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Top 7 Best Shoes to Wear with Flare Jeans

Top 7 Best Shoes to Wear with Flare Jeans

With the trending throwback to the 70s, flares & bell bottom jeans are all the rage for 2016 & beyond. But which are the absolute best shoes to wear with flare jeans? Let’s take a look at the shoe styling with flares, below…

Best Shoes to Wear with Flare Jeans

Great big flares (whether wide legged or slim) make footwear choices a little easier vs. with respect to skinny jeans, as most flared hemlines (especially in 2016) are so exceedingly long in length, that most shoes can go relatively unnoticed. Think Rachel Zoe’s street style (& she certainly knows what to wear with flare jeans)! Or these Frame Denim flares from Net-A-Porter, below. It’s like, shoes…? What shoes?!

Shoes to Wear with Flare Jeans

Shop Flare Jeans:

I’m loving the return of the flared jean & wider legged pant in general, because they flatter most body types & are the perfect jean to sneak in a pair of comfortable shoes such as wedges, platforms, flats & sneakers! You can hide almost anything under those!! Unless, of course, you wear a shorter hemmed flare, which is all the rage right now. Then, just maybe you’ll have to make a conceited effort with your shoes!

7 Fave Shoe Styles to Wear with Flare Jeans

How to wear flare jeans with the right shoes, you ask? Well, both shoe type & hemline is important: one compliments or ruins the look of the other. The tricky thing about flare jeans is that not every pair will go with every shoe height. But cuffing at the ends, you ask?

Due to flare shape itself & surplus fabric, rolling these up isn’t an option (try it: they’ll just unfold before your very eyes!). So if you’d like to keep your shoes & flare jean pairing options open, you’ll likely need 2 pairs: 1 for heels & one for flats. I personally love wearing flares with high heels, but that’s not your only choice.

1. Ankle Boots with Flare Jeans

shoes to wear with flare jeans boots

Shop Ankles Boots for Flares

Ankle boots. Not high boots (they’ll show at the knees) but simple ankle boots. Preferably with a chunky heel, since they’ll be more comfy & with shorter flares they’ll give off that 70s vibe which is so fashionable right now! The important point here is to have an ankle boot that is tight at/above the ankle. This way, you’ll get a clean, uninterrupted pant line from the knees down!

Toe shape is also important. Opt for a slightly squared toe or more rounded/almond shape for a softer look when your boots (great with longer flares) peek out from under the hemline of your jeans. Whether you opt for a platform or not is entirely up to you!

2. Platforms with Flare Jeans

Shoes to Wear with Flare Jeans

Shop Platform Shoes to Wear with Flare Jeans:

Want the perfect 70s shoe to wear with oh-so-very 70s flare jeans? The platform it is! Platforms allow us to wear 6 inch heels (& make us feel like we’re only walking on 3″!) & look ideal tucked away under those flares. Great for Spring/Summer 2018 are platform sandals with chunky heels because, why not? They’re fashionable & comfortable, so really: a win win!

Hemline tip: you can either hide them underneath floor-length jeans or, if you prefer to show off your fab platform sandals, have your hem end 1/1.5 inches above the base of the heels, like the image above.

3. Wedges & Flatforms with Flares

Shoes to Wear with Flare Jeans

Shop Flatforms & Wedge Shoes to Wear with Flare Jeans:

Wedges are another top shoe choice to pair with wide leg jeans, particularly if you want to keep with that 1970s feel. Wedge heels & even flatforms perfectly compliment a flare pant, giving you that extra lift in the most comfortable way, taking the pressure off the balls of the foot.

Hemline tip: same as platforms with flares.

4. Chunky Heels with Flares

Shoes to Wear with Flare Jeans

Shop Chunky Heels to Wear with Flare Jeans:

From higher heeled slides to lower sandals, chunky heels are the perfect heel type for flare jeans. They’ll literally keep you more grounded & are a great shoe to have in 2015 to update pretty much any outfit.

Hemline tip: anything goes with a chunky heel. Just avoid flared hemlines above the lower ankle as they’re not very flattering!

5. Clogs with Flare Jeans

Shoes to Wear with Flare Jeans

Shop Clogs for Flare Jeans:

Clog sandals are a fun & retro way to wear with your flare jeans. From Swedish Hasbeens, to the new Dr. Schols, to those classic closed-toe’d clogs, any clog will work (Frye & Ugg makes great ones too). These shoes will definitely make your feet happy & add a little flair to your…uhm…flares.

Hemline tip : If you keep the hemline a little shorter, say 2-3 inches off the ground, the nailing detailing of the clogs will look fun peeking out from underneath! Love these shoes with flare jeans.

