https://dawindycity.com/3-bears-udfas-have-the-most-to-gain-in-the-final-two-preseason-gamesDa Windy Cityen3 Bears UDFAs have the most to gain in the final two preseason gamesChicago Bears,Jayden Loving,Skyler Thomas,Caden Barnett2026-08-20T22:00:00Z2026-08-20T22:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2595,h_1459,x_619,y_688/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0g4jmc029eh307m2g.jpghttps://dawindycity.com/ben-johnson-confirms-beanie-bishop-has-a-real-chance-to-make-bears-rosterDa Windy CityenBen Johnson confirms Beanie Bishop has a real chance to make Bears rosterBears,Johnson,Ben Johnson,Bishop,Ball,Saturday,Ben,Beanie Bishop,Chicago Bears,Browns2026-08-20T20:00:01Z2026-08-20T20:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3865,h_2174,x_3267,y_355/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0g7a0sja3d3yr072p.jpghttps://dawindycity.com/ben-johnson-clarifies-marcus-davenport-s-role-in-bears-crowded-edge-roomDa Windy CityenBen Johnson clarifies Marcus Davenport's role in Bears' crowded edge roomChicago Bears,Ben Johnson,Marcus Davenport2026-08-20T19:00:02Z2026-08-20T19:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2914,h_1639,x_944,y_122/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0fpe9z9kdatqnbksn.jpghttps://dawindycity.com/the-chicago-white-sox-played-the-way-they-need-to-in-the-finale-against-the-chicago-cubsDa Windy CityenThe Chicago White Sox played the way they need to in the finale against the Chicago Cubschicago white sox,Chicago Cubs,White Sox,wrigley field2026-08-20T18:00:01Z2026-08-20T18:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3805,h_2140,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0g25tkeefzpny0zny.jpgAug 19, 2026; Chicago, Illinois, USA; Chicago White Sox pitcher Jose Urquidy (70) pitches against the Chicago Cubs during the third inning at Wrigley Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/bulls-are-one-step-closer-to-bennedict-mathurin-now-after-the-peyton-watson-tradeDa Windy CityenBulls are one step closer to Bennedict Mathurin now after the Peyton Watson tradeChicago Bulls,nba,bennedict mathurin2026-08-20T17:00:02Z2026-08-20T17:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2873,h_1616,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0fvh6p6svjn08srd3.jpghttps://dawindycity.com/the-bears-still-know-exactly-what-they-have-in-t-j-edwardsDa Windy CityenThe Bears still know exactly what they have in T.J. EdwardsBears,Edwards,Chicago,Johnson,Dennis Allen,Allen,Ben Johnson,Eagles,Chicago Bears,Poles2026-08-20T15:00:01Z2026-08-20T15:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4500,h_2531,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0f3agkwj1eg4za45b.jpgJul 23, 2025; Lake Forest, IL, USA; Chicago Bears linebacker T.J. Edwards (53) speaks during training camp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/these-four-chicago-bears-are-poised-for-big-seasons-in-2026Da Windy CityenThese four Chicago Bears are poised for big seasons in 2026Garrett Bradbury,Chicago Bears,D'andre Swift,Rome Odunze2026-08-20T13:00:02Z2026-08-20T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2384,h_1341,x_1397,y_208/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0exx2mgj2qehw2q8s.jpgJul 31, 2026; Lake Forest, IL, USA; Chicago Bears wide receiver Rome Odunze (15) signs autographs during Training Camp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/potential-max-strus-trade-secures-two-wins-for-the-bullsDa Windy CityenPotential Max Strus trade secures two wins for the BullsBulls,Max Strus,Cavaliers2026-08-20T11:00:00Z2026-08-20T11:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2364,h_1329,x_1256,y_58/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dr76ryma80eqxqr6.jpgCleveland Cavaliers guard Max Strus (2) dribbles up courthttps://dawindycity.com/most-overpaid-and-underpaid-players-on-the-bullsDa Windy CityenMost overpaid and underpaid players on the BullsPatrick Williams,Chicago Bulls,Tre Jones,nba2026-08-19T23:00:02Z2026-08-19T23:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3676,h_2067,x_568,y_254/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dmknvrbhn68a4agt.jpghttps://dawindycity.com/bears-injuries-could-open-the-door-for-malik-muhammad-in-preseason-week-2Da Windy CityenBears injuries could open the door for Malik Muhammad in preseason Week 2Chicago Bears,Cam Lewis,Xavier Woods2026-08-19T22:00:03Z2026-08-19T22:00:03Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2400,h_1350,x_0,y_13/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dshdw68hef9azw31.jpghttps://dawindycity.com/bears-kaden-davis-might-be-ben-johnson-s-new-big-discoveryDa Windy CityenBears' Kaden Davis might be Ben Johnson's new big discoveryBears,Ben Johnson,Kaden Davis2026-08-19T21:00:13Z2026-08-19T21:00:13Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2400,h_1350,x_0,y_13/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dq7s0g8v3gafhx0x.jpgChicago Bears wide receiver Kaden Davis (27) takes off his helmethttps://dawindycity.com/chase-meidroth-has-quietly-become-one-of-the-white-sox-s-most-valuable-playersDa Windy CityenChase Meidroth has quietly become one of the White Sox's most valuable playersCrochet,mlb,Sox,White Sox,White,trade,Montgomery,Chicago,Red Sox2026-08-19T20:00:01Z2026-08-19T20:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3821,h_2149,x_0,y_21/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dpaxpfsx1yvtyv46.jpgAug 18, 2026; Chicago, Illinois, USA; Chicago White Sox second baseman Chase Meidroth (10) reacts after ending the seventh inning against the Chicago Cubs at