I've got 18,461 Cubs cards from 257 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1970 Kelloggs #37 Billy Williams This is a very interesting picture. We've got a 1968 photo on a 1970 card and a home Cubs uniform at Shea Stadium.
1980s: 1987 Fleer #560 Frank DiPino He had career highs in appearances and innings in 1987, becoming a workhorse out of the bullpen. He was 3-3 win an ERA of 3.15.
1990s: 1991 Upper Deck #115 Greg Maddux It's not too often that you see a pitcher with a bat in his had on a baseball card. His form looks pretty good. The result was too. The picture is from 1990 (the All Star patch) in San Diego (grass field, dugouts at field level). He pitched in San Diego twice that year. In April he got rocked, lasting only four innings. He had one at bat and grounded out with no one on base, so it would be safe to assume he didn't bunt. The second time he pitched in San Diego was on July 1. In the fourth inning, with runners on first and second, he bunted and ended up on first with a single.
2000s: 2005 Champions #338 Sammy Sosa These Champion cards look really nice with the blue and red on the card and on the Cubs. Well done Donruss.
2010s: 2014 Heritage #348 Kyuji Fujikawa Theo rolled the dice on this guy and lost. Two seasons with the Cubs, $9 million, 5.50 ERA in 27 games. Ouch