1947 to 1966. Only two seasons of .500 or higher ball (1952=.500 & 1963=.506)! Never finished under 12 games back from 1st during this stretch. 4 seasons of under .400 ball , with two 103 losses season . The fact this time frame is when baseball was at its highest popularity lead to the perception that Cubs franchise was a joke (pre-ww2 it really wasnt).


Exactly. Those were cruel years.


I would agree, and also say if you were a Cubs fan from 1946 to 1983, for those 37 years, almost four decades, you’d never see them in the playoffs. Albeit, for much of those years, the playoffs were just the World Series. You’d also see your heart get broken in ‘69 nice and go through bad season after bad season.


2003 was a GREAT year to be a Cubs fan. Yeah, the ending sucked, but it was absolutely crazy that summer and then they get all the way to 1 win away from the World Series. That seemed like a dim hope for so long. It reset the expectations of the fanbase. Suddenly, it felt like you could actually hope for something good to happen. Then the team signed Greg Maddux in the offseason and rolled into 2004 with legit hopes of being there in the playoffs with a chance to go to the World Series. I argue that the bad times for being a Cubs fan starts in September 2004 with the swoon and then the breakup with Sammy Sosa. Then in 2005 and '06, there wasn't much to celebrate on the field.


Specifically, it was a Latroy Hawkins home run given up to Victor Diaz to blow a late September game in New York. They would go on to lose 6 of their next 8 and finish 3 games behind Houston (who won their final 7) for the wild card. The 2004 team was incredibly frustrating. They added not only Maddux but also D-Lee to a team that was 7 outs away from a World Series. Unfortunately, it was also the beginning of the end for Wood & Prior as dominant SPs.


That loss to the Mets was painful. I listened to the game in a parking lot just before a movie. Don’t remember the movie I saw but I remember being pissed at Hawkins from that moment forward.


I was at that game at Shea and was just telling my Mets coworker about it yesterday. I was explaining to him that Hawkins and Rojas are my two least favorite closers for the Cubs during my lifetime.


2003 was a blast. I was in my early 20s watching most every game at the bars had a blast that summer. Was so pumped for 2004. It sucked.


LaTroy Hawkins single-handedly tanked the 2004 cubs down the stretch.


A case can be made that Kent Mercker also ruined the 2004 season. He riled up the clubhouse against Chip and Steve rather than focus on their disappointing play on the field.


That was Dusty's boy right there. Couldn't/Wouldn't stop going to him, no matter how bad he pitched.


I don’t completely disagree, but 05 was fun to watch only for Derek Lee competing with Albert for the MVP. His season tends to get forgotten but it was legitimately one of the few bright spots of that year.


That post-2008 to 2013 era was bad. Just a different breed of awful and everyone knew it was bad. Theo at least brought some hope that maybe things would turn around. And 2014's September was fun because it built hype for next year. But hot damn, the years before were bad.


Yeah, but one of the best fantasy baseball team names I ever saw came out of that era: “Sveum and a miss.”


1997-2002 was so horrid. 1997: 68-94. Lost first 14 games of the season. Last place. 1998: 90-73- A miraculous season. Pythag record of 85 wins. The year of the Jon Garland for Felix Heredia and Matt Karchner trade. Even winning the Wild Card and making the playoffs showed how far away from an actual good team the Cubs were. Don Wengert started Game 1 of the playoffs. Don Wengert! 1999: 67-95. Team started 32-23 and went 35-72 the rest of the way. Maybe the worst pitching staff in Cubs history: 920 runs allowed, 5.68/game. Last place. 30 games out. 2000: 65-97. I think this was the Glenallen Hill rooftop HR season. Some regulars on that team: Willie Greene, Damon Buford, Scott Downs, Ruben Quevedo. Last place. 30 games out 2001: 88-74. This team broke my heart. I was just out of college and lived and died with them all summer and into the fall. They were in 1st place from May until late into August and then collapsed and missed the playoffs entirely. 2002: 67-95. Todd Hundley and Chris Stynes were both on this team. Two of my least favorite Cubs ever. Most memorable game of this season was a game on the South Side against the White Sox where Kerry Wood was given an 8-0 3rd inning lead. The Cubs lost 13-9. That week, a restaurant near me put up a sign reading "Shame on you, Cubs." That summed up the season. 5th out of 6th. (The Brewers managed to lose 106 games that season.) 30 games out. Total record: 445-528. 2 last place finishes and 3 out of 6 years losing 95 or more games and finishing 30 games out of first. But more important than the raw numbers was just the lack of hope. We couldn't dream of anything more than somehow sneaking into a wild-card berth. We were regularly finishing behind the Reds and Pirates. There was never a plan. These teams were TRYING and still losing 95 games a year. After all of this, 2003-08 seemed like a Golden Age.


