Pebbled leather messenger that goes with everything

What reviewers say

Questions and answers

Is $79 a good price for the Michael Kors Nayla Medium Messenger?

Yes. At $79 at ShopSimon as of November 7, 2026, it is far below typical Michael Kors leather messenger pricing, and three stores list it new, so compare those before buying.

What can the medium Nayla hold?

A phone, wallet, keys, sunglasses and a small pouch fit comfortably. It is not sized for a tablet or a large water bottle.

Is the leather real?

Yes, it is pebbled leather. The texture hides scratches better than smooth leather, though it can feel stiff when new.

Can it be worn crossbody?

Yes, it is a messenger style with a shoulder strap meant for crossbody wear. Taller wearers should check the strap drop before buying.

Does it have interior pockets?

It has a main compartment with a flap closure. Check the store listing for the exact interior pocket layout, since details vary by listing.

When is it cheapest?

Michael Kors bags usually drop during seasonal sales and outlet events. The current $79 at ShopSimon is already low for a leather messenger, so waiting may not save much.