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Outfits Under $100: 1 Pair of Booties, Styled 4 Ways


Ankle booties
Photo Credit

Ankle booties are perhaps the world’s most versatile shoe. One may argue that flats can be worn with anything, but most of the time, ankle booties can, too! They are also ideal for transitioning your wardrobe from winter to spring – after all, they provide protection from slushy, leftover snow and rain when flats do not. They are also shorter so they pair well with dresses, skinny or bootcut jeans, and shorts.

For this week’s installment of Outfits Under $100, here are four ways to style ankle booties with a variety of different pieces.

Movie Date: $97.01

How to style ankle booties for a movie date
Dress – Spotted Moth, Sweater – Target, Boots – Target, Bag – ASOS, Socks – Madewell, Earrings – Pacsun

Pair your ankle booties with some boot socks – scrunched down a bit – for a fun twist. Next, add your favorite high-low dress for a boho-chic aesthetic. And don’t forget a cute cardigan if you’re going to the movies – you should always assume it’ll be freezing in the theater!

Going to a Concert: $97.98

How to style ankle booties for a concert
Top – Barney’s Co-Op, Pants – Charlotte Russe, Boots – Target, Necklace – Charlotte Russe

If you are rocking booties to catch a show, wear them with some trendy pieces. We love light floral-print pants and a peplum tee. Wearing booties with skinny jeans gives the illusion of ultra-long legs, and what girl doesn’t want that look?

Happy Hour with Friends: $95.55

How to style ankle booties for happy hour with friends
Sweater – H&M, Skirt – Forever 21, Boots – Target, Hat – Forever 21, Ring – ASOS, Necklace – Forever 21

For a low-key Friday afternoon Happy Hour look, try a flowing chiffon skirt with a chunky sweater. A high-low hem sets up a perfect frame for adorable ankle booties. Accessorize with a long necklace, slouchy hat, and cool cocktail ring.

Saturday Errand-Running: $98.68

How to style ankle booties for running errands
Top – Target, Pants – H&M, Jacket – Walmart, Boots – Target, Scarf – Forever 21

These Target ankle booties are perfect for errand running because they are very casual – and comfy! The chunky heel gives more support than a stiletto, for example, so they won’t hurt after hours of running around. Mix them with casual cargo pants, a tee, and denim jacket, then dress it all up with a scarf that adds a pop of color.

We want to know your thoughts!

Do you wear ankle booties? Would you wear any of the outfits above? Where do you find reasonably priced boots and how do you keep your outfits budget-friendly? Leave a comment below and let us know!

Posted on on February 27, 2013 / Filed Under: Shopping / Tags: , , , , , ,

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13 Responses to “Outfits Under $100: 1 Pair of Booties, Styled 4 Ways”

  1. 1
    February 27th, 2013 at 12:52 pm

    these booties are SO cute! i have a terrible addiction to target shoes!

  2. 2
    February 27th, 2013 at 1:05 pm

    I just bought my first pair of booties recently. They’re a more Western style, and I’m just getting used to them, but I love them. I wish I could afford more – the fourth outfit here is my favorite!

  3. 3
    February 27th, 2013 at 2:14 pm

    I have a couple pairs of booties that I have had in heavy rotation over the winter. As the weather transitions I’d still love to wear them, but I’m always worried (especially since I’m a curvier girl) that the straight cut around the ankle will cut off the line of my outfits; do you have any suggestions as far as that goes? These are great ideas, and I look forward to styling my booties in similar ways!

  4. 4
    February 27th, 2013 at 2:46 pm

    Lindsey – I’m a curvy girl myself and what helps is to decide where the booties hit you leg when you’re wearing them. Also, wearing knee-high socks and scrunching them up to the shape you’d want around your ankle helps too, just as in suggested in the first ankle.

    I loved ALL these outfits. I really want a pair of booties like that, even though I already own a grotesque amount of shoes.

  5. 5
    February 27th, 2013 at 3:12 pm

    Love booties! I picked some up from Zara a couple years ago and I wear them every fall and winter. They’re a cognac color which I feel doesn’t really fit my Spring wardrobe but maybe I’ll give it a try this year!

  6. 6
    February 27th, 2013 at 5:12 pm

    Thanks for this post! I recently got a pair of booties that look just like that and now I have more ideas on how to wear them!

  7. 7
    February 27th, 2013 at 7:20 pm

    really nice post gave me some ideas for my litas

  8. 8
    February 27th, 2013 at 10:29 pm

    All of these outfits are great, I’ve been looking for new ways to style my desert boots and I just got a few new ideas! Thanks for the post!

  9. 9
    February 28th, 2013 at 2:44 am

    I can’t possibly be the only one thinking that the selected $95.00-$98.00 outfits are still really close to paying $100. The created outfits in this post are within a $5 difference of $100, which I feel isn’t helping someone truly save money if they wanted this specific look. I would be intrigued and impressed with an outfit that was $50 or even maybe $60 (or $70 if a piece was truly worth it). By nitpicking pieces to be just below $100 is still the same as paying $100, therefore, isn’t really savvy way of displaying a “under $100 outfit.”

  10. 10
    February 28th, 2013 at 12:09 pm

    I agree with you Mona S. I do not really have the money to be spending close to $100 however most of these items I already have in my closet. I find them a great source of inspiration nonetheless, and am now saving up for a great pair of ankle booties :)

  11. 11
    February 28th, 2013 at 1:43 pm

    I’m with Alyssa and Mona. If you don’t already have these pieces in your wardrobe this isn’t really saving money especially since I think the prices listed don’t included tax (if you get them in stores) or shipping and handling (if you buy online) so the outfits aren’t really less than $100. I would much rather see a post that says outfits under $100 and have the outfits be more in the range of $50-70. I think the title is kind of misleading.

  12. 12
    February 28th, 2013 at 1:47 pm

    Alyssa, Mona, and Wendy, thanks for the insight and comments!

    The goal of this article is to create stylish outfits under $100. It’s very rare that anyone would rush out and buy each item from an online store with shipping and handling charges. We suggest pieces that you likely already have in your wardrobe, and other inexpensive items to pair with them. Keep in mind these are outfits that are easily interchangeable. The tops, pants, shoes, and other accessories will be worn over and over again; these are not one-time outfits.

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