The Best Skinny Jeans to Wear With Ballet Flats

When she’s not working with big names like Lupita Nyong’o, Jennifer Hudson, and Hilary Swank, celebrity stylist Micaela Erlanger also divulges her fashion expertise in our Ask a Stylist column. From the best places to source vintage to the secret to finding your most flattering jeans, come back each week for a professional’s perspective.
As I’ve mentioned before, my absolute favorite skinny jeans are this pair from Madewell. I swear by the style thanks to the high rise and durable material. Not only are they my go-to when it comes to skinny jeans, but they also look incredible with simple or statement ballet flats. The length hits at the perfect place, lending an elongating look and perfect pairing for the days when you want to wear flats. It’s safe to say my love for Madewell’s skinny-jean selection is only growing stronger. Ready to update your denim collection with the best skinny jeans to wear with ballet flats?
Shop my Madewell picks plus my favorite ballet flats at the end.

A self proclaimed “vintage-a-holic, and glamour girl” Micaela’s clients include: Lupita Nyong’o, Michelle Dockery, Meryl Streep, Jared Leto, Common, Jennifer Hudson, Hilary Swank, Tatiana Maslany and John Boyega.The hallmark of Micaela’s work is her meticulous attention to detail and a keen focus on the client’s needs and objectives. With a love for all things beautiful and alluring, coupled with an appreciation of the whimsical, Micaela brings a versatile and fresh approach to styling.
-
See You in the Fall, Skinny Jeans—This Trend Is So Much Better For Summer With Flats
Casual, chic, and comfortable all in one.
-
If a NYC Fashion Person Were Scrolling Through Amazon, They'd Buy These 27 Basics
Only the best of the best.
-
Of Course, 2025's Cali Summer Uniform Involves This Timeless Denim Trend
Can you take any guesses?
-
Red Who? Sorry, But Cool Fashion People Are Only Interested in Wearing Jeans With *This* Sneaker Color
It's the new red (and yellow, green, and silver).
-
Adam Sandler–Coded Outfits Are Still Going Strong—5 Ways to Style Baggy Shorts This Summer
Fashion icon first. Comedian second.
-
I Found It: The Only Denim Trend That Makes Flip-Flops Look Sophisticated Instead of Cheap
In Kendall Jenner we trust.
-
If I See You Swap Your Classic Ballet Flats for This Specific Alternative, I'll Know You Have Chic Taste
Don't think about it—just do it.
-
This Summer Denim Trend Is the Opposite of Skinny Jeans, and I'm Seeing It Everywhere
Your outfits will look chic with this silhouette.