6. Flare Jeans with Flat Sandals

Shoes to Wear with Flare Jeans

Shop Flat Sandals with Flare Jeans:

Want to keep it casual & heel-less but don’t want your feet cooped up in a pair of sneakers? Although flats may not come to mind when thinking of how to wear flare jeans, they’re definitely an option.

Why not try on a single-soled strappy flat or gladiator sandal with your flare jeans, for an relaxed bohemian feel? I’m currently crushing on those white flare jeans with beige sandals above, myself!

Hemline tip: hemlines are even more important here, as the longer the jean, the more of a laissez-faire vibe you’re going to emit. Translation: you’ll look sloppy. See image above, right. But if that’s what you’re going for, then who am I to stop you!? My two cents?

Aim for a hemline where the back edge barely scrapes the pavement: you’ll drag less dirt around, prevent edges from fraying & your jeans will be far easier to walk around in. Example: pant/sandal combo in the image above on the left & centre.

7. Sneakers with Flares

Shoes to Wear with Flare Jeans


Shop Sneakers for Flare Jeans:

If you’re opting for a sporty & more casual look with your flare jeans, sneakers are the way to go. I remember wearing my flares with sneakers in high school, right through university & there was nothing more comfortable. Well, aside from sweats, but I refrained from wearing those in public!

You can wear your flares with the classic kick of the moment (Adidas Stan Smith & Superstar come to mind!) or even better: a sneaker with a thicker outsole. Heck, why not a flatform sneaker?

Hemline tip: my personal preference is to keep the back bottom edge of the pant aligned with the top of the sneaker outsole. Just with flat sandals, you may want to avoid having the flares too long & having them bunch up at the bottom.

Shoes Not to Wear with Long Flare Jeans

1. Thin Stiletto Heels (especially stiletto mules!)

With all that bulky fabric near your heels, a little misstep & your stiletto will have you tripping & face-planting in no time! And I can’t imagine how difficult it must be to walk in a stiletto mule or slide with the weight of your jeans pushing them from side to side, either. Also, if your jeans are so long that your heels stomp over them, you’ll puncture the bottom back ends of your pants. I know this from personal experience!

However, if you’re desperately to wear your spikey stilettos with flare jeans, opt for a shorter wide leg pants or a flared jean with a raised hemline. This way your heels don’t trample over them! See below images from ASOS:

shoes to wear with flare jeans

Shop Stilettos to Wear with Flare Jeans:

2. Pointed Pumps with Flare Jeans

Shoes to Wear with Flare Jeans

Oh, I can just hear the uproar on this one! Yes, many will state that pointy toe pumps work great with EVERY jean type, but remember: we’re not talking about a simple bootcut jean, but super flare jeans here.

Flares are wider & bulkier, which is why the dainty nature of a pointed toe isn’t ideal. Flared & wide legged jeans need a heftier shoe to go underneath.

A pointed pump peeking out underneath kinda makes it look like you’re wearing witch shoes under those jeans, don’t you think? Not the ideal shoes to wear with flare jeans for sure! See photo above from weworewhat.com.

Then again, if your flares are to cover even the tip of the pointed toe, no one ever has to know 😉 But remember ladies: this is your time to wear comfortable shoes, so why not take advantage of it?!

Not ready to make the womens flare jeans leap quite yet? No worries; skinnies are still very much in style! Check out the ShoeTease guide outlining the best shoes with skinny jeans!

Shop Shoes to Wear with Flare Jeans

xo Cristina 

Other photo Credits: hm.com, zara.ca, topshop.com, asos.com, netaporter.com



  1. January 13, 2019 / 1:38 pm

    this is the first article I have ever read that said what I’ve always felt: a more substantial shoe looks best with flare jeans! I’m so glad they’re back in style…I was so tired of skinnies and broke up with them…good to know my timing means I’ll be in style again for at least a couple years!

  2. LeAnn
    December 26, 2015 / 9:12 pm

    Thanks for this….I’m pretty clueless about this kind of thing! Would you happen to know where I can buy the jeans pictured?

    • December 27, 2015 / 4:03 pm

      Hi LeAnn,

      Most of the jeans are linked in the “shop flare jeans” widget (if you’re on a computer) & you can also find them by clicking “shop the post” if you’re browsing from a mobile device. If you have any questions on a specific style, please don’t hesitate to ask, below or email me at shoetease(at)gmail(dot)com.
      xo Cristina

    • May 20, 2015 / 11:48 am

      Thanks so much Sharon. Glad you approve! 🙂
      xo Cristina

    • Martine
      May 20, 2016 / 6:26 pm

      I think you are obsessed with foot size. No one ever thinks “omg! Those feet are so long. However, I will agree that wearing a stiletto underneath a flare is tacky.