First, let me acknowledge that I've never been to Chicago icons Lou Mitchell's (DEFINITELY on the Big Ugly list due to it's location, 565 Jackson St, near where Route 66 begins), Richard Walker's, or Ann Sather's. My list is limited to Wisconsin.
I am the LAST person to knock George Webb's but there's only ONE place in SE Wisconsin for breakfast, and it's here: http://www.chicagotribune.com/news/custom/photos/gallery/chi-071306kenosha-photogallery,1,899417.photogallery?coll=chi-photos-utl&index=2
(Also picture 3). You'll wait about 20 minutes if you're lucky, but Frank's garbage plate will make you extremely glad you did. You should get half a garbage plate the first time you go. Make sure and get the homemade bread on the side. If you run out of coffee, get up and get more, but you have to empty the pot serving everyone else who wants some. It's WAY off the beaten path on 58th St. between 5th and 6th Ave, and I wish I got my breakfast to go and headed for the lakefront, which is about half a mile away. The nearest thing to ambrosia you can get before 9 a.m. in my opinion. It used to be a railroad car, and has been sitting right where it is now for 80 years.
If you can't get off the beaten path, then Apple Holler has as good a breakfast buffet as I've ever eaten, but only on Saturday and Sunday. Get there about 10:30 and wait until they change to the lunch buffet and keep chowing. Apple Holler does a great lunch and supper, and have plays and magic shows that are worth the trip, and I'm gushing about a place just off the evil I, so it must be great. http://www.appleholler.com