Jill - Stylish Orthopedic Sneakers

$287.95 USD $114.95 USD Save Today 60%
/
50% OFF
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  • 30 days money-back guarantee
Only 6 in stock
ANNIVERSARY SALE: Celebrate our Anniversary Sale with up to 70% off. Many styles are offered in limited quantities for this event, and once they’re gone, they will not return. If “Add to cart” is visible, your size is still available – but not for long.

Step into the sneakers that understand you — where orthopedic support meets undeniable style.

Finally, sneakers that honor both your comfort and your standards. The Jill combines cloud-soft cushioning with a sleek silhouette that pairs beautifully with everything from your favorite jeans to flowing skirts. Handcrafted with premium materials, these aren't just shoes — they're your daily dose of confidence, supporting you through farmer's markets, lunch dates, and evening strolls with equal grace.

  • Orthopedic insoles wrapped in butter-soft materials
  • Timeless design that draws compliments, not attention
  • Featherlight support that carries you effortlessly all day
  • Already reordered by thousands of Eleanor & Grace women

Popular sizes sell quickly — especially in classic colors. At $114.95, consider them your smartest luxury this season. Because comfort this elegant shouldn't be rare.

We like to keep it simple – enjoy free delivery anywhere in the USA, no matter the size of your order.

Our friendly customer care team is here to help with any questions or advice about your order. Whether you need style tips, sizing guidance, or help with delivery, we’re just a message away.

We want you to love your purchase. If you’re not completely happy, you can return it within 30 days of receiving your order for a full refund – no hassle, just peace of mind.

Mary M. Verified badge and 16k+ other women love Eleanor & Grace.

Combine & get an extra 20% off

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27 products

Costumers love Eleanor & Grace

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I discovered these sneakers during the anniversary sale and they've been perfect for my morning walks. They're so comfortable I can be on my feet all day, and the neutral color goes with everything in my closet. I'm already thinking about ordering another pair in a different shade.

Carol Jensen, Ann Arbor MI

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I took a chance on these boots during the Anniversary Sale and I'm so glad I did. The quality is even better than I expected and they're surprisingly comfortable right out of the box. They look amazing with skirts and I can already tell I'll be wearing them constantly.

Melissa Harper, Charlotte NC

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I opened the box and immediately knew these were special. The leopard print is gorgeous without being too bold, and I can't believe how comfortable they are for heels. The quality is outstanding and I've been looking for the perfect pair like this for years.

Nicole Andrews, Scottsdale AZ

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I discovered Eleanor & Grace during the Anniversary Sale and I'm so glad I did. These striped heels are the perfect mix of classic and fun, and they're comfortable enough to wear all day. I've already recommended this brand to three of my friends.

Bridget Coleman, Savannah GA

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I'm so inspired by Eleanor and Grace's journey as women building something beautiful together, and I'm proud to support them. Their story of friendship, hard work, and creating quality pieces really resonates with me. Women supporting women is everything, and I'll continue to be a loyal customer because of who they are and what they've built.

Janet Warren, Philadelphia PA

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I couldn't decide which color to get so I ordered three pairs, and honestly I'm keeping them all. The quality is beautiful and each pair feels just as comfortable as they look. At my age I know what good shoes feel like, and these are keepers.

Barbara Reynolds, Baltimore MD

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

These loafers have become my go-to for everything from coffee runs to walking around the city. They're so comfortable I forget I'm wearing them, and the black and white pattern goes with literally everything in my closet. Best impulse buy I've made in a long time.

Emily Carter, Brooklyn NY

<h2><strong>Costumers love Eleanor & Grace</strong></h2>

I wasn't sure about ordering boots online, but these exceeded my expectations. They fit perfectly and were surprisingly comfortable right out of the box. I wore them to dinner last night and felt so put together and confident.

Linda Thompson, Portland OR

30-Day Money Back Guarantee

At Eleanor & Grace, we take pride in every piece we offer, and we’re confident you’ll love your purchase as much as we do. That’s why we provide a simple, risk-free 30-day money-back guarantee. If for any reason you’re not delighted, simply return your item within 30 days for a full refund — no fuss, no worries.

Celebrating 20 Years With You

What started in 2005 as a tiny dream between two best friends in their twenties has grown into something we never could have imagined, a brand loved by women all across the country.

20 years later, we’re still best friends, still doing what we love, and more grateful than ever for the community that has grown with us. To celebrate this incredible journey, we’re saying thank you with up to 70% off during our Anniversary Sale.

With love
Eleanor & Grace

What Our Shoppers Ask Most

We know that body shapes can change over time. That’s why we provide clear size guides and detailed fit notes for every piece — and we’re always here to help personally via email if you need extra guidance.

At Eleanor & Grace, we believe in elegance without an expiry date. Our collections are refined, feminine, and timeless, so you’ll never feel like you’re chasing trends — only wearing styles that truly suit you.

Our fabrics are carefully chosen with America’s seasons in mind — from breathable, lightweight merino to soft cottons and versatile viscose blends. You’ll stay comfortable and stylish, whether it’s a sunny afternoon in California or a breezy evening in New England.

Clothing should lift you up, not hide you away. Our silhouettes are thoughtfully designed to flatter and highlight your natural elegance, so you feel beautiful and confident — from New York to California.