Charge port on iPhone isn’t working properly

Mine just started doing the exact same thing.

ETA: Compressed air didn't do much, but a small toothpick got a ton of crap out. Kind of gross actually

I’ve seen stuff get really packed down at the bottom. Ive had to use a small pick to scrape it loose. Even used a little bit of alcohol on a cotton swab with a pointed tip. Be careful, though and make sure your phone is off. The swab would need to just be slightly damp and give it time to evaporate after cleaning. Do this at your own risk, though because if alcohol gets up in the phone it can damage it.

Easiest way to check if there is debris is to plug the lightning cable into the dock. If you see even the slightest gap there is Additional debris. Using the light from another phone can help show if there is debris. Often times it can get stuck in the corners of the dock. If it’s still happening check with another cable to see if the issues persist.