Not only can it, that is how a surgical wound left open heals. The wound will heal from the inside to the outside.
The next part is the one worth keeping, because it reframes something patients often misread as bad news. A dressing helps absorb drainage and keeps the skin from closing before the wound underneath fills in.
Keeping the skin from closing. The dressing is not only protecting the wound; part of its job is to stop the surface sealing over too soon. A wound surface that closes early is something clinicians actively work to prevent, which is the opposite of how it tends to look from the outside.
Healing in general follows the same filling process for wounds of all kinds. The body repairs broken blood vessels, and new tissue grows over the next 3 weeks or so. The wound starts to fill in with new tissue called granulation tissue. New skin begins to form over this tissue. As the wound heals, the edges pull inward and the wound gets smaller.
This is also why packing exists. Gauze pads or packing tape are placed into the wound, carefully filling in the wound and any spaces under the skin. As the wound heals, you should not need as much gauze or packing. The reducing amount of packing is a measure of the filling.
None of this means a particular wound is healing as it should. Depth is measured at an examination, and a wound that seems to be filling slowly is a question for the people measuring it.
