This post was most recently updated on July 11th, 2019

The answer to what shoes to wear with skinny jeans is hugely sought out online. Not at all surprising however, since shrink-wrapped jeans have been a huge (or should I say “skinny”? bwahahahah!) wardrobe staple for quite a few seasons. 

And if future trend research has anything to say about the subject, it’s that them tight-@ss jeans are going absolutely nowhere!

So I’ve decided to address this fashion conundrum & have put together an easy style guide of what shoes to choose & which ones to avoid in order to be stylish while wearing your skinny jeans in 2019!

But first: a little skinny jeans update to take you into 2020. This jean style is going strong as mid to high waisted, and distressed versions and frayed hems are still very much trending. I suggest investing in a good quality pair (like this skinny jean) that isn’t going to loose it’s shape or color easily, so it will stay with you for many seasons to come! Below are my favorites:

Shop Current Skinny Jeans:

Lucky for us, there are quite a few staple shoes & trendy footwear types that do look best with the shrunken pant silhouette, such as skinny jeans and pumps, skinny jeans and wedges & many more! 

If you’ve got super-skinny legs and/or excessively big feet, this is an even bigger factor which I will touch upon as I take you through each shoe style. Because, really, most of us fashion-forward ladies prefer to look like a well-clothed street style fashionista snapped by Tommy Ton, rather than a clown. 

Shoes to Wear with Skinny Jeans

It goes without saying that style & what is deemed ‘best’ in fashion or otherwise is entirely relative to personal taste & culture. If you want a guide to skinny jeans that is on-trend, classy & seeking more traditional proportions seen in street style pics during fashion weeks, then this guide’s for you.

Because let’s face it: most of us have a hard time pulling off clunky, enormous shoes with such a dainty pair of jeans! So here’s your go-to guide to the various types of shoes that go with skinny jeans.

Side note:  if you’re looking for skinny jeans styling with sneakers or boots, check out my posts on how to wear sneakers to wear with skinny jeans & the best boots to wear with skinny jeans

1. Skinny Jeans And Pumps

what shoes to wear with skinny jeans pumps

Shop Pointed toe Pumps:

Love me some skinny jeans and pumps! Single sole a.k.a. zero platform pumps with a pointed toe or slightly rounded toe are your best options. If you gotta have a platform, go for a minimal one.

Pumps accentuate the curve of the ankle & look streamlined with the base of the jeans no matter if you’ve cuffed them or not. This high heel pump looks plain sexy, extremely on-trend & fabulously chic in my eyes.

I mean, it’s no coincidence that retailers are currently showing off their skinny pant styles with this type of footwear, now it is?! Kitten heel pumps are also a more relaxed option if you have smaller feet. Chunky heeled version of these pumps are also a great update for Spring.

2. Skinny Jeans with Wedges

shoes to wear with skinny jeans wedges

Shop Wedges for Skinny Jeans:

Platforms are a tricky type of shoe to wear with skinny jeans. Some can look good, like above, but other can look absolutely terrible (scroll down post to see which shoes not to wear with tight jeans!!). Skinny jeans and wedges look best with a sexy wedge.

Try to pair your skinnies with a wedge that has the following traits:

  • a lower platform at the front compared to the height of the heel
  • an almond or slightly pointed toe shape
  • an inward-curving heel shape, rather a blocky one that shoots straight down

3. Flats with Skinny Jeans

Your best options with wearing flats with skinny jeans is, as with pumps, a thinner sole with a tapered toe shape. Why? If you pair tight pants with a square or rounded toe shape, you’ll look like a flat footed duck. Sorry for being blunt folks, but that’s the hard truth!

It’s also worth mentioning that if you’ve got a very long, lean foot, a pointed toe flat (especially in white or a bright color) is a huge (pun intended!) no-no. These will make your feet look extra long & awkward. Here below, are 3 of my favourite flat shoes to wear with skinny jeans.

3.a Ballerina Flats & Pointed Pumps with Skinny Jeans

Shoes to wear with skinny jeans

If you’re going for a classic Audrey Hepburn skinny jeans & ballet flats look great. Or want to try on some new pointed toe flat pumps with straps, t-straps or otherwise? Go ahead! As long as the toe shape is not too rounded for a very small or very large sized foot. Also, watch out for pointed toe flats if you’ve got a ginormous foot: they’ll just make them look bigger!

Shop Ballerina Flats & Pointed Toe Flats:

3b. Classic Loafers with Skinny JeansWhat Shoes to wear with skinny jeans

A trendy jean with a classic loafer give a slight geek-chic to your ensemble & is a great casual pairing for any occasion. Not to mention how comfortable it is. Well, depending how tight your jeans are, surely 😉 Lots of trendy takes on the classic loafers too which I’m loving right now. Pointed toe loafers are still a bit hit for 2019/2020.

Shop Classic & Loafers with a Twist:

  • Slipper style loafers with Slim Jeans

Shoes to Wear with Skinny Jeans - Slippers

Also referred to as loafers & whatnot nowadays, I just love a slipper with my skinnies. It’s laid-back, modern & chic.

If you’re opting for a pointed toe slipper flat, these shoes look best on small to medium sized feet. Pointy toe flats on large feet look oddly disproportionate to ankle hugging jeans.

