![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://static01.nyt.com/images/2016/11/04/sports/03subcubswin/03subcubswin-articleLarge-v2.jpg?quality=75&auto=webp&disable=upscale)
Cubs End 108-Year Wait for World Series Title, After a Little More
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://www.usatoday.com/gcdn/presto/2020/11/01/USAT/22397026-e737-48d6-8dbd-09890b943be7-USATSI_14988048.jpg?width=1200&disable=upscale&format=pjpg&auto=webp)
Cubs free agent Jon Lester buying beers for fans at Chicago bars
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://www.denverpost.com/wp-content/uploads/2016/10/613266806.jpg?w=535)
Jon Lester, Javier Baez help Cubs blank Giants in NLDS opener
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Column: Why Chicago Cubs should retire Jon Lester's number
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Cubs' final reward for World Series win: $369,000 postseason share
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://images2.minutemediacdn.com/image/upload/c_fill,w_1440,ar_16:9,f_auto,q_auto,g_auto/shape/cover/sport/https-3A-2F-2Fcubbiescrib-com-2Fwp-content-2Fuploads-2Fgetty-images-2F2017-2F10-2F862568472-league-championship-series-chicago-cubs-v-los-angeles-dodgers-game-two-jpg-850x560-2d7b227bb65f8515de7d11a2c1229239.jpg)
Chicago Cubs: Looking at an up-and-down season from Jon Lester
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://media.newyorker.com/photos/59097b8b2179605b11ad8f38/master/w_2560%2Cc_limit/Angell-At-Last.jpg)
At Last The New Yorker
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National League wild card game pitching matchup: Jon Lester vs
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://johninthewild.com/wp-content/uploads/2015/01/Jon-Lester-%E2%80%93-at-the-Top-of-Baseball-with-the-Chicago-Cubs-by-John-E.-Phillips-1.jpg)
Jon Lester – at the Top of Baseball with the Chicago Cubs by John
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://cdn.vox-cdn.com/thumbor/gDsn05lRFIvQFmOu4Y5KuRAKlww=/1400x1400/filters:format(jpeg)/cdn.vox-cdn.com/uploads/chorus_asset/file/23163368/1271262279.jpg)
MLB Rumors: Jon Lester has retired - Lone Star Ball
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://news.wttw.com/sites/default/files/styles/full/public/field/image/Cardinals_Cubs_Baseball_21267715265042.jpg?itok=UjbVr6ML)
Cards Match Record With 14th Straight Win, Rip Cubs 12-4
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://2cic.nyc3.cdn.digitaloceanspaces.com/c/stories/21/baseball/lester_rizz-750.jpg)
WATCH: Cubs release heartfelt farewell video for Jon Lester
![Jon Lester Chicago cubs, Cubs win, Cubs fan](https://images2.minutemediacdn.com/image/upload/c_fill,w_720,ar_16:9,f_auto,q_auto,g_auto/shape/cover/sport/https-3A-2F-2Fcubbiescrib-com-2Fwp-content-2Fuploads-2Fgetty-images-2F2018-2F08-2F537481236-850x560-e401104b4588dd7b01e1d098131b91b9.jpg)
Chicago Cubs legend Jon Lester is riding off into the sunset