How to connect multiple endpoints into one straight one line

Hello everybody,
I made a sihlouette of buildings and I"m wanting to connect the bottom open endpoints into one straight line. The reason I'm doing this is because I want to add a fill to the sihlouette as a whole instead of doing them one by one.
I tried joining paths but it can only be two open endpoints at a time. As you can see with the picture below, I have many open endpoints.
The pen tool only joins two open endpoints. If I try to continue to try to add another endpoint to the same line, the pen tool becomes a "minus anchor point" tool and messes up the shape of the buildings.
Of course, I thought of just making each building seperate and grouping them together. However, if I do that, a issue occurs because I have certain buildings that are "in front" of each other (not in the sense of layers, but the image as a whole). I purposely made the sihlouette look like some buildlings are in front of each other and some are behind each other.
I hope I am making sense. I don't even know if what I am doing is possible.
I added a picture below so everybody can see what I am trying to achieve. Any help would be greatly appreciated.

Thank you all for being very helpful. As you can see, I have much to learn.
@Jonika
I have tried the pathfinder but the images become messed up and not exactly the way I want it.
@jacobbugge
I did and this is what happens.
I tried to do that in the first place but it wasn't working so I'm stuck trying to figure out a different way.
To everybody else:
What I eventually want to do is to do a clipping mask so I can use a picture that will show up on the inside of the buildings. And if I do it the way it is right now, it won't necesarily fill in all of the buildings. If you see the picture above, it cuts off the areas that have no endpoints to the other side.
The buildings that have two points on the bottom, I am able to fill without connecting the endpoints. That is true. However, for example, the far left and the far right buildings, do not fill correctly because they do not have an endpoint that is right next to it that it can connect to. This is getting difficult to describe haha.
The front buildings are no problem. However, the buildings "behind" the other buildings, how can I get these to fill in all the way?

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