Da Windy City

6 days ago | dawindycity.com | Devon Platana

As the 2025 NFL offseason rolls on, one specific Chicago Bears free agent shouldn't expect a new contract offer in the near future. The Chicago Bears have been wheeling and dealing this NFL offseason ever since free agency opened last month. General manager Ryan Poles has done everything in his power to start the Ben Johnson era on the right foot, which includes signing impact free agents like EDGE Dayo Odeyingbo, center Drew Dalman, and defensive tackle Grady Jarrett.

1 week ago | dawindycity.com | Cem Yolbulan

When head coach Ben Johnson took over in Chicago, one of the first orders of business was to revamp the offensive line. The Bears front office spent the early part of the offseason making sweeping changes to the offensive line. With the arrival of Joe Thuney, Drew Dalman, and Jonah Jackson, the Bears are hoping to have better protection for Caleb Williams next season. One of the players they let walk in the process was Teven Jenkins.

1 week ago | dawindycity.com | Cem Yolbulan

The Chicago Bulls are headed to the lottery once again. Another frustrating season that was wasted in the incomprehensible chase for the eighth seed came to a disappointing end on Wednesday as the Miami Heat ran the Bulls off the gym at United Center. Chicago's refusal to embrace tanking has cost them another year. Not only are they far away from being a real playoff team, but they will also be picking 12th in the 2025 NFL Draft, limiting the upside of the prospect they can select.

1 week ago | dawindycity.com | Larry Goldman

The consensus is that the Bears' offseason has gone swimmingly so far. Bolstering the offensive and defensive lines has gone accordingly to plan, if not exceeded the plan. Maybe a solid third receiver option could still be in the works like Keenan Allen's role last year. But overall, fantastic. To finalize a great offseason, the Bears need a killer draft. Everyone has weighed in on the possibilities, the needs, the wants, and the shoulds.

1 week ago | dawindycity.com | Devon Platana

Chicago Bears CB Kyler Gordon just made a huge promise to his teammates and fans after landing a $40 million contract extension earlier this week. The Chicago Bears have been active throughout the 2025 NFL offseason, and the action continued with another major signing over the weekend. It was on Sunday when the Bears announced that they had signed star nickel cornerback Kyler Gordon to a three-year, $40 million extension.