Wide Leg Crop Jeans Styled Three Ways

Styling Wide-Leg Crop Jeans Three Ways

One of the things I’ve been adding more to my closet lately are wide-leg jeans. From these Madewell ones, and these Everlane crops, clearly I’m into this trend. These Ann Taylor wide leg crops are just as great and may I add, more comfortable! They have quite a bit more stretch in them (which means, size down if you’re in between because they give a bit!) but it makes them super comfortable.

Since their big 40% off sale ends tonight, I wanted to share these wide-leg jeans and how to style them easily 3 different ways. From business casual for the office, to happy hour, to the weekend. Plus, they also come in black which I’m SO obsessed with. I’ve already styled them here. If you need something dressier, they do come in a similar style in a suiting material for a more conservative 9-5 look.

3 Tips To Styling Wide-Leg Crop Jeans

Wear Heels

If you’re tall, you probably do’nt need to do this. But at 5’5″ and having shorter legs, adding a heel helps to elongate my leg that much more. I love these nude wavy suede heels. They go with everything and are super comfortable.

Tuck Your Shirt In

Having a defined waist helps big time with making your body look more balanced when wearing wide leg crops. Just simply tucking your shirt in will make a huge difference in balancing you out and creating a slimming effect.

Choose Tailored Tops

I typically prefer a fitted tee tucked into wide leg crop jeans, but since all of these looks are more dressy, I went with blouses. With that in mind, I still kept more slimming tailored tops in mind. Ones that aren’t too blousy or voluminous. I want to keep balance in mind and with the wide leg at the bottom, you want to keep things more fitted up top. You can also cinch everything in by adding a blazer like I did for the happy hour look below.

shop wide leg jeans
Styling Wide-Leg Crop Jeans Three Ways
Styling Wide-Leg Crop Jeans Three Ways

For Business Casual

To take these jeans to my co-work space, a meeting, or to a more casual 9-5, just add a pretty button down blouse and heels. I love this blue floral print blouse for spring. It’s a nice update to a regular old button down. A nude heel allows you to look tall and lean!

get the look
Styling Wide-Leg Crop Jeans Three Ways
Styling Wide-Leg Crop Jeans Three Ways
Happy Hour fashion look

For Happy Hour

For a more dressier look that’s perfect for happy hour or business dinners, is this black and white combination. A silky black camisole topped with a white blazer is always a flattering combination. Plus, these black knot block heels are adorable and beyond comfortable.

get the look
Weekend outfit idea
Weekend outfit idea
Weekend outfit idea

For The Weekend

There’s really so much you can do for the weekend. I went with a casual yellow top and comfortable slides with a low heel. The yellow on yellow is a fun combination for spring too. I have a feeling this color will be a popular one this spring and summer. You could also wear a simple tee too instead of a pretty top like this.

get the look

Photos by Hannah Lozano

Jessica is an Atlanta life and style blogger. Aiming to bring practical tips to your every day life. Tips that you can easily tackle and make your life feel just a tad more 'put-together'.

Leave a Comment


  1. 3.9.20
    celyn said:

    Absolutely loving these pants and loving how you styled them!

    Life is a Shoe

  2. 3.9.20

    Can’t wait to wear my wide leg crop jeans again…the perfect spring/summer denim!

    Cathy, your Poor Little It Girl

    • 3.9.20
      Jessica said:

      They really are the best. You’re sooooo close!

  3. 3.9.20
    Karly said:

    You look great, lady! I’ve ordered a few pairs of wide leg pants for myself, so I’m excited to try a few of these style combos.


    • 3.9.20
      Jessica said:

      Yes they’re so cute, one of my favorite styles for spring and fall

  4. 3.9.20
    Rachel said:

    So many fabulous outfits to try this spring!! Love the mustard color blouse paired with the wide leg jeans!


  5. 3.9.20
    Maureen said:

    These pants look amazing! I love the wide leg style and can I add I adore any pieces with so much versatility.

    Maureen | http://www.littlemisscasual.com

    • 3.9.20
      Jessica said:

      So versatile, the pants are great with so many things too.

  6. 3.10.20
    Laura Leigh said:

    I am OBSESSED with these wide-leg crop jeans on you! They look amazing – all three ways!

    xo Laura Leigh