Shop Slipper-Style Loafers:

3C. Brogues & Oxfords with Skinny Jeans

Shoes to Wear with Skinny Jeans - Brogues

Another classic shoe that, with an updated look & modern twist (pointed toe, metallics, contrast outsole etc), will instantly update your skinny jeans. Brogues, Oxfords or any type of laced-up or buckled monk-style menswear inspired shoes work really well.  

Now available in many shapes & sizes, I find the almond toe or pointed toe shapes to be best suited to this pant. But again, if you’ve got a long foot I’d opt for the former, rather than the latter toe shape.

Shop Brogues & Oxfords:

4. Skinny Jeans with Sandals

shoes to wear with skinny jeansDidn’t think I’d write up a “what to wear with” shoe post without including minimal sandals & Stuart Weitzman’s Nudist, did ya? Always a a pretty shoe with a simple ankles & front strap that beautifully enhances the foot & leg. So, perfect with skinny jeans, and anything else, really!

Any color works, although with such dainty shoes, I prefer solid colors & color blocking. If your sandals have chunky heels or stilettos, they will look fab either way. Make sure to roll up those jeans to show off the ankle straps!! The A+ grade PERFECT sexy shoes to wear with skinny jeans!

Shop Minimal Strappy Sandals:

5. Chunky Heels & Booties with Skinny Jeans

shoes to wear with skinny jeans

Shop Chunky Heeled Shoes & Booties:

Chunky heel shoes & sandals are another enormous shoe trend continuing in 2016. Whether strappy or otherwise, chunky heels are a great choice for your skinny jeans. Single-soled are again best, but if you really want a platform, make sure it is a fraction the height of the heel, as pictured above. Otherwise your feet will look clunky & not in tune with the slim look of the pants.

Shoes NOT to wear with skinny jeans

Now since these jeans not only taper but more often than not, tighten in & around the ankles, you want to choose a shoe type that is streamlined. This, as not to make the area around your feet/shoes too large/chunky & oddly proportioned vs your lower legs & ankles.

shoe to wear with skinny jeans - not

So again, if you’re personal style calls for it and you can rock the look, go crazy. But generally speaking, the following shoes not to wear with skinny jeans will appear too heavy with respect to your tight jeans & do anything but flatter. How so? They’ll make your feet look blocky, unattractive & stumpy. But if that’s your style, then who I am to stop you?!

shoe to wear with skinny jeans - not

  • Flatforms: the higher & blockier, the uglier. They’ll make your feet look really long, flat & unsexy.
  • Creepers: tall & rouded. Like loaves of bread. See above, middle image.
  • Platforms (see exceptions as listed in the above “Sexy Wedges” section)
  • Birkenstocks & the “Ugly Sandals”: you’ll appear to have duck feet in these if you have narrow feet & ankles
  • Rounded-toe platform pumps: Hey, if you want to look like Minnie Mouse or think Arianna Grande has great taste, then go nuts! But in terms of trend factor, this is a dated shoe which should probably be reserved for under your VERY long flared jeans. But with skinny ones, they look too clunky & a little trashy in my style books. See Louboutins, above, with pale blue skinny pants.

In conclusion, when figuring out what shoes to wear with skinny jeans, you want to go for shoes that won’t make your feet look too large, long or pointy.

The best heels to opt for are single-soled heels, or a platform that is much lower than the heel itself. When thinking about flats, again, foot size is very important & will ultimately figure into whether the shoes compliment the silhouette of the jeans.

But what about BOOTS? And SNEAKERS??? Why didn’t you have a section on those types of footwear to wear with skinny jeans, you ask?!

Well, folks, you’re in luck: I’ve written up an in-depth post about which sneakers with skinnies look best & the most stylish boots with skinny jeans to wear the current & upcoming seasons. Just too many shoes to wear with skinnies to fit into one post!

Maybe you’re ready to venture from your skinnies to some flares? If so, I’ve got you covered! Learn about the best shoes to wear with flare jeans here 🙂

xo Cristina

Photo Credits:,,,,,

shoes to wear with skinny jeans


  1. Wow, Informative post. These all shoes are looking stunning with skinny jeans. Jeans is my favorite outfit but, I was always confuse about footwear. I found a great information from this post. Thanks!!

  2. I find the best guide is a full length mirror! Just look at yourself. Do you look good, yes/no?

    • Definitely, especially if you have good taste and a sense of style. Otherwise…the person looking in the mirror might leave the house, not particularly looking their best 😉

      Thanks for stopping by!

  3. What brand are the chunky nude heels on #8 on the far right -wide strap. Those are fabulous!!

  4. Wow! After reading this, I have no questions left about what looks good/bad with skinny jeans. My favorite looks include heels, but you show a huge variety of flats that also work. Thanks for great tips! xo, Janea

    • Thanks lady! Yes, the heels are my favorite skinny jean & shoe pairing, as they’ll flatter the look the most! xo Cristina

    • Thanks so much Sharon! Yes, I do have my options on the dos & donts of skinny jean shoe styling 😉

      xo Cristina

    • Thanks lovely! Yes, the ortho shoes..yuck! Especially with skinnies. But no one wears OTK boots with skinnies quite like you do!


Write A Comment