Pulled up your profile and saw you have played, The Oaks (Mokena), Sunrise Park (Bartlett), and UW Parkside. I also saw your wishlist of Jericho Lake (Aurora), Eagle Ridge (Oswego), and Pioneer Park (Kirkland).
Just be aware that you will probably not find what anyone would consider "champion caliber courses". With that being said...
Here's some suggestions:
Eagle Ridge is one of my favorite in the western Chicagoland area. It's mixed open and wooded holes, terrain changes (for our area), and well maintained by the park district and the local disc golf club. Jericho Lake is nearby which makes it convenient. It is a decent course but mostly flat like Illinois. Neither course has extremely long holes, but you not talking about courses with a bunch of under 200 foot holes either.
Pioneer Park is about 45 minutes further west. If you want to go that far, you should just go play Anna Page Park East and West in Rockford. Way more bang for the buck. Pioneer Park and Jericho Lake are the same caliber type course.
The Joliet area has some of the better over courses in a shorter driving area. Highland Park (Joliet) is the newest and probably the most challenging. I had to take the misses there just to see and throw a couple of the ravine shots because most of the courses in our area do not offer elevation changes like this course does. West Park (Joliet) and Community Park (Channonhan) are the other more "popular" courses in that area. Shorewood Park (Shorewood) and Trinity Links (Lockport) are 2 others 18 holes that are worth mentioning but not overly challenging. There is a 9 hole course at Lewis University in Romeoville that has so decent elevation changes too. Also if you happen to stop there don't expect to run into any other disc golfers. I have never seen anyone else there.
If you headed towards the north part of Chicago towards the border of Wisconsin, with the fact that you played UW - Parkside, my best suggestions for 18 holes are Fairfield Park (Round Lake) and Bevier Park (Waukegan). Fairfield has a lot of open holes with a slight elevation change. It does start off a COMPLETELY open course so do not be suprise if you decide to go. there are some back wooded holes that are definitely fun to play. there are also a couple longers holes for those with arms, i want to say 600 and 800ish without looking it up. Bevier park was a 9 hole that got expanded to 18 over the years by the local disc golf club, with six of the holes across the street at the adjacent park. there are red arrows attached to the baskets to direct you for all 18. got a mixed of wooded and open holes, a small creek come into play on 16 and 18. The 9 hole course in the area I would recommended is Adler Park (Libertyville) and Warren Township (Gurnee).
for more info on the oswego/aurora courses check out
www.foxvalleymetrodiscgolfclub.com
for more info on the northern Illinois courses (round lake/waukegan)
check out
www.discontinuum.org
if you any more questions or need help feel free to PM me.