https://dawindycity.com/5-biggest-bears-disappointments-through-week-4Da Windy Cityen5 biggest Bears disappointments through Week 4Caleb Williams,Ben Johnson,Chicago Bears2026-10-06T23:00:01Z2026-10-06T23:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4516,h_2540,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m47jq91zxj5v5cmdfp.jpghttps://dawindycity.com/bulls-noa-essengue-might-finally-be-heating-up-after-summer-league-woesDa Windy CityenBulls' Noa Essengue might finally be heating up after Summer League woesNoa Essengue,Bulls,summer league2026-10-06T22:00:00Z2026-10-06T22:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4361,h_2453,x_0,y_658/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m491g9424ymamz1xe3.jpgChicago Bulls forward Noa Essengue (24) takes a free-throwhttps://dawindycity.com/5-biggest-surprises-behind-the-bears-3-1-startDa Windy Cityen5 biggest surprises behind the Bears' 3-1 startChicago Bears,Devin Bush,Kalif Raymond2026-10-06T21:00:00Z2026-10-06T21:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2684,h_1509,x_2019,y_323/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m499xz6wzcnrptgk3e.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears quarterback Case Keenum (11) https://dawindycity.com/bears-boast-the-top-rushing-offense-in-football-through-four-weeksDa Windy CityenBears boast the top rushing offense in football through four weeksChicago Bears,Ben Johnson,Chicago2026-10-06T20:00:02Z2026-10-06T20:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2806,h_1578,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m499evdk11mwrkrczm.jpgOct 4, 2026; Chicago, Illinois, USA; Chicago Bears running back Kyle Monangai (25) https://dawindycity.com/a-khalil-mack-reunion-makes-too-much-sense-for-him-and-the-bearsDa Windy CityenA Khalil Mack reunion makes too much sense for him and the BearsKhalil Mack,Bears,Chargers2026-10-06T19:00:01Z2026-10-06T19:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4580,h_2576,x_507,y_41/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m490c6wmbccg1vk1bz.jpgLos Angeles Chargers linebacker Khalil Mack (52) looks on https://dawindycity.com/ben-johnson-gives-the-bears-defense-a-new-nicknameDa Windy CityenBen Johnson gives the Bears defense a new nicknameChicago Bears,Ben Johnson,Montez Sweatt2026-10-06T18:00:00Z2026-10-06T18:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5132,h_2886,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m47h7kr41s770my0ax.jpghttps://dawindycity.com/bears-fans-should-pump-the-brakes-on-rome-odunze-for-all-the-right-reasonsDa Windy CityenBears fans should pump the brakes on Rome Odunze for all the right reasonsRome Odunze,Bears,Chicago Bears2026-10-06T17:00:01Z2026-10-06T17:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2668,h_1500,x_481,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m48zff97vancysja53.jpgChicago Bears wide receiver Rome Odunze (15) looks on https://dawindycity.com/the-white-sox-are-suddenly-on-the-verge-of-ending-120-years-of-historyDa Windy CityenThe White Sox are suddenly on the verge of ending 120 years of historyWorld Series,White Sox,Cubs,Cleveland,mlb,Chicago,Cleveland Guardians2026-10-06T15:03:17Z2026-10-06T15:03:17Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5405,h_3040,x_0,y_320/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m47pvacdcf7sfs9840.jpgOct 5, 2026; Cleveland, Ohio, USA; Chicago White Sox shortstop Colson Montgomery (12) high-fives teammates after defeating the Cleveland Guardians in game two of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: Ken Blaze-Imagn Imageshttps://dawindycity.com/bears-report-card-through-first-quarter-of-the-2026-seasonDa Windy CityenBears report card through first quarter of the 2026 seasonBears,Ben Johnson,Dennis Allen2026-10-06T14:00:01Z2026-10-06T14:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4755,h_2674,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m477z0kjtv8hrx9zwa.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears head coach Ben Johnson looks on during the first half against the Philadelphia Eagles at Soldier Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/kyle-monangai-makes-his-feelings-clear-on-the-bears-backupsDa Windy CityenKyle Monangai makes his feelings clear on the Bears' backupsTyson Bagent,Kyle Monangai,Chicago Bears2026-10-06T13:00:02Z2026-10-06T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2682,h_1508,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m47ghayvn8643drbp5.jpghttps://dawindycity.com/bears-30-million-addition-opens-up-on-defensive-turnaroundDa Windy CityenBears’ $30 million addition opens up on defensive turnaroundChicago Bears,Devin Bush,Dennis Allen2026-10-06T12:00:02Z2026-10-06T12:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3485,h_1960,x_0,y_117/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m47fz0m35dsjywzezv.jpghttps://dawindycity.com/bears-clearly-playing-with-house-money-after-week-4Da Windy CityenBears clearly playing with house money after Week 4Chicago Bears ,NFL ,Sunday ,Ben Johnson 2026-10-06T11:00:02Z2026-10-06T11:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2320,h_1305,x_997,y_241/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m46tm0g2bp6ewg5nhx.jpgJul 31, 2026; Lake Forest, IL, USA; Chicago Bears head coach Ben Johnson https://dawindycity.com/caleb-williams-might-be-the-biggest-loser-of-the-bears-winning-streak-but-not-reallyDa