I'll try and help ya with a few of your questions. Sorry, it's going to be longer than I had hoped.
There are pros and cons to any route you take.
If you want a fast growing tree, I would avoid cedars. Though they would make good upland habitat and the deer will most likely leave them alone.
Pine or spruce will probably grow faster, but it would be a pain in the rear to attempt cage that many trees...
Shrubs like ninebark, dogwood, highbush cranberry, etc would help screen the area in a hurry and provide a food source for a lot of bird species. Depending on species and planting density, they may not screen much during the winter though.
Austrees are a willow hybrid that grow extremely fast, but I've heard that are not that hardy. They are deciduous, so they wouldn't be as effective during the winter. They do have a ton of branches, so you would still get some benefit. You can also grow them from cuttings, so they could planted relatively cheap if you found a neighbor or someone that had one.
I'm not aware of much habitat benefit for Austrees. Another positive is they won't reseed throughout your farm and become a nuisance.
If it was my farm, I would do a combination. I would do a row or two of Austrees to provide a screen very early. I'd say you could have a 15-20' tree in about 3 years. At the same time, I would plant my shrubs and conifers. They would be my long term solution. If a few Austrees were winter killed, I'd just replace them with cuttings from another tree. After my conifers were well established, I wouldn't care what happened to the Austrees.
Regarding hardwoods, personally I wouldn't want my screen to attract deer because I most likely wouldn't hunt that area anyways and it'd probably just attract unwanted attention from the road. Also, hardwood trees would be a perch for raptors that would/could hurt the pheasant population on the farm.
Main thing with planting trees is to keep them free of competition from grasses. Spray the rows with roundup before planting and then apply a pre-emergent for a few years until the trees become established. I think Princep and pendulum were the ones I've heard of most.
Whatever you go with, make sure to stagger the rows. It'll help fill in the screen a little better.
Regarding the 3-pt planter, I'd check with your County Conservation Board, Pheasants Forever, or even some NRCS/Soil and Water Conservation Districts (SWCD)will rent them out. I can't remember the cost, but it's relatively inexpensive.
Sorry, I can't help you with your other questions. I'm sure some other guys on here will be more help.
Check out the IDNR Forestry site for more info.
http://www.iowadnr.gov/forestry/files/09catalog.pdf
Says they fill spring orders in March. October for fall plantings.
One last note, again sorry for the length of the post, but the area may be able to qualify for some continuous CRP practices (field windbreak, living snow fence, etc.) It would have to meet some program requirements, but it'd get you some cost-share (up to 90%) and also some yearly rental payments for 15 years. If it wouldn't qualify for CRP, you should be able to at least get some cost-share for the trees through REAP, etc. If you do the work yourself, keep track of your hours and turn em in with all your bills. Check your local SWCD for more info.
Hope this helps ya out.