I think Dold wins again. Schneider is trying to run the "generic Democrat" campaign with the idea that Trump is a Republican, but I think that voters view Trump and Dold completely separately. I would predict an even greater crossover percentage than in past years, which has always been high in the district.
Dold 51 - 49 Schneider
If Schneider loses, it is his last go. I think Dems are upset with the campaign that he has run, and there is plenty of Democratic $$$ and influence residing in the district. J.B. Pritzker - one of Obama's biggest backers since he was in the State Senate - resides there. I could see him making a run. Possibly Rotering again or another Highland Park pol - lots of Democratic $ and power there.
I do not expect Mark Kirk or Dan Seals - the old rivalry - to make a run for the seat again.
If Dold wins this year, he wins fairly comfortably in 2018, and likely becomes entrenched. The only question then is if he's satisfied with the house, or if he'll try to run statewide at some point.
He will never become entrenched. This is how it's going to be every presidential year for Dold. I have to wonder if the amount of money spent on this seat every year is worth it for the NRCC.