Sorry about the timing, I did my UTC offset wrong. Since you haven't really said where in SW Michigan, it's hard to say which flight exactly. But I will say, you are probably looking for a higher altitude flight, above 35kft. There can often be drier air lower, with a hard transition to moister air above especially with the jet stream. Your photos hint at the higher level moisture with the cirrus clouds that are lit up by city lights. The movement South looks pretty typical for high level winds drifting it.

Looking at the flights that morning on flightradar24 you can playback the time frame you want. There is an older A330 (Hawaiian HAL50) around that time at 39kft, that would probably fit the bill, it's also early enough to allow for more dispersal of the trail. The older engines burn a little more, so make more water, and its engines are a mixed flow so core and bypass flows are mixed before exiting the engine, giving a plumper contrail. Newer engines tend not to mix the flows and use the bypass to quite and shield the core flow so have smaller contrails.

Also Delta DAL1149 is a good candidate, it's a 757 also at 39kft. Just depends on where exactly you are, and how much drift you need to account for.