https://dawindycity.com/bears-quietly-fixed-multiple-roster-weaknesses-in-one-offseasonDa Windy CityenBears quietly fixed multiple roster weaknesses in one offseasonChicago Bears,Ryan Poles,Caleb Williams2026-05-16T21:05:19Z2026-05-16T21:05:19Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4809,h_2705,x_0,y_45/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krrvfjckdqr9b7gyrz.jpghttps://dawindycity.com/caleb-williams-contract-gives-bears-massive-edge-entering-2026Da Windy CityenCaleb Williams contract gives Bears massive edge entering 2026Caleb Williams,Chicago Bears,Bears roster2026-05-16T20:00:00Z2026-05-16T20:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3399,h_1911,x_0,y_94/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krrtzmey8t6de3bfn6.jpghttps://dawindycity.com/joe-maddon-s-latest-comments-will-hit-cubs-fans-right-in-the-heartDa Windy CityenJoe Maddon’s latest comments will hit Cubs fans right in the heartCubs,Maddon,Joe Maddon,Chicago Cubs,Kris Bryant,Anthony Rizzo,Chicago2026-05-16T19:00:00Z2026-05-16T19:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4378,h_2462,x_0,y_144/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krrty7th70j27zzjw2.jpgSep 9, 2019; San Diego, CA, USA; Chicago Cubs manager Joe Maddon (70) looks on before the game against the San Diego Padres at Petco Park. Mandatory Credit: Orlando Ramirez-Imagn Imageshttps://dawindycity.com/blackhawks-finally-land-roman-kantserov-but-eddie-olczyk-urges-patienceDa Windy CityenBlackhawks finally land Roman Kantserov, but Eddie Olczyk urges patienceBlackhawks,Chicago,Eddie,Eddie Olczyk,Chicago Blackhawks2026-05-16T17:00:00Z2026-05-16T17:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2304,h_1296,x_0,y_1014/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krr96vhwpr2yqz5vz0.jpgNov 18, 2018; Chicago, IL, USA; Cancer survivor and former NHL player Eddie Olczyk is honored by the Chicago Blackhawks with One More Shift before the game between the Chicago Blackhawks and the Minnesota Wild at United Center. Mandatory Credit: Jon Durr-Imagn Imageshttps://dawindycity.com/craig-counsell-made-sure-cubs-fans-noticed-trent-thornton-s-massive-outingDa Windy CityenCraig Counsell made sure Cubs fans noticed Trent Thornton’s massive outingCubs,Counsell,Craig Counsell,Friday,White Sox,Sox,White,Chicago Cubs,mlb2026-05-16T16:00:01Z2026-05-16T16:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5182,h_2914,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krrm2ejexb7z9dpa08.jpgMay 13, 2026; Cumberland, Georgia, USA; Chicago Cubs manager Craig Counsell (11) walks to the mound to change pitchers against the Atlanta Braves during the eighth inning at Truist Park. Mandatory Credit: Dale Zanine-Imagn Imageshttps://dawindycity.com/cubs-bats-finally-come-alive-at-the-perfect-time-as-chicago-takes-game-1-of-the-crosstown-classicDa Windy CityenCubs Bats Finally Come Alive at the Perfect Time as Chicago Takes Game 1 of the Crosstown ClassicCubs,Chicago Cubs,Friday,mlb2026-05-16T15:00:00Z2026-05-16T15:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2880,h_1620,x_210,y_644/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krqbh2wm9hbf9m1v5e.jpgMay 3, 2026; Chicago, Illinois, USA; Chicago Cubs catcher Carson Kelly (15) hits an RBI single against the Arizona Diamondbacks during the second inning at Wrigley Field. https://dawindycity.com/white-sox-flaws-resurface-late-as-cubs-take-control-of-cross-town-classicDa Windy CityenWhite Sox flaws resurface late as Cubs take control of Cross-Town ClassicWhite Sox,Sox,White,Montgomery,Chicago,Friday2026-05-16T14:00:01Z2026-05-16T14:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_6474,h_3641,x_0,y_212/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krrbxgdj4ntcja1arf.jpgMar 