There was a time when this topic had a really meaningful answer. That time ended about 20 years ago, when the AM rules were changed to break down what was left of the clear channels.
Back in the heyday of the clear channels, before the 1960s, there were still a few frequencies that were completely non-duplicated at night anywhere in the continental US and Canada: 650, 660, 670, 700, 720, 750, 760, 780, 820, 840, 870, 880, 890, 1020, 1030, 1040, 1120, 1180, 1200 and 1210 each had one and only one 50-kw signal on the air anywhere in the country after dark, all non-directional (except 870 and 1030, and 660 prior to 1963 as well.)
The only thing limiting coverage of those signals was the extent of skywave propagation, and just about any DXer anywhere in the country would have had multiple logs of each of these stations. There was no significant interference limitation to any of those stations' coverage areas.
That began to change when some of those channels (initially 670, 720, 780, 880, 1020, 1030, 1120) were broken down with the addition of the class II-A clear channels out west in the 1960s.
Subsequent breakdowns of the clear channels reduced coverage areas even more, and today those former I-A clears are lumped into a broader "class A" category that all but guarantees that there will be multiple additional stations operating on their frequencies around the country.
Why does this matter in the context of this question? Simple: because by now, there have been enough new stations added to the airwaves around the country to pretty much ensure that any former I-A clear channel's coverage is limited not by propagation but by co-channel interference.
In practice, then, it doesn't really matter whether you're looking at WFAN or WSM or KFI or WOAI when it comes to nighttime coverage, since they're all about equal. There's a ring of solid groundwave coverage that might be as much as 150 miles in the midwest, or as little as 50 or 60 miles in Atlanta or Nashville. Around that is another ring of groundwave/skywave interference that goes out 100-150 miles from the transmitter site, depending on ground conductivity and the vertical radiation pattern of the transmitting antenna.
After that, there's clean, reasonably interference-free skywave reception out to the 0.5 mV/m contour, provided the other stations on the channel are behaving themselves. That exact distance varies by frequency, but it's generally in the 750-900 mile range.
And beyond that, it's a free-for-all. There are some channels that are still relatively empty (on 650, for instance, you've got to go all the way from Nashville to northern Minnesota or Wyoming to find the next full-time signal to interfere), and some that have become crowded messes (1200, for instance, in the northeast and upper midwest), and there's the added twist of interference from adjacent-channel IBOC noise, but in general the question just isn't as interesting as it once was.
(The same rules apply, in general, to the former class I-B directionals like WCKY or WWKB, at least if you're not in their nulls.)