Now imagine forming the best rotation and group of relievers out of these two rosters. An all Chicago all-star team would probably be a World Series contender as far as their starting lineup but how would their pitching be? The chances are that the starting rotation and bullpen would also both be really good as well. These are two teams with playoff hopes now so combining them would really form a great team. The starting rotation would probably look like this:
It is time. Lucas Giolito is currently the best starting pitcher in Chicago. He had a breakout year in 2019 which saw him be the sixth place finished for the Cy Young award. He had great stuff all season long and is only going to be better as the years go on. There are some studs in the White Sox organization looking to take the next step and you never know if any of them turn into superstars but Giolito will be at the top of the rotation for a long time. He would certainly be the ace of an all Chicago staff.
Yu Darvish was much better in 2019 than his first year with the Cubs. The Cubs made the odd decision to move on from Jake Arrieta so they can sign Darvish and right now it doesn’t look like the greatest move. Well, if Yu can have a good year in 2020, it would go a long way for the Cubs’ chances at the playoffs. There is no doubt that based on talent, he is one of the better pitchers in this city.
Dallas Keuchel still hasn’t played a single game for the White Sox. He signed with them as a free agent during the offseason. He will be looking to bring some of his experience to this young staff. It is unclear which Keuchel the White Sox will get but he is certainly an upgrade no matter what. He might not be the same cat that won the Cy Young in 2015 but he can still be very good now. He makes the all Chicago team as the number three starter.
Jon Lester has been one of baseball’s best pitchers in the last decade or more. He is a three-time World Series champion so the experience is unparalleled. He is a world-class leader which would be good for any team looking to win. At 36 years old, he might not be the same exact dude that we once knew but he is still a good pitcher. He would come in as the number four guy for this all Chicago squad.
There might not be a more underrated pitcher in all of baseball than Kyle Hendricks. He is just always one of those guys who is always consistent. He doesn’t have the flare or electricity as some of these other guys but he is just a good solid pitcher. He makes the all Chicago team as the fifth starter despite the fact that he might be worthy of an even higher sport in the rotation.
The bullpen of this all Chicago team could go a bunch of different ways. There are still guys that are going to be battling for spots in each bullpen and nobody knows exactly how it is going to go. There is also the idea that starters that didn’t make the list above could be relief pitchers in this situation. Craig Kimbrel would likely make it from the Cubs if we were only taking relievers. Steve Cishek, Aaron Bummer, Evan Marshall, and Alex Colome would certainly make it from the White Sox side.
No matter how you look at this all-star Chicago team, it is clear that they would be very good. This city might have two good baseball teams for the first time in a long time. They both made the playoffs in 2008 and that was the last time. Obviously, it is more important for the White Sox to be good from our point of view so it is good to see this list mostly loaded with White Sox players.