26, 2026; Milwaukee, Wisconsin, USA; Chicago White Sox manager Will Venable tales the ball from pitcher Jordan Hicks (44) as catcher Edgar Quero (26) looks on during a pitching change in the sixth inning against the Milwaukee Brewers at American Family Field. Mandatory Credit: Benny Sieu-Imagn Imageshttps://dawindycity.com/bears-position-ranking-reveals-where-ben-johnson-s-roster-is-strongest-entering-camp-01krp7qpgrktDa Windy CityenBears position ranking reveals where Ben Johnson’s roster is strongest entering campChicago Bears,Darnell Wright,Rome Odunze2026-05-16T13:00:02Z2026-05-16T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4428,h_2490,x_0,y_153/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krp8hz4etn5hexxmqz.jpghttps://dawindycity.com/nico-hoerner-reveals-the-defensive-mindset-craig-counsell-brought-to-cubsDa Windy CityenNico Hoerner reveals the defensive mindset Craig Counsell brought to CubsCubs,Hoerner,Counsell,Nico Hoerner,Chicago,Craig Counsell,Chicago Cubs,Friday2026-05-16T11:00:04Z2026-05-16T11:00:04Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3372,h_1896,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krr4qkeywd28q7xecd.jpgMay 12, 2026; Atlanta, Georgia, USA; Chicago Cubs second baseman Nico Hoerner (2) fields a ground ball against the Atlanta Braves in the fourth inning at Truist Park. Mandatory Credit: Brett Davis-Imagn Imageshttps://dawindycity.com/bears-will-look-to-spoil-division-rivals-holidays-this-seasonDa Windy CityenBears will look to spoil division rivals' holidays this seasonBears,Lions,Packers2026-05-15T23:00:00Z2026-05-15T23:00:00Zhttps://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/ImagnImages/mmsport/258/01krppdf1dm5sd97v1ap.jpgMay 8, 2026; Lake Forest, IL, USA; Chicago Bears head coach Ben Johnson addresses the media at Halas Hall before Rookie Minicamp. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/cubs-learned-an-important-lesson-during-statement-series-against-bravesDa Windy CityenCubs learned an important lesson during statement series against BravesBraves,Cubs,Happ,Ian Happ,Night,Atlanta Braves,Shota Imanaga,Brown,Long,baseball2026-05-15T22:00:00Z2026-05-15T22:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_6007,h_3378,x_0,y_622/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krprsgrwd3j6pns0qz.jpgMay 3, 2026; Chicago, Illinois, USA; Chicago Cubs left fielder Ian Happ (8) and third baseman Alex Bregman (3) celebrate with teammates after scoring against the Arizona Diamondbacks during the fifth inning at Wrigley Field. Mandatory Credit: Patrick Gorski-Imagn Imageshttps://dawindycity.com/bears-safety-room-looks-completely-different-after-aggressive-offseason-overhaul-01krpa45wh1bDa Windy CityenBears safety room looks completely different after aggressive offseason overhaulChicago Bears,Dillon Thieneman,Bears depth chart2026-05-15T21:01:01Z2026-05-15T21:01:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4331,h_2436,x_0,y_244/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krpa5kg6y98bxcsf6k.jpghttps://dawindycity.com/bulls-could-pull-off-shocking-draft-trade-with-thunder-after-landing-no-4-pickDa Windy CityenBulls could pull off shocking draft trade with Thunder after landing No. 4 pickBulls,NBA Draft,Chicago Bulls2026-05-15T20:30:47Z2026-05-15T20:30:47Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_6000,h_3375,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krp9bq6grp9e5vqw1y.jpgApr 27, 2026; Phoenix, Arizona, USA; Oklahoma City Thunder guard Nikola Topic (44) against the Phoenix Suns during game four of the first round of the 2026 NBA Playoffs at Mortgage Matchup Center. Mandatory Credit: Mark