Windy City Gridiron

Photo by Perry Knotts/Getty Images For the 17th straight year, we’re bringing you who we believe will be the ten most important Chicago Bears for the upcoming season, and at number 3 is the highest-paid Bear, defensive end Montez Sweat. After making the Pro Bowl in 2023 after leading both the Washington Commanders and the Chicago Bears in sacks, Montez Sweat had a down … [Read more...] about 10 Most Important Bears of 2025: #3 Montez Sweat

Photo by Michael Reaves/Getty Images Who will emerge as the guy immediately behind Caleb Williams? Our next training camp battle is hopefully one that never matters for the Chicago Bears this season (or any season, really). Who will be QB2 behind Caleb Williams? Will it be Tyson Bagent? Or will it be Case Keenum? I believe that both these players will be on the 53-man … [Read more...] about Training Camp Battles: QB2: Tyson Bagent vs Case Keenum

Photo by Todd Rosenberg/Getty Images Check out our final Chicago Bears roundtable before training camp starts! Our guy Jacob Infante shared his Chicago Bears offseason superlatives on his Twitter page, and then he expounded on those selections for us in this article. But our WCG team wanted to get in on the fun by doing our own version that we’re rolling out in this … [Read more...] about Chicago Bears 2025 Offseason Superlatives: Worst Move

Jeff Hanisch-Imagn Images With a quarter of the 21st century of Bears football behind us, we look at the best players to suit up for them on defense and special teams. The 2025-26 NFL season marks the 25th season of the 21st century, and it also means we’ve sat through a quarter century of Chicago Bears football since the turn of the millennium. It’s been an up-and-down … [Read more...] about Bears all-quarter century team: Defense

Photo by Michael Reaves/Getty Images Zack Pearson joins the latest Bears Banter! The latest Bears Banter is here, and it’s one that fans love to sink their teeth into! It’s our annual training camp preview where we sit down and have a lengthy conversation about the Chicago Bears. This season, Zack Pearson from Bear Report sat down with us and shared his insights about … [Read more...] about Training Camp Preview with Zack Pearson: Offense!