I just tried the game. I found it ok but maybe a little bit monotonous. I don't know the Oregon Trail game so I can't compare, but I would add more survivors, more shops... along the way. Maybe places where it would be possible to work to get some more food, groups that could be joined for a part of the trip, springs where water could be collected.
I died at about 300 miles of Canada, and only met a feral boy. It would be interesting to be able to ask to other survivors how much miles there are to the next supply shop, what happened in their area... if some people survived in Atlanta, there is no reason that everybody left Detroit. Are there no rivers where boats are required to go on the other side...