Bailey – Orthopedic Trail Running Sneakers

$99.99 $24.95 Save 75%

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Only a few left in stock
UPDATE: Due to high demand for our last ever Spring Sale, only 8 items remain at the current price. If you can still press “ADD TO CART,” the product is available. If not, we sincerely apologise.

Perfect fit according to your size. Order your usual size. If for any reason you need a different size, don't worry: we have a 30-day return policy for you.

Orders are typically processed and shipped within 1–3 days. As part of our commitment to sustainability, orders are shipped directly from the manufacturing plant.

We love our products and believe you will too. That's why we offer a 30-Day Risk-Free Trial. If you are not satisfied with our product, we will refund your money.

Bailey: Conquer Every Trail in Comfort

Discover the freedom to go farther in the Bailey Women's Orthopedic Trail Running Sneakers—designed for comfort, support, and confidence. Their performance-driven design helps you move securely across challenging terrain and feel ready for every adventure.


Responsive Cushioning That Powers Every Stride

From challenging climbs to long-distance adventures, Bailey delivers responsive cushioning and supportive stability to help every stride feel smoother and more energized. Run, hike, and explore with lasting comfort from start to finish.

Designed with a responsive EVA midsole, breathable construction, and a precision BOA® Fit System that helps create a secure, personalized fit through every mile.


Grip Harder, Move Stronger, Explore Farther

Uneven terrain shouldn't hold you back. Bailey combines a high-traction Vibram Megagrip outsole with enhanced stability and supportive comfort, helping you move confidently across rocky, wet, slippery, and unpredictable trails.

Perfect for trail running, hiking, outdoor training, or weekend adventures, they're the pair you'll reach for whenever you're ready to leave the ordinary behind and discover just how far your next step can take you.


Built for Every Adventure Ahead

From early-morning trail runs and demanding climbs to long hikes and spontaneous outdoor escapes, Bailey brings together precision fit, responsive comfort, reliable traction, and trail-ready stability in one performance-driven pair.

· Pair them with leggings, running shorts, hiking gear, or your favorite activewear and step onto every trail feeling secure, powerful, and ready to keep moving forward.

EXCELLENT 4.7/5

Based on 3,250 reviews

Perfect Fit

"Great quality and fast shipping. Everything arrived just as expected."

Emily R. (California, USA)

2 days ago

Great Quality

"Very comfortable and stylish. I’ve already ordered another pair!"

Jason M. (Texas, USA)

10 days ago

Fast Shipping

"Excellent service and smooth shopping experience. Highly recommend."

Ashley K. (Florida, USA)

3 days ago

Highly Recommended

"Good fit, nice design, and quick delivery. Will shop here again."

Brandon L. (New York, USA)

1 days ago

Do you have any questions?

We have the answers!

  • Our shoes fit true to size. Please choose your usual size or, if you have narrow feet, select one size larger. If for any reason you wish to exchange your shoes for another size, you can do so easily thanks to our 30-day return policy.

  • We offer a 30-day return policy for all purchases made through our website. If you are not satisfied with your shoes, simply contact us to start the return process.

  • We recommend using high-quality cleaning and care products suited to each material. Avoid extreme heat, direct sunlight, and humidity. Store your items in a cool, dry place. Proper care helps your Nova Chicago fashion and footwear look great for longer.

NOVA CHICAGO

Where Style Meets Savings

Nova Chicago was founded with a simple mission: to make high-quality fashion and footwear accessible to everyone. Rooted in the vibrant spirit of Chicago and based in the United States, we offer the latest trends at unbeatable prices. From versatile everyday clothing to comfortable and stylish footwear, we combine premium quality, modern design, and affordability—helping our customers look and feel their best without overspending.