How to Style: Tops & Outerwear

19 Preppy and Chic Vest Outfit Ideas

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A good vest can solve so many “what do I wear?” moments. It’s my secret weapon for looking put together with basically zero effort. I’ve been playing around with different styles and found so many cute combos.

Here are 19 of my absolute favorite vest outfits you’re going to want to copy immediately.

1. Gray Vest and Black Wide Leg Trousers

Gray Vest and Black Wide Leg Trousers

For a polished office vibe that is just so chic, you can’t go wrong with this combination. I love pairing a gray vest with some black wide leg trousers. The tailored pieces just work so well together.

Finish the look with a pair of simple black loafers for an outfit that’s ready for a day of meetings.

2. Matching Pinstriped Vest and Shorts

Matching Pinstriped Vest and Shorts

If you want to really lean into the vest trend, a matching set is a total showstopper! Seriously, these pinstripe shorts and vest were practically made for each other.

I can already picture this being my go-to vacation outfit. It’s one of those looks that feels so pulled together but is still perfectly casual.

3. Olive Vest, White Tee, and Jeans

Olive Vest, White Tee, and Jeans

Here is a tried and true outfit formula that I just love. It’s so simple: pair an olive green vest with a classic white t-shirt and your favorite jeans. This combo looks so good with some black loafers.

A matching white baseball cap is the perfect finishing touch. You could totally switch things up too! Army green, tan, gray, or brown vests would also be cute.

A button down shirt would work instead of the tee, or you could try khaki or black pants. The possibilities are endless!

4. Black Vest and Beige Shorts

Black Vest and Beige Shorts

Kicking things off with a simple look, a black vest is such a great piece to pair with beige tailored shorts for an easy summer fit. The black vest creates a really nice contrast against the lighter shorts.

With some leather flip flops, this look is the perfect mix of dressy and casual. I’d totally wear this for a daytime date or a weekend brunch with friends.

5. Black Vest, Gray Skirt and Studded Belt

Black Vest, Gray Skirt and Studded Belt

For all my edgy gals, this look is for you! A black vest paired with a gray mini skirt makes for such a chic, contrasting look. You get extra style points for adding the studded belt.

Then, some black platform sneakers give it that perfect downtown vibe.

6. Denim Vest, White Mini Skirt and Sneakers

Denim Vest, White Mini Skirt and Sneakers

Denim vests are such a spring and summer staple, and they look amazing styled in so many different ways. I love it here with a crisp white mini skirt and some classic white sneakers for a casual weekend vibe.

This outfit is so youthful and fun! You could play around with this look by trying different denim washes, like black, white, or light blue, and pairing them with colorful skirts or even cropped jeans.

7. Navy Vest and Black Maxi Skirt

Navy Vest and Black Maxi Skirt

Here’s an easy outfit formula: pair a dark colored vest with a black maxi skirt. This look features a navy vest with a black maxi, and classic white sneakers keep it casual. It’s a great fit for running errands or any weekend activity.

I love that you could try vests in other colors too, like olive green, gray, brown, or black. For a dressier feel, you could swap the sneakers for heeled booties or some cute wedges.

8. Pink Vest, Jeans and White Sneakers

Pink Vest, Jeans and White Sneakers

Want to add a pop of color to your outfit? This bright pink button-up vest is the perfect way to do it. Paired with some light wash wide leg jeans and white sneakers that have pink accents, this fun look will definitely get you noticed.

The colors and shapes feel so young, playful, and eye-catching. For an edgier twist, you could try a hot pink vest with black ripped skinny jeans and pink high-top sneakers. There are so many ways to style this vest!

9. Pale Yellow Vest and White Wide Leg Pants

Pale Yellow Vest and White Wide Leg Pants

Here’s another amazing summer outfit idea. A pale yellow vest looks so fresh when paired with white wide leg pants. These light colors are just perfect for warmer weather.

To keep it simple and casual, just add some black slide sandals.

10. Black Vest and Midi Skirt

Black Vest and Midi Skirt

One of the simplest ways to style a vest is by layering it over a skirt. In this look, we have a black vest over a black midi skirt. The vest adds some nice texture and visual interest to the outfit.

A pair of lace up boots helps to ground the whole look.

11. White Vest and Light Wash Wide Leg Jeans

White Vest and Light Wash Wide Leg Jeans

This is one of those effortlessly cool outfits that’s just perfect for laid back days. A simple white vest with light wash wide leg jeans creates such a relaxed vibe. Just add some brown ankle boots to complete the look.

12. Black Sweatshirt, White Puffer Vest and Leggings

Black Sweatshirt, White Puffer Vest and Leggings

For those cold days when you still want to look cute, try layering a white puffer vest over a black sweatshirt and leggings. A pair of white sneakers ties the whole sporty look together. This outfit is the perfect blend of warm, comfy, and stylish.

If you want to change it up, you could try different colored sweatshirts and leggings with the white vest. Black ankle boots would also look sleek, and you could add a beanie for extra warmth.

13. Dark Vest and Light Wash Jeans

Dark Vest and Light Wash Jeans

As we move into fall, try pairing a dark colored vest with some light wash straight leg jeans. I’m obsessed with how the rich color of the vest looks with the crisp white pointed toe flats. It creates such a sophisticated look.

You can add a top handle bag and some small hoops or a pendant necklace to really complete the outfit. To make this look more casual for daytime, just swap the flats for white sneakers or loafers.

14. Light Blue Vest and Sheer Lace Top

Light Blue Vest and Sheer Lace Top

This next look definitely has more of an evening out vibe. A light blue vest is worn over a sexy black sheer lace long sleeve top. I love how the lace peeks out from the vest for an unexpected touch.

A pair of distressed light wash jeans and white sneakers keeps the whole look feeling young and casual.

15. Beige Knit Crop Vest and Blush Skirt

Beige Knit Crop Vest and Blush Skirt

Okay, this might be my favorite outfit on the whole list. How gorgeous is this boho chic look? A beige open knit crop vest is layered over a blush pink satin midi skirt. To complete the look, add brown cowboy boots and a wide-brim hat.

I am obsessed with the feminine skirt paired with the textured knit vest. You could also try this vest with other muted maxi skirts in cream or light gray. As for shoes, some tan ankle boots would also be so cute.

16. Black Vest and White Denim Shorts

Black Vest and White Denim Shorts

For a relaxed weekend look, you can pair a black vest with some distressed white denim shorts and finish it all off with tan knee high boots. I absolutely love the contrast of the black vest against the light shorts.

For a different vibe, you could try denim shorts in other colors like light blue or gray. Tan ankle boots or platform sneakers would also be super cute shoe options.

17. Striped Tank Top, Pleated Skirt and Sandals

Striped Tank Top, Pleated Skirt and Sandals

Last but not least, we have this casual contrasting look. A black and white striped cropped tank is worn with a cream pleated midi skirt and some simple black slide sandals. I love how the stripes paired with the feminine skirt create an effortlessly chic daytime outfit.

18. Beige Vest, White Maxi Skirt and Sneakers

Beige Vest, White Maxi Skirt and Sneakers

This summer outfit combination is so crisp and classic. A beige vest looks just perfect with a long white maxi skirt. The dark colored sneakers add a little bit of subtle contrast. I can totally picture wearing this look to a daytime wedding or another event when it’s hot outside.

You could also try different colored linen style vests with the white skirt. To dress it up, just swap in some tan wedges or neutral strappy sandals.

19. Pinstripe Vest, White Tee, and Light Wash Jeans

Pinstripe Vest, White Tee, and Light Wash Jeans

So similar to another outfit on this list, this pinstripe vest is layered over a classic white tee and light wash jeans combination. For an outer layer, a beige trench coat adds some extra sophistication. Then, pointed toe booties finish off this perfect transitional weather look.

To make this more casual for daytime, you could swap the trench coat and booties for a jean jacket and white sneakers. You could also play around with different colored tees, like black, olive green, navy, or pink.

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