Trend to Try: Flared Denim

flared jeans outfit ideas

Flares, you guys. I finally did it! Flared jeans have been making a comeback, but I’ve been much too reluctant to give them a try. I’ve read that they’re slimming and leg-elongating, but I’ve hated every pair that I’ve tried on over the past few seasons. I’d come to terms with the fact that this was a style I would be skipping indefinitely. For me, skinny jeans only.

flared jeans 2016

I must have been feeling adventurous when I was shopping at Old Navy last. (Remember how Old Navy is slaying this spring?!) There was a whole table of flared jeans when I walked in so I figured, “What the heck?! I’ll give them a try.” I was fully intending to try them on and instantly decide NOPE. So imagine my shock when I tried on this flared pair under $40 and actually kind of loved them! And I wouldn’t even have to get them tailored… Could it be so?!

flared jeans women

womens flared jeans

Flared jeans can be a tricky silhouette to wear. For flares to work their leg-lengthening magic, you really do have to wear them with some sort of heel. Whether it be pumps, lace-up sandals, wedges, or booties, some elevation is key!

flare jeans cute outfit ideas

In terms of length, I’m 5’5’’, but I do have long legs in proportion to the rest of my body. (And a very short torso to even it out!) I’m wearing them here with my 3.75” heels and the length couldn’t be more perfect. A very happy accident! I have pretty muscular thighs, though, which could definitely be “shortening” the hem a bit, too.

flare jeans

I love the overall fit of these jeans, too. They’ve got the perfect amount of stretch, a great fit through the butt and thighs, and a nice high rise, too. I’m wearing my regular size, and the regular length. There’s also petite and tall variations if you need them!

boho chic

leather saddle bag

lace sleeve top

For styling my new-found flares, I went all-in with the 70’s vibes. I love the romantic, feminine feel of this lace top. If you’re not into the boho billowing blouse, try balancing out the volume of flared jeans with a more form-fitting shirt on top! Tucking a striped shirt into your high-rise jeans, or even tying up the ends of a button-down shirt, would look chic.

lace top

Get the Look…

Old Navy Lace Top (also love this ruffled blouse!)
Old Navy Flared Jeans
Old Navy Crossbody Bag
Celine Sunglasses
Wooden Bangle (old, similar here, here, here, & here)
Ivanka Trump Pumps (also available in lots of colors here and here!)

flare jeans spring outfit

lace tops

bell bottom jeans

boho style

leather saddle bag with tassel

what to wear flared jeans

womens flare jeans outfit ideas

what to wear with flare jeans

womens flared jeans outfits

Do tell… Have you tried flared denim recently? If so, what’s been your favorite way to style them?

PS: Old Navy is offering 35% off today and 30% off tomorrow… Perfect time to shop!

And here are a few more of my favorite finds at Old Navy right now…

Created in partnership with Old Navy

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Leave a Comment


  1. 4.5.16
    sydney said:

    I have been loving the flared jeans trend, they’re so cute!
    xo, Syd

  2. 4.5.16

    Beautiful top!!

    Blonde in Cashmere

  3. 4.5.16
    Paula said:

    These look great on you. I’m glad you took the plunge! I haven’t tried them yet myself but I should after reading this post!


  4. 4.5.16
    Natali said:

    Both, bag and these flares are so in trend right now and Im loving them! 🙂 You’re looking gorgeous, as always!!

  5. 4.5.16
    Nicole said:

    I’ve been to nervous to try flares since I’m thicker in the thighs and booty but these look awesome on you!

  6. 4.6.16
    Monika said:

    Love these flares!

  7. 4.6.16
    Jessica said:

    Wide leg jeans are hands down my favorite. Love them on you!

    xo Jessica
    My Style Vita

  8. 4.6.16
    Aubrey said:

    obsessed with the flared jeans! Such a cute style.

    xx. The Coastal Confidence

  9. 4.6.16
    Emily said:

    I have been so reluctant to try flares the past few seasons too! I wore them all the time in Jr high, but I can’t get back onboard! Knowing ON has these, I want to run to the store to see how I like them! Thanks for this post, Jess! And the inspo!


  10. 4.6.16

    I can’t believe that top is from Old Navy! It’s adorable. I love flared jeans, too – they are so flattering. My only problem is I don’t wear heels during the week so I save my flares for the weekend only.

  11. 4.7.16
    Beth said:

    Glad to see that you found a great pair of flared pants. I founded a pair at Target when I was even looking! They’re very comfortable and fit great. I’ve always loved the silhouette of flared jeans!


  12. 4.7.16
    Sara said:

    This is such a sponsored post and I can tell these thoughts are not your own…

    • 4.7.16
      Jessica said:

      I’m sorry you feel that way, Sara. I assure you that these thoughts are my own! What thoughts are you referring to that feel inauthentic? Most of the copy in this post is a) my styling tips for flared jeans and b) sizing advice, both of which are most certainly not provided by an outside party. I’ve been working with Old Navy for *years* .. It’s a brand/store I genuinely shop at outside of sponsored content and wear “in real life,” outside of outfit posts.

  13. 4.7.16
    Lindsay said:

    Old Navy is sooo slaying it right now! I stopped today after work and had a difficult time deciding what to get! I picked up the shirt you are wearing because it was 50% off! Definitely trying it tomorrow with my flared jeans for casual Friday.

  14. 4.7.16
    Annie said:

    True story.. I JUST bought this top and jeans. Wouldn’t have necessarily thought to pair them together, but I’m loving how you’ve styled them here!

    I’m 5’2″ and tried on the regular length in store and they were WAY long, even with heels.. so I ordered the petite online, which I think will still be great with heels!

    Always love your blog!

    xx Annie

  15. 4.8.16
    Lucy said:

    Those flares are AMAZING! They look so good on you, especially the way you styled them!

  16. 4.8.16
    Nikki said:

    That top is fantastic and so effortless!

  17. 4.13.16
    Emily said:

    these jeans are perfect on you! xo