https://dawindycity.com/caleb-williams-can-silence-bears-biggest-2026-concern-with-easeDa Windy CityenCaleb Williams can silence Bears' biggest 2026 concern with easeChicago Bears,Caleb Williams,Ben Johnson2026-06-06T18:00:02Z2026-06-06T18:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4074,h_2291,x_0,y_834/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kteyenx3takvherk1v.jpgDec 28, 2025; Santa Clara, California, USA; Chicago Bears quarterback Caleb Williams (18) passes against the San Francisco 49ers in the first half at Levi's Stadium. Mandatory Credit: Sergio Estrada-Imagn Imageshttps://dawindycity.com/dylan-larkin-s-trade-request-gives-blackhawks-a-rare-opportunityDa Windy CityenDylan Larkin's trade request gives Blackhawks a rare opportunityBlackhawks,trade,Bedard,Chicago,Red Wings,Detroit,nhl,Connor Bedard2026-06-06T17:30:00Z2026-06-06T17:30:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4951,h_2784,x_0,y_284/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktewmr4bgz0vezk43x.jpgApr 2, 2026; Philadelphia, Pennsylvania, USA; Detroit Red Wings center Dylan Larkin (71) controls the puck against the Philadelphia Flyers in the first period at Xfinity Mobile Arena. Mandatory Credit: Kyle Ross-Imagn Imageshttps://dawindycity.com/bears-rookie-dillon-thieneman-lands-on-list-of-players-facing-immediate-pressure-in-2026Da Windy CityenBears rookie Dillon Thieneman lands on list of players facing immediate pressure in 2026Chicago Bears,Dillon Thieneman,Jaquan Brisker2026-06-06T17:00:01Z2026-06-06T17:00:01Zhttps://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/ImagnImages/mmsport/258/01ktepnnj65ptdb57wnn.jpgMay 8, 2026; Lake Forest, IL, USA; Chicago Bears defensive back Dillon Thieneman (31) warms up during Rookie Minicamp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/caleb-wilson-keeps-giving-bulls-fans-reasons-to-hope-ahead-of-nba-draftDa Windy CityenCaleb Wilson keeps giving Bulls fans reasons to hope ahead of NBA DraftCaleb Wilson,Bulls,NBA Draft2026-06-06T16:00:02Z2026-06-06T16:00:02Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3627,h_2040,x_353,y_132/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktcdrzkxs7cbh006tg.jpgNorth Carolina Tar Heels forward Caleb Wilson (8) https://dawindycity.com/cubs-suffer-most-embarrassing-loss-of-the-season-in-blowout-against-giantsDa Windy CityenCubs suffer most embarrassing loss of the season in blowout against GiantsCubs,Friday,Giants,Chicago Cubs,Craig Counsell,Cabrera2026-06-06T15:33:09Z2026-06-06T15:33:09Zhttps://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/ImagnImages/mmsport/258/01kteqjtdcq929bvw5k5.jpgMay 9, 2026; Arlington, Texas, USA; Chicago Cubs starting pitcher Edward Cabrera (30) comes off the field after he pitches against the Texas Rangers during the third inning at Globe Life Field. Mandatory Credit: Jerome Miron-Imagn Imageshttps://dawindycity.com/bears-should-be-thrilled-by-caleb-williams-most-overlooked-improvementDa Windy CityenBears should be thrilled by Caleb Williams' most overlooked improvementCaleb Williams,Chicago Bears,Ben Johnson2026-06-06T15:00:01Z2026-06-06T15:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4647,h_2613,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktep9ws72fq9bxp09a.jpgJan 10, 2026; Chicago, IL, USA; Chicago Bears quarterback Caleb Williams (18) rolls out as Green Bay Packers linebacker Quay Walker (7) applies the pressure during the first half of an NFC Wild Card Round game at Soldier Field. Mandatory Credit: Matt Marton-Imagn Imageshttps://dawindycity.com/bears-cannot-afford-to-wait-any-longer-on-d-andre-swift-extensionDa Windy CityenBears cannot afford to wait any longer on D'Andre Swift extensionD'Andre Swift,NFL ,Thursday ,Chicago Bears 2026-06-06T14:07:10Z2026-06-06T14:07:10Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_2353,h_1323,x_93,y_426/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktem41dt1hbcz03015.jpgNov 28, 2025; Philadelphia, Pennsylvania, USA; Chicago Bears running back D'Andre Swift (4) avoids a tackle by Philadelphia Eagles safety Reed Blankenship (32) during the second quarter of the game at Lincoln Financial Field. Mandatory Credit: Bill Streicher-Imagn Imageshttps://dawindycity.com/bears-get-encouraging-injury-update-on-t-j-edwards-and-dayo-odeyingboDa Windy CityenBears get encouraging injury update on T.J. Edwards and Dayo OdeyingboBears,Dayo Odeyingbo,tj