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I recommend 2 Separate antenna systems , 1 antenna system for Milwaukee and 1 antenna system for WFLD and other Chicago Tv stations.
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Antenna system #1.
Install Above the Peak of the Roof so that reception is not , obstructed , impeded , blocked , in the directions of , South East and North East.
Install a.
http://www.antennacraft.net.
HD1200 all channel antenna aimed at about 36 degree magnetic compass direction. Milwaukee.
Install a.
http://www.antennacraft.net.
10G201 preamplifier.
For 1 Tv connected use No splitter.
For 2 Tv's connected use a , Holland Electronics , HFS-2D , 2 way splitter.
For 3 Tv's connected use a , Holland Electronics , HFS-3D , 3 way splitter.
Buy at.
http://www.hollandelectronics.com , or ,
http://www.amazon.com.
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Here is how to aim antennas.
http://www.kyes.com/antenna/pointing/pointing.html.
Use a Real and Actual magnetic compass to aim antennas , do not trust a , cell phone , tablet and etc compass.
To assist best reception , most Digital Tv's have a Signal Strength Meter and some Digital Tv's also have a Signal Quality Meter.
As always , the antenna aim and location can be adjusted for best reception.
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Antenna system #2.
On the same antenna mast about 3+ feet above the HD1200 antenna install a.
Antennas Direct DB8e , UHF antenna aimed at about 154 degree magnetic compass direction.
Keeping in mind that antenna system 1 and 2 are 2 Separate antenna systems.
A separate 10G201 preamplifier is connected to the DB8e and Separate HFS Splitters are connected as part of antenna system # 2.
All coaxes are separate from antenna system number 1 , because the 2 antenna systems are Completely Separate.
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Here are above the roof antenna mounts.
http://www.ronard.com/909911.html. Install the ronard 3 foot tripod antenna mount.
http://www.ronard.com/34424560.html. Install the , ronard(4560) , eave antenna mount.
http://www.ronard.com/ychim.html. Measure around the chimney and install a , ronard(2212) , ronard(2218) , ronard(2224) .
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A ,
http://www.epvision.com.
Tuner/Tuner Recorder can be connected to one of the antenna systems at each Tv location.
The Tv will be connected to one antenna system.
And the Tuner/Tuner Recorder will be connected to the other antenna system.
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You can try this Test of reception before installing 2 separate antenna systems.
Install the HD1200 and aim the antenna at 154 degree magnetic compass and see how many of the Chicago and Milwaukee Tv stations are received.
The reason the HD1200 is aimed at Chicago 154 degree is because those Tv stations signal strength are weaker.
And the Milwaukee Tv stations are stronger of signal strength and will be received at the back angle to the HD1200 antenna.
The -->Only Way<-- to discover how well this works is to try it and see what happens.
You have nothing to loose and every thing to gain because you will be installing HD1200 in any event.