“But I like fiction”  you say. Well transportation fiction is a narrow category. Here are some books and stories I liked for which the transportation technologies are important elements.

1. The Financier, The Titan, and The Stoic – Theodore Dreiser’s Trilogy of Desire
2. The Roads Must Roll – Robert Heinlein
3. The Trail of the Hawk – Sinclair Lewis (not Sinclair Lewis’s best, that would be Main Street, Babbitt, or Arrowsmith, but a really nice picture about the changes brought by the then new car)
4. The Shape of Things to Come – HG Wells (the movie and book)
5. The Odyssey – some dude named Homer

Suggest more in the comments