Our son naturally weaned himself at a year (just a few weeks past), and I had to stop nursing our son at 12 weeks to start chemo. So, both of my experiences were really easy.
It sounds like you're a SAHM. I was a working mom with both, and I had to pump multiple times/day. I hated doing it, but it was the best thing for my kids, so I did it.
Both of our kids were really interested in table food from an early age - at 12 months, they both wanted to have more table food and less milk. But, both of our kids (also little chunkapoos) LOVE milk to this day. Our daughter would take milk over anything other drink option. So, we give her what she needs (she's 2 now) and water it down the rest of the day to give her the flavor she prefers (with the pediatrician's consent).
It sounds like you may just need to go cold-turkey on the nursing at a year (and no one worth their weight in gold would chastise you if you did it before then).
Offer more of your meal to him when you're eating. Nothing was really off limits to us.
Even the American Academy of Pediatrics now has a position that there are no foods that shouldn't be offered unless they pose a choking hazard or are known familial food allergens. The more variety, texture and exposure he has, I'm going to bet the more likely he is to go nuts over "real" food.
Good luck!