All-Time Historical Bears Team Tournament: Gridiron Greats vs Chicago Monsters

In our 3rd first round matchup of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Lester A. Wiltfong Jr.’s (4) Gridiron Greats vs Donald Gooch’s (5) Chicago Monsters.

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

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

Lester breaks his team down All-Time Historical Bears Team Tournament: Gridiron, and Gooch spotlights his team right All-Time Historical Bears Team Tournament: Gridiron.

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