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What Shoes to Wear with Flare Jeans

This is a detailed list on the various styles of shoes that you can wear with your favorite flare jeans along with some very useful tips on wearing them properly including cropped flare jeans.

This is a close look at a woman wearing a pair of flair jeans and shoes.

Flare jeans have done the fashion rounds for generations. The super stylish apparel that was worn and loved by young people in the 1970s was reimagined in the 1990s and again in around 2015. Now we are seeing these gorgeous pants making a comeback, and we could not be more excited!

There is no denying that flares are great for almost any body type, but what are the best shoes to wear with flare jeans with this specific style?

Flare jeans can be paired with almost any shoe. The length allows very little of the shoe to be seen. Different styles can be achieved by using specific shoes with your flares. Platforms, high heels, and sneakers are among the best fits but need to be tested with specific cuts for the best results.

The shoe-flare combinations that worked for our grandparents in the days of “Peace and Love” may still make for great fashion today. A classic is, after all, a classic. But since the flare jean is returning to our screens, wardrobes, and hearts in our era, let’s have a look at the best ways to wear them now. 

(If you are a die-hard hippie fan, don’t be too disappointed. Some of our ideas for you are pretty similar to what was worn back then, simply with a little modern twist.)

The Best Shoes to Wear with Flare Jeans

We can’t deny that Instagram has been exploding with influencers and celebrities wearing flared jeans this season. We have done some heavy scrolling for you and found some of the most stunning flare jeans and shoe combinations. We present to you the best shoes to wear with flare jeans:


This is a close look at the pair of yellow platform shoes on the sidewalk.

This may seem a little obvious, but platforms with flare jeans have stood the test of time.  Platforms are also pretty diverse.  You can go old-school with wooden or cork soles, wide, chunky, and patterned.

Another option is to go more modern with a sleek and slender line and monotones. The great thing about platforms is that they add height and balance to bottom-heavy flares.  There’s a reason this is our number one choice. We think platforms and flare jeans are the perfect pair.


This is a close look at a pair of colorful chunky sneakers.

Sneakers are another option with flares if you are going for a relaxed look and feel. Opt for a flat-soled Converse style (which was also popular in decades past) or choose a chunkier trainer for a more modern, sporty look.


This is a close look at a pair of red strappy sandals.

These are an excellent fit for Spring and Summer and add a more put-together look with flares than flip-flops. Choose a flat sole or slight heel to suit your needs and enjoy all the strappy goodness, and air, for your feet. Wearing sandals with flare jeans is a nod to the past when guys and girls would wear sandals, barefoot sandals, or even go purely barefoot. 


This is a close look at a pair of light green espadrilles.

Espadrilles are close to sandals, though they offer a few more styles to choose from.  With options in flats, ballet flats, mules, slip-ons, and wedges, the earthy, natural look of an espadrille goes well with flare jeans, no matter the style.

Ankle boots  

This is a close look at a pair of brown leather ankle boots with zipper and heels.

While ankle boots may not be your first thought when it comes to flare jeans, they make a surprisingly good pairing for full-length and shorter-length pants. Like platforms, ankle boots give a little lift to your outfit and have the added benefit of keeping your feet warm as well as stylish.


This is a pair of beige leather pumps with high heels.

Pumps are not our most comfortable pick for you, but if you are looking to elevate your look while wearing flare jeans, they are the way to go. This classic shoe is definitely a modern must-have and will add a touch of elegance to your ensemble.  

Types of Flare Jeans

This is a close look at a woman wearing a pair of flare jeans.

If you are wondering what shoes to wear with flare jeans in 2021, you will need to know what type of flare jeans you have. With the trend taking over the market at the moment, full-length flares are the way to go. Here are some of the flare jeans being noticed:

  • High-rise vintage flare 
  • High-rise bootcut
  • High waist wide leg
  • Relaxed bootleg
  • Pixie cruiser 
  • Slim bootcut
  • Trouser style

While the types have subtle differences in cut, they all come in different tones and are flexible enough to be dressed up or down to suit your occasion. Whichever style you find yourself in love with, the best way to find the perfectly matching shoe is to try a few combinations and see which one is for you.

The Best Shoes to Wear with Cropped Flare Jeans

This is a woman wearing cropped flare jeans while she walks her dog.

If you have a pair of cropped flare jeans, you may be wondering what the best shoe option for you might be. The good news is that your options are similar to those with full-length flare jeans, but let’s have a look at some shoes, particularly gorgeous with cropped flares, for all seasons.

  • Heeled ankle straps
  • Flat ankle straps
  • Ankle boots
  • High boots
  • Oxfords
  • Sneakers
  • Loafers

Final Thoughts

With flare jeans making a strong comeback this season, try a few different styles to see which suits you the best. Once you have the cut that looks fabulous on you, test a few shoe options, making sure the look matches what you have in mind. There are so many style varieties with flares, and the possibilities for shoe pairings are just as limitless.

Go with what looks good on your body shape, shows off all the right curves, and makes you feel like a flare goddess.


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