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Are you just interested in the Chicago stations, or do you also need to get the Milwaukee stations? If you just focus on one market, then you don't need to fuss with multiple antennas and/or an antenna rotator.
For the Chicago stations, yes, an attic mounted antenna ought to be good enough. A pre-amp will help overcome the losses caused by the splitter and long cable runs. The products you have chosen seem like a nice fit for your situation. Good job!
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