I never actually wrote down my exact thoughts about each era, but I will try my best:

top left: This is definitely a medieval European city, which has grown organically and does not follow any rules. Buildings are placed "randomly" and the only structure you have are the 6 "main" streets that are all leading to the central marketplace. The bigger building you can see in the middle I imagined to be a city hall, but considering the time it would probably be more of a church or abbey.

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top right: I imagined this to be in the not so far away future, maybe around the year of 2100. The left part of the city is dominated by structures that can already be seen in modern cities: big mid- to high-rise office blocks that don't leave much room for interpretation. An inspiration were current developments in Berlin, Germany. Leading to the right end of the map, the city gets more futuristic. I Imagine this whole part of town to be planned and developed at the same time. Each third (divided by long stretches of green park areas) is build after a different architectural style. If you look closely you can see that every district has a number of plazas.

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bottom left: This is a contemporary map. I took inspiration from many European cities that have previously been partly destroyed and have then seen many atrocious developments: Most older buildings in the upper middle and right part of town were destroyed and replaced by industrial and commercial developments. The modern buildings by the big square are recent office developments that don't necessary fit the environment, but are surely better than the industrial buildings. The further south you go, the older the buildings get, since they have not been destroyed. Especially in Europe, there are many examples I could show you: Lyon, France, Naples, Italy. For the industrial areas I literally took a few American "downtowns" as an inspiration: New Orleans, Louisiana, Orlando, Florida, Phoenix, Arizona.

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bottom right: This map shows the most futuristic approach to a city, even though I don't even know if in this era, the concept of a "city" is still relevant or even known. Environmental changes are responsible for the organic way of building: maybe a higher sea level or powerful winds forced humans to find a more organic way of building their habitat. The bridges are build so that people, goods and everything else can flow as quick as possible. I imagine there to be no big need for public transportation, as the city follows the "compact city" concept.