https://dawindycity.com/how-the-white-sox-knock-off-the-guardians-in-the-aldsDa Windy CityenHow the White Sox knock off the Guardians in the ALDSchicago white sox,Cleveland Guardians,mlb2026-10-02T21:00:16Z2026-10-02T21:00:16Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2898,h_1630,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3yrdw35wd72yqchwr.jpgSep 30, 2026; Houston, Texas, USA; Chicago White Sox pitcher Erick Fedde (47) throws a pitch against the Houston Astros in the eighth inning during game two of the Wildcard round for the 2026 MLB Playoffs at Daikin Park. Mandatory Credit: Troy Taormina-Imagn Imageshttps://dawindycity.com/the-bears-suddenly-lead-the-nfl-in-something-nobody-expectedDa Windy CityenThe Bears suddenly lead the NFL in something nobody expectedChicago,Bears,Caleb Williams,Ben Johnson,D'Andre Swift,nfl,Chicago Bears,Case Keenum2026-10-02T20:00:00Z2026-10-02T20:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_8256,h_4644,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3yveb2mzyy5jfkvd2.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears running back D'Andre Swift (4) runs against Philadelphia Eagles defensive back Cooper DeJean (33) during the first half at Soldier Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/bears-turn-to-theo-benedet-at-left-tackle-for-week-4-with-a-clear-expiration-dateDa Windy CityenBears turn to Theo Benedet at left tackle for Week 4 with a clear expiration dateBen Johnson,Chicago Bears,Theo Benedet2026-10-02T19:30:00Z2026-10-02T19:30:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2492,h_1401,x_1341,y_80/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3z10y1bnvw5ac3m6x.jpgJul 31, 2026; Lake Forest, IL, USA; Chicago Bears offensive tackle Theo Benedet (79)https://dawindycity.com/dennis-allen-just-made-it-clear-the-bears-have-a-plan-for-kyler-gordonDa Windy CityenDennis Allen just made it clear the Bears have a plan for Kyler GordonDennis Allen,Kyler Gordon,Chicago Bears2026-10-02T17:00:00Z2026-10-02T17:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2570,h_1445,x_813,y_424/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3xc0r010wv3bd4yht.jpgOct 6, 2024; Chicago, Illinois, USA; Chicago Bears cornerback Kyler Gordon (6) https://dawindycity.com/bears-shouldn-t-lose-sleep-over-gervon-dexter-s-breakout-and-big-paydayDa Windy CityenBears shouldn't lose sleep over Gervon Dexter's breakout and big paydayBears,Gervon Dexter,Chicago Bears2026-10-02T16:00:00Z2026-10-02T16:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2379,h_1338,x_1613,y_188/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3wkm4sh1xx4fsbkg3.jpgChicago Bears defensive lineman Gervon Dexter Sr. speaks during Minicamp.https://dawindycity.com/the-bears-have-faith-in-tyson-bagent-but-proof-in-case-keenumDa Windy CityenThe Bears have faith in Tyson Bagent but proof in Case KeenumTyson Bagent,Chicago Bears,Ben Johnson2026-10-02T14:00:01Z2026-10-02T14:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4096,h_2304,x_1053,y_186/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3wncndcgbvha88e12.jpghttps://dawindycity.com/bears-should-have-bad-news-for-kyler-gordon-when-he-returnsDa Windy CityenBears should have bad news for Kyler Gordon when he returnsBears,Kyler Gordon,Malik Muhammad2026-10-02T13:00:02Z2026-10-02T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3847,h_2163,x_1185,y_121/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3wjx7v465dezj44zk.jpgChicago Bears cornerback Kyler Gordon (6) leaves the fieldhttps://dawindycity.com/3-reasons-the-bears-defense-held-the-eagles-to-just-7-pointsDa Windy Cityen3 reasons the Bears defense held the Eagles to just 7 pointsChicago Bears,defense,Eagles2026-10-01T22:00:02Z2026-10-01T22:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4169,h_2345,x_937,y_184/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3whvrn5eycs2dzngq.jpgJul 29, 2026; Lake Forest, IL, USA; Chicago Bears defensive coordinator