Both River North and the West Loop neighborhoods are great locations for the easiest access to the wedding weekend.
Chicago has two major airports: O’Hare (ORD) and Midway (MDW). O’Hare typically offers more flight options, while Midway can be convenient depending on your airline (Southwest). Either works well. If you fly into O'Hare you also have the option to take the Blue Line CTA into downtown (Clark/Lake stop for hotel block).
Probably not. If you’re staying in the city, we recommend using Uber/Lyft or public transit rather than renting a car.