service wise, i would look into the tranny, diffs, and trans fluids. Always a safe bet to replace those when getting a new car. Other things to look into would be coolant, brake fluid and oddly windshield washer fluid.
Alot of people will use a garden hose/water in some way to refil the washer fluid, being you live in chicago, it gets mighty cold there, dont need it freezing in the resivoir and lines overnight and causing a break. One headache that can easily be avoided yet oddly i've seen happen a few times.
Rotors, go with whatever fits your budget, personally, i just use whatever i can get from advance auto, they frequently have 20% off coupons, and 25% off brakes. If you want to drop some money, check out the vendors list in the main forum. (www.retailmenot.com
will have the codes)
Whine could be just about anything, i'd start with the fluids, if it is a diff making the noise, new fluid may cure it. Also, i'm not 100% sure as i have the 3.7l engine, but you may want to do a forum search for "hemi tick".
Seafoam is also a great place to start with maintanence, again, forum search will lead you in the direction with that, search seafoam and there will be loads of threads.