Ahead of the 2019–20 season, Sancho won his first trophy following the DFL-Supercup victory over Bayern Munich, and later scored two goals to help Dortmund win the 2021 DFB-Pokal final. On 16 October, during England's round of 16 tie against Japan, he was withdrawn from the competition by Borussia Dortmund.

On 1 July 2021, it was announced that Manchester United and Dortmund had reached an agreement for Sancho's transfer, subject to him signing a contract and passing a medical, both of which were expected to happen after UEFA Euro 2020. He later stated that he felt confident in making the move abroad due to his previous experiences in relocating with Watford and Manchester City. Sancho's three goals and three assists in five league matches during February 2020 saw him named Bundesliga Player of the Month for the second time in his career. Sancho scored his first goal of the 2022–23 season in a 2–1 home victory over Liverpool on 22 August 2022. Trading Card of Jadon Sancho from Golden Baller series of the Manchester United team with number 7 from official collection Panini Adrenalyn XL Premier League 22/23.

Sancho was part of the England youth team that won the 2017 FIFA U-17 World Cup and made his debut for the senior team in 2018. On 11 July 2021, Sancho was brought on as a 120th-minute substitute for Kyle Walker during the UEFA Euro 2020 final against Italy. Sancho's goal in Dortmund's 3–3 draw with RB Leipzig on 17 December meant he had scored in seven consecutive games for the club (including in Champions League matches against Barcelona and Slavia Prague), bringing his tally up to 15 goals and 16 assists in the Bundesliga in the calendar year of 2019.

Sticker of Tchouaméni / Bellingham / Valverde from the base series from Real Madrid team with number 171 from official collection Panini FIFA 365 Sticker Collection 2024. Following the 3–2 loss on penalties, Sancho along with Marcus Rashford and Bukayo Saka (who also missed penalties) were subjected to racially abusive messages on social media. Arsenal and Tottenham target Jadon Sancho withdraws from Manchester City training in bid to force move". Arsenal and Tottenham circle Jadon Sancho after youngster's contract talks with Manchester City break down". Regarded as a quick, highly technical, and creative player, with excellent dribbling skills and ball control, Sancho is known for his trickery and use of feints in one-on-one situations and has been described as one of the world's best young players during his Dortmund days.After scoring his first goal, he removed his shirt to reveal a shirt with the message "Justice for George Floyd", a black man who was murdered earlier that week in Minneapolis by a police officer, who knelt on Floyd's neck until he became unresponsive.