Matches on Wednesday October 23, 2019
|Group stage||3||18:55||RB Leipzig de||1.7||2–1||0.7||ru Zenit||41,058||Red Bull Arena||Ali Palabıyık||Match Report|
|Group stage||3||18:55||Ajax nl||0.5||0–1||1.9||eng Chelsea||52,482||Johan Cruyff ArenA||Ovidiu Hațegan||Match Report|
|Group stage||3||20:00||Benfica pt||0.5||2–1||1.0||fr Lyon||53,035||Estádio do Sport Lisboa e Benfica||Ivan Kružliak||Match Report|
|Group stage||3||21:00||Inter it||1.7||2–0||0.4||de Dortmund||65,673||Stadio Giuseppe Meazza||Anthony Taylor||Match Report|
|Group stage||3||21:00||RB Salzburg at||1.8||2–3||0.5||it Napoli||29,520||Red Bull Arena||Clément Turpin||Match Report|
|Group stage||3||21:00||Lille fr||1.7||1–1||0.4||es Valencia||47,488||Stade Pierre-Mauroy||Deniz Aytekin||Match Report|
|Group stage||3||21:00||Genk be||0.9||1–4||1.9||eng Liverpool||19,626||Luminus Arena||Slavko Vinčič||Match Report|
|Group stage||3||21:00||Slavia Prague cz||1.6||1–2||2.2||es Barcelona||19,170||Sinobo Stadium||Bobby Madden||Match Report|
|Regular Season||13||19:45||Huddersfield||0–0||Middlesbrough||22,839||The John Smith's Stadium||Tony Harrington||Match Report|
|Regular Season||13||19:45||Fulham||3–2||Luton Town||18,082||Craven Cottage||John Brooks||Match Report|
|Regular Season||13||19:45||Bristol City||2–1||Charlton Ath||20,916||Ashton Gate Stadium||James Linington||Match Report|
|Regular Season||13||19:45||Derby County||1–0||Wigan Athletic||24,697||iPro Stadium||Keith Stroud||Match Report|
|Regular Season||13||19:45||Nott'ham Forest||1–2||Hull City||27,624||The City Ground||Oliver Langford||Match Report|
|Regular Season||15||19:45||P'borough Utd||4–0||Acc'ton Stanley||5,843||ABAX Stadium||Sam Purkiss||Match Report|
|Regular Season||15||19:45||Ipswich Town||0–2||Rotherham Utd||20,550||Portman Road Stadium||John Busby||Match Report|
|Regular Season||15||19:45||Coventry City||2–1||Fleetwood Town||4,672||St Andrew's Trillion Trophy Stadium||Michael Salisbury||Match Report|
|Conference Semifinals||19:00||NYCFC||1.3||1–2||1.9||Toronto FC||19,829||Citi Field||Jair Marrufo||Match Report|
|Conference Semifinals||19:00||Seattle||2.2||2–0||0.3||Real Salt Lake||37,722||CenturyLink Field||Alan Kelly||Match Report|
|Play-in round||19:00||Ottawa Fury||(4) 1–1 (5)||Charleston||2,427||TD Place Stadium||David Barrie||Match Report||Charleston won on penalty kicks following extra time|
|Play-in round||19:00||N Carolina||2–3||Birmingham||3,675||WakeMed Soccer Park||Tim Ford||Match Report|
|Play-in round||19:30||Austin||2–0||LA Galaxy II||2,656||Bold Stadium||Guido Gonzalez Jr.||Match Report|
|Play-in round||19:30||Sacramento||2–1||New Mexico Utd||9,907||Papa Murphy’s Park||Elton Garcia||Match Report|
|Regular season||19||18:15||Nacional||1–1||Envigado||14,766||Estadio Atanasio Girardot||Gustavo Murillo||Match Report|
|Regular season||19||20:15||Millonarios||2–4||Santa Fe||21,229||Estadio Nemesio Camacho El Campín||Jhon Hinestroza||Match Report|
|Quarter-final||18:30||HJK||(4) 2–2 (1)||Lahti||2,097||Telia 5G -areena||Mattias Gestranius||Match Report||HJK won on penalty kicks following extra time|
|Quarter-final||18:30||IFK Mariehamn||(4) 0–0 (2)||HIFK||925||Wiklöf Holding Arena||Mohammad Al Emara||Match Report|
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