Nice trip…how many weeks do you have?
When going south to Iowa, hang a right at Ames, travel west to Boone and beyond to see UP’s new Kate Shelley High Bridge across the Des Moines River. It’s probably more spectacular than anything you’d see in Des Moines, save for the Iowa Interstate Railroad itself.
After Omaha (don’t miss the UP Museum in Council Bluffs, Iowa), I’d visit Lincoln. The train-watching location affectionately known as “Camp Mookie” is on First Street, south of O Street, west of the center of town. It’s at the east end of BNSF’s yard there, and if you’re lucky, you might find Mookie, Driver and Millie there.
If you go to North Platte, be sure and visit the Golden Spike Tower. Nice view of the yard from up there, without risking trespassing. I’d suggest coming back east by way of Fremont, then; nice, busy crew-change point. From Fremont you can either head back to Omaha, or continue east to Blair and Missouri Valley before going south to Kansas City. At Blair is a massive bridge that the UP uses to get across the Missouri River.
I must confess to never having really railfanned Kansas City, but I still think it’s a must-see location. The old Union Station has apparently been nicely restored, and there are spots near it where trains can be seen and photographed. I’ve also seen pictures taken in the vicinity of the new “flyovers”, which suggest that it’s not impossible to do.
St. Louis: Three places one must visit for trains: the new Amtrak station and vicinity (the old Union Station is a walk from there, and also shopuld be seen), downtown Kirkwood (probably the most pleasant place to watch trains anywhere), and the National Transportation Museum, not far from Kirkwood.
As to Chicago, there is so much to do, you’ll have to pick and choose what you’d be interested in seeing, the time you’re willing to take, and so forth.
Suggestions made would depend on the nature of your group. I assume that you’re more than one male railfan. If y