Windy CityenCaleb Williams might be the biggest loser of the Bears' winning streak (but not really)Caleb Williams,Bears,Ben Johnson2026-10-05T23:00:01Z2026-10-05T23:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_7711,h_4337,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m46dgtwfaj6rk95p9p.jpgChicago Bears quarterback Caleb Williams (18) looks onhttps://dawindycity.com/bears-rookies-keep-delivering-in-the-week-4-win-over-the-jetsDa Windy CityenBears rookies keep delivering in the Week 4 win over the JetsChicago Bears,Thieneman,Chicago2026-10-05T22:00:01Z2026-10-05T22:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2250,h_1265,x_0,y_212/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m46srwj7v8b6d77gbw.jpgAug 22, 2026; Cincinnati, Ohio, USA; Chicago Bears tight end Sam Roush (87https://dawindycity.com/dennis-allen-deserves-more-credit-for-bears-hot-startDa Windy CityenDennis Allen deserves more credit for Bears hot start Dennis Allen ,NFL ,Chicago Bears ,Monday 2026-10-05T21:00:01Z2026-10-05T21:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4638,h_2608,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44gkmj45w4r0j78fp.jpgJul 29, 2026; Lake Forest, IL, USA; Chicago Bears defensive coordinator Dennis Allen speaks during Chicago Bears Training Camp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/michael-jordan-just-explained-the-biggest-difference-between-his-bulls-era-and-today-s-nbaDa Windy CityenMichael Jordan just explained the biggest difference between his Bulls era and today's NBAMichael Jordan,nba,Bulls,Jordan,Chicago Bulls,basketball (mens)2026-10-05T20:00:00Z2026-10-05T20:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_1487,h_836,x_0,y_18/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m46akpj4m27cwzmxy6.jpgMichael Jordan holds the MVP trophy and coach Phil Jackson holds the championship trophy after the Bulls beat the Jazz to win their sixth title in 1998. Xxx C03 Phil Jackson 17 S Uthttps://dawindycity.com/bears-will-soon-be-free-from-their-tyrique-stevenson-nightmareDa Windy CityenBears will soon be free from their Tyrique Stevenson nightmareBears,Tyrique Stevenson,Kyler Gordon2026-10-05T19:00:00Z2026-10-05T19:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2119,h_1191,x_512,y_78/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m46eq8j319vhjn6j9d.jpgChicago Bears defensive back Tyrique Stevenson (29) looks on https://dawindycity.com/caleb-williams-suddenly-facing-zero-pressure-in-potential-bears-returnDa Windy CityenCaleb Williams suddenly facing zero pressure in potential Bears return Caleb Williams ,NFL ,Sunday ,Chicago Bears 2026-10-05T18:00:00Z2026-10-05T18:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4516,h_2540,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44h351mrrmxb8rkyc.jpgOct 4, 2026; Chicago, Illinois, USA; Chicago Bears quarterback Caleb Williams (18) walks on the sideline during the third quarter of their game against the New York Jets at Soldier Field. Mandatory Credit: Matt Marton-Imagn Imageshttps://dawindycity.com/kalif-raymond-finally-cooling-isn-t-a-sign-of-things-to-comeDa Windy CityenKalif Raymond finally cooling isn't a sign of things to come Kalif Raymodn ,NFL ,Sunday ,Chicago Bears 2026-10-05T17:00:00Z2026-10-05T17:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3962,h_2228,x_0,y_87/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44k0y0fkx0xscj71f.jpgSep 28, 2026; Chicago, Illinois, USA; Chicago Bears quarterback Case Keenum (11) celebrates with wide receiver Kalif Raymond (14) after he runs for a touchdown during the second half against the Philadelphia Eagles at Soldier Field. Mandatory Credit: Matt Marton-Imagn Imageshttps://dawindycity.com/ben-johnson-reveals-why-case-keenum-took-the-bears-first-snap-in-week-5Da Windy CityenBen Johnson reveals why Case Keenum took the Bears first snap in Week 5Chicago Bears,Ben Johnson,Tyson Bagent2026-10-05T16:00:01Z2026-10-05T16:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4755,h_2674,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44jhh2nhvzqst727a.jpghttps://dawindycity.com/white-sox-are-breaking-one-of-baseball-s-oldest-postseason-rulesDa Windy CityenWhite Sox are breaking one of baseball's oldest postseason rulesWhite Sox,Chicago,bullpen,baseball,Cleveland Guardians,Hagen Smith,grant taylor,Jo Adell,Anthony Kay,Will Venable,Jordan Hicks,Bryan Hudson2026-10-05T13:00:00Z2026-10-05T13:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4689,h_2637,x_0,y_49/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44j8xpjvgbvtqjv4a.jpgOct 3, 2026; Cleveland, Ohio, USA; Chicago White Sox pitcher Grant Taylor (31) celebrates with Chicago White Sox catcher Kyle Teel (8) after the game against the Cleveland Guardians in game one of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: David Richard-Imagn Imageshttps://dawindycity.com/one-thing-about-bears-23-12-win-should-terrify-the-nfc-northDa Windy CityenOne thing about Bears' 23-12 win should terrify the NFC NorthBears,Chicago,Caleb Williams,Monangai,Jets,Bagent2026-10-05T00:00:01Z2026-10-05T00:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5714,h_3214,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m44hp2f3jfr1v5jsg7.jpgOct 4, 2026; Chicago, Illinois, USA; Chicago Bears quarterback Tyson Bagent (17) passes the ball against the New York Jets during the second half at Soldier Field. Mandatory Credit: Matt Marton-Imagn Images