www.aa.com....i've usually been able to find the best fares here (orbitz is at $182)...and it has an AAdvantage special offer section under the AAdvantage menu.
Flight: $176.70 per person DFW-ORD 9/16-9/19 (use the search by fare option although i'm pretty sure by schedule will also generate same results).
Car: 15% off alamo + double miles if you rent 3+ days (the latter prolly won't apply)
Hotel: Don't see any offers in Chicago on AA.com...if cost is the most important and not points ::gasp:: then pricline or hotwire it...just dictate a hotel class and an area and get a surprise...otherwise go with whichever hotel chain you have points membership with
If you need any chicago advice feel free to PM me as i'm a chicago native and fly out of O'Hare regularly (though not in the direction of texas)