I also used to hear 1 kW WAWA 1590 also which was beamed east with 5 kW equivalent in the major lobe. And 250 watt WGLB, whose pattern I'm not sure what was like in the 1960s. WAWA was fairly regular in Michigan.
One frequency I wish I had paid more attention to on my visits to the O'Hare/Chicago area was 1420. I heard an R & B station and I thought it was just a daypart on WIMS. But WAMM, now WFLT 1420 Flint, MI, at just 500 watts, has a pattern whose maximum is at 310 degrees and exceeds 1 kW equivalent in the WSW direction toward Chicago. I also think I heard WPON 1460 Pontiac there one evening before pattern change, and WILS 1320 Lansing and WKMI 1360 Kalamazoo were frequently heard there off their equal major and minor back lobes. WILS's back lobe is smaller and more southerly now.