Reading that as “one daily newspaper and one weekly newspaper”, that would be 6 (weeks) times at least (6 + 1) = 42 adverts in a newspaper (I can also read it as “2 public, one daily and one weekly”. That would increase the number of adverts). Price per advert would be about $25.

I guess most LLCs get incorporated in an at least somewhat large city, so the circulation of the paper will be somewhat high. $25 per advert then doesn’t sound that bad to me.

I know zilch of advertising prices, though, so let’s google it. Reading https://fitsmallbusiness.com/newspaper-advertising-costs/ (a link that google gave me, but that I don’t know the quality of), I see the price per “column inch” go down from about €18 to about €13 when you advertise more often.

⇒ it could well be that $1,000 is a fair price, giving the higher price you would have to pay and the amount of work you would have to do if you did it alone.

(Still seems a weird law, though. I can imagine that one should give people to object if your company will be noisy, stinky, or the like, but then, the city, IMO, should require a permit)

That likely still is true, but less so (fewer people subscribe to papers), and the assumption that people who read the paper would spot your advert probably only held back in the time when papers had reasonably small coverage (so that your advert wouldn’t appear in a large section of the paper, but stand on its own), and were about the only source of news (which made them much better read)