I’m a Personal Stylist – These Are My Picks for the Best Shoes to Wear with Flare Jeans

January 9, 2023

I’m a Personal Stylist – These Are My Picks for the Best Shoes to Wear with Flare Jeans

Words & Style

by Stacey Jones

@instylewithstacey on LTK
@instylewithstacey on Instagram
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I’m a Personal Stylist – These Are My Picks for the Best Shoes to Wear with Flare Jeans

Note: Purchasing via a link in this article may earn me a portion of the sale, which helps fund my editorial mission.

Note: Purchasing via a link in this article may earn me a portion of the sale, which helps fund my editorial mission.

I'm sharing my top 5 shoes to wear with flare jeans

Here we are, back to wearing flare jeans this year!

I've worn them a couple of times in the past when they were popular. When I was younger, I wore them with sky-high heels to make my legs look extra long. Now that I don't wear my heels as high-and because I'm kind of short-I'm finding getting the RIGHT shoe can be a challenge. I figure if I'm struggling a bit, you might be too. Let me help.

Keep scrolling to see what shoes I'm recommending to wear with flare jeans...

But first, take a look at some of my favorite flare jeans

The first few times I wore flares, a super low rise was all the rage. I'm DEFINITELY skipping the low-rise version this time around.  

In my experience, I've found Paige and Fidelity work beautifully on all body types. Frame denim spreads their pockets pretty far apart. That can make an ample bottom look wider and a smaller tush fuller. Joe's jeans especially caters to a woman with curves. Avec les Filles is a new one for me. They meet all of my "great jeans" requirements and get rave reviews.

I'm sharing five of my favorite mid-to-high rise, wide leg styles with you right here....

Shop My Flare Denim Favorites...

And now my picks for the best shoes to wear with flare jeans...

BEST SHOE #1 - Platform Sandal

Photo Credit: Getty/Steve Sands, www.popsugar.com,

Photo Credit: Getty/Steve Sands, www.popsugar.com

Now let's talk about the shoes. A platform sandal is a fun nod to the 70s and gives extra leg length to us ladies with little limbs. That's a mouthful, ha! 

I insist the heel of a sandal be closed so the pant leg doesn't get caught underneath my foot when I walk. If the back of the sandal is open, the heel needs to be much higher so the hem cannot get caught. It's not cute when  you have to keep pulling your pant leg out from underfoot. Plus, it's dangerous! It could make you trip.

Here are a few sandals I'd recommend to get this look....

Shop Platform Sandals...

BEST SHOE #2 - Casual Block Heel Boot

Photo Credit: www.ladyfashioniser.com

Photo Credit: www.ladyfashioniser.com

The shoe I wear most often with flares or bootcuts is a block heel boot. Light wash and medium wash flares look more casual, so I prefer a casual shoe. A stiletto heel feels too dainty for such a heavy hem. A block heel balances the overall look.

Here are a few casual block heels I love.... 

Shop Casual Block Heel Boots...

BEST SHOE #3 - Dressy Block Heel Boot

Photo Credit: @thesisterstudio, www.pinterest.com

Photo Credit: @thesisterstudio, www.pinterest.com

If you want to wear a dressier boot with a slimmer heel-not a block-have the hem cover the shoe just about completely. No one will even see what you're wearing anyway.

I prefer a pointed toe. It's a classier look than a round toe and it visually elongates the leg just a little more.

Here are a few dressy block heels I suggest...

Shop Dressy Block Heel Boots...

BEST SHOE #4 - Cowboy Boot

Photo Credit: Getty/Edward Berthelot

Photo Credit: Getty/Edward Berthelot

I'm always trying to find a way to wear my cowboy boots. Personally, I'd like to see this pair just a little bit longer on the model because she isn't all that tall, but you get the idea.

The cowboy boots (or cowgirl if you prefer) adds that unexpected twist to an otherwise dainty outfit. I love it and I love these cowboy boot options...

Shop Cowboy Boots...

BEST SHOE #5 - Lug Sole Boot

Photo Credit: Getty/Edward Berthelot

Photo Credit: Getty/Edward Berthelot

Being petite, I've avoided the "heavy lug sole shoes with straight legs" look everyone's been wearing. It weighs me down visually, looks TOO clunky and makes my legs look shorter.  Long-length flares and bootcuts are PERFECT for pairing with this thick-heeled style, though. They give us all extra height, making this trend easier to pull off.

Here are some of my picks for lug sole boots...

Shop Lug Sole Boots...

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