
What to wear with women´s pinstripe trousers this fall and how versatile can they be are some of the many things that we´ll uncover in this style guide.
The pinstripe trousers for women appeared at least several times on runway shows for fall. Although we associate pinstripe trousers to office attire, often teamed with a pinstripe suit, on the runway we saw that we could also style a pair of pinstripe trousers with bombshell bolero jackets for casual ensembles, as well as the many ways to get creative with striped pants.
This is great news because that means we can create many outfits with a pair of pinstripe trousers and we can wear it even after six, whether it´s for a casual or a creative ensemble.
Drawing inspirations from the runway, the following are several outfits that I created to show you how versatile women´s pinstripe trousers can be. I also featured here some gorgeous looks that I found on online boutiques.
Table of Contents
1. what to wear with women’s pinstripe trousers: The flared pinstripe trousers with a black bomber jacket
This high-waist pinstripe trousers with flared design is super sophisticated. You can wear it with a ruffled blouse, a bodysuit jumpsuit with blousy shape, or with a button-down shirt to the office. But for an after six outfit in fall, you can style it casual with a high neck ribbed top and a black bomber jacket.
Remember that although you´re going casual on your top, in respect to your pinstripe trousers you have to keep things classy. Therefore, stick with pointed toe boots or heels.
2. The cropped pinstripe trousers with an Olive Green Bomber Jacket
This pair of cropped pinstripe trousers has a casual appeal. Thus, it´s probably safe to say that it´s easier to style for a casual look. For this outfit, I chose a white fitting top to match the white stripes of the trousers. Because the trousers are cropped, you need a pair of ankle boots that hits around mid-shin or higher than your ankles in order to protect your legs from the cold.
And again, to keep things smart, choose some pointed toe ankle boots. Throw over an olive green bomber jacket.
3. what to wear with women’s pinstripe trousers: The Pencil pinstripe trousers with a printed twill jacket

A pencil style is always smart. That includes this pinstripe trousers with pencil legs. Teamed with a white button-down shirt and matching vest, you´ll have an outfit that will make you boardroom ready.
However, for this outfit the goal is to not look smart for work but smart for a formal dinner or party. Choosing a twill jacket with seashell-inspired embellishments and a fabulous print, you´ll change the look from smart for work to a fierce for party.
I levelled up the fierceness of this look by adding a pair of red pointed toe ankle boots. Notice how the gold hardwares of the satchel match the gold in the jacket.
4. The White/Green Pinstripe Trousers with a Puff Sleeve Jacket

Pinstripe trousers come in ligh colors too such as this white and green cropped pinstripe trousers with crop style. Because cropped trousers can cut off your vertical line and make your legs look shorter, it´s wise to choose a pair of pointed toe boots that matches the color or shade of your cropped trousers. In this case, not only are the boots light in color, they also have pinstripes which continue the stripes of the trousers.
For the top, I really love this puff sleeve jacket in brown. In order to make the outfit look cohesive, I added a satchel bag with nude color and brown accents which are a nod to the brown color of the jacket. I really like the result.
5. Beige Pinstripe Pants for a monochrome look
For this high waist pinstripe trousers, we´re going for a soft, monochromatic look. But notice how we avoid boredom by opting for different shades of beige – for the coat and trousers – and then mixing them with white. This look is obviously for taller women. But if you´re petite, you can still rock this look by wearing high heels.
6. Gray pinstriped stretch-wool straight-leg pants

