3 Trades the Cubs Should Make This Winter

3 Trades the Cubs Should Make This Winter

The Chicago Cubs are at a crossroads and need to mix things up. So what do they do?

Here are three trades they should make this winter.

Jose Quintana to the Twins for Eddie Rosario

Why the Twins do the deal: 

The Twins want to win now. They're in their window and have a good core in place. Alex Kiriloff, Minnesota's #2 prospect, was arguably the best hitter in minor league baseball last year and is going to push for playing time in 2020. Opening left for him would make sense. The Twins also desperately need starting pitching and but aren't going to financially compete for the big names. If they can bring back Jake Odorizzi to compliment Jose Berrios, Quintana could be a consistent veteran #4 starter for them at a reasonable price.

Why the Cubs do the deal: 

Quintana hasn't been the guy fans wanted when the Cubs mortgaged the future to get him; Eloy Jimenez and Dylan Cease was a huge price for a #5 starter. Rosario, 28, is entering arbitration years and is coming off a 32 homer, 109 RBI season. Rosario could replace Schwarber in left and would be a middle-of-the-order bat from the left side to compliment Kris Bryant, Javier Baez and Anthony Rizzo.

Kyle Schwarber to the Yankees for Clint Frazier, Estevan Florial and Luis Gil.

Why the Yankees do the deal:

New York is looking for a left handed hitting DH. They need to replace the power that's walking out the door in Edwin Encarnacion and Schwarber would do that. He's also a good enough outfielder that they could platoon him with Giancarlo Stanton.

Why the Cubs do the deal:

Frazier is an odd man out in New York. He's been a top prospect for too long and now, at 25, appears to be moving on from the Yankees. He doesn't hit free agency until 2024, however. Putting him in left or even center (not ideal) would give the Cubs a young player who could still realize his potential. Florial, who turns 22 on Nov. 25, is the #3 prospect in the Yankees system. He's got a lot of raw power and is a good defensive outfielder who could be a centerfielder at Wrigley Field in the next 24 months. Gil, who the Yankees acquired from Minnesota for Jake Cave, is the #4 prospect in the Yankees system. He's a couple years away but has a big-time arm and would bring some pitching depth back to the Cubs' system.

Kris Bryant to Atlanta for Austin Riley, Cristian Pache, Ian Anderson and Touki Toussaint

Why the Braves do the deal: 

Atlanta wants to win immediately. They have young depth all over the place and a lot of money available to spend. Bryant is either one of two years away from free agency, pending his service time grievance. The Braves had Riley in left last year because of Josh Donaldson but he has a power bat that could play at third base. Bryant would be the kind of impact bat the Braves would love to have in a lineup with Ronald Acuna Jr., Ozzie Albies and Freddie Freeman.

Why the Cubs do the deal: 

Man, this is a tough sell. But this could be a good deal for the Cubs. Pache has been described as the best defensive centerfielder coming up since Andruw Jones. He could be inserted into the job for the MLB team on Opening Day (or three weeks into the season if the Cubs still prefer that). Riley could replace Bryant at third base but the pressure of being in the middle of the order would be off if the Quintana-Rosario deal happened as well. Anderson, the Braves' #3 prospect, could slide into the Cubs' rotation to begin the season. As could Toussaint, though he might find himself becoming a valuable bullpen arm as well. Atlanta has organizational depth to swing for the fences on a deal like this and the Cubs could bring back four young, cost-controlled players who could impact the 2020 club.

This might feel like selling light on Bryant, but if he's going to test the open market and not come back to Chicago the time to move him is now.

What would this mean to the 2020 Cubs? 

C: Willson Contreras
1B: Anthony Rizzo (L)
2B: Nico Hoerner
SS: Javier Baez
3B: Austin Riley
LF: Eddie Rosario (L)
CF: Cristian Pache
RF: Jason Heyward (L)
B: Clint Frazier, David Bote, Victor Caratini (S), Albert Almora, Ian Happ (S)

Batting order:
1. Hoerner
2. Baez
3. Rizzo (L)
4. Contreras
5. Rosario (L)
6. Riley
7. Heyward (L)
8. Pache
9. P

SP: Yu Darvish
SP: Jon Lester (L)
SP: Kyle Hendricks
SP: Ian Anderson
SP: Tyler Chatwood/FA
PEN: Craig Kimbrel, Touki Toussaint, Rowan Wick, Kyle Ryan, Brad Wieck, Duane Underwood Jr., Chatwood/FA

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