness, especially for women who prefer a more casual style.

Combine overalls with a long-sleeved top put on a pair of sneakers or flats, and you’re ready. This is a super cute and casual outfit style for your short haircut.

17. Jeans and Shirt

Pixie cuts look great with both elegant or casual outfits. For example, you can put on a white top and combine it with a long-sleeved shirt and jeans with fashionable results. This short hair outfit looks great without even trying.

18. Wavy Hair and Sporty Elegance

Is sporty elegance your style? Then we have an amazing idea for you. Pair your short and thick wavy hair with a nice sweater that you’ll tuck in pants and finish off the look with sexy high heels. Pants shouldn’t be too tight nor too wide.

19. Pixie Bob and Little Red Dress

As mentioned above, pixie cuts are easy to match with either sleek and sophisticated or casual outfits. If you’re choosing an outfit for the night out, then you can never go wrong with little red dress for short hair or any other color for that matter. Pair your dress with high heels, and you’re ready to go.

20. Checkered Bob Lady

The beauty of side-parted bob haircuts is that they come in different styles and flatter different outfit choices. For those times, when you want to look elegant and comfortable, you may want to choose checkered chic as your short hair outfits.

Checkered sweater and pants with high heels and that’s it. You can opt for checkered clothes from head to toe or just one item, depending on your personal likes and dislikes.