Windy City Gridiron
My version of an All-Time Historical Chicago Bears team is composed largely of standout players from the Bears’ rich history. With only a few exceptions, each player on my roster is representative of a “special” season for Chicago – be it 2025, 2018, 2010, 2006, 1985, or even 1963. This, along with an emphasis on the 3rd phase of the game, was the inspiration for my team’s name. You may have seen some other teams recently, but allow me to introduce you to an ELITE squad known as the Special Bears Unit, dun dun…
QB – Mitch Trubisky (19th Round): The lead signal-caller for the Bears in 2018 will never be Patrick Mahomes, but he still had a sneaky productive 4 seasons in Chicago despite resistance from his head coaches to start and end his run. Trubisky reached the Pro Bowl in 2018, holds the 5th spot in all-time career passing yards for Bears quarterbacks (10,609), and offers flexibility and playmaking with his legs.
RB – Matt Forte (2nd Round): A 2-time Pro Bowler who represented the 2010 team that reached the NFC Championship, Forte was somehow underrated in his time. I definitely placed high value on his rushing and receiving upside in our draft, taking him with the first pick of the 2nd round to be the primary engine of the offense. Forte will be a tremendous luxury for Trubisky to lean on.
*RB – David Montgomery (17th Round): As you’ll see below, the player I selected to fill the Special Teams slot on my roster has the ability to get some WR snaps, and that allowed me to use my Offensive Utility pick on a RB for the best value. Montgomery joined the Bears right after 2018, so while he may never have had a “special” season in Chicago, he complements Forte incredibly well. I envision this backfield as another iteration of the “Sonic & Knuckles” duo Montgomery formed with Jahmyr Gibbs in Detroit. Montgomery will provide the ability to gain the tough yardage that was the real only missing piece to Forte’s game.
WR – Harlon Hill (5th Round): This Chicago Bears legend earned 3 Pro Bowl/all-star honors and 2 all-pro designations in his time. Amazingly, even though Hill played from 1954 to 1961, he still sits in 2nd place in both career receiving yards (4,616) and TDs (40) for the Bears. I was amazed to see he was still available when I was making my pick in the 5th round. One schematic bonus of this selection is that Hill technically played “end,” which would give him the positional flexibility to play either tight in-formation or spread out wide in the modern game.
WR – Allen Robinson (8th Round): Robinson is one of my favorite players in recent years and is another standout from the Nagy-era Bears. A-Rob was able to compile over 3,500 receiving yards in his 4 seasons in Chicago and perhaps most impressively, sits...