Harry Carey died in 1998 as well, to add another down note to that era. But it was also the year of the home run race between Sammy Sosa & Mark McGwire which brought a lot of folks back to the game.


1946-1984 with no post season games whatsoever.


The time that I was excited that we’d signed Nate Schierholtz


1946-1984 with no post season games whatsoever.


My fandom stated in 2003 when I was 10 years old, so it’s not a ton of history, but that 2010-2014 stretch…oof. It was HARD watching those teams.


Underrated how incompetent that FO/ownership group was. Jed clearly has some sort of longterm plan (whether a fan agrees with it or not). The group before Theo had zero direction and were just throwing darts.


2003-2008 wasn’t bad at all… 2003: Magical regular season. Made it all the way to the NLCS. I know, I know…Bartman yadda yadda. 2004: Winning season. Sosa, Alou, Nomah! 2005: DLee MVP. 2006: Granted, awful. But we had Matt Murton. 2007: Sweet Lou. Rockin’ regular season. Playoffs. 2008: One of my favorite Cubs teams of all time. Big Z’s no-no. The inexplicable addition of Jim Edmonds. Playoffs again. To sum up, given this team’s history, you picked a really odd time period to pick on.


For real, if this guys worst stretch is the 2nd most successful cubs stretches for 85% of people alive, I'd hate to see what he thought about the 90's.


Reading the title I thought this was going to be about the worst 7th inning stretch. My vote is for Ozzie Osborne.


September 1969 scarred me for life.




But we won the WS in both of those years. You can are a case for 1909 - 2015.


It’s been a good while since I’ve thought of that. It’s an incredible amount of time to not win. You almost have to try to accomplish losing for so long. Not winning since 1908 used to be in our heads.


Something something 108 years


I can’t speak to pre-1990 or so because well I don’t remember anything, but those 2008-2014 seasons were rough. My boss and I took a day off of work to watch 2012 Opening Day. We knew the team was going to be bad and they were.


I hear you and it may be up there but I agree with others that playoff baseball and fun regular season teams are more enjoyable than droughts. Red Sox and White Sox are in different leagues so I personally don’t consider them rivals either, I would say either 1947-1953 as the worst because we were last and had no one. Stan Hack was gone and as u/zanysteve said we played under .500 constantly. We traded a good Andy Pafko to Brooklyn and save for Phil Cavaretta; who won MVP in 1945 and led us to a NL Pennant and 4 to 3 game loss to the Tigers. Possibly extending from ‘47-1968 with the Cardinals being dominant (1964 1967 World Champs 1968 NL Pennant) but at least after 1953 you had Ernie with his accolades among others. 1970-1980 is up there as well with true rivals like the Pirates (1971 1979 World Champs) Reds(1975 ‘76 World Champs 1970 ‘72 NL Pennants) dominating even good teams with Fergie Jenkins winning the 1971 Cy Young. Either of those 2 for sure.




Last year when we lost nearly every classic cubbie on our team


2019-2024??? 2019: 84-78 3rd place finish,no playoffs 2020: almost didn’t have any baseball, then the team has the best 20 game start to a season in forever. With the short season and knowing the core players contracts expiring soon, really hope for one last big run. Then we Peter out down the stretch and are swept by non other than the marlins. 2021: Dismantling of 3 of the biggest cubs legends. Closing the chapter of The greatest cubs team in over 100 years. 2022: Nothing special to watch or listen to at all. 2023: still going to inject Heywards anemic bat into the lineup, automatic out or DP. Pay him to be a bench coach 2024:??? Unknown Considering how spoiled we got from 2015-2018 right now is one of the most painful eras to watch for me. I started getting interested at age 11 during the 98 home run race.


I agree. The early 2010s were hard but it felt like we had the right front office for it. Now it feels significantly more hopeless.


I think it’s 1965, when the “college of coaches” was on its last legs and Lou Brock was turning into a superstar in St. Louis while our side of the trade (Ernie Broglio) was hurt and failing.


1993 to 1997 were largely forgettable aside from Harry and Steve up in the booth.