All-Time Historical Bears Team Tournament: Team Sweetness vs Gridiron Greats

DENVER, CO - SEPTEMBER 15: Tarik Cohen #29 and Khalil Mack #52 of the Chicago Bears walk off the field after defeating the Denver Broncos at Empower Field at Mile High on September 15, 2019 in Denver, Colorado. (Photo by Timothy Nwachukwu/Getty Images) | Getty Images

In the semifinals of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Jack M Silverstein's (1) Team Sweetness vs Lester A. Wiltfong Jr.'s (4) Gridiron Greats.

• For more details on the rules of the draft, you can click here.

• You can check out the Google Doc with ourentire draft here.

Jack breaks down his full team right here, and Lester's squad breakdown is right here.

Check out each position group in the image sliders below, and then vote for the GM who drafted the best in the poll.

QUARTERBACKS & RUNNING BACKSWIDE RECEIVERS & TIGHT ENDSOFFENSIVE LINEDEFENSIVE BACKSLINEBACKERSDEFENSIVE LINESPECIAL TEAMS

	Jack M Silverstein	Lester A. Wiltfong Jr.
POSITION	TEAM SWEETNESS	GRIDIRON GREATS
QB	Eddie #1" Brown	Sid Luckman
RB	Walter Payton	Willie Galimore
WR	Dick Gordon	Ken Kavanaugh
WR	Dennis McKinnon	Johnny Knox
TE	George Halas	Martellus Bennett
LT	John Tait	Andy Heck
LG	Ruben Brown	Danny Fortmann
C	Olin Kreutz	Clyde Bulldog" Turner
RG	Roberto Garza	Stan Jones
RT	Fred Miller	Ed Healey
OFF. UTIL	Matt Suhey	Bronko Nagurski
DE	Doug Atkins	Leonard Floyd
DT	Jim Osborne	George Trafton
DT	Ted Washington	Fred Williams
DE	Mike Hartenstine	Robert Quinn
LB	Khalil Mack	Joe Fortunato
LB	Rosevelt Colvin	Larry Morris
CB	Kyle Fuller	J.C. Caroline
FS	Rosey Taylor	Dave Duerson
SS	Mike Brown	Tony Parrish
CB	Mike Richardson	Allan Ellis
DEF. UTIL	Dante Jones	George McAfee
K	George Blanda	Automatic" Jack Manders
P	Bobby Joe Green	George Gulyanics
ST	Glyn Milburn	Tarik Cohen

VOTE FOR THE BEST TEAM HERE