I am going to be in dowtown Chicago tomorrow, Saturday, and Sunday and might have a couple hours for a daylight El trip. I literally mean an El trip -- I grew up in Boston and have been in Elevated withdrawal since 1987 . I have been to both airports and gone partway up the red or brown line where they are alongside the purple. I was on part of the Green once, but it was dark. Where should I go for a good El show? I'll be at a conference around Michigan Avenue and the River, so I'd walk either to the Red Line or to the nearest part of the Loop.
What would you like to see? Fast running, Class I action, yards?
I'd suggest riding the purple express to Howard. It's a bit slow on the way up due to slow orders and bad track, but the ride back isn't too bad. Also at Howard is the Skokie Swift yellow line, the remnant of the North Shore Interurban.
Alternatively, take a ride on Metra Electric or South Shore. MED is the only heavy electric outside of the NEC, and South Shore is the last interurban. Usually once/week I watch rush hour from the Art Institute parking lot as service is pretty frequent. If you have some time Saturday, take South Shore to Hegewisch and grab some Punchy's Pizza.