The Chromebook and iPad represent very distinct approaches to the post-PC device world. The iPad relies on installed apps and a touchscreen. The Chromebook gives us a web browser contained in a traditional laptop form.
I always recommend the iPad over the Chromebook for normal users. For many users there isn't any reason to own a computer at all. The iPad is enough. I recommend the iPad simply because it's more powerful and have better apps. Specifically native apps. A Chromebook is too limited. So why be limited when you can have a more powerful iPad and better apps?