We have some in Kansas and I shoot them occasionally. It's one of my favorite off-season activities. "The ask" is usually pretty easy--I've rarely been told no. The hard part is finding the towns and identifying a landowner.
When I first started looking for towns to shoot about 15 years ago, I called the extension agents in counties that I thought were possibilities. Most land-grant universities have "extension" services with offices around the state with the purpose of helping producers. Anyway, I called the extension agent for county X, told them what I wanted, and most of them gave me a producer name or two and phone number. Then I called the producers, "out of the blue" from their perspective, told them how I got their name and what I wanted. Every one of them told me yes. Not all the towns were worth shooting, but some were. There's sometimes a difference between what a producer considers a big prairie dog town and a prairie dog town that's worth setting up to shoot.
All of my towns are day-trips from Wichita and none are big enough to attract a person to drive from Wisconsin. Kansas has some of those, but they're a long way from Wichita.