I don’t see how one can push/ pull into this type of surface
If you learn the basics, you know that you can’t pushpull a surface, only a face, which is always coplanar.
These are very slight amounts - about 100mm - and are not defined in the existing contour mapping
So you will he to make the outlines another way, line and arc tool for instance… Or import them separately if you can find them somewhere. Another option is to draw the road and use the stamp funtion of the sandbox tools. Lots of options, as always in SketchUp there are more ways to skin the cat…
Side note: the solution button is to make it easyer for others with the same question to find the “solution”. You marked your thank you to @mihai.s as the solution but I think it would be better to mark another one…