Dennis Allenhttps://dawindycity.com/bears-already-look-like-they-sold-low-on-gervon-dexterDa Windy CityenBears already look like they sold low on Gervon DexterChicago Bears,Gervon Dexter,Atlanta Falcons2026-10-01T21:00:01Z2026-10-01T21:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4200,h_2362,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3watebxtr5v7g582x.jpghttps://dawindycity.com/d-andre-swift-hits-a-quiet-career-milestone-in-the-bears-win-over-philadelphiaDa Windy CityenD'Andre Swift hits a quiet career milestone in the Bears' win over PhiladelphiaChicago Bears,D'Andre Swift,Chicago2026-10-01T20:00:02Z2026-10-01T20:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5192,h_2920,x_2298,y_248/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3wb1en7rv9m2zsd3g.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears running back D'Andre Swift (4) https://dawindycity.com/bears-officially-have-a-good-kyle-monangai-problemDa Windy CityenBears officially have a good Kyle Monangai problemBears,Kyle Monangai, D'Andre Swift2026-10-01T18:00:00Z2026-10-01T18:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2757,h_1550,x_0,y_352/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3srx1s7z2908svzmv.jpgChicago Bears running back Kyle Monangai (25) runs the ballhttps://dawindycity.com/the-bears-week-4-quarterback-decision-is-made-but-remains-unannouncedDa Windy CityenThe Bears' Week 4 quarterback decision is made but remains unannouncedBen Johnson,Caleb Williams,Case Keenum,Tyson Bagent,Chicago Bears,New York Jets,nfl2026-10-01T16:00:00Z2026-10-01T16:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_8256,h_4644,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3w2b80fwgxzndv0et.jpgSep 20, 2026; Chicago, Illinois, USA; Chicago Bears head coach Ben Johnsonhttps://dawindycity.com/cubs-swept-out-of-the-playoffs-by-the-padres-in-the-wild-card-roundDa Windy CityenCubs swept out of the playoffs by the Padres in the wild card roundChicago Cubs,Wild Card,Cubs2026-10-01T15:30:00Z2026-10-01T15:30:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4531,h_2548,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3w0wv2gwg8r0ewhza.jpgSep 19, 2026; Cincinnati, Ohio, USA; Chicago Cubs manager Craig Counsell (11) https://dawindycity.com/jason-kelce-sees-something-in-bears-offense-that-could-unlock-caleb-williamsDa Windy CityenJason Kelce sees something in Bears offense that could unlock Caleb WilliamsBen Johnson,Caleb Williams,Chicago,Bears,Case Keenum,Jason Kelce,New Heights Podcast2026-10-01T14:05:32Z2026-10-01T14:05:32Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_7215,h_4058,x_0,y_161/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3ssrfb1b0a5shgv55.jpgSep 28, 2026; Chicago, Illinois, USA; ESPN broadcaster Jason Kelce reacts before the game between Philadelphia Eagles and Chicago Bears at Soldier Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/3-teams-that-should-be-interested-in-case-keenum-after-epic-performanceDa Windy Cityen3 teams that should be interested in Case Keenum after epic performance Case Keenum ,NFL ,Tuesday ,Chicago Bears 2026-10-01T13:00:02Z2026-10-01T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_1335,h_750,x_350,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3py9vwck4vfrgr75h.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears quarterback Case Keenum (11) reacts after a first down was made by running back D'Andre Swift (not pictured) during the second half against the Philadelphia Eagles at Soldier Field. Mandatory Credit: Matt Marton-Imagn Imageshttps://dawindycity.com/bears-open-21-day-practice-window-for-kyler-gordon-with-packers-loomingDa Windy CityenBears open 21-day practice window for Kyler Gordon with Packers loomingKyler Gordon,Chicago Bears,Tyrique Stevenson2026-09-30T22:11:23Z2026-09-30T22:11:23Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_6362,h_3578,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m3t3dj5mdmefyepk85.jpg