| 2021-01-01 | Montgomery steps up as leader on offense |
| 2021-01-02 | Chalk Talk: Is this craziest Bears season ever? |
| 2021-01-03 | Bears to honor Sayers at Sunday's home game |
| 2021-01-03 | History of Bears battling for playoff spot in finale |
| 2021-01-03 | Injury Update: Who's in, who's out for Packers game |
| 2021-01-03 | Pace talks Bears in advance of Packers game |
| 2021-01-03 | The Pick Is In: Bears vs. Packers |
| 2021-01-03 | 4 things to watch in Bears-Packers game |
| 2021-01-04 | Game Recap: Bears make playoffs despite loss |
| 2021-01-04 | Quick Hits: Mooney shines in Bears' season finale |
| 2021-01-04 | Postgame Perspective: Bears look forward to clean slate |
| 2021-01-04 | Chicago Bears launch 2021 Playoff Sweepstakes |
| 2021-01-04 | Inside Slant: Trubisky, offense look to correct issues in playoffs |
| 2021-01-04 | 3 things that stood out to Nagy in Week 17 loss |
| 2021-01-05 | Chalk Talk: Why wasn't Robinson targeted more? |
| 2021-01-05 | Where We Rank for the 2020 season |
| 2021-01-05 | Nagy never lost faith Bears would make playoffs |
| 2021-01-06 | Looking back at Bears-Saints Nov. 1 meeting |
| 2021-01-06 | Trubisky sees opportunity in playoff matchup |
| 2021-01-06 | Plenty of similarities between 1994, 2020 Bears |
| 2021-01-06 | Test your knowledge of Bears playoff history |
| 2021-01-07 | Santos tabbed NFC special teams player of month |
| 2021-01-07 | Chalk Talk: Will Saints have fans at wild card game? |
| 2021-01-07 | Choosing Sides: How many points will Bears score? |
| 2021-01-07 | Mack looks forward to 'good challenge' from Saints |
| 2021-01-07 | Robinson remains key cog in Bears offense |
| 2021-01-08 | Injury Update: Who's in, who's out for Saints game |
| 2021-01-08 | Trubisky better prepared for second playoff start |
| 2021-01-08 | Patterson chosen AP first-team All-Pro |
| 2021-01-09 | Chalk Talk: What's key for Bears to beat Saints? |
| 2021-01-10 | Bears rule Smith, Mooney out of wild card game |
| 2021-01-10 | Where to watch, listen to Bears-Saints game |
| 2021-01-10 | Pace talks Bears before playoff opener |
| 2021-01-10 | The Pick Is In: Bears at Saints |
| 2021-01-10 | 4 things to watch in Bears-Saints game |
| 2021-01-11 | Game Recap: Bears ousted from playoffs with loss to Saints |
| 2021-01-11 | Quick Hits: Miller ejected from playoff defeat |
| 2021-01-11 | Postgame Perspective: Bears grapple with season-ending defeat |
| 2021-01-11 | Roster Moves: Bears sign 10 to reserve/future deals |
| 2021-01-11 | Chalk Talk: Why did Kmet draw 15-yard penalty? |
| 2021-01-11 | Bears lament playoff loss, set sights on future |
| 2021-01-13 | Pagano retires from coaching after 36 seasons |
| 2021-01-13 | Nagy, Pace discuss 2020 season, Bears future |
| 2021-01-13 | Highlights of Q-and-A with McCaskey, Phillips |
| 2021-01-13 | McCaskey, Phillips discuss retaining Pace, Nagy |
| 2021-01-14 | Bears begin search for new defensive coordinator |
| 2021-01-15 | Roster Moves: Bears sign two to reserve/future contracts |
| 2021-01-15 | Chalk Talk: Which Bears will become free agents? |
| 2021-01-18 | Bears honor five local teenagers |
| 2021-01-18 | Bears embraced Dr. King's message about love |
| 2021-01-19 | Chalk Talk: What picks do Bears have in draft? |
| 2021-01-19 | Mack, Patterson named to PFWA All-NFL team |
| 2021-01-19 | 9 players to watch in 2021: David Montgomery |
| 2021-01-20 | 9 players to watch in 2021: Darnell Mooney |
| 2021-01-21 | 9 players to watch in 2021: Roquan Smith |
| 2021-01-22 | Former Bears kicker LeClerc passes away |
| 2021-01-22 | Chalk Talk: What was Khalil Mack's injury? |
| 2021-01-22 | 9 players to watch in 2021: Cole Kmet |
| 2021-01-23 | Bears name Sean Desai new defensive coordinator |
| 2021-01-25 | 9 players to watch in 2021: Sam Mustipher |
| 2021-01-26 | 9 players to watch in 2021: Bilal Nichols |
| 2021-01-27 | Bears assistant coach Monachino joins Falcons |
| 2021-01-27 | 9 players to watch in 2021: Tarik Cohen |
| 2021-01-28 | 9 players to watch in 2021: James Daniels |
| 2021-01-28 | Bears hire Chris Rumph as defensive line coach |
| 2021-01-29 | 9 players to watch in 2021: Jaylon Johnson |
| 2021-01-30 | McGovern, Shuey named new position coaches |