Gray seems to be a safe color to wear in fall. You blend with the gray sky and the grayish sourrounding. Just kidding! But hey, if you´ge got a pair of gray pinstripe trousers and you want to create a classic, effortless look with it, pair it with a white top, a gray blazer jacket, some black leather ankle boots and a black leather bag. It would be better if your trousers are cropped.
7. Pleated pinstriped wool straight-leg pants and suit
We dpn´t need to go all dressy and propped with pinstripe trousers. In fact, we can wear it casually and comfortably too. So let´s suppose you wear this pinstripe set to work and then you want to head straight to run errands or meet-up with the girls after a long day at the office. Simply swap your high heeled pumps with your favorite converse sneakers.
8. what to wear with women’s pinstripe trousers: High rise pinstripe trousers with white blazer
To wear this look to work, swap the silk slip top with an elegant, formal top. But to wear it to a dinner party, by all means keep that silk top for a touch of hot-tiness and sexiness. Notice how the white blazer with black edging temper the power of the pinstripe trousers, and yet a touch of similar power prints such as the animal print and dotted embellishment was added to the look.
9. pinstriped woven tapered pants with a turtleneck.
Keep it simple yet sassy – wear your gray pinstripe trousers with a white sleeveless turtleneck top. Of course you may need to add an oversized gray blazer to complete the look.
10. Loose Pinstripe trousers with a cashmere sweater
A comfy yet elegant way to wear prinstripe trousers in fall in by pairing a high waisted pinstripe trouser with a blousy, cashmere sweater. Matching the color of your separates and then teaming them with white shoes is actually an easy way to keep things elegant.
11. what to wear with women’s pinstripe trousers: Pinstripe trousers with chambray shirt
This is a look from Max Mara´s fall/winter fahion show. As you can see, it´s a set of dark blue pinstripe trousers and jacket. The jacket is oversized while the trousers were high waisted and wide-legged.
But the key trick in making this look so coordinated and cohesive is adding a chambray button shirt to the look. Look how the blue chambrayy shirt pulled everything together. And although we couldn´t see what shoes the model was wearing, I believe you´re the safest in black high heeled shoes or ankle boots. But white shoes will look great with the outfit just the same.
12. pinstripe trousers with sequined sweater
Yet another dark blue pinstripe trousers, this time were letting the color do most of the talking. By adding some embellishment to the look – whether it´s an embellished sweater, handbag or shoes – the resulting look is just perfect for any evening affair.
13. what to wear with women’s pinstripe trousers: pinstriped slim-leg pants worn with brown accents
And while we´re talking dark blue pinstripe trousers, you can also opt for something with fitting silhouette and stretchy. Keep things intersting by adding an accent color to look without making it look overwhelming. Brown is the safest color to accent a dark blue pinstripe, especially if you´re going to wear it to work.
14. what to wear with women’s pinstripe trousers: pinstriped stretch-twill skinny pants with fluffy sleeved sweater
Just like any figure fitting stretch trousers, a fitting pinstripe trousers can look super trendy when partnered with a bright colored sweater with a pair of oversized sleeves. Balance teh drama on top with simple flat leather shoes such as some loafers.
15. high waist pinstripe flannel pants with stripe sweater
A quick way to give contrast to your pinstripe trousers is by wearing it with a horizontal stripe sweater. And get this … in the same color! So if what you got is a pair of brown and white pinstripe trousers, partner it with a brown and white horizontal striped sweater.
You can also decide to compliment the size of their stripes. Pinstripe trousers are often thinner stripes, so make sure you´ll find a sweater, in the exact same color as your pants, with thicker horizontal lines.
16. what to wear with women’s pinstripe trousers: Pinstripe wide pants for a muscular power look
Pinstripe on pinstripe is a clever style idea especially if you´re aiming for a muscular power look. It most likely comes as a set – the trousers, vest, and coat, however, you can actually steal this idea and give it a spin. For example, mixing different sizes and colors of stripes.
17. pinstriped wool blend pants with cozy shirt and sneakers for a casual look
Mixing pinstripe trousers with other prints such as houndstooth or check seems like a creative way to wear the prinstripe trousers casually. For a soft, feminine effect, opt for light colors such as white, pink and beige. Of course don´t forget to finish the look witha pair of white sneakers.
18. what to wear with women’s pinstripe trousers: pinstripe trousers and jacket set worn with bright scarf accent

This is a Victoria Beckham pinstripe look. Depending on where you live, this outfit may not suit your needs for a fall outfit. However, this is great for when the sun is out such as in early fall (or even late spring?) Layer your black and white pinstripe trousers and jacket with a bright colo pop shirt and add a bright, cascading long scarf.
19. what to wear with women’s pinstripe trousers: Pinstripe trousers worn with leather jacket

Toughen up a pair of white and black pinstripe trousers with a black sweater, a long black wool scarf, and a black leather jacket. And then contrast the edginess with the sexiness and elegance of a pair of white high heel pumps.
20. what to wear with women’s pinstripe trousers: pinstriped straight-leg pants with ribbed sweater and loafers
You can definitely wear this look any time of the day. If your pinstripe trousers are cuffed and a little bit cropped, wear it with a black turtleneck swear and some comfy yet fabulous loafers.
So if you´re thinking of getting on the trend train this fall and winter yet still not quite sure what to wear with women´s pinstripe trousers, make sure to give some of style tips above a try.
21. Affordable Pinstripe Trousers for Women from Amazon

Now over to you. What do you think of the pinstripe trend for fall and winter? How would you re-purpose your pinstripes trousers womens? Would it be for a casual look with bomber jacket or for a creative fab look with puff sleeve jackets and lovely prints?