Wrigley Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/bennedict-mathurin-is-not-the-perfect-bulls-fit-but-he-is-worth-a-flierDa Windy CityenBennedict Mathurin is not the perfect Bulls fit but he is worth a flierChicago Bulls,nba,Bennedict Mathurin,free agency2026-08-19T19:00:05Z2026-08-19T19:00:05Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3948,h_2220,x_1708,y_213/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dgjtz3nbee9t0vbj.jpghttps://dawindycity.com/the-bears-linebacker-room-faces-3-questions-in-the-second-preseason-gameDa Windy CityenThe Bears linebacker room faces 3 questions in the second preseason gameChicago Bears,Ruben Hyppolite,Keyshaun elliott2026-08-19T18:00:01Z2026-08-19T18:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2559,h_1439,x_426,y_76/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0dczydqgtj2kytwbz.jpghttps://dawindycity.com/colston-loveland-is-ready-to-become-the-centerpiece-of-the-bears-passing-gameDa Windy CityenColston Loveland is ready to become the centerpiece of the Bears’ passing gameBears,Loveland,Williams,Caleb Williams,Johnson,Colston Loveland,Chicago,Caleb,Chicago Bears2026-08-19T17:00:00Z2026-08-19T17:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4500,h_2531,x_0,y_172/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0caxffrbttb67wsxx.jpghttps://dawindycity.com/kalif-raymond-is-making-a-serious-push-for-a-starting-role-with-the-bearsDa Windy CityenKalif Raymond is making a serious push for a starting role with the BearsKalif Raymond,Chicago Bears ,NFL ,Wednesday2026-08-19T16:00:06Z2026-08-19T16:00:06Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2900,h_1631,x_980,y_30/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0b7kxfgfrbrv3e3w3.jpgJun 9, 2026; Lake Forest, IL, USA; Chicago Bears wide receiver Kalif Raymond speaks during Minicamp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/two-overlooked-bears-defenders-just-strengthened-their-roster-chancesDa Windy CityenTwo overlooked Bears defenders just strengthened their roster chancesJames Lynch,Chicago Bears,Kentavius Street2026-08-19T15:00:00Z2026-08-19T15:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3000,h_1687,x_0,y_117/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0bsq6cdhsxx9aazva.jpghttps://dawindycity.com/bears-young-core-has-a-ceiling-the-texans-cannot-matchDa Windy CityenBears' young core has a ceiling the Texans cannot matchCaleb Williams ,NFL ,Monday ,Chicago Bears 2026-08-19T14:00:00Z2026-08-19T14:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_1356,h_762,x_1201,y_560/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m06car8zs8x2teht46.jpgAug 5, 2026; Lake Forest, IL, USA; Chicago Bears quarterback Caleb Williams (18) stands on the field during training camp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/pete-crow-armstrong-believes-he-has-answered-cubs-biggest-concernDa Windy CityenPete Crow-Armstrong believes he has answered Cubs’ biggest concernPete Crow Armstrong,Chicago Cubs,Cubs,White Sox,chicago white sox,barstool sports,Sammy Sosa2026-08-19T13:00:06Z2026-08-19T13:00:06Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2133,h_1199,x_567,y_133/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0c69mr48yf796jf10.jpgAug 17, 2026; Chicago, Illinois, USA; Chicago Cubs center fielder Pete Crow-Armstrong (4) gestures to the fans after his walk-off two-run home run home run against the Chicago White Sox during the tenth inning at Wrigley Field. Mandatory Credit: David Banks-Imagn Imageshttps://dawindycity.com/press-taylor-details-how-bears-plan-to-unlock-rome-odunzeDa Windy CityenPress Taylor details how Bears plan to unlock Rome OdunzeBen Johnson,Rome Odunze,Chicago Bears,Press Taylor2026-08-19T12:00:02Z2026-08-19T12:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_8495,h_4778,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0bedryg3q7mphef5s.jpghttps://dawindycity.com/kyle-monangai-injury-scare-should-have-bears-considering-obvious-signingDa Windy CityenKyle Monangai injury scare should have Bears considering obvious signing Kyle Monangai ,NFL ,Monday ,Chicago Bears 2026-08-19T11:00:00Z2026-08-19T11:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3600,h_2025,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0bpwr25521847rgbx.jpghttps://dawindycity.com/bears-encouraging-preseason-start-is-about-to-face-a-serious-testDa Windy CityenBears’ encouraging preseason start is about to face a serious testCaleb Williams,Bears,Chicago Bears,Braxton Jones,Ozzy Trapilo,Tyson Bagent,Case Keenum,Joe Burrow,Kaden Davis,Kyle Monangai,Maurice Alexander,Scotty Miller,D'Andre Swift2026-08-19T10:00:03Z2026-08-19T10:00:03Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2774,h_1560,x_843,y_308/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m0c01s1x5h7k0vb5g1.jpgAug 15, 2026; Chicago, Illinois, USA; Chicago Bears running back Coleman Bennett (30) reacts after scoring a touchdown against the Cleveland Browns during the second half at Soldier Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/ben-johnson-s-greatness-undeniably-making-bears-path-more-difficultDa Windy CityenBen Johnson's greatness undeniably making Bears path more difficult Ben Johnson ,NFL ,Monday ,Chicago Bears 2026-08-18T23:00:01Z2026-08-18T23:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_1334,h_750,x_1868,y_374/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ReutersImages/mmsport/258/01m06bz0j34cahm8rk4j.jpgAug 5, 2026; Lake Forest, IL, USA; Chicago Bears head coach Ben Johnson walks on the field during training camp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Images