This Terminal 66 Court, Cafe and Service Station postcard is MWM 10,155. I really like the big "66" and "CAFE" sign up on the steel tower in the top picture.
This Subway 66 Cafe postcard is Nationwide F16088. The cafe is a classic from many years ago from the lime green and pink chairs to the chrome napkin dispensers to the bar stools in the back.
This Highway Hotel postcard is MWM A-3010. This postcard has a bit of everything: an overall view of the motel, an interior room view, and a map that shows how to get there.
This Sunnyside Motel postcard is Curteich 5C-H218 from 1955. This nice crisp Curteich double-view postcard is from one the closest motels to Chicago itself.