J. Rebilas-Imagn Imageshttps://dawindycity.com/bears-caleb-williams-already-knows-when-he-ll-torch-the-packers-againDa Windy CityenBears' Caleb Williams already knows when he'll torch the Packers againCaleb Williams,Bears,Packers2026-05-15T19:00:00Z2026-05-15T19:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2970,h_1670,x_701,y_93/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krp6wvbs9xk6cqp0te.jpgNov 28, 2025; Philadelphia, Pennsylvania, USA; Chicago Bears quarterback Caleb Williams (18) reacts to a win against the Philadelphia Eagles at Lincoln Financial Field. Mandatory Credit: Bill Streicher-Imagn Imageshttps://dawindycity.com/cubs-finally-stop-the-bleeding-after-brutal-reality-check-against-bravesDa Windy CityenCubs finally stop the bleeding after brutal reality check against BravesCubs,Braves,Chicago Cubs,mlb,Chicago,nl central2026-05-15T18:00:01Z2026-05-15T18:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3800,h_2137,x_966,y_41/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krp909t1btwx17sbky.jpgMay 12, 2026; Atlanta, Georgia, USA; Chicago Cubs left fielder Ian Happ (8) catches a fly ball against the Atlanta Braves in the eighth inning at Truist Park. Mandatory Credit: Brett Davis-Imagn Imageshttps://dawindycity.com/bears-schedule-ranking-reveals-one-brutal-stretch-that-could-define-2026-seasonDa Windy CityenBears schedule ranking reveals one brutal stretch that could define 2026 seasonChicago Bears,Bears schedule ,Bears 2026 schedule2026-05-15T17:00:01Z2026-05-15T17:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4500,h_2531,x_0,y_123/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krp6a61427dz59vfxv.jpghttps://dawindycity.com/bears-may-already-have-two-replacements-ready-for-tyrique-stevensonDa Windy CityenBears may already have two replacements ready for Tyrique StevensonTyrique Stevenson,Chicago Bears,Terell Smith2026-05-15T13:00:02Z2026-05-15T13:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5133,h_2887,x_0,y_46/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krksk8m8hq9dvh3rke.jpghttps://dawindycity.com/bears-may-have-quietly-made-their-smartest-offseason-move-with-braxton-jonesDa Windy CityenBears may have quietly made their smartest offseason move with Braxton JonesBraxton Jones,Chicago Bears,Ozzy Trapilo2026-05-15T11:00:00Z2026-05-15T11:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3039,h_1709,x_0,y_44/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krkkgnnnv6k5x428xq.jpghttps://dawindycity.com/cubs-quietly-make-intriguing-bullpen-move-with-liam-hendriks-signingDa Windy CityenCubs quietly make intriguing bullpen move with Liam Hendriks signingCubs,Hendriks,Liam Hendriks,White Sox,Chicago Cubs,Chicago,Tommy John2026-05-14T23:00:00Z2026-05-14T23:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_6209,h_3492,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krm9bvcy8g6x3e0nct.jpgMay 21, 2025; Boston, Massachusetts, USA; Boston Red Sox relief pitcher Liam Hendriks (31) pitches against the New York Mets during the sixth inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Imageshttps://dawindycity.com/colin-cowherd-may-already-see-what-bears-fans-believe-about-caleb-williamsDa Windy CityenColin Cowherd may already see what Bears fans believe about Caleb WilliamsCaleb Williams ,NFL ,Thursday ,Chicago Bears 2026-05-14T22:00:00Z2026-05-14T22:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2755,h_1549,x_0,y_343/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01krj89rqj5wepphnz7x.jpgNov 16, 2025; Minneapolis, Minnesota, USA; Chicago Bears quarterback Caleb Williams (18) reacts after defeating the Minnesota Vikings at U.S. Bank Stadium. Mandatory Credit: Jeffrey Becker-Imagn Images