Into Chicago in the 50s. they would have been behind GTW 4-8-4s, later GP9s, and then in the 60s some CN power was mixed in. The sleepers were CN, and some coaches, in any given train (certainly coaches coming from Montreal or Toronto). By the late 60s, CN cars might be more evident. CN cars were turned at Chicago and headed back towards Sarnia as fast as could be managed, apparently the cost of having them on the US side of the border was much higher after 24 hours. Trains were the International, Inter-City LTD, and the Maple Leaf (eastbound)-LaSalle (westbound)
A GTW/CN train shows up in the middle of this video clip (from Chicago Rail Odyssey Vol 1 (also a bit on the Dixieland, which is misidentified as the Dixie Flyer) :
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http://classictrains.deviantart.com/art/The-Bad-Old-Days-69273507http://rrpicturearchives.net/showPicture.aspx?id=2261424Several CN and GTW coaches were rebuilt from parlor cars (not sure about sleepers, but would not be surprised). I doubt that an unmodified 12-1 would have made an appearance, but strange things did happen.
There is a comment in Dolan's book on GTW (but alas no picture) of a CN RPO going into storage in Michigan in 1971, so it may well be that CN mail baggage cars did get out that way, as well as into the Northeast, where they covered some mail routes on the CV.