edwards2026-06-06T11:00:03Z2026-06-06T11:00:03Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4200,h_2362,x_0,y_176/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktcd1tfw3ebhbyz23f.jpgChicago Bears head coach Ben Johnson addresses the media.https://dawindycity.com/bulls-fans-have-to-prepare-for-more-patrick-williams-going-forwardDa Windy CityenBulls fans have to prepare for more Patrick Williams going forwardPatrick Williams,chicago bulls,nba2026-06-05T20:00:01Z2026-06-05T20:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3700,h_2081,x_528,y_168/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktbsxbjq5kmk8jpn22.jpghttps://dawindycity.com/bears-rookie-sam-roush-is-already-being-set-up-for-a-larger-role-than-expectedDa Windy CityenBears rookie Sam Roush is already being set up for a larger role than expectedSam Roush,Chicago Bears,Rome Odunze2026-06-05T19:00:01Z2026-06-05T19:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3500,h_1968,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktc8h8sy9apehs03ns.jpgMay 8, 2026; Lake Forest, IL, USA; Chicago Bears tight end Sam Roush (87) warms up during Rookie Minicamp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/bulls-should-have-only-one-untouchable-player-on-the-roster-this-offseasonDa Windy CityenBulls should have only one untouchable player on the roster this offseasonJosh Giddey,Chicago Bulls,nba,matas buzelis2026-06-05T18:00:01Z2026-06-05T18:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_3407,h_1916,x_579,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktbrktpb9khq63w8c8.jpghttps://dawindycity.com/bears-preseason-schedule-reveals-three-key-tests-before-2026-seasonDa Windy CityenBears preseason schedule reveals three key tests before 2026 seasonBears,Caleb Williams,preseason,Browns,Chicago Bears2026-06-05T17:30:00Z2026-06-05T17:30:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4500,h_2531,x_0,y_324/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kta9v9n52nm8gc3nes.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/bears-make-massive-stadium-decision-with-hammond-vote-now-officialDa Windy CityenBears make massive stadium decision with Hammond vote now officialBears,soldier field,Pace,Chicago,Friday,contract,bears news,Field,Long,news2026-06-05T17:00:01Z2026-06-05T17:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4455,h_2505,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktc9ws5d80mh9g9mfn.jpgJan 31, 2022; Lake Forest, IL, USA; Chicago Bears Chairman George McCaskey speaks at a Press Conference to introduce new Chicago Bears-Head Coach Matt Eberflus and General Manager Ryan Poles Mandatory Credit: David Banks-Imagn Imageshttps://dawindycity.com/bears-rb-d-andre-swift-named-one-of-fantasy-football-s-best-values-for-2026Da Windy CityenBears RB D'Andre Swift named one of fantasy football's best values for 2026Chicago Bears,Ben Johnson,fantasy football,D'Andre Swift2026-06-05T16:00:03Z2026-06-05T16:00:03Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_7041,h_3960,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktc72t14t7fq0d085b.jpgJan 10, 2026; Chicago, IL, USA; Chicago Bears running back D'Andre Swift (4) runs runs after the catch as Green Bay Packers defensive end Kingsley Enagbare (55) defends during the second half of an NFC Wild Card Round game at Soldier Field. Mandatory Credit: Matt Marton-Imagn Imageshttps://dawindycity.com/caleb-williams-earning-mvp-buzz-is-a-sign-of-how-far-the-bears-have-comeDa Windy CityenCaleb Williams earning MVP buzz is a sign of how far the Bears have comeBen Johnson,Chicago Bears,Caleb Williams2026-06-03T19:00:01Z2026-06-05T15:39:42Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5293,h_2977,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktc712js1bcxmszdr2.jpgJan 10, 2026; Chicago, IL, USA; Chicago Bears quarterback Caleb Williams (18) warms up prior to an NFC Wild Card Round game against the Green Bay Packers at Soldier Field. Mandatory Credit: David Banks-Imagn Imageshttps://dawindycity.com/bears-fans-won-t-buy-espn-s-latest-assessment-of-chicago-s-biggest-weaknessDa Windy CityenBears fans won't buy ESPN's latest assessment of Chicago's biggest weaknessChicago Bears,Colston Loveland,Luther Burden2026-06-04T14:00:01Z2026-06-05T15:38:01Zhttps://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/ImagnImages/mmsport/258/01ktc6y2w2q27s0crmx0.jpgAug 15, 2025; Lake Forest, IL, USA; Chicago Bears head coach Ben Johnson addresses the media at Halas Hall before joint training camp practice with the Buffalo Bills ahead of Sunday's preseason game. Mandatory Credit: Kamil Krzaczynski-Imagn Imageshttps://dawindycity.com/bears-may-have-a-new-trade-target-after-the-rams-landed-myles-garrettDa Windy CityenBears may have a new trade target after the Rams landed Myles GarrettJosh Sweat,Chicago Bears,Caleb Williams2026-06-03T13:00:05Z2026-06-05T15:27:55Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4000,h_2250,x_0,y_231/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01ktc6bjfzdezthhhs99.jpgNov 23, 2025; Glendale, Arizona, USA; Arizona Cardinals linebacker Josh Sweat (10) against the Jacksonville Jaguars at State Farm Stadium. Mandatory Credit: Mark J. Rebilas-Imagn Imageshttps://dawindycity.com/rome-odunze-s-two-word-admission-should-have-bears-fans-pumpedDa Windy CityenRome Odunze's two-word admission should have Bears fans pumpedBears,Rome Odunze,DJ Moore2026-06-05T15:00:01Z2026-06-05T15:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_5616,h_3159,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kta27px19dyyxebxva.jpgChicago Bears wide receiver Rome Odunze (15) celebrateshttps://dawindycity.com/bears-fans-won-t-believe-the-packers-latest-hilarious-wr-mistakeDa Windy CityenBears fans won't believe the Packers' latest hilarious WR mistakeBears,Packers,Christian Watson2026-06-05T14:00:01Z2026-06-05T14:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_8640,h_4860,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kta1j4h2wx1tb7vq9a.jpgGreen Bay Packers wide receiver Christian Watson (9) makes a catchhttps://dawindycity.com/ben-johnson-makes-his-expectations-for-kyler-gordon-crystal-clearDa Windy CityenBen Johnson Makes His Expectations for Kyler Gordon Crystal ClearBen Johnson ,Thursday ,Chicago Bears ,NFL 2026-06-05T13:00:02Z2026-06-05T13:00:02Zhttps://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/258/01kt7wqtec9p7pck1sad.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/latest-rome-odunze-update-should-have-bears-revisiting-keenan-allen-reunionDa Windy CityenLatest Rome Odunze update should have Bears revisiting Keenan Allen reunionRome Odunze ,NFL ,Chicago Bears ,Thursday 2026-06-04T23:00:02Z2026-06-04T23:00:02Zhttps://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/ImagnImages/mmsport/258/01kt7wthq8jcme7xm92y.jpgJan 10, 2026; Chicago, IL, USA; Chicago Bears wide receiver Rome Odunze (15) leaves the field following a game against the Green Bay Packers in an NFC Wild Card Round game at Soldier Field. Mandatory Credit: David Banks-Imagn Imageshttps://dawindycity.com/bears-fans-should-love-ben-johnson-s-answer-on-caleb-williams-top-five-qb-debateDa Windy CityenBears fans should love Ben Johnson's answer on Caleb Williams' top-five QB debateCaleb Williams ,NFL ,Chicago Bears ,Thursday 2026-06-04T22:00:01Z2026-06-04T22:00:01Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_1907,h_1072,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kt8dzq32den47he6sk.jpgChicago Bears quarterback Caleb Williams (18) eludes Green Bay Packers defensive end Rashan Gary (52) during their football game Saturday, December 20, 2025, at Soldier Field in Chicago, Illinois.https://dawindycity.com/white-sox-are-about-to-learn-whether-their-surprise-start-is-realDa Windy CityenWhite Sox Are About to Learn Whether Their Surprise Start Is RealChicago White Sox ,MLB ,Wednesday 2026-06-04T21:00:00Z2026-06-04T21:00:00Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_8640,h_4860,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kt78ebhhgk4rhanfmn.jpgJun 2, 2026; Minneapolis, Minnesota, USA; Chicago White Sox shortstop Luisangel Acuña (0) scores during the seventh inning against the Minnesota Twins at Target Field. Mandatory Credit: Jordan Johnson-Imagn Imageshttps://dawindycity.com/ben-johnson-s-latest-comments-reveal-who-is-leading-the-bears-left-tackle-battleDa Windy CityenBen Johnson's latest comments reveal who is leading the Bears' left tackle battleChicago Bears,Braxton Jones,Ben Johnson2026-06-04T20:07:18Z2026-06-04T20:07:18Zhttps://images2.minutemediacdn.com/image/upload/c_crop,w_4150,h_2334,x_0,y_0/c_fill,w_2880,ar_16:9,f_auto,q_auto,g_auto/images/ImagnImages/mmsport/258/01kta3y0527ta8dw6yyq.jpgMay 7, 2022; Lake Forest, IL, USA; Chicago Bears offensive tackle Braxton Jones speaks at a news conference during team's rookie minicamp at Halas Hall. Mandatory Credit: Kamil Krzaczynski-Imagn Images