I've heard good things about PikeLand outfitters. Having said that, have you ever thought about leasing land for a year? I live in Northern IL and there are opportunities to lease hunting land for a year for less than the cost of a 5-7 day hunt for 2 people. Granted, maybe there's a higher potential of harvesting a mature deer from managed land through an outfitter. But if you have the luxury of possibly going to IL more than once throughout the season, this may off set those odds a bit? I own 33 acres of hard woods (connected to 1000's of acres of woods/farm land)in a Very productive area of Northern IL. Every year I see a buck in the 170" range. (I've only shot 1 though !) Pike and Adams counties are a top producer with multiple managed lands/outfitters. Consequently demand is high and so are the prices. If you can find an outfitter in Northern IL the opportunities of harvesting a mature deer may be close but the cost may be less. PM me if ya want to talk more in depth.
Randy