I've got 19,145 Cubs cards from 284 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1949 Eureka #59 Emil Kush1980s: 1980 TCMA All Time Cubs #10 Hack Wilson TCMA put out an All-Time Cubs set in 1980 for the third time in four years.
I think the 1980 design is the best of the three.
1990s: 1998 Fleer Ultra #160 Ryne Sandberg Very interesting that Fleer included a card for Sandberg in the 1998 set. He announced his retirement during the 1997 season.
2000s: 2006 Greats of the Game #41 Gary Matthews Autograph Sarge's autograph is a mess! It is very hard to read and he went off the edge of the sticker.