While it is usually easy to find a vintage skirt in a second hand shop, it can be hard to know how to wear them so I will show you 5 different ways to wear a vintage skirt that will work for most vintage skirt styles!

1. Vintage Skirt with a Matching Top
Before we start, I should clarify that I’m talking mainly about longer midi-style vintage skirts rather than a vintage pencil skirt because that is what I see in the thrift stores in a variety of sizes, prints and colours. I have thrifted several vintage skirts over the years and still have a few that I can’t bear to part with! They are irreplaceable, just like this one!
For the first style, pick a colour in your vintage skirt and match it. It’s that easy.

Here’s the catch: you need to tuck the top in. You might think you can’t tuck it in, but trust me, you can. If you don’t tuck your top, it just hangs there making you look all shapeless. Tuck and go forth with confidence!

To complete your look, add some fun shoes and accessories. I could not get the classic vintage colour combo of turquoise and red out of my head, so I chose red accessories.


2. Vintage Skirt with a Neutral Top
A neutral top is an easy pairing with any vintage skirt! Traditional neutrals include black, white, brown, grey, navy, olive and chambray. I think my vintage skirt would look with any of those colours but I chose white for a summery feel.




3. Vintage Skirt with a Contrasting Colour
If you look through magazines or scroll through Pinterest, you’ll likely see more and more contrasting colours as fashion gets more couture. In other words, when it seems like it doesn’t “go”, it actually does! The trick for wearing contrasting colours is choosing colours on the opposite side of the colour wheel…





4. Vintage Skirt with a Pattern Mixing Top
Pattern or print mixing is not that hard. There are three tricks to making it work:
- ensure there is a common colour
- choose prints with different scales
- stripes are the default mixer – they look good with every other pattern




5. Vintage Skirt with a Knotted Shirt
You could use a chambray shirt for this look or any shirt with enough room to make it knotty (!). Some thrifters swear by shopping the men’s section for comfortable button-up shirts so don’t be afraid to look around till you find one you like!



There you have it! Five styling ideas for your vintage skirt that should be translatable to most vintage skirts!

Do YOU have a vintage skirt? Which of these looks are you most interested in trying?! Let me know in the comments!
xoxo Nicole
10 Comments
You inspire me to try new thriving options. Thanks. Iris in New Jersey.
xoxo that makes my day! Thank you!! I think you meant ‘thrifting’ but I think thrift/thrive are practically interchangeable! Hope you get to do some thriving this weekend! 😉
Really like the knotted shirt look!
Thanks! It is easy to wear for sure, a little more forgiving. I just need a few more button-up tops!
Love your printed top ensemble.
You have the happiest arm parties!
Thank you!! It was my fave even though my daughter disagreed, LOL! Arm parties make me happy and indulge my matchy-matchy tendencies! Highly recommend them! Thanks for the comment!
Looks great with the pink sandals! The skirt looks lovely and cool for hot weather, what sort of material is it? Pockets
Thanks for the inspiration!
Thank YOU for the kind words! It’s cotton, so yes, nice and cool for Houston heat! I got the pink Salt Water sandals nwt from eBay and LOVE them, along with my other pairs of Salt Water Sandals! So comfy.
Mum and I went thrifting yesterday and we both wore jumpers the same colour as your sandals, hot pink is a favourite!
I had this post in mind when I bought a blue button up dress. Not quite as flexible as your skirt but hopefully as stylish and cool in our summer (today it’s minus 5 so a while yet!). Will keep an eye out for bright sandals meanwhile…
That is AWESOME! I love hot pink – the sandals are surprisingly versatile! Are you in Australia? I ask because I saw somewhere that Salt Water Sandals are debuting a new colour – MUSTARD YELLOW!!!! But only in Australia. So everyone there better get a pair and not squander the opportunity! So glad you found the post helpful and inspiring. That makes me